Nvp-cgm097

Base Information

• Chemical Name: Nvp-cgm097
• CAS No.: 1313363-54-0
• Molecular Formula: C38H47ClN4O4
• Molecular Weight: 659.269
• UNII: 4UF6MSL0ZH
• Nikkaji Number: J3.509.326E
• Wikidata: Q27454942
• NCI Thesaurus Code: C104280
• Pharos Ligand ID: NRC5LN1UHFYK
• ChEMBL ID: CHEMBL3601398
• Mol file: 1313363-54-0.mol

Synonyms:CGM097;NVP-CGM097

Chemical Property of Nvp-cgm097

Chemical Property:

• Boiling Point: 830.1±65.0 °C(Predicted)
• PKA: 8.31±0.20(Predicted)
• PSA: 65.56000
• Density: 1.210±0.06 g/cm3(Predicted)
• LogP: 6.52430
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 658.3285837
• Heavy Atom Count: 47
• Complexity: 1040

Purity/Quality:

99%+, ^*data from raw suppliers

NVP-CGM097(CGM-097) >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC1=C(C=C2CC(=O)N(C(C2=C1)C3=CC=C(C=C3)Cl)C4=CC=C(C=C4)N(C)CC5CCC(CC5)N6CCN(C(=O)C6)C)OC
• Isomeric SMILES: CC(C)OC1=C(C=C2CC(=O)N([C@H](C2=C1)C3=CC=C(C=C3)Cl)C4=CC=C(C=C4)N(C)CC5CCC(CC5)N6CCN(C(=O)C6)C)OC
• Recent ClinicalTrials: A Phase I Dose Escalation Study of CGM097 in Adult Patients With Selected Advanced Solid Tumors

Technology Process of Nvp-cgm097

There total 28 articles about Nvp-cgm097 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: 98.2%

(S)-1-(4-chloro-phenyl)-7-isopropoxy-6-methoxy-1,4-dihydro-2H-isoquinolin-3-one (1313365-57-9) + 4-(4-{[(4-iodo-phenyl)-methyl-amino]-methyl}-trans-cyclohexyl)-1-methyl-piperazin-2-one (1313365-97-7) → (S)-1-(4-chloro-phenyl)-7-isopropoxy-6-methoxy-2-(4-{methyl-[4-(4-methyl-3-oxo-piperazin-1-yl)-trans-cyclohexylmethyl]-amino}-phenyl)-1,4-dihydro-2H-isoquinolin-3-one (1313363-54-0,1313363-86-8)

Guidance literature:

With potassium phosphate; copper(l) iodide; trans-1,2-Diaminocyclohexane; In 1,4-dioxane; at 100 - 170 ℃; for 22.5h; enantioselective reaction; Inert atmosphere;

DOI:10.1021/acs.jmedchem.5b00810

Reference yield: 59.0%

C44H59ClN4O7 → (S)-1-(4-chloro-phenyl)-7-isopropoxy-6-methoxy-2-(4-{methyl-[4-(4-methyl-3-oxo-piperazin-1-yl)-trans-cyclohexylmethyl]-amino}-phenyl)-1,4-dihydro-2H-isoquinolin-3-one (1313363-54-0,1313363-86-8)

Guidance literature:

C₄₄H₅₉ClN₄O₇; With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 3h;

With triethylamine; In 1,4-dioxane; methanol; at 20 ℃;

Reference yield:

(4-chlorophenyl)trimethylstannane (14064-15-4) → (S)-1-(4-chloro-phenyl)-7-isopropoxy-6-methoxy-2-(4-{methyl-[4-(4-methyl-3-oxo-piperazin-1-yl)-trans-cyclohexylmethyl]-amino}-phenyl)-1,4-dihydro-2H-isoquinolin-3-one (1313363-54-0,1313363-86-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: bis(acetonitrile)(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate / tetrahydrofuran / 20 - 60 °C / Inert atmosphere

2.1: hydrogenchloride / methanol / 0.5 h / 20 °C

2.2: 0.25 h / 20 °C

3.1: trans-1,2-Diaminocyclohexane; potassium phosphate; copper(l) iodide / 1,4-dioxane / 22.5 h / 95 °C / Inert atmosphere

With hydrogenchloride; potassium phosphate; copper(l) iodide; trans-1,2-Diaminocyclohexane; bis(acetonitrile)(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; In tetrahydrofuran; 1,4-dioxane; methanol;

upstream raw materials:

(4-chlorophenyl)trimethylstannane

(4-chlorphenyl)magnesium bromide

(4-formyl-cyclohexyl)-carbamic acid tert-butyl ester

p-aminoiodobenzene

Refernces

• 1、 Holzer, Philipp,Masuya, Keiichi,Furet, Pascal,Kallen, Joerg,Valat-Stachyra, Therese,Ferretti, Stéphane,Berghausen, Joerg,Bouisset-Leonard, Michèle,Buschmann, Nicole,Pissot-Soldermann, Carole,Rynn, Caroline,Ruetz, Stephan,Stutz, Stefan,Chène, Patrick,Jeay, Sébastien,Gessier, Francois. "Discovery of a Dihydroisoquinolinone Derivative (NVP-CGM097): A Highly Potent and Selective MDM2 Inhibitor Undergoing Phase 1 Clinical Trials in p53wt Tumors". . p. 6348 - 6358. Retrieved 2015/09/07.
• 2、 -. "Crystalline form of an inhibitor of MDM2/4 and p53 interaction". . . Retrieved 2012/06/01.