Home Cart 0 Sign in  
X

[ CAS No. 70315-70-7 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 70315-70-7
Chemical Structure| 70315-70-7
Chemical Structure| 70315-70-7
Structure of 70315-70-7 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 70315-70-7 ]

Related Doc. of [ 70315-70-7 ]

Alternatived Products of [ 70315-70-7 ]

Product Details of [ 70315-70-7 ]

CAS No. :70315-70-7 MDL No. :MFCD07781652
Formula : C7H4IN3O2 Boiling Point : -
Linear Structure Formula :- InChI Key :GZCGNGLOCQEDMT-UHFFFAOYSA-N
M.W : 289.03 Pubchem ID :12475306
Synonyms :

Calculated chemistry of [ 70315-70-7 ]

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 57.63
TPSA : 74.5 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.59 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.97
Log Po/w (XLOGP3) : 2.07
Log Po/w (WLOGP) : 2.08
Log Po/w (MLOGP) : 2.03
Log Po/w (SILICOS-IT) : 0.8
Consensus Log Po/w : 1.59

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.38
Solubility : 0.12 mg/ml ; 0.000415 mol/l
Class : Soluble
Log S (Ali) : -3.26
Solubility : 0.157 mg/ml ; 0.000545 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.23
Solubility : 0.168 mg/ml ; 0.000582 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 3.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 2.3

Safety of [ 70315-70-7 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 70315-70-7 ]

* 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 [ 70315-70-7 ]
  • Downstream synthetic route of [ 70315-70-7 ]

