[ CAS No. 785-30-8 ] {[proInfo.proName]}

Name: 785-30-8|4-Amino-N-(4-aminophenyl)benzamide|98%
Brand: Ambeed
SKU: A105356
Price: 5.0 USD
Availability: InStock
Rating: 90 (29 reviews)

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

2D 3D

Structure of 785-30-8 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 110K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 785-30-8 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 785-30-8 ]

SDS Specification

Alternatived Products of [ 785-30-8 ]

Product Details of [ 785-30-8 ]

CAS No. :	785-30-8	MDL No. :	MFCD00025361
Formula :	C₁₃H₁₃N₃O	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	XPAQFJJCWGSXGJ-UHFFFAOYSA-N
M.W :	227.26	Pubchem ID :	69917
Synonyms :

Calculated chemistry of [ 785-30-8 ]

Physicochemical Properties

Num. heavy atoms :	17
Num. arom. heavy atoms :	12
Fraction Csp3 :	0.0
Num. rotatable bonds :	3
Num. H-bond acceptors :	1.0
Num. H-bond donors :	3.0
Molar Refractivity :	69.47
TPSA :	81.14 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	Yes
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.79 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.35
Log Po/w (XLOGP3) :	1.26
Log Po/w (WLOGP) :	1.93
Log Po/w (MLOGP) :	1.82
Log Po/w (SILICOS-IT) :	1.14
Consensus Log Po/w :	1.5

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-2.37
Solubility :	0.976 mg/ml ; 0.00429 mol/l
Class :	Soluble
Log S (Ali) :	-2.56
Solubility :	0.622 mg/ml ; 0.00274 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-4.2
Solubility :	0.0142 mg/ml ; 0.0000625 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	1.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.21

Safety of [ 785-30-8 ]

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

Application In Synthesis of [ 785-30-8 ]

* 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 [ 785-30-8 ]
Downstream synthetic route of [ 785-30-8 ]

[ 785-30-8 ] Synthesis Path-Upstream 1~5

1
[ 6333-15-9 ]
[ 785-30-8 ]

Yield	Reaction Conditions	Operation in experiment
96.1%	Stage #1: With palladium on activated charcoal; hydrogen In N,N-dimethyl-formamide at 10℃; Autoclave Stage #2: at 25 - 135℃; for 0.333333 h; Autoclave	2 To the autoclave, 30 g of 4,4'-dinitrobenzanilide obtained in step 1, 150 mL of N,N'-dimethylformamide, and 0.8 g of a 3 wtpercent palladium carbon catalyst were added. Into the hydrogen,The pressure-holding reaction was completed to completion at a pressure of 0.8 ± 0.1 MPa and a temperature of 100 ± 1 °C.After completion of the reaction, the mixture was filtered, and the solvent was evaporated to vacuo.The crude 4,4'-diaminobenzanilide was obtained.3 The crude 4,4'-diaminobenzanilide obtained in the step 2 was further added to the autoclave, 100 g of n-butanol and 0.96 g of activated carbon were added, and the nitrogen was replaced three times, and the nitrogen gas was discharged until the inside of the autoclave was maintained at a positive pressure.Then, the temperature was raised to 135±1° C., stirred for 20 min, filtered under nitrogen, and the filtrate was cooled to 25±1° C., filtered, and dried.22.8 g of an electronic grade 4,4'-diaminobenzanilide having a white crystalline powder was obtained in a yield of 96.1percent and a purity of 99.7percent (HPLC).

Reference： [1] Patent: CN108329224, 2018, A, . Location in patent: Paragraph 0013; 0015-0017; 0026; 0028-0030
[2] Journal of the Serbian Chemical Society, 2011, vol. 76, # 2, p. 177 - 188
[3] ChemMedChem, 2014, vol. 9, # 3, p. 590 - 601
[4] Journal fuer Praktische Chemie (Leipzig), 1958, vol. <4> 6, p. 14,16
[5] Bl. Fac. Eng. Hiroshima Univ., 1956, vol. 5, p. 311,312[6] Chem.Abstr., 1957, p. 10909
[7] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 10, p. 912

2
[ 122-04-3 ]
[ 785-30-8 ]

Reference： [1] Journal of the Serbian Chemical Society, 2011, vol. 76, # 2, p. 177 - 188
[2] ChemMedChem, 2014, vol. 9, # 3, p. 590 - 601

