[ CAS No. 86-68-0 ] {[proInfo.proName]}

Name: 86-68-0|6-Methoxyquinoline-4-carboxylic acid|98%
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Quality Control of [ 86-68-0 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 86-68-0 ]

SDS Specification

Alternatived Products of [ 86-68-0 ]

Product Details of [ 86-68-0 ]

CAS No. :	86-68-0	MDL No. :	MFCD00024013
Formula :	C₁₁H₉NO₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	XXLFLUJXWKXUGS-UHFFFAOYSA-N
M.W :	203.19	Pubchem ID :	345824
Synonyms :		Chemical Name :	6-Methoxyquinoline-4-carboxylic acid

Calculated chemistry of [ 86-68-0 ]

Physicochemical Properties

Num. heavy atoms :	15
Num. arom. heavy atoms :	10
Fraction Csp3 :	0.09
Num. rotatable bonds :	2
Num. H-bond acceptors :	4.0
Num. H-bond donors :	1.0
Molar Refractivity :	55.19
TPSA :	59.42 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.34 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.54
Log Po/w (XLOGP3) :	1.69
Log Po/w (WLOGP) :	1.94
Log Po/w (MLOGP) :	-0.06
Log Po/w (SILICOS-IT) :	1.8
Consensus Log Po/w :	1.38

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-2.53
Solubility :	0.605 mg/ml ; 0.00298 mol/l
Class :	Soluble
Log S (Ali) :	-2.55
Solubility :	0.569 mg/ml ; 0.0028 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.21
Solubility :	0.126 mg/ml ; 0.000619 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.37

Safety of [ 86-68-0 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 86-68-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 86-68-0 ]
Downstream synthetic route of [ 86-68-0 ]

[ 86-68-0 ] Synthesis Path-Upstream 1~1

1
[ 86-68-0 ]
[ 4312-44-1 ]

Reference： [1] Journal fuer Praktische Chemie (Leipzig), 1930, vol. <2> 128, p. 201,206

[ 86-68-0 ] Synthesis Path-Downstream 1~79

1
[ 6443-89-6 ]
[ 86-68-0 ]

Reference： [1]Chemische Berichte,1912,vol. 45,p. 1806
[2]Proceedings of the Royal Society of London. Series B, Biological sciences,1938,vol. 125,p. 60,69

2
[ 60-80-0 ]
[ 86-68-0 ]
4-(6-methoxy-quinoline-4-carbonyl)-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one [ No CAS ]

Reference： [1]Chemische Berichte,1942,vol. 75,p. 1214,1222

3
[ 86-68-0 ]
[ 4312-44-1 ]

Yield	Reaction Conditions	Operation in experiment
79.2 mg	With water; hydrogen bromide; at 130℃; for 4.0h;	105 mg (477 pmol) of raw 6-methoxyquinoline-4-carboxylic acid (7) are dissolved in 3 mL of 48% hydrobromic acid in water. The solution is heated to 130 C for 4 h. The solution is brought to a slightly basic pH with 6 M NaOH after reaching room temperature. 79.2 mg (419 pmol; 88%) of the product are obtained after by HPLC-purification and lyophilization. NMR (500 MHz, DMSO-d6) 13.65 (br, 0.6H) 10.24 (s, 1H), 8.78 (d, J = 4.4 Hz, 1H), 8.06 (d, J = 2.6 Hz, 1H), 7.95 (d, J = 9.1 Hz, 1H), 7.84 (d, J = 4.4 Hz, 1H), 7.37 (dd, J = 9.1, 2.6 Hz, 1H),13C NMR (125 MHz, DMSO-d6) 167.7, 156.9, 146.5, 144.1, 133.4, 131.2, 126.2, 122.3, 122.6, 106.5; LC-MS Rt 6.66 min, m/z 190.0415 [M+H]+

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206
[2]Patent: WO2019/154859,2019,A1 .Location in patent: Page/Page column 47; 49

4
[ 86-68-0 ]
[ 19834-77-6 ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206

5
[ 86-68-0 ]
[ 92286-60-7 ]

Reference： [1]Journal of the Chemical Society,1939,p. 1298

6
[ 86-68-0 ]
[ 5345-57-3 ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206

7
[ 5345-57-3 ]
[ 86-68-0 ]

Reference： [1]Chemische Berichte,1912,vol. 45,p. 1804

8
[ 858276-95-6 ]
[ 86-68-0 ]

Reference： [1]Chemische Berichte,1939,vol. 72,p. 1432,1438

9
[ 4594-91-6 ]
[ 86-68-0 ]

Reference： [1]Chemische Berichte,1931,vol. 64,p. 2487,2497

10
[ 5345-56-2 ]
[ 86-68-0 ]

Reference： [1]Chemische Berichte,1939,vol. 72,p. 1432,1438
[2]Journal of the Chemical Society,1942,p. 401,404
[3]Journal of the American Chemical Society,1946,vol. 68,p. 148
[4]Chemische Berichte,1939,vol. 72,p. 1432,1438

11
[ 84-55-9 ]
[ 86-68-0 ]

Reference： [1]Chemische Berichte,1907,vol. 40,p. 2332

12
[ 56-54-2 ]
[ 86-68-0 ]

Reference： [1]Monatshefte fur Chemie,1881,vol. 2,p. 593
Monatshefte fuer Chemie,1882,vol. 3,p. 532
[2]Chemische Berichte,1902,vol. 35,p. 2991
[3]Acta Pharmaceutica Jugoslavica,1958,vol. 8,p. 51,57
Chem.Abstr.,1958,p. 17265