[ 70315-70-7 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 70315-70-7 ]
  • [ 858661-74-2 ]
  • [ 7597-18-4 ]
Reference: [1] Patent: WO2005/63767, 2005, A2, . Location in patent: Page/Page column 37
[2] Patent: WO2005/92890, 2005, A2, . Location in patent: Page/Page column 79-80
  • 2
  • [ 70315-70-7 ]
  • [ 544-92-3 ]
  • [ 858661-74-2 ]
  • [ 7597-18-4 ]
Reference: [1] Patent: WO2005/111038, 2005, A2, . Location in patent: Page/Page column 69-70
[2] Patent: US2005/250808, 2005, A1, . Location in patent: Page/Page column 38
  • 3
  • [ 7597-18-4 ]
  • [ 70315-70-7 ]
YieldReaction ConditionsOperation in experiment
95% With iodine; potassium carbonate In N,N-dimethyl-formamide at 25℃; EXAMPLE 1: Preparation of N-(5-(hydroxycarbamoyl)pentyl)-2-(3-((E)-2- (pyridin-2-yl)vinyl)-lH-indazol-6-ylthio)benzamide (Compound 15) Step Ia. 3-Iodo-6-nitro-lH-indazole (Compound 102) To a solution of 6-nitroindazole (23 g, 141 mmol) in DMF (100 mL) was added potassium carbonate (39 g, 282 mmol) while maintain reaction temperature to be <30 0C. A solution of iodine (62 g, 244 mmol) pre-dissolved in DMF (50 mL) was added over a period of 2 h while the reaction temperature was maintained <35 0C. The reaction mixture is stirred at 25 0C. After reaction complete, the mixture was then added a solution of sodium thiosulfate (34 g, 215 mmol) and potassium carbonate (0.23 g) pre-dissolved in water (228 ml) while the solution temperature is maintained <30 0C. The mixture is agitated for 20 min at room temperature. Water (340 mL) is added which precipitates solids and the slurry is agitated for 20 min at room temperature. The solid are filtered, washed with water (2x50 mL), and dried in a vacuum oven for 12 h (500C and 25 mmηg) to provide the title compound 102 as a yellow solid (39 g, 95percent yield): LCMS: 289 [M+l]; 1H NMR (DMSOd6): 514.21 (s, 1η), 8.47 (s, 1η), 7.97-8.01 (m, 1η), 7.67-7.70 (d, J= 8.7 Hz, IH).
93.6% With iodine; potassium carbonate In N,N-dimethyl-formamide at 22 - 35℃; for 6 - 11 h; 6-Nitroindazole (45.08 Kg) is dissolved in DMF (228 Kg) and powdered potassium carbonate (77 Kg) is added while the solution temperate is maintained at <= 3O0C. A solution of iodine (123 Kg) dissolved in DMF (100 Kg) is added over 5 to 6 hours while the reaction temperature is maintained <= 350C. (Caution: the reaction is exothermic). The reaction mixture is agitated for 1 to 5 hours at 220C (until the reaction is complete by HPLC). The mixture is then added to a solution of sodium thiosulfate (68 Kg) and potassium carbonate (0.46 Kg) dissolved in water (455 Kg) while the solution temperature is maintained <= 300C. The mixture is agitated for1.5 hours at 220C. Water (683 Kg) is added which precipitates solids and the slurry is agitated for1 to 2 hours at 220C. The solids are filtered, washed with water (2 x 46 Kg), and dried in a vacuum oven for 24 to 48 hours (5O0C and 25 mm Hg) to provide 74.7 Kg of 3-iodo-6- nitroindazole as a yellow white solid (93.6percent yield with a purity of 86percent by HPLC; KF is 0.2percent).
93.6% With iodine; potassium carbonate In N,N-dimethyl-formamide at 22 - 35℃; for 6 - 11 h; Example 1; Preparation of 3-iodo-6-nitroindazole; 6-Nitroindazole (45.08 Kg) is dissolved in N,N-dimethyl formamide (228 Kg) and powdered potassium carbonate (77 Kg) is added while the solution temperate is maintained at <= 3O0C. A solution of iodine (123 Kg) dissolved in N.N-dimethyl formamide (100 Kg) is added over 5 to 6 hours while the reaction temperature is maintained <= 350C. (Caution: the reaction is exothermic). The reaction mixture is agitated for 1 to 5 hours at 220C (until the reaction is complete by HPLC). The mixture is then added to a solution of sodium thiosulfate (68 Kg) and potassium carbonate (0.46 Kg) dissolved in water (455 Kg) while the solution temperature is maintained <= 3O0C. The mixture is agitated for 1.5 hours at 220C. Water (683 Kg) is added which precipitates solids and the slurry is agitated for 1 to 2 hours at 220C. The solids are filtered, washed with water (2 x 46 Kg), and dried in a vacuum oven for 24 to 48 hours (5O0C and 25 mm Hg) to provide 74.7 Kg of 3-iodo-6-nitroindazole as a yellow white solid (93.6percent yield with a purity of 86percent by HPLC; KF is 0.2percent).
79% With iodine; potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2 h; A solution of (39-1) (5 g, 30.6 mmol) was treated with a solution of iodine (6.71 g, 52.9 mmol) in DMF (10 mL) and the mixture was stirred in the presence of Potassium carbonate (8.45 g, 61.2 mmol) at room temperature for 2 hours. After consumption of starting material 39-1, as evident from TLC, an aqueous solution of sodium thiosulfate and water (250 mL) was added. The resulting solution was stirred for 15 min, during which time a precipitate formed. The precipitate was filtered, washed with water and dried in vacuo to afford (39-2) (7.00 g, 24.2 mmol, 79 percent) as a light yellow solid. LCMS: ES- 287.7.
76.2% With iodine; potassium hydroxide In N,N-dimethyl-formamide at 20℃; for 1 h; The 6-nitro-indazole 8 (0.500g, 3.07mmol), was dissolved in DMF (30mL) was added iodine (1.55 g), potassium hydroxide (0.640 g), stirred at room temperature for 1h, followed by the addition of 10percent sodium bisulfite solution (100 mL) to the system, and extracted twice with diethyl ether (80mL), the organic phase was washed with water, saturated brine, the organic phase was separated, dried over anhydrous sodium sulfate, filtered, and the solvent was spin-dried to give a yellow solid 0.675g, 76.2percent yield,
6.2 g With iodine; potassium carbonate In N,N-dimethyl-formamide at 20℃; for 3 h; To a solution of 6-nitro-1 /-/-indazole (5 g) and potassium carbonate (8.47 g) in DMF (60 mL) was added a solution of iodine (13.46 g) in DMF (60 mL) dropwise over 15 min, and the reaction mixture was stirred at RT for 3 hr. The reaction mixture was quenched by the addition of saturated sodium thiosulfate (aq) (120 mL) and then diluted with water (150 mL). The resulting solid was collected by filtration and dried under vacuum to afford the titled compound (6.2 g). LCMS m/z 288.14 (M-H)".