3
[ 100-01-6 ]
[ 785-30-8 ]

Reference： [1] Journal of the Serbian Chemical Society, 2011, vol. 76, # 2, p. 177 - 188
[2] ChemMedChem, 2014, vol. 9, # 3, p. 590 - 601

4
[ 62-23-7 ]
[ 785-30-8 ]

Reference： [1] Journal of the Serbian Chemical Society, 2011, vol. 76, # 2, p. 177 - 188

5
[ 16106-38-0 ]
[ 106-50-3 ]
[ 785-30-8 ]

Reference： [1] Egyptian Journal of Chemistry, 1995, vol. 38, # 3, p. 329 - 338

[ 785-30-8 ] Synthesis Path-Downstream 1~88

1
[ 6333-15-9 ]
[ 785-30-8 ]

Yield	Reaction Conditions	Operation in experiment
96.1%		2 To the autoclave, 30 g of 4,4'-dinitrobenzanilide obtained in step 1, 150 mL of N,N'-dimethylformamide, and 0.8 g of a 3 wt% palladium carbon catalyst were added. Into the hydrogen,The pressure-holding reaction was completed to completion at a pressure of 0.8 ± 0.1 MPa and a temperature of 100 ± 1 C.After completion of the reaction, the mixture was filtered, and the solvent was evaporated to vacuo.The crude 4,4'-diaminobenzanilide was obtained.3 The crude 4,4'-diaminobenzanilide obtained in the step 2 was further added to the autoclave, 100 g of n-butanol and 0.96 g of activated carbon were added, and the nitrogen was replaced three times, and the nitrogen gas was discharged until the inside of the autoclave was maintained at a positive pressure.Then, the temperature was raised to 135±1 C., stirred for 20 min, filtered under nitrogen, and the filtrate was cooled to 25±1 C., filtered, and dried.22.8 g of an electronic grade 4,4'-diaminobenzanilide having a white crystalline powder was obtained in a yield of 96.1% and a purity of 99.7% (HPLC).

Reference： [1]Patent: CN108329224,2018,A .Location in patent: Paragraph 0013; 0015-0017; 0026; 0028-0030
[2]Journal of the Serbian Chemical Society,2011,vol. 76,p. 177 - 188
[3]ChemMedChem,2014,vol. 9,p. 590 - 601
[4]Journal fur praktische Chemie (Leipzig 1954),1958,vol. <4> 6,p. 14,16
[5]Hiroshima Daigaku Kogakubu Kenkyu Hokoku,1956,vol. 5,p. 311,312
Chem.Abstr.,1957,p. 10909
[6]Patent: DE221433,
Fortschr. Teerfarbenfabr. Verw. Industriezweige,vol. 10,p. 912
[7]European Journal of Medicinal Chemistry,2019,vol. 176,p. 187 - 194

2
[ 785-30-8 ]
[ 156351-29-0 ]

Reference： [1]Journal of the American Chemical Society,2005,vol. 127,p. 12434 - 12435
[2]Journal of Organic Chemistry,1994,vol. 59,p. 1970 - 1972

3
[ 785-30-8 ]
[ 79-04-9 ]
[ 865439-39-0 ]

Reference： [1]Journal of the American Chemical Society,2005,vol. 127,p. 12434 - 12435

4
C₃₆H₂₃NO₁₄ [ No CAS ]
[ 785-30-8 ]
polymer, Mn 20200, Mw 37600; monomer(s): 2,3-bis[2-(3,4-dicarboxyphenylcarboxy)ethoxy]-4-nitrostilbene dianhydride; 4,4-diaminobenzanilide [ No CAS ]

Reference： [1]Molecular Crystals and Liquid Crystals,2006,vol. 445,p. 239/[529]-247/[537]

5
5,7-diimino-2,5,6,7-tetrahydro-1H-cyclopenta[cd]phenalene [ No CAS ]
[ 785-30-8 ]
4-[(7-amino-1,2-dihydro-5H-cyclopenta[cd]phenalen-5-ylidene)amino]-N¹-4-[(7-amino-1,2-dihydro-5H-cyclopenta[cd]phenalen-5-ylidene)amino]phenylbenzamide [ No CAS ]

Reference： [1]Russian Journal of General Chemistry,2005,vol. 75,p. 1946 - 1948

6
[ 785-30-8 ]
[ 865439-28-7 ]