13
[ 130-95-0 ]
[ 86-68-0 ]

Reference： [1]Monatshefte fur Chemie,1881,vol. 2,p. 593
Monatshefte fuer Chemie,1882,vol. 3,p. 532
[2]Acta Pharmaceutica Jugoslavica,1958,vol. 8,p. 51,57
Chem.Abstr.,1958,p. 17265

14
[ 186581-53-3 ]
[ 86-68-0 ]
[ 19834-77-6 ]

Reference： [1]Journal of Pharmaceutical Sciences,1981,vol. 70,p. 675 - 679

15
(8R,9S)-(+)-quinidine sulfate [ No CAS ]
[ 86-68-0 ]
[ 80227-26-5 ]
(R)-quinidinal [ No CAS ]
(S)-quinidinal [ No CAS ]

Reference： [1]Journal of Pharmaceutical Sciences,1981,vol. 70,p. 675 - 679

Yield	Reaction Conditions	Operation in experiment
46%		(a) 6-Methoxyquinoline-4-carboxylic Acid The title compound was prepared by modification of the procedure described by W. E. Doering and J. D. Chanley, J. Amer. Chem. Soc., 1946, 68, 586. A mixture of quinone (derived from quinine by reaction with potassium tert-butoxide and benzophenone in toluene) (225 g, 0.70 mol), tert-butanol (1 litre) and water (10 ml) was treated with potassium tert-butoxide (170 g, 1.5 mol). The mixture was stirred at 30 C., while air was bubbled through for 3 days. The mixture was diluted with diethyl ether and water and the layers separated. The aqueous phase was extracted with ethyl acetate. The combined diethyl ether and ethyl acetate extracts were dried over magnesium sulfate and evaporated to give recovered starting material (approximately 10 g). The aqueous phase was acidified to pH 5 with 5M hydrochloric acid. The precipitate was collected by filtration, washed with water and methanol, then dried to give 6-methoxyquinoline-4-carboxylic acid as a yellow solid (64.6 g, 46%). deltaH (d-6 DMSO) 6.23-5.95 (1H, m), 5.34-5.06 (2H, m), 3.37-2.92 (5H, m), 2.70 (1H, m), 2.38-2.15 (3H, m), 1.94-1.52 (2H, m)
46%		(a) 6-Methoxyquinoline-4-carboxylic Acid The title compound was prepared by modification of the procedure described by W. E. Daering and J. D. Chanley, J. Amer. Chem. Soc., 1946, 68, 586. A mixture of Quinine (225 g, 0.70 mol), tert-butanol (1 litre) and water (10 ml) was treated with potassium tert-butoxide (170 g, 1.5 mol). The mixture was stirred at 30 C., while air was bubbled through for 3 days. The mixture was diluted with diethyl ether and water and the layers separated. The aqueous phase was extracted with ethyl acetate. The combined diethyl ether and ethyl acetate extracts were dried over magnesium sulfate and evaporated to give recovered starting material (approximately 10 g). The aqueous phase was acidified to pH 5 with 5M hydrochloric acid. The precipitate was collected by filtration, washed with water and methanol, then dried to give 6-methoxyquinoline-4-carboxylic acid as a yellow solid (64.6 g, 46%). deltaH (d-6 DMSO), 6.23-5.95 (1H, m), 5.34-5.06 (2H, m), 3.37-2.92 (5H, m), 2.70 (1H, m), 2.38-2.15 (3H, m), 1.94-1.52 (2H, m).
46%		(a) 6-Methoxyquinoline4-Carboxylic Acid The title compound was prepared by modification of the procedure described by W. E. Daering and J. D. Chanley, J. Amer. Chem. Soc., 1946, 68, 586. A mixture of Quinine (225 g, 0.70 mol), tert-butanol (1 litre) and water (10 ml) was treated with potassium tert-butoxide (170 g, 1.5 mol). The mixture was stirred at 30 C., while air was bubbled through for 3 days. The mixture was diluted with diethyl ether and water and the layers separated. The aqueous phase was extracted with ethyl acetate. The combined diethyl ether and ethyl acetate extracts were dried over magnesium sulfate and evaporated to give recovered starting material (approximately 100 g). The aqueous phase was acidified to pH 5 with 5M hydrochloric acid. The precipitate was collected by filtration, washed with water and methanol, then dried to give 6-methoxyquinoline-4-carboxylic acid as a yellow solid (64.6 g, 46%). deltaH (d-6 DMSO), 6.23-5.95 (1H, m), 5.34-5.06 (2H, m), 3.37-2.92 (5H, m), 2.70 (1H, m), 2.38-2.15 (3H, m), 1.94-1.52 (2H, m).

2-carboxy-imidazole, histamine, 3-imidazol-4yl)-L-lactic acid, 2-(1-methyl-imidazol-4yl)ethylamine, 2-(3-metyl-limidazol-4yl)ethylamine, beta-alanyl-histidine-(carnosine), 7-chloro-4(amino-1-methylbutylamino)-quinoline, N4-(7-chloro-4-quinolinyl)-1,4-pentanediamine, 8-(4-amino-1-methylbutylamino)-6-methoxy-quinoline (primaquine), N4-(6-methoxy-8-quinolinyl)1,4-pentanediamine, quininic acid,

18
[ 127-06-0 ]
5-methoxy-isatin [ No CAS ]
[ 86-68-0 ]

Reference： [1]Chemische Berichte,1921,vol. 54,p. 3096

19
6-methoxy-quinoline-dicarboxylic acid-(2.4) [ No CAS ]
[ 86-68-0 ]

