Veliparib

Base Information

• Chemical Name: Veliparib
• CAS No.: 912444-00-9
• Molecular Formula: C13H16N4O
• Molecular Weight: 244.29
• Hs Code.: 2934999090
• European Community (EC) Number: 681-636-1
• NSC Number: 737664
• UNII: 01O4K0631N
• DSSTox Substance ID: DTXSID90238456
• Nikkaji Number: J2.564.159K
• Wikipedia: Veliparib
• Wikidata: Q7919041
• NCI Thesaurus Code: C60768
• Pharos Ligand ID: 9TP23MXBXZ8M
• Metabolomics Workbench ID: 62471
• ChEMBL ID: CHEMBL506871
• Mol file: 912444-00-9.mol

Synonyms:2-((R)-2-methylpyrrolidin-2-yl)-1H-benzimidazole-4-carboxamide;2-(2-methylpyrrolidin-2-yl)-1H-benzimidazole-4-carboxamide;ABT 888;ABT-888;ABT888;veliparib

Chemical Property of Veliparib

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.653
• Boiling Point: 579.023 °C at 760 mmHg
• PKA: 9.22±0.30(Predicted)
• Flash Point: 303.982 °C
• PSA: 84.79000
• Density: 1.274 g/cm³
• LogP: 2.47340
• Solubility.: insoluble in H2O; ≥10.6 mg/mL in EtOH with ultrasonic; ≥6.11 mg/mL in DMSO
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 244.13241115
• Heavy Atom Count: 18
• Complexity: 348

Purity/Quality:

99% ^*data from raw suppliers

Veliparib ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCCN1)C2=NC3=C(C=CC=C3N2)C(=O)N
• Isomeric SMILES: C[C@@]1(CCCN1)C2=NC3=C(C=CC=C3N2)C(=O)N
• Recent NIPH Clinical Trials: None
• Uses: ABT-888 is a potent, orally bioavailable PARP-1/-2 inhibitor shown to potentiate DNA damaging agents. The ability to potentiate temozolomide (TMZ) and develop a biological marker for PARP inhibition was evaluated in vivo.

Technology Process of Veliparib

There total 11 articles about Veliparib 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: 96.0%

(R)-2-(2-methylpyrrolidin-2-yl)-1H-benzo[d]imidazole-4-carboxamide dihydrochloride → veliparib (912444-00-9)

Guidance literature:

With sodium carbonate; In water;

DOI:10.1021/acs.joc.8b02866

Reference yield: 85.7%

veliparib (912443-99-3) → veliparib (912444-00-9)

Guidance literature:

With (-)-di-p-toluoyl-L-tartaric acid; In methanol; at 40 ℃; Reagent/catalyst;

Reference yield: 77.5%

C18H26N4O4 → veliparib (912444-00-9)

Guidance literature:

With acetic acid; In water; for 6h; Concentration; Reflux;

upstream raw materials:

veliparib

(R)-2-benzyl 1-tert-butyl 2-methylpyrrolidine-1,2-dicarboxylate

(R)-1-(tert-butoxycarbonyl)-2-methylpyrrolidine-2-carboxylic acid

(R)-2-Methyl-1-azacyclopentan-2-carbonsaeure

Refernces

• 1、 Kolaczkowski, Lawrence,Barkalow, Jufang,Barnes, David M.,Haight, Anthony,Pritts, Wayne,Schellinger, Adam. "Synthesis of (R)-Boc-2-methylproline via a Memory of Chirality Cyclization. Application to the Synthesis of Veliparib, a Poly(ADP-ribose) Polymerase Inhibitor". . p. 4837 - 4845. Retrieved 2019/03/07.
• 2、 -. "2-{(R)-2-METHYLPYRROLIDIN-2-YL)-1H-BENZIMIDAZOLE-4-CARBOXAMIDE CRYSTALLINE FORM 1". Page/Page column 6. . Retrieved 2009/04/24.