Reference： [1]Journal of the American Chemical Society,2005,vol. 127,p. 12434 - 12435

7
[ 785-30-8 ]
4-[4-((1R,2R,3S,4R,6S)-4,6-Diamino-2,3-dihydroxy-cyclohexyloxymethyl)-[1,2,3]triazol-1-yl]-N-{4-[4-((1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxy-cyclohexyloxymethyl)-[1,2,3]triazol-1-yl]-phenyl}-benzamide [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2005,vol. 127,p. 12434 - 12435

8
[ 785-30-8 ]
4-{4-[3-((1R,2R,3S,4R,6S)-4,6-Diamino-2,3-dihydroxy-cyclohexyloxy)-propyl]-[1,2,3]triazol-1-yl}-N-(4-{4-[3-((1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxy-cyclohexyloxy)-propyl]-[1,2,3]triazol-1-yl}-phenyl)-benzamide [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2005,vol. 127,p. 12434 - 12435

9
[ 785-30-8 ]
4-{4-[4-((1R,2R,3S,4R,6S)-4,6-Diamino-2,3-dihydroxy-cyclohexyloxy)-butyl]-[1,2,3]triazol-1-yl}-N-(4-{4-[4-((1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxy-cyclohexyloxy)-butyl]-[1,2,3]triazol-1-yl}-phenyl)-benzamide [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2005,vol. 127,p. 12434 - 12435

10
[ 785-30-8 ]
4-{2-[4-((1R,2R,3S,4R,6S)-4,6-Diamino-2,3-dihydroxy-cyclohexyloxymethyl)-[1,2,3]triazol-1-yl]-acetylamino}-N-(4-{2-[4-((1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxy-cyclohexyloxymethyl)-[1,2,3]triazol-1-yl]-acetylamino}-phenyl)-benzamide [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2005,vol. 127,p. 12434 - 12435

11
[ 785-30-8 ]
4-(2-{4-[3-((1R,2R,3S,4R,6S)-4,6-Diamino-2,3-dihydroxy-cyclohexyloxy)-propyl]-[1,2,3]triazol-1-yl}-acetylamino)-N-[4-(2-{4-[3-((1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxy-cyclohexyloxy)-propyl]-[1,2,3]triazol-1-yl}-acetylamino)-phenyl]-benzamide [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2005,vol. 127,p. 12434 - 12435

12
[ 785-30-8 ]
4-(2-{4-[4-((1R,2R,3S,4R,6S)-4,6-Diamino-2,3-dihydroxy-cyclohexyloxy)-butyl]-[1,2,3]triazol-1-yl}-acetylamino)-N-[4-(2-{4-[4-((1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxy-cyclohexyloxy)-butyl]-[1,2,3]triazol-1-yl}-acetylamino)-phenyl]-benzamide [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2005,vol. 127,p. 12434 - 12435

13
[ 150-13-0 ]
CO [ No CAS ]
[ 785-30-8 ]

Reference： [1]Egyptian Journal of Chemistry,1995,vol. 38,p. 329 - 338

14
[ 785-30-8 ]
C₁₃H₉N₃O [ No CAS ]

Reference： [1]Journal of Organic Chemistry,1994,vol. 59,p. 1970 - 1972

15
[ 870096-74-5 ]
[ 785-30-8 ]
4-amino-N-{4-[(5-thien-3-ylpyrimidin-2-yl)amino]phenyl}benzamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine; In isopropyl alcohol; at 90℃;	Example 4: 4-Amino-N-r4-(5-thlophen-3-yl-pyrimidin-2-ylamino)-phenyll-benzamide; 2-Fluoro-5-thiophen-3-yl-pyrimidine (120 mg, 0.66 mmol), 449 mg (2.0 mmol) of 4,4'- diaminobenzanilide and 0.23 mL (1.4 mmol) of diisopropylethylamine in 4 mL of isopropanol were heated at 90 °C overnight. The solvent was removed by rotary evaporation and the residue purified by flash chromatography eluting with dichloromethane: methanol 40: 1 then 30: 1 and then 20: 1 to give 4-amino-N- [4-(5-thiophen-3-yl-pyrimidin-2-ylamino)-phenyl]-benzamide. 'H-NMR (dimethylsulfoxide-d6) No. 9.65 (s, 2H), 8.83 (s, 2H), 7.89 (m, 1 H), 7.65 (multiplets, 8H), 6.58 (m, 2H), 5.70 (s, 2H). MS (mlz) 387 [M+].

