| Identification | More | [Name]
Veliparib (ABT-888) | [CAS]
912444-00-9 | [Synonyms]
A861695
Veliparib
NSC 737664
ABT-888 2HCl
ABT-888,Veliparib
Veliparib(chiral)
ABT-888 (Veliparib, NSC 737664)
(S)-2-(2-Methylpyrrolidin-2-yl)-1H-benimidazole-4-carboxamide
2-((R)-2-Methylpyrrolidin-2-yl)-1H-benzimidazole-4-carboxamide
2-[(2R)-2-Methyl-2-pyrrolidinyl]-1H-benzimidazole-7-carboxamide
2-[(2R)-2-Methylpyrrolidin-2-yl]-1H-benimidazole-4-
carboxamide
1H-Benzimidazole-4-carboxamide, 2-((2R)-2-methyl-2-pyrrolidinyl)-
(R)-2-(2-Methylpyrrolidin-2-yl)-1H-benzo[d]iMidazole-4-carboxaMide
(R)-2-(2-Methylpyrrolidin-2-yl)-1H-benimidazole-4-carboxamide (VELIPARIB)
Veliparib
2-[(2R)-2-Methyl-2-pyrrolidinyl]-1H-benzimidazole-7-carboxamide
2-[(2R)-2-Methyl-2-pyrrolidinyl]-1H-benzimidazole-7-carboxamide Veliparib (ABT-888)
2-[(R)-2-Methylpyrrolidin-2-yl]-1H-benziMidazole-4-carboxaMide
2-[(2R)-2-Methylpyrrolidin-2-yl]-1H-benziMidazole-4-carboxaMide | [EINECS(EC#)]
681-636-1 | [Molecular Formula]
C13H16N4O.2ClH | [MDL Number]
MFCD16661059 | [MOL File]
912444-00-9.mol | [Molecular Weight]
317.218 |
| Chemical Properties | Back Directory | [Boiling point ]
579.0±40.0 °C(Predicted) | [density ]
1.274 | [storage temp. ]
Store at -20°C | [solubility ]
insoluble in H2O; ≥10.6 mg/mL in EtOH with ultrasonic; ≥6.11 mg/mL in DMSO | [form ]
solid | [pka]
9.22±0.30(Predicted) | [color ]
White to off-white | [InChI]
InChI=1S/C13H16N4O/c1-13(6-3-7-15-13)12-16-9-5-2-4-8(11(14)18)10(9)17-12/h2,4-5,15H,3,6-7H2,1H3,(H2,14,18)(H,16,17)/t13-/m1/s1 | [InChIKey]
JNAHVYVRKWKWKQ-CYBMUJFWSA-N | [SMILES]
C1([C@@]2(C)CCCN2)NC2=C(C(N)=O)C=CC=C2N=1 | [CAS DataBase Reference]
912444-00-9 |
| Hazard Information | Back Directory | [Chemical Properties]
Off-White Solid | [Usage]
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. | [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. | [Definition]
ChEBI: A benzimidazole substituted with a carbamoyl group at C-4 and a (2R)-2-methylpyrrolidin-2-yl moiety at C-2. It is a potent, orally bioavailable PARP inhibitor. | [Synthesis]
General procedure for the synthesis of 2-[(2R)-2-methyl-2-pyrrolidinyl]-1H-benzimidazole-7-carboxamide from the compound (CAS: 912443-99-3): (2-methylpyrrolidin-2-yl)-1H-benzimidazole-4-carboxamide was detected (0.0246 mol), which was found to contain 70% of 2-[(R)-2-methyl pyrrolidin-2-yl]-1H-benzimidazole-4-carboxamide. To the reaction system 80 mL of anhydrous methanol was added, stirred and heated until dissolved. After cooling to about 40 °C, a solution consisting of 13.5 g (0.0345 mol) of (-)-di-p-toluoyl-L-tartaric acid (anhydrous) dissolved in 100 mL of anhydrous methanol was added. A white precipitate was rapidly precipitated and stirring was continued for about 2 hours. It was filtered and the filter cake was washed with anhydrous methanol. The undried filter cake was added to 80 mL of water, stirred and neutralized with base, followed by precipitation of a solid product. After continued stirring for 4 hours, it was filtered and the filter cake was washed three times with water, followed by vacuum drying. (R)-2-(2-methylpyrrolidin-2-yl)-1H-benzimidazole-4-carboxamide was obtained, which was purified by HPLC to give 3.6 g of product with 99.7% HPLC purity and 99.8% chiral purity. The yield was 85.7%. | [IC 50]
PARP-2: 2.9 nM (Ki); PARP-1: 5.2 nM (Ki); Autophagy | [storage]
Store at -20°C |
| Questions And Answer | Back Directory | [Abstract]
Veliparib (ABT-888) is a potential anti-cancer drug acting as a PARP inhibitor. It kills cancer cells by blocking a protein called PARP, thereby preventing the repair of DNA or genetic damage in