4-(6,6-dimethyl-4-oxo-3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)-2-((1r,4r)-4-hydroxycyclohexylamino)benzamide

Base Information

• Chemical Name: 4-(6,6-dimethyl-4-oxo-3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)-2-((1r,4r)-4-hydroxycyclohexylamino)benzamide
• CAS No.: 908112-43-6
• Molecular Formula: C23H27F3N4O3
• Molecular Weight: 464.48
• Mol file: 908112-43-6.mol

Synonyms:SNX-2112;4-[6,6-dimethyl-4-oxo-3-(trifluoromethyl)-5,7-dihydroindazol-1-yl]-2-[(4-hydroxycyclohexyl)amino]benzamide;4-(6,6-dimethyl-4-oxo-3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)-2-((4-hydroxycyclohexyl)amino)benzamide;

Chemical Property of 4-(6,6-dimethyl-4-oxo-3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)-2-((1r,4r)-4-hydroxycyclohexylamino)benzamide

Chemical Property:

• Melting Point: 265-266℃
• PSA: 110.24000
• Density: 1.47
• LogP: 4.63380
• Solubility.: ≥23.05 mg/mL in DMSO; insoluble in H2O; ≥9.6 mg/mL in EtOH with gentle warming and ultrasonic

Purity/Quality:

98% min ^*data from raw suppliers

SNX 2112 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: SNX-2112 is a selective heat shock protein 90 (Hsp90) inhibitor which can exert a potent anticancer activity. Studies demonstates that SNX-2112 can exhibit a potent anticancer activity against B16 mel anoma cells both in vitro and in vivo, by inhibiting cell proliferation and inducing cell cycle arrest and apoptosis in a mechanism dependent on the degredation of Hsp90 client proteins. SNX-2112 is a selective heat shock protein 90 (Hsp90) inhibitor which can exert a potent anticancer activity. Studies demonstates that SNX-2112 can exhibit a potent anticancer activity against B16 melanoma cells both in vitro and in vivo, by inhibiting cell proliferation and inducing cell cycle arrest and apoptosis in a mechanism dependent on the degredation of Hsp90 client proteins.

Technology Process of 4-(6,6-dimethyl-4-oxo-3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)-2-((1r,4r)-4-hydroxycyclohexylamino)benzamide

There total 4 articles about 4-(6,6-dimethyl-4-oxo-3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)-2-((1r,4r)-4-hydroxycyclohexylamino)benzamide 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:

2-bromo-4-(6,6-dimethyl-4-oxo-3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)benzonitrile (908111-35-3) + trans-4-hydroxycyclohexylamine (27489-62-9) → SNX-2112 (908112-43-6)

Guidance literature:

2-bromo-4-(6,6-dimethyl-4-oxo-3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)benzonitrile; trans-4-hydroxycyclohexylamine; With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; sodium t-butanolate; at 110 ℃; Microwave irradiation;

With dihydrogen peroxide; sodium hydroxide; In ethanol; dimethyl sulfoxide; at 20 ℃;

Reference yield:

dimedone (126-81-8) → SNX-2112 (908112-43-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: toluene-4-sulfonic acid / toluene / Reflux

2.1: triethylamine / tetrahydrofuran / 60 °C

2.2: 20 °C

3.1: sodium hydride / dimethyl sulfoxide / 20 °C

4.1: palladium diacetate; 1,1'-bis-(diphenylphosphino)ferrocene; sodium t-butanolate / 110 °C / Microwave irradiation

4.2: 20 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; sodium hydride; toluene-4-sulfonic acid; triethylamine; sodium t-butanolate; In tetrahydrofuran; dimethyl sulfoxide; toluene;

Reference yield:

(E)-N'-(3,3-dimethyl-5-oxocyclohexylidene)-4-methylbenzenesulfonohydrazide (41189-09-7) → SNX-2112 (908112-43-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / tetrahydrofuran / 60 °C

1.2: 20 °C

2.1: sodium hydride / dimethyl sulfoxide / 20 °C

3.1: palladium diacetate; 1,1'-bis-(diphenylphosphino)ferrocene; sodium t-butanolate / 110 °C / Microwave irradiation

3.2: 20 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; sodium hydride; triethylamine; sodium t-butanolate; In tetrahydrofuran; dimethyl sulfoxide;

upstream raw materials:

dimedone

(E)-N'-(3,3-dimethyl-5-oxocyclohexylidene)-4-methylbenzenesulfonohydrazide

6,6-dimethyl-3-(trifluoromethyl)-1,5,6,7-tetrahydro-4H-indazol-4-one

2-bromo-4-(6,6-dimethyl-4-oxo-3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)benzonitrile

Refernces