Reference： [1]Patent: WO2005/113548,2005,A1 .Location in patent: Page/Page column 34

16
[ 870096-75-6 ]
[ 785-30-8 ]
4-amino-N-{4-[(5-thien-2-ylpyrimidin-2-yl)amino]phenyl}benzamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine; In isopropyl alcohol; at 90℃; for 6h;	Example 16: 4-Amino-N-14-(5-thioDhen-3-vl-Dvrimidin-2-vlamino)-Dhenvll-benzamide; 2-Fluoro-5-thiophen-2-yl-pyrimidine (110 mg, 0.55 mmol), 374 mg of 4-amino-N-(4-amino-phenyl)- benzamide (1.65 mmol) and 0.19 mL of diisopropylethylamine (1.10 mmol) in 3 mL of isopropanol were heated at 90 °C for 6 hours. The solvent was removed by rotary evaporation and the residue purified by flash chromatography on silica gel eluting with dichloromethane: methanol 60: 1 to give 4-amino-N-[4-(5- thiophen-3-yl-pyrimidin-2-yiamino)-phenyl]-benzamide. 1 H-NMR (dimethylsulfoxide-d6) O 9.85 (s, 1H), 9.76 (s, 1 H), 8.85 (s, 2H), 7.77 (m, 6H), 7.59 (dd, 2H), 7.25 (dd, 1 H), 6.68 (dd, 2H), 5.80 (s, 2H). MS (m/z) 388 [M+1].

Reference： [1]Patent: WO2005/113548,2005,A1 .Location in patent: Page/Page column 37

17
[ 785-30-8 ]
[ 13954-69-3 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; sodium nitrite; In water; at 0 - 10℃;	Technical grade 44#x0;DIAMINOBENZANILIDE (23 grams) is suspended in 200 mL of stirred cold water. Next, 50 grams of hydrochloric acid 32percent is added. The amine initially dissolves but then partially crystallizes as its DIHYDROCHLORIDE. The mixture is then cooled to 0-5°C by the addition of ice and the diamine tetrazotized by the addition of 35 grams of a 40percent sodium nitrite solution, while the temperature is kept BELOW 10#x0;C by ice addition. After a short period of stirring, a clear solution of tetrazo is obtained. Any excess nitrite is reduced with a small amount of sulfamic acid after which a solution containing 0.1 moles of 2,5 dimethoxy aniline, prepared as in Example 1, is added. Azo coupling is rapid with only one of the diazonium groups on the tetrazotized 44'diamino BENZANILIDE being reactive under these conditions. When coupling is finished, the aminoazo diazonium compound formed is added to a solution of 27.5 grams of PARANDODECYLPHENOL dissolved in 150 mL of water with 15 grams of a 45percent aqueous solution of potassium hydroxide. Additional alkali is added as necessary to keep the coupling pH at 11-12. After the reaction is completed, 200 grams OF XYLENE is added followed by hydrochloric acid to reduce the pH to 5. The dye phase separates from the water most of which is removed and replaced by 150 mL of clean water. Next, 30 grams of hydrochloric acid is added followed by ice to adjust the temperature to 20-25°C. The aminodisazo is now diazotized by the addition of 19 grams of a 40percent solution of sodium nitrite. Diazotization is complete after about 30 minutes when the excess nitrite is reduced with sulfamic acid after which a XYLENE SOLUTION containing 0.1 moles of 2 (4' dodecylphenyl) amino naphthalene is added. The reaction coupling proceeds rapidly with the formation of a dull greenish-blue dye that is separated and put into a reaction flask together with 0.1 gram mole of cupric hydrate together with 53 grams of 2 AMINOETHOXYETHANOL. As in Example 2, the process proceeds with the formation of a greenish black copperized trisazo dye. This dye has excellent solubility in most organic solvents and very good light and water fastness.