Reference： [1]Chemische Berichte,1921,vol. 54,p. 3096

20
chitenidine [ No CAS ]
[ 86-68-0 ]

Reference： [1]Monatshefte fur Chemie,1889,vol. 10,p. 67

21
isonitrosomethylquinotoxine [ No CAS ]
[ 86-68-0 ]

Reference： [1]Justus Liebigs Annalen der Chemie,1911,vol. 382,p. 367

22
isonitrosoquinotoxine [ No CAS ]
[ 86-68-0 ]

Reference： [1]Justus Liebigs Annalen der Chemie,1911,vol. 382,p. 367

23
methylquinotoxine [ No CAS ]
[ 86-68-0 ]

Reference： [1]Chemische Berichte,1907,vol. 40,p. 2332

24
quininone [ No CAS ]
[ 86-68-0 ]

Reference： [1]Justus Liebigs Annalen der Chemie,1909,vol. 365,p. 361

25
[ 865-47-4 ]
[ 75-65-0 ]
[ 14528-53-1 ]
oxygen [ No CAS ]
[ 52346-11-9 ]
[ 86-68-0 ]

Reference： [1]Journal of the American Chemical Society,1946,vol. 68,p. 586

26
[ 86-68-0 ]
[ 871876-07-2 ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206
[2]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206

27
[ 86-68-0 ]
[ 6279-51-2 ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206

28
[ 86-68-0 ]
[ 859780-30-6 ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206

29
[ 86-68-0 ]
[ 51094-27-0 ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206

30
[ 86-68-0 ]
[ 857808-37-8 ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206

31
[ 86-68-0 ]
[ 51043-76-6 ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206

32
[ 86-68-0 ]
[ 31610-09-0 ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206

33
[ 86-68-0 ]
[ 525-39-3 ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206

34
[ 86-68-0 ]
[ 264229-30-3 ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206

35
[ 86-68-0 ]
6-hydroxy-quinoline-4-carboxylic acid hydrazide [ No CAS ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206

36
[ 86-68-0 ]
[ 29620-63-1 ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206

37
[ 86-68-0 ]
6-ethoxy-quinoline-4-carboxylic acid methyl ester [ No CAS ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206

38
[ 86-68-0 ]
6-hydroxy-quinoline-4-carboxylic acid isopropyl ester [ No CAS ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206

39
[ 86-68-0 ]
6-hydroxy-quinoline-4-carboxylic acid propyl ester [ No CAS ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206

40
[ 86-68-0 ]
6-hydroxy-quinoline-4-carboxylic acid diethylamide [ No CAS ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206

41
[ 86-68-0 ]
6-hydroxy-quinoline-4-carbonyl azide [ No CAS ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206

42
[ 86-68-0 ]
6-hydroxy-quinoline-4-carboxylic acid-(2-chloro-ethyl ester) [ No CAS ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206

43
[ 86-68-0 ]
[ 856086-94-7 ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206

44
[ 86-68-0 ]
[ 856098-77-6 ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206

45
[ 86-68-0 ]
6-methoxy-quinoline-4-carbonyl azide [ No CAS ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206

46
[ 86-68-0 ]
6-hydroxy-quinoline-4-carboxylic acid isopropylidenehydrazide [ No CAS ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206

47
[ 86-68-0 ]
<i>N</i>-(6-methoxy-[4]quinolyl)-diacetamide [ No CAS ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206

48
[ 86-68-0 ]
[ 876479-35-5 ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206

49
[ 86-68-0 ]
6-hydroxy-quinoline-4-carboxylic acid-(1-phenyl-ethylLiDenehydrazide) [ No CAS ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206

50
[ 86-68-0 ]
6-methoxy-quinoline-4-carboxylic acid-(1-phenyl-ethylLiDenehydrazide) [ No CAS ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206

51
[ 86-68-0 ]
6-methoxy-quinoline-4-carboxylic acid-(4-dimethylamino-benzylidenehydrazide) [ No CAS ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2> 128,p. 201,206

52
[ 35813-38-8 ]
[ 86-68-0 ]

Reference： [1]Chemische Berichte,1939,vol. 72,p. 1432,1438
[2]Chemische Berichte,1939,vol. 72,p. 1432,1438

53
[ 66695-42-9 ]
[ 86-68-0 ]

Reference： [1]Chemische Berichte,1939,vol. 72,p. 1432,1438
[2]Chemische Berichte,1939,vol. 72,p. 1432,1438

54
[ 857622-89-0 ]
[ 86-68-0 ]

Reference： [1]Chemische Berichte,1939,vol. 72,p. 1432,1438
[2]Chemische Berichte,1939,vol. 72,p. 1432,1438

55
[ 104-94-9 ]
[ 86-68-0 ]

Reference： [1]Chemische Berichte,1912,vol. 45,p. 1804

56
[ 86-68-0 ]
[ 4352-94-7 ]

