TAK-632

Base Information

• Chemical Name: TAK-632
• CAS No.: 1228591-30-7
• Molecular Formula: C27H18F4N4O3S
• Molecular Weight: 554.525
• Mol file: 1228591-30-7.mol

Synonyms:TAK-632;N-[7-Cyano-6-[4-fluoro-3-[[[3-(trifluoromethyl)phenyl]acetyl]amino]phenoxy]-1,3-benzothiazol-2-yl]cyclopropanecarboxamide;TAK-0632;N-[7-Cyano-6-[4-fluoro-3-[[[3-(trifluoromethyl)phenyl]acetyl]amino]phenoxy]-1,3-benzothiazol-2-yl]cyclopropanecarboxamide TAK632;TAK 632 N-[7-Cyano-6-[4-fluoro-3-[[[3-(trifluoromethyl)phenyl]acetyl]amino]phenoxy]-1,3-benzothiazol-2-yl]cyclopropanecarboxamide;TAK-632, >=98%;TAK2 63 (Free base)

Chemical Property of TAK-632

Chemical Property:

• PKA: 9.59±0.70(Predicted)
• PSA: 139.33000
• Density: 1.52±0.1 g/cm3(Predicted)
• LogP: 7.94688
• Solubility.: ≥27.75 mg/mL in DMSO; insoluble in H2O; ≥2.23 mg/mL in EtOH with gentle warming and ultrasonic

Purity/Quality:

98%Min ^*data from raw suppliers

TAK632 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: TAK-632 is a selective pan-RAF inhibitor. It exhibits antitumor activity by inducing RAF dimerization but inhibiting its kinase activity in BRAF- and NRAS-mutated with acquired resistance to BRAF inhibitor in human and mouse melanoma cell.

Technology Process of TAK-632

There total 9 articles about TAK-632 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

N-{5-[(2-amino-7-cyano-1,3-benzothiazol-6-yl)oxy]-2-fluorophenyl}-2-[3-(trifluoromethyl)phenyl]acetamide (1228591-34-1) + cyclopropanecarboxylic acid chloride (4023-34-1) → N?(7-cyano-6-(4-fluoro-3-(2-(3-(trifluoromethyl)phenyl)acetamido)phenoxy)benzo[d]thiazol-2-yl)cyclopropanecarboxamide (1228591-30-7)

Guidance literature:

With pyridine; In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield: 60.0%

N-[6-(3-amino-4-fluorophenoxy)-7-cyano-1,3-benzothiazol-2-yl]cyclopropanecarboxamide (1228590-91-7) + 3-(trifluoromethyl)phenylacetic acid (351-35-9) → N?(7-cyano-6-(4-fluoro-3-(2-(3-(trifluoromethyl)phenyl)acetamido)phenoxy)benzo[d]thiazol-2-yl)cyclopropanecarboxamide (1228591-30-7)

Guidance literature:

With pyridine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; at 85 ℃; for 4h;

DOI:10.1021/jm400778d

Reference yield:

5-hydroxy-2-fluoroaniline (62257-16-3) → N?(7-cyano-6-(4-fluoro-3-(2-(3-(trifluoromethyl)phenyl)acetamido)phenoxy)benzo[d]thiazol-2-yl)cyclopropanecarboxamide (1228591-30-7)

Guidance literature:

Multi-step reaction with 7 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 60 °C

2.1: tetrahydrofuran / 0 - 20 °C

3.1: hydrogen; palladium 10% on activated carbon / methanol / 20 °C / 760.05 Torr

4.1: acetic acid / 0.17 h / 20 °C

4.2: 12 h / 20 °C

5.1: pyridine / tetrahydrofuran / 20 °C

6.1: sodium tetrahydroborate / methanol; ethanol / 1 h / 0 - 20 °C

7.1: pyridine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / 4 h / 85 °C

With pyridine; sodium tetrahydroborate; palladium 10% on activated carbon; hydrogen; potassium carbonate; acetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm400778d

upstream raw materials:

N-{5-[(2-amino-7-cyano-1,3-benzothiazol-6-yl)oxy]-2-fluorophenyl}-2-[3-(trifluoromethyl)phenyl]acetamide

cyclopropanecarboxylic acid chloride

2-(3-amino-4-fluorophenoxy)-5-nitrobenzonitrile

N-[5-(2-cyano-4-nitrophenoxy)-2-fluorophenyl]-2,2,2-trifluoroacetamide

Refernces

• 1、 -. "BENZOTHIAZOLE DERIVATIVES AS ANTICANCER AGENTS". Page/Page column 192. . Retrieved 2010/06/20.