Reference： [1]Patent: WO2005/30875,2005,A2 .Location in patent: Page/Page column 13

18
[ 785-30-8 ]
[ 103-72-0 ]
4,4'-di(phenylthiocarbamoylamino)benzanilide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
72.3%	In acetone;	4,4'-di(phenylthiocarbamoylamino)benzanilide 4,4'-Diaminobenzanilide (0.658 g, 2.5 mM) was dissolved in 20 ml of acetone, and 2 equivalents of phenylisothiocyanate (0.676 g, 5 mM) was added. The mixture was stirred at 55° C. for 10 minutes. After cooling, the reaction mixture was filtered, and washed with acetone/n-hexane to obtain 0.90 g (72.3percent yield) of a colorless crystal of compound A-15. Melting point: 206° C. (dec.) 1 H-NMR (DMSO-d6) ppm delta=7.12-7.95 (18H, m, --C6 H4 -- x 2, C6 H5 -- x 2) delta=9.75 (2H, broad s, --NH-- x 2) delta=10.04 (2H, broad s, --NH-- x 2) delta=10.19 (1H, broad s, --NH--)

Reference： [1]Patent: US5723075,1998,A

19
[ 785-30-8 ]
[ 622-78-6 ]
4,4'-di(benzylthiocarbamoylamino)benzanilide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
43.4%	In acetone;	4,4'-di(benzylthiocarbamoylamino)benzanilide 4,4'-Diaminobenzanilide (0.568 g, 2.5 mM) was dissolved in 20 ml of acetone, and 2 equivalents of benzylisothiocyanate (0.746 g, 5 mM) was added. The mixture was stirred at 55° C. for 10 minutes. After cooling, the reaction mixture was filtered, and washed with acetone/n-hexane to obtain 0.57 g (43.4percent yield) of a colorless crystal of compound A-16. Melting point: 207° C. 1 H-NMR (DMSO-d6) ppm delta=4.75 (4H, t, J=12.8, phi-CH2 -- x 2) delta=7.23-7.93 (18H, m, --C6 H4 -- x 2, C6 H5 -- x 2) delta=8.08 (1H, broad s, --CH2 NH--) delta=8.43 (1H, broad s, --CH2 NH--) delta=9.56 (1H, broad s, --NH--) delta=9.91 (1H, broad s, --NH--) delta=10.17 (1H, s, --NH--)

Reference： [1]Patent: US5723075,1998,A

20
antimony(III) trioxide [ No CAS ]
[ 785-30-8 ]
[ 860555-68-6 ]

Reference： [1]Journal of the Indian Institute of Science, Section A,1932,vol. 15,p. 25 - 40

21
[ 785-30-8 ]
[ 145013-05-4 ]
[ 1015690-53-5 ]

Reference： [1]Journal of Medicinal Chemistry,2008,vol. 51,p. 909 - 923

22
[ 785-30-8 ]
[ 173300-83-9 ]
[ 1015690-54-6 ]

Reference： [1]Journal of Medicinal Chemistry,2008,vol. 51,p. 909 - 923

23
C₂₂H₁₆N₄O₄⁽²⁺⁾*2Cl^(1-) [ No CAS ]
[ 785-30-8 ]
C₄₅H₃₅N₅O⁽⁴⁺⁾*4Cl^(1-) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In toluene; at 125℃; for 9h;	To 30 g of intermediate B synthesized by the same operation as in Example 1 and 68 g of 1-chloro-2,4-dinitrobenzene was added 10 mL of N-methylpyrrolidone and the mixture was stirred with heating for 3 hours in an oil bath with an external temperature of 85° C. The mixture was cooled. Water, ethanol, ethylene glycol, and toluene were added, and the mixture was extracted with water. Toluene was added to the extraction and the mixture was extracted again with water. To the extraction was added 13 g of <strong>[785-30-8]4,4'-diaminobenzanilide</strong> and the mixture was stirred with heating for 9 hours at 125° C. When the reaction had ended, the reaction solution was poured onto 290 mL of acetonitrile. The precipitating crystals were recovered by filtration and dried, yielding 27 g of hydrochloride of compound example V-57.1H-NMR data of compound example V-57 (CD3OD): 9.68-9.57(m,8H), 9.00-8.92(m,8H), 8.42(d,2H), 8.29(d,2H), 8.17(d,2H), 8.02-7.93(m,6H), 7.83-7.80 (m,6H)

Reference： [1]Patent: US2009/82570,2009,A1 .Location in patent: Page/Page column 32

24
[ 785-30-8 ]
[ 15761-39-4 ]
2-(4-(4-(pyrrolidine-1'-carboxylic acid tert-butyl ester)-phenylcarbamoyl)phenylcarbamoyl)pyrrolidine-1-carboxylic acid tert-butyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
93%	With BC 347; In dichloromethane; at 20℃; for 17h;	4-Amino-N-(4-amino- phenyl)-benzamide (3.00 g) and pyrrolidine- 1,2-dicarboxylic acid l-tert-butyl ester (6.55 g) were dissolved in DCM (90 mL), and l-ethoxycarbonyl-1,2-dihydroquinoline (7.88 g) was added. The reaction mixture was stirred at ambient temperature for 17 hours and evaporated under vacuum. Oil was dissolved in ethyl acetate, forming a precipitate, which was collected by vacuum filtration and dried under vacuum, giving 2-(4-{4-[(pyrrolidine-r-carboxylic acid tert- butyl ester)-phenylcarbamoyl}-phenylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (7.64 g, 93percent) as a white solid.