Yield	Reaction Conditions	Operation in experiment
	With oxalyl dichloride;N,N-dimethyl-formamide; In dichloromethane; for 1h;	Example 1. cis-3-(R/S)-Ethoxycarbonyl-4-(S/R)-heptylamino-1-[2-(R)-hydroxy-2-(6-methoxyquinolin-4-yl)]ethylpiperidine dioxalate Example 1. cis-3-(R/S)-Ethoxycarbonyl-4-(S/R)-heptylamino-1-[2-(R)-hydroxy-2-(6-methoxyquinolin-4-yl)]ethylpiperidine dioxalate(a) [R]-2-(6-Methoxyquinolin-4-yl)oxirane A solution of <strong>[86-68-0]6-methoxyquinoline-4-carboxylic acid</strong> (10g) in dichloromethane was heated under reflux with oxalyl chloride (5ml) and dimethylformamide (2 drops) for 1 hour and evaporated to dryness. The residue, in dichloromethane (100ml) was treated with a 2M solution of trimethylsilyldiazomethane in hexane (50ml) and stirred at room temperature for 18 hours. 5M Hydrochloric acid (150ml) was added and the solution was stirred at room temperature for 3 hours. It was basified with sodium carbonate solution, extracted with ethyl acetate and chromatographed on silica gel eluting with ethyl acetate-hexane to give the chloromethyl ketone (4.2g). A batch of the chloromethyl ketone (20g) was reduced with (+)-B-chlorodiisopinocamphenylborane (40g) in dichloromethane (400ml) at room temperature for 18 hours followed by treatment with diethanolamine (30 g) for 3 hours. The product was chromatographed on silica gel eluting with ethyl acetate-hexane to give the chloroalcohol (16.8g), which was dissolved in tetrahydrofuran (100 ml) and reacted with sodium hydroxide (2.6g) in water (13ml) for 1.5 hours. The reaction mixture was evaporated to dryness and chromatographed on silica gel eluting with ethyl acetate - hexane to give the title compound as a solid (10.4 g) (84% ee by chiral HPLC). Recrystallisation from ether-pentane gave mother-liquor (7.0 g) (90% ee). MS (+ve ion electrospray) m/z 202 (MH+) The absolute stereochemistry was defined to be (R) by an NMR study on the Mosher's esters derived from the product obtained by reaction with 1-t-butylpiperazine.

Reference： [1]Patent: EP1214314,2005,B1 .Location in patent: Page/Page column 12
[2]Journal of Enzyme Inhibition and Medicinal Chemistry,2020,vol. 35,p. 974 - 992

57
[ 86-68-0 ]
[ 18107-18-1 ]
[ 314741-43-0 ]

Yield	Reaction Conditions	Operation in experiment
		A solution of <strong>[86-68-0]6-methoxyquinoline-4-carboxylic acid</strong> (10g) in dichloromethane was heated under reflux with oxalyl chloride (5ml) and dimethylformamide (2 drops) for I hour and evaporated to dryness.. The residue, in dichloromethane (100ml) was treated with a 2M solution of trimethylsilyldiazomethane in hexane (50ml) and stirred at room temperature for 18 hours. 5M hydrochloric acid (150ml) was added and the solution was stirred at room temperature for 3 hours.. It was basified with sodium carbonate solution, extracted with ethyl acetate and chromatographed on silica gel eluding with ethyl acetate-hexane to give the chloromethyl ketone (4.2g)..

Reference： [1]Patent: EP1187828,2004,B1 .Location in patent: Page 13

58
[ 86-68-0 ]
[ 75-65-0 ]
[ 394223-55-3 ]

Yield	Reaction Conditions	Operation in experiment
	With diphenyl phosphoryl azide; triethylamine; at 85℃;	Curtius rearrangement of <strong>[86-68-0]6-methoxyquinoline-4-carboxylic acid</strong> (Example 5 la of W099/37635) (4g, 20mmol) with diphenylphosphoryl azide (4.3mL, 20mmol) and triethylamine (3. 5mL) in tert-butanol (25ml) at 85C gave, after chromatography (silica gel, ethyl acetate-dichloromethane) the N-tert-butoxycarbamate (2. 47g). Treatment with aqueous hydrochloric acid at reflux, followed by basification and extraction with ethyl acetate gave the 4-aminoquinoline (0.74g). This compound may also be prepared from 4-hydroxy-6-methoxyquinoline by chlorination with phosphorus oxychloride, to give the 4-chloroquinoline, followed by treatment with n-propylamine hydrochloride.

Reference： [1]Patent: WO2003/87098,2003,A1 .Location in patent: Page/Page column 51

59
[ 86-68-0 ]
[ 75-36-5 ]
[ 111-42-2 ]
[ 314741-44-1 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; In tetrahydrofuran; dichloromethane; water;	(a) [R]-2-(6-Methoxyquinolin-4-yl)oxirane This was prepared from <strong>[86-68-0]6-methoxyquinoline-4-carboxylic acid</strong> by the method of Example 1(f) except that the chloromethylketone (20 g) was reduced with (+)-B-chlorodiisopinocamphenylborane (40 g) in dichloromethane (400 ml) at room temperature for 18 hours followed by treatment with diethanolamine (30 g) for 3 hours. The product was chromatographed on silica gel eluding with ethyl acetate-hexane to give the chloroalcohol (16.8 g), which was dissolved in tetrahydrofuran (100 ml) and reacted with sodium hydroxide (2.6 g) in water (13 ml) for 1.5 hours. The reaction mixture was evaporated to dryness and chromatographed on silica gel eluding with ethyl acetate-hexane to give the title compound as a solid (10.4 g) (84% ee by chiral HPLC). Recrystallisation from ether-pentane gave mother-liquor (7.0 g) (90% ee). MS (+ve ion electrospray) m/z 202 (MH+)