Reference: [1] Organic Process Research and Development, 2015, vol. 19, # 7, p. 849 - 857
[2] Patent: WO2009/36066, 2009, A1, . Location in patent: Page/Page column 51
[3] Patent: WO2006/48745, 2006, A1, . Location in patent: Page/Page column 21
[4] Patent: WO2006/48761, 2006, A2, . Location in patent: Page/Page column 30
[5] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 5, p. 1327 - 1333
[6] Patent: WO2017/197046, 2017, A1, . Location in patent: Page/Page column 335; 336
[7] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 22, p. 5095 - 5099
[8] Patent: CN105753841, 2016, A, . Location in patent: Paragraph 0119; 0120; 0121
[9] Justus Liebigs Annalen der Chemie, 1927, vol. 451, p. 285,302
[10] Patent: US2004/176325, 2004, A1, . Location in patent: Page/Page column 20
[11] Patent: US6531491, 2003, B1,
[12] Patent: US2007/49633, 2007, A1, . Location in patent: Page/Page column 24
[13] Patent: US2010/29733, 2010, A1, . Location in patent: Page/Page column 40
[14] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 1, p. 650 - 662
[15] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 6, p. 1852 - 1856
[16] Patent: CN103739550, 2016, B, . Location in patent: Paragraph 0229-0232
[17] Patent: WO2016/123629, 2016, A1, . Location in patent: Paragraph 0214
[18] Patent: WO2017/153952, 2017, A1, . Location in patent: Page/Page column 211
  • 4
  • [ 99-55-8 ]
  • [ 70315-70-7 ]
Reference: [1] Patent: CN103739550, 2016, B,
Same Skeleton Products
Historical Records

Pharmaceutical Intermediates of
[ 70315-70-7 ]

Axitinib Related Intermediates

Chemical Structure| 115666-47-2

[ 115666-47-2 ]

6-Iodo-1H-indole

Chemical Structure| 1945-84-2

[ 1945-84-2 ]

2-Ethynylpyridine

Chemical Structure| 261953-36-0

[ 261953-36-0 ]

6-Iodo-1H-indazole

Chemical Structure| 886230-77-9

[ 886230-77-9 ]

(E)-6-Iodo-3-(2-(pyridin-2-yl)vinyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole

Chemical Structure| 7597-18-4

[ 7597-18-4 ]

6-Nitro-1H-indazole

Related Functional Groups of
[ 70315-70-7 ]

Nitroes

Chemical Structure| 7597-18-4

[ 7597-18-4 ]

6-Nitro-1H-indazole

Similarity: 0.80

Chemical Structure| 885520-77-4

[ 885520-77-4 ]

4-Methyl-6-nitro-1H-indazole

Similarity: 0.78

Chemical Structure| 5401-94-5

[ 5401-94-5 ]

5-Nitro-1H-indazole

Similarity: 0.78

Chemical Structure| 101420-67-1

[ 101420-67-1 ]

4-Methyl-5-nitro-1H-indazole

Similarity: 0.77

Chemical Structure| 208457-81-2

[ 208457-81-2 ]

7-Methyl-6-nitro-1H-indazole

Similarity: 0.76

Related Parent Nucleus of
[ 70315-70-7 ]

Indazoles

Chemical Structure| 66607-27-0

[ 66607-27-0 ]

3-Iodo-1H-indazole

Similarity: 0.80

Chemical Structure| 7597-18-4

[ 7597-18-4 ]

6-Nitro-1H-indazole

Similarity: 0.80

Chemical Structure| 885520-77-4

[ 885520-77-4 ]

4-Methyl-6-nitro-1H-indazole

Similarity: 0.78

Chemical Structure| 5401-94-5

[ 5401-94-5 ]

5-Nitro-1H-indazole

Similarity: 0.78

Chemical Structure| 101420-67-1

[ 101420-67-1 ]

4-Methyl-5-nitro-1H-indazole

Similarity: 0.77