Reference： [1]Patent: WO2010/132601,2010,A1 .Location in patent: Page/Page column 583-584

25
[ 785-30-8 ]
[ 181827-47-4 ]
[ 1256387-27-5 ]

Yield	Reaction Conditions	Operation in experiment
49%	With N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; at 20℃; for 12h;	General Procedure VI-FTo a solution of compound VI-IE (50 mg, 0.22 mmol) and compound I-IIh (132 mg, 0.484 mmol) in anhydrous dichloromethane (2 mL) was added HATU (251 mg, 0.66 mmol) and DIEA (171 mg, 1.32 mmol). The reaction solution was stirred at r.t for 12 hr. The mixture was washed with 5percent citric acid (5 mL.x.2), water (5 mL.x.2) and brine (5 mL.x.2). The organic layer was dried over anhydrous Na2SO4, and concentrated. The residue was purified by prep-HPLC to afford compound 102 (80 mg, yield 49percent) as white solid. MS (ESI) m/z (M+H)+ 736.3.

Reference： [1]Patent: US2011/152246,2011,A1 .Location in patent: Page/Page column 239

26
[ 2752-38-7 ]
[ 785-30-8 ]
[ 1312609-05-4 ]

Yield	Reaction Conditions	Operation in experiment
25%	With N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; at 20℃; for 12h;	General Procedure VI-CTo a solution of <strong>[785-30-8]4-amino-N-(4-aminophenyl)benzamide</strong> (VI-IE) (50 mg, 0.22 mmol) and compound VI-ID (115 mg, 0.484 mmol) in anhydrous dichloromethane (2 mL) was added HATU (251 mg, 0.66 mmol) and DIEA (171 mg, 1.32 mmol). The reaction solution was stirred at r.t for 12 hr. The mixture was washed with 5percent citric acid (5 mL.x.2), water (5 mL.x.2) and brine (5 mL.x.2). The organic layer was dried over anhydrous Na2SO4, and concentrated. The residue was purified by prep-HPLC to afford compound 101 (35 mg, yield 25percent) as white solid. MS (ESI) m/z (M+H)+ 658.1.

Reference： [1]Patent: US2011/152246,2011,A1 .Location in patent: Page/Page column 237

27
[ 1221348-26-0 ]
[ 785-30-8 ]
[ 1303968-87-7 ]

Reference： [1]Journal of the Serbian Chemical Society,2011,vol. 76,p. 177 - 188

28
[ 785-30-8 ]
trisodium 5-(4-chloro-6-(4-nitrophenylamino)-1,3,5-triazin-2-ylamino)-4-hydroxy-3-((4-(4-(4-oxo-2-phenyl-6-sulfonatoquinazolin-3(4H)-yl)phenyl)carbonylaminophenyl)diazenyl)naphthalene-2,7-disulfonate [ No CAS ]

Reference： [1]Journal of the Serbian Chemical Society,2011,vol. 76,p. 177 - 188

29
[ 785-30-8 ]
disodium 3-(4-(4-((7-(4-chloro-6-(4-nitrophenylamino)-1,3,5-triazin-2-ylamino)-1-hydroxy-3-sulfonatonaphthalen-2-yl)diazenyl)phenylcarbamoyl)phenyl)-4-oxo-2-phenyl-3,4-dihydroquinazoline-6-sulfonate [ No CAS ]

Reference： [1]Journal of the Serbian Chemical Society,2011,vol. 76,p. 177 - 188

30
[ 785-30-8 ]
disodium 3-(4-(4-((6-(4-chloro-6-(4-nitrophenylamino)-1,3,5-triazin-2-ylamino)-1-hydroxy-3-sulfonatonaphthalen-2-yl)diazenyl)phenylcarbamoyl)phenyl)-4-oxo-2-phenyl-3,4-dihydroquinazoline-6-sulfonate [ No CAS ]