Reference： [1]Patent: US2003/203917,2003,A1

60
[ 79-37-8 ]
[ 86-68-0 ]
[ 18107-18-1 ]
[ 534-07-6 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; In N-methyl-acetamide; hexane; dichloromethane;	(f) [R,S]-2-(6-Methoxyquinolin-4-yl)oxirane A solution of <strong>[86-68-0]6-methoxyquinoline-4-carboxylic acid</strong> (10 g) in dichloromethane was heated under reflux with oxalyl chloride (5 ml) and dimethylformamide (2 drops) for 1 hour and evaporated to dryness. The residue, in dichloromethane (100 ml) was treated with a 2M solution of trimethylsilyldiazomethane in hexane (50 ml) and stirred at room temperature for 18 hours. 5M Hydrochloric acid (150 ml) was added and the solution was stirred at room temperature for 3 hours. It was basified with sodium carbonate solution, extracted with ethyl acetate and chromatographed on silica gel eluding with ethyl acetate-hexane to give the chloromethyl ketone (4.2 g).
	With hydrogenchloride; In N-methyl-acetamide; hexane; dichloromethane;	A solution of <strong>[86-68-0]6-methoxyquinoline-4-carboxylic acid</strong> (10 g) in dichloromethane was heated under reflux with oxalyl chloride (5 ml) and dimethylformamide (2 drops) for 1 hour and evaporated to dryness. The residue, in dichloromethane (100 ml) was treated with a 2M solution of trimethylsilyldiazomethane in hexane (50 ml) and stirred at room temperature for 18 hours. 5M Hydrochloric acid (150 ml) was added and the solution was stirred at room temperature for 3 hours. It was basified with sodium carbonate solution, extracted with ethyl acetate and chromatographed on silica gel eluding with ethyl acetate-hexane to give the chloromethyl ketone (4.2 g).

Reference： [1]Patent: US2003/203917,2003,A1
[2]Patent: US2004/38998,2004,A1

61
1-aza-3-n-pentyl-8-(ax)-hydroxy-bicyclo[4,4,0]decane [ No CAS ]
[ 86-68-0 ]
1-Aza-8-(ax)-[(6-methoxyquinolin-4-yl)aminocarbonyloxy]-3-(eq)-n-pentyl-bicyclo[4,4,0]decane [ No CAS ]
[ 264229-30-3 ]

Yield	Reaction Conditions	Operation in experiment
	In ethyl acetate n-hexane;	EXAMPLE 2 1-Aza-8-(ax)-[(6-methoxyquinolin-4-yl)aminocarbonyloxy]-3-(eq)-n-pentyl-bicyclo[4,4,0]decane Reaction of 6-methoxyquinoline-4-isocyanate prepared from 6-methoxyquinoline4-carboxylic acid (0.142 g) with 1-aza-3-n-pentyl-8-(ax)-hydroxy-bicyclo[4,4,0]decane (0.10 g) (by the Method of Example 1(c)) and chromatography of the product on silica gel in ethyl acetate-hexane (1:1) gave the compound of Example 1 (30 mg). Continued elution with ethyl acetate, followed by preparative TLC [methanol-ethyl acetate (1:10)] gave the title compound as a pale yellow foam (14 mg). MS (+ve ion electrospray) m/z 426 (MH+).

Reference： [1]Patent: US6602882,2003,B1

62
[ 79-37-8 ]
[ 86-68-0 ]
[ 68-12-2 ]
[ 18107-18-1 ]
[ 534-07-6 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; In hexane; dichloromethane;	A solution of <strong>[86-68-0]6-methoxyquinoline-4-carboxylic acid</strong> (Example 1(a)) (10 g) in dichloromethane was heated under reflux with oxalyl chloride (5 ml) and N,N'-dimethylformamide (2 drops) for 1 hour and evaporated to dryness. The residue, in dichloromethane (100 ml) was treated with a 2M solution of trimethylsilyldiazomethane in hexane (50 ml) and stirred at room temperature for 18 hours. 5M Hydrochloric acid (150 ml) was added and the solution was stirred at room temperature for 3 hours. It was basified with sodium carbonate solution, extracted with ethyl acetate and chromatographed on silica gel eluding with ethyl acetate-hexane to give the chloromethyl ketone (4.2 g).
	With hydrogenchloride; In hexane; dichloromethane;	A solution of <strong>[86-68-0]6-methoxyquinoline-4-carboxylic acid</strong> (10 g) in dichloromethane was heated under reflux with oxalyl chloride (5 ml) and N,N'-dimethylformamide (2 drops) for 1 hour and evaporated to dryness. The residue, in dichloromethane (100 ml) was treated with a 2M solution of trimethylsilyldiazomethane in hexane (50 ml) and stirred at room temperature for 18 hours. 5M Hydrochloric acid (150 ml) was added and the solution was stirred at room temperature for 3 hours. It was basified with sodium carbonate solution, extracted with ethyl acetate and chromatographed on silica gel eluding with ethyl acetate-hexane to give the chloromethyl ketone (4.2 g).

Reference： [1]Patent: US2004/77655,2004,A1
[2]Patent: US2004/77656,2004,A1

63
[ 79-37-8 ]
[ 86-68-0 ]
[ 18107-18-1 ]
[ 314741-44-1 ]
[ 534-07-6 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; In N-methyl-acetamide; hexane; dichloromethane;	(a) [R]-2-(6-Methoxyquinolin-4-yl)oxirane A solution of <strong>[86-68-0]6-methoxyquinoline-4-carboxylic acid</strong> (10 g) in dichloromethane was heated under reflux with oxalyl chloride (5 ml) and dimethylformamide (2 drops) for 1 hour and evaporated to dryness. The residue, in dichloromethane (100 ml) was treated with a 2M solution of trimethylsilyldiazomethane in hexane (50 ml) and stirred at room temperature for 18 hours. 5M Hydrochloric acid (150 ml) was added and the solution was stirred at room temperature for 3 hours. It was basified with sodium carbonate solution, extracted with ethyl acetate and chromatographed on silica gel eluding with ethyl acetate-hexane to give the chloromethyl ketone (4.2 g).

Reference： [1]Patent: US2004/53928,2004,A1

64
[ 86-68-0 ]
[ 6279-51-2 ]
N-tert-butoxycarbamate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With diphenylphosphoranyl azide; triethylamine; In tert-butyl alcohol;	(a) 4-Amino-6-methoxyquinoline Curtius rearrangement of <strong>[86-68-0]6-methoxyquinoline-4-carboxylic acid</strong> (4 g, 20 mmol) with diphenylphosphoryl azide (4.3 ml, 20 mmol) and triethylamine(3.5 ml) in tert-butanol (25 ml) at 85 C. gave, after chromatography on silica gel (ethyl acetate-dichloromethane) the N-tert-butoxycarbamate (2.47 g).

Reference： [1]Patent: US2004/53928,2004,A1

65
[ 86-68-0 ]
[ 75-03-6 ]
[ 5345-57-3 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate; In N,N-dimethyl-formamide; at 55℃;	To a suspension of <strong>[86-68-0]6-methoxy-quinoline-4-carboxylic acid</strong> (prepared according to US 5,338,851; 43.8 g, 215.6 mmol) in DMF (215 mL) were added K2CO3 (99%; 60.2 g, 431.2 mmol) and iodoethane (19.4 mL, 237.2 mmol). The mixture was heated at 55C overnight. The solvent was evaporated to dryness, and the residue was partitioned between EA (1.5 L) and water (600 mL). The org. layer was washed twice with brine (2 x 300 mL), dried over Na2SO4, filtered and concentrated to dryness to yield a purple solid (37.5 g). 1H NMR (d6-DMSO) delta: 8.87 (d, J = 4.5 Hz, IH); 8.05 (d, J = 3.0 Hz, IH); 8.02 (d, J = 9.0 Hz, IH); 7.91 (d, J = 4.5 Hz, IH); 7.49 (dd, J = 3.0, 9.0 Hz, IH); 4.44 (q, J = 7.2 Hz, 2H); 3.90 (s, 3H); 1.39 (t, J = 7.2 Hz, 3H). MS (ESI, m/z): 232.4 [M+H+].
	With potassium carbonate; In N,N-dimethyl-formamide; at 55℃;	19.i. <strong>[86-68-0]6-methoxy-quinoline-4-carboxylic acid</strong> ethyl ester To a suspension of <strong>[86-68-0]6-methoxy-quinoline-4-carboxylic acid</strong> (prepared according to U.S. Pat. No. 5,338,851; 43.8 g, 215.6 mmol) in DMF (215 mL) were added K2CO3 (99%; 60.2 g, 431.2 mmol) and iodoethane (19.4 mL, 237.2 mmol). The mixture was heated at 55 C. overnight. The solvent was evaporated to dryness, and the residue was partitioned between EA (1.5 L) and water (600 mL). The org. layer was washed twice with brine (2*300 mL), dried over Na2SO4, filtered and concentrated to dryness to yield a purple solid (37.5 g). 1H NMR (d6-DMSO) delta: 8.87 (d, J=4.5 Hz, 1H); 8.05 (d, J=3.0 Hz, 1H); 8.02 (d, J=9.0 Hz, 1H); 7.91 (d, J=4.5 Hz, 1H); 7.49 (dd, J=3.0, 9.0 Hz, 1H); 4.44 (q, J=7.2 Hz, 2H); 3.90 (s, 3H); 1.39 (t, J=7.2 Hz, 3H). MS (ESI, m/z): 232.4 [M+H+].

Reference： [1]Patent: WO2008/78305,2008,A2 .Location in patent: Page/Page column 95
[2]Patent: US2010/29623,2010,A1 .Location in patent: Page/Page column 37

66
[ 79-37-8 ]
[ 86-68-0 ]
[ 18107-18-1 ]
[ 314741-43-0 ]

Yield	Reaction Conditions	Operation in experiment
		A solution of <strong>[86-68-0]6-methoxyquinoline-4-carboxylic acid</strong> (10g) in dichloromethane was heated under reflux with oxalyl chloride (5ml) and dimethylformamide (2 drops) for 1 hour and evaporated to dryness. The residue, in dichloromethane (100ml) was treated with a 2M solution of trimethylsilyldiazomethane in hexane (50ml) and stirred at room temperature for 18 hours. 5M Hydrochloric acid (150ml) was added and the solution was stirred at room temperature for 3 hours. It was basified with sodium carbonate solution, extracted with ethyl acetate and chromatographed on silica gel eluting with ethyl acetate-hexane to give the chloromethyl ketone (4.2g). A batch of the chloromethyl ketone (20g) was reduced with (+)-B-chlorodiisopinocamphenylborane (40g) in dichloromethane (400ml) at room temperature for 18 hours followed by treatment with diethanolamine (30 g) for 3 hours. The product was chromatographed on silica gel eluting with ethyl acetate-hexane to give the chloroalcohol (16.8g), which was dissolved in tetrahydrofuran (100 ml) and reacted with sodium hydroxide (2.6g) in water (13ml) for 1.5 hours. The reaction mixture was evaporated to dryness and chromatographed on silica gel eluting with ethyl acetate - hexane to give the title compound as a solid (10.4 g) (84% ee by chiral HPLC). Recrystallisation from ether-pentane gave mother-liquor (7.0 g) (90% ee). MS (+ve ion electrospray) m/z 202 (MH+) The absolute stereochemistry was defined to be (R) by an NMR study on the Mosher's esters derived from the product obtained by reaction with 1-t-butylpiperazine.