Reference： [1]Journal of the Serbian Chemical Society,2011,vol. 76,p. 177 - 188

31
[ 785-30-8 ]
disodium 3-(4-(4-((6-((4-chloro-6-(4-nitrophenylamino)-1,3,5-triazin-2-yl)-(methyl)amino)-1-hydroxy-3-sulfonatonaphthalen-2-yl)diazenyl)phenylcarbamoyl)phenyl)-4-oxo-2-phenyl-3,4-dihydroquinazoline-6-sulfonate [ No CAS ]

Reference： [1]Journal of the Serbian Chemical Society,2011,vol. 76,p. 177 - 188

32
[ 785-30-8 ]
disodium 3-(4-(4-((6-((4-chloro-6-(4-nitrophenylamino)-1,3,5-triazin-2-yl)-(phenyl)amino)-1-hydroxy-3-sulfonatonaphthalen-2-yl)diazenyl)phenylcarbamoyl)phenyl)-4-oxo-2-phenyl-3,4-dihydroquinazoline-6-sulfonate [ No CAS ]

Reference： [1]Journal of the Serbian Chemical Society,2011,vol. 76,p. 177 - 188

33
[ 785-30-8 ]
trisodium 4-(4-chloro-6-(4-nitrophenylamino)-1,3,5-triazin-2-ylamino)-5-hydroxy-6-((4-((4-(4-oxo-2-phenyl-6-sulfonatoquinazolin-3(4H)-yl)phenyl)carbonylamino)phenyl)diazenyl)naphthalene-1,3-disulfonate [ No CAS ]

Reference： [1]Journal of the Serbian Chemical Society,2011,vol. 76,p. 177 - 188

34
[ 785-30-8 ]
disodium 3-(4-(4-((1-(4-chloro-6-(4-nitrophenylamino)-1,3,5-triazin-2-ylamino)-5-sulfonatonaphthalen-2-yl)diazenyl)phenylcarbamoyl)phenyl)-4-oxo-2-phenyl-3,4-dihydroquinazoline-6-sulfonate [ No CAS ]

Reference： [1]Journal of the Serbian Chemical Society,2011,vol. 76,p. 177 - 188

35
[ 785-30-8 ]
disodium 3-(4-(4-((2-(4-chloro-6-(4-nitrophenylamino)-1,3,5-triazin-2-ylamino)-6-sulfonatonaphthalen-1-yl)diazenyl)phenylcarbamoyl)phenyl)-4-oxo-2-phenyl-3,4-dihydroquinazoline-6-sulfonate [ No CAS ]

Reference： [1]Journal of the Serbian Chemical Society,2011,vol. 76,p. 177 - 188

36
[ 785-30-8 ]
disodium 3-(4-(4-((1-(4-chloro-6-(4-nitrophenylamino)-1,3,5-triazin-2-ylamino)-8-sulfonatonaphthalen-2-yl)diazenyl)phenylcarbamoyl)phenyl)-4-oxo-2-phenyl-3,4-dihydroquinazoline-6-sulfonate [ No CAS ]

Reference： [1]Journal of the Serbian Chemical Society,2011,vol. 76,p. 177 - 188

37
[ 785-30-8 ]
tetrasodium 8-(4-chloro-6-(4-nitrophenylamino)-1,3,5-triazin-2-ylamino)-7-((4-((4-(4-oxo-2-phenyl-6-sulfonatoquinazolin-3(4H)-yl)phenyl)carbonylamino)phenyl)diazenyl)naphthalene-1,3,6-trisulfonate [ No CAS ]

Reference： [1]Journal of the Serbian Chemical Society,2011,vol. 76,p. 177 - 188

38
[ 785-30-8 ]
trisodium 4-(4-chloro-6-(4-nitrophenylamino)-1,3,5-triazin-2-ylamino)-5-hydroxy-6-((4-((4-(4-oxo-2-phenyl-6-sulfonatoquinazolin-3(4H)-yl)phenyl)carbonylamino)phenyl)diazenyl)naphthalene-1,7-disulfonate [ No CAS ]

Reference： [1]Journal of the Serbian Chemical Society,2011,vol. 76,p. 177 - 188

39
[ 122-04-3 ]
[ 785-30-8 ]