Reference： [1]Patent: EP1202987,2003,B1 .Location in patent: Page/Page column 10

67
[ 86-68-0 ]
[ 82502-77-0 ]
1-heptyl-4-[N-(6-methoxyquinolin-4-yl)formamido]piperazine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
16%		6-Methoxyquinoline-4-carboxylic acid (1g, 4.9mmol) in 1,2-dichloromethane (15ml) was treated with triethylamine (0.7ml, 5.0mmol) and stirred for 15 minutes.. diphenylphosphorylazide (1.1ml, 5.1 mmol) was added and the mixture was stirred at room temperature for 1.5 hours and then heated under reflux for 30 minutes.. A mixture of Example 16(a) (0.115g, 6.3mmol) and triethylamine (1.5ml, 10.7 mmol) in 1,2-dichloroethane (5ml) was added and the mixture was stirred overnight.. It was diluted with dichloromethane, washed with sodium carbonate solution, water and brine, dried and evaporated.. Purification on silica gel eluding with 10% methanol-ethyl acetate gave a yellow solid (0.30g, 16%). MS (+ve ion electrospray) m/z 385 (MH+).

Reference： [1]Patent: EP1187828,2004,B1 .Location in patent: Page 19

68
[ 86-68-0 ]
[ 92288-15-8 ]

Reference： [1]Journal of the American Chemical Society,2010,vol. 132,p. 1828 - 1830
[2]Journal of the American Chemical Society,2012,vol. 134,p. 859 - 862

69
[ 67-63-0 ]
[ 84-31-1 ]
[ 86-68-0 ]
[ 345223-64-5 ]

Reference： [1]Journal of the American Chemical Society,2010,vol. 132,p. 1828 - 1830

70
[ 39755-95-8 ]
[ 113-24-6 ]
[ 86-68-0 ]

Reference： [1]Chinese Chemical Letters,2010,vol. 21,p. 35 - 38

71
[ 250641-13-5 ]
[ 86-68-0 ]

Yield	Reaction Conditions	Operation in experiment
	In water; at 200℃; for 1.5h;	Step 2: 6-methoxyquinoline-4-carboxylic acid The starting material was reacted in a pressured tube for 1.5 hour at 200C with stirring. And worked up as described in example 9. 1 H NMR (400 MHz, DMSO-d6): delta 3.85 - 3.96 (s, 3H), 7.45 - 7.55 (dd, J = 9.0, 3.0 Hz, 1 H), 7.88 - 7.99 (d, J = 4.5 Hz, 1 H), 7.99 - 8.08 (d, J = 9.2 Hz, 1 H), 8.13 - 8.23 (d, J = 3.0 Hz, 1 H),8.83 - 8.92 (d, J = 4.5 Hz, 1 H). UPLC I (ESI) R, 0.44 min, m/z 204.5 [M+H]+ (99%). Step 2: 6-Fluoroquinoline-4- carboxylic acid. 6-Fluoroquinoline-2,4- dicarboxylic acid (0.103 g, 0.437 mmol) was transferred in a pressure tube, 6 mL water was added. The closed tube was heated to 200 for 4h. After slow cooling of the tube, the resulting precipitate was filtered and washed with water to yield white crystals Yield: 0.076 g, 90% 1 H NMR (400 MHz, DMSO-d6) : delta 7.79 (ddd, J = 9.24, 8.20, 2.94 Hz, 1 H), 8.03 (d, J = 4.31 Hz, 1 H), 8.21 (dd, J = 5.86 Hz, J' = 9.27 Hz, 1 H), 8.52 (dd, J = 1 1 .19, 2.90 Hz, 1 H), 9.05 (d, J = 4.38 Hz, 1 H). MS (ESI) m/z 192.1 [M+H]+, 189.9 [M-H]
	In water; at 200℃; for 1.5h;Sealed tube;	General procedure: 6-Fluoroquinoline-2,4-dicarboxylic acid (0.103 g, 0.437 mmol) was transferred in a pressure tube, 6 mL water was added. The closed tube was heated to 200 C. for 4 h. After slow cooling of the tube, the resulting precipitate was filtered and washed with water to yield white crystals 10422] The starting material was reacted in a pressured tube for 1.5 hour at 200 C. with stirring. And worked up as described in example 9.10423] 1H NMR (400 MHz, DMSO-d5): oe 3.85-3.96 (s,3H), 7.45-7.55 (dd, J=9.0, 3.0 Hz, 1H), 7.88-7.99 (d, J=4.5Hz, 1H), 7.99-8.08 (d, J=9.2 Hz, 1H), 8.13-8.23 (d, J=3.0 Hz,1H), 8.83-8.92 (d, J=4.5 Hz, 1H).10424] UPLC I (ESI) R0.44 mi mlz 204.5 [M+H] (99%).