Reference： [1]Journal of the Serbian Chemical Society,2011,vol. 76,p. 177 - 188
[2]ChemMedChem,2014,vol. 9,p. 590 - 601

40
[ 100-01-6 ]
[ 785-30-8 ]

Reference： [1]Journal of the Serbian Chemical Society,2011,vol. 76,p. 177 - 188
[2]ChemMedChem,2014,vol. 9,p. 590 - 601

41
[ 62-23-7 ]
[ 785-30-8 ]

Reference： [1]Journal of the Serbian Chemical Society,2011,vol. 76,p. 177 - 188

42
[ 785-30-8 ]
[ 1374578-57-0 ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 4397 - 4406

43
[ 785-30-8 ]
C₁₄H₁₅N₅O*2ClH [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 4397 - 4406

44
[ 785-30-8 ]
[ 145013-05-4 ]
[ 1374578-55-8 ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 4397 - 4406

45
[ 15761-39-4 ]
[ 785-30-8 ]
[ 1256387-25-3 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2013,vol. 23,p. 779 - 784

46
[ 15761-39-4 ]
[ 785-30-8 ]
[ 1312609-05-4 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2013,vol. 23,p. 779 - 784

47
[ 37942-07-7 ]
[ 785-30-8 ]
[ 1422976-23-5 ]

Yield	Reaction Conditions	Operation in experiment
87%	With formic acid; In ethanol;Reflux;	General procedure: General method for the synthesis of ligands. To a hot solution of X-tert-butylsalicylaldehyde (8 mmol) in 50 ml absolute ethanol was added the corresponding amine (4 mmol) in 30 ml ethanol and then a few drops of formic acid as a catalyst. The yellow solution was further heated at reflux with stirring for about 8?10 h and that a yellow precipitate was appeared. The volume of the reaction mixture was reduced to ca. 30 ml and allowed to cool to r.t. The resulting light yellow precipitate was filtered, washed with ethanol and air-dried. The crude product was recrystallized from dichloromethane/methanol (1:1) solvent mixture.

Reference： [1]Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy,2013,vol. 104,p. 203 - 212

48
[ 24623-65-2 ]
[ 785-30-8 ]
[ 1422976-22-4 ]

Yield	Reaction Conditions	Operation in experiment
82%	With formic acid; In ethanol;Reflux;	General procedure: General method for the synthesis of ligands. To a hot solution of X-tert-butylsalicylaldehyde (8 mmol) in 50 ml absolute ethanol was added the corresponding amine (4 mmol) in 30 ml ethanol and then a few drops of formic acid as a catalyst. The yellow solution was further heated at reflux with stirring for about 8?10 h and that a yellow precipitate was appeared. The volume of the reaction mixture was reduced to ca. 30 ml and allowed to cool to r.t. The resulting light yellow precipitate was filtered, washed with ethanol and air-dried. The crude product was recrystallized from dichloromethane/methanol (1:1) solvent mixture.

Reference： [1]Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy,2013,vol. 104,p. 203 - 212

49
[ 506-68-3 ]
[ 785-30-8 ]
[ 1418742-04-7 ]

Reference： [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 451 - 459

50
[ 785-30-8 ]
[ 1418793-64-2 ]

Reference： [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 451 - 459

51
[ 785-30-8 ]
4-(2-hydroxyguanidino)-N-(4-(2-hydroxyguanidino)phenyl)benzamide dihydrochloride [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 451 - 459
[2]European Journal of Medicinal Chemistry,2014,vol. 81,p. 481 - 491

52
[ 785-30-8 ]
[ 7379-35-3 ]
[ 1586047-51-9 ]

Reference： [1]ChemMedChem,2014,vol. 9,p. 590 - 601

53
[ 1207-69-8 ]
[ 785-30-8 ]
[ 618392-42-0 ]

Reference： [1]ChemMedChem,2014,vol. 9,p. 590 - 601

54
[ 611-35-8 ]
[ 785-30-8 ]
[ 50440-49-8 ]

Reference： [1]ChemMedChem,2014,vol. 9,p. 590 - 601

55
[ 887144-94-7 ]
[ 785-30-8 ]
[ 1573117-52-8 ]

Reference： [1]Organic Letters,2014,vol. 16,p. 1768 - 1771

56
[ 785-30-8 ]
4-(2-ethylguanidino)-N-(4-(2-ethylguanidino)phenyl)benzamide dihydrochloride [ No CAS ]