Reference： [1]Chinese Chemical Letters,2010,vol. 21,p. 35 - 38
[2]ACS Medicinal Chemistry Letters,2013,vol. 4,p. 491 - 496
[3]Patent: WO2013/107820,2013,A1 .Location in patent: Page/Page column 56
[4]Patent: US2014/357650,2014,A1 .Location in patent: Paragraph 0365; 0422

72
[ 86-68-0 ]
[ 1353716-33-2 ]

Reference： [1]Journal of the American Chemical Society,2012,vol. 134,p. 859 - 862

73
[ 39755-95-8 ]
[ 86-68-0 ]

Reference： [1]ACS Medicinal Chemistry Letters,2013,vol. 4,p. 491 - 496

74
[ 86-68-0 ]
[ 1584652-36-7 ]
[ 1448440-66-1 ]

Reference： [1]Journal of Medicinal Chemistry,2014,vol. 57,p. 3053 - 3074

75
[ 870449-55-1 ]
[ 86-68-0 ]
(E)-3-(methyl(3-((3-(3,4,5-trimethoxyphenyl)acryloyl)oxy)propyl)amino)propyl 6-methoxyquinoline-4-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
15.2%	With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20℃; for 49h;	General procedure: A solution of the suitable methylhydroxyaminoester 54-68 (0.250 mmol) in 5 mL of an. CH2Cl2 was cooled at 0 C and 0.360 mmol of the appropriate carboxylic acid, 0.083 mmol of 4-dimethylaminopiridine (DMAP) and 0.500 mmol of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCl) were added. The reaction mixture was stirred for 1 h at 0 C and 48 h at room temperature. Then CH2Cl2 was added and the organic layer was washed twice with a saturated solution of NaHCO3. Afterdrying with Na2SO4, the solvent was removed under reduced pressure. The crude product was then purified by flash chromatography using the appropriate eluting system, yielding the desired compound as an oil. All the compounds were transformed into the corresponding hydrochloride or oxalate as white solid. The salts were crystallized from abs. ethanol/petroleum ether.

Reference： [1]European Journal of Medicinal Chemistry,2014,vol. 87,p. 398 - 412

76
[ 870449-63-1 ]
[ 86-68-0 ]
(E)-5-(methyl(5-((3-(3,4,5-trimethoxyphenyl)acryloyl)oxy)pentyl)amino)pentyl 6-methoxyquinoline-4-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
47.7%	With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20℃; for 49h;	General procedure: A solution of the suitable methylhydroxyaminoester 54-68 (0.250 mmol) in 5 mL of an. CH2Cl2 was cooled at 0 C and 0.360 mmol of the appropriate carboxylic acid, 0.083 mmol of 4-dimethylaminopiridine (DMAP) and 0.500 mmol of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCl) were added. The reaction mixture was stirred for 1 h at 0 C and 48 h at room temperature. Then CH2Cl2 was added and the organic layer was washed twice with a saturated solution of NaHCO3. Afterdrying with Na2SO4, the solvent was removed under reduced pressure. The crude product was then purified by flash chromatography using the appropriate eluting system, yielding the desired compound as an oil. All the compounds were transformed into the corresponding hydrochloride or oxalate as white solid. The salts were crystallized from abs. ethanol/petroleum ether.

Reference： [1]European Journal of Medicinal Chemistry,2014,vol. 87,p. 398 - 412

77
[ 86-68-0 ]
[ 64-17-5 ]
[ 5345-57-3 ]

Yield	Reaction Conditions	Operation in experiment
79%	With sulfuric acid; at 80℃; for 2h;	A solution of <strong>[86-68-0]6-methoxyquinoline-4-carboxylic acid</strong> (500 mg, 2.46 mmol) and H2504 (2 mL) in EtOH (10 mL) was stirred at 80C for 2 hours. Then H20 (20 mL) was added to the mixture and extracted with EA (x3). The organic layer was washed with NaHCO3, brine and dried over Na2SO4 to give ethyl 6-methoxyquinoline-4-carboxylate as yellow solid (450 mg, 79%). ESI MS m/z = 231.9 [M+Hf
79%	With sulfuric acid; at 80℃; for 2h;	A solution of <strong>[86-68-0]6-methoxyquinoline-4-carboxylic acid</strong> (500 mg, 2.46 mmol) and H2SO4 (2 mL) in EtOH (10 mL) was stirred at 80 oC for 2 hours. Then H2O (20 mL) was added to the mixture and extracted with EA (x3). The organic layer was washed with NaHCO3, brine and dried over Na2SO4 to give ethyl 6-methoxyquinoline-4-carboxylate as yellow solid (450 mg, 79%). ESI MS m/z = 231.9 [M+H]+.

Reference： [1]Patent: WO2017/15449,2017,A1 .Location in patent: Page/Page column 305; 306
[2]Patent: WO2019/67864,2019,A1 .Location in patent: Page/Page column 279

78
[ 86-68-0 ]
6-(3-(4-tert-butoxycarbonylpiperazin-1-yl)-1-propoxy)quinoline-4-carboxylic acid trifluoroacetate [ No CAS ]

Reference： [1]Patent: WO2019/154859,2019,A1

79
[ 86-68-0 ]
6-(3-chloro-1-propoxy)quinoline-4-carboxylic acid [ No CAS ]

Reference： [1]Patent: WO2019/154859,2019,A1

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Code	Phrase
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Code	Phrase
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Code	Phrase
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P378
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P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 86-68-0 ] {[proInfo.proName]}

Quality Control of [ 86-68-0 ]

Related Doc. of [ 86-68-0 ]

Product Details of [ 86-68-0 ]

Calculated chemistry of [ 86-68-0 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 86-68-0 ]

Application In Synthesis of [ 86-68-0 ]

[ 86-68-0 ] Synthesis Path-Upstream 1~1

[ 86-68-0 ] Synthesis Path-Downstream 1~79

Related Functional Groups of [ 86-68-0 ]

Ethers

Carboxylic Acids

Related Parent Nucleus of [ 86-68-0 ]

Quinolines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

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[ 86-68-0 ]

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[ 86-68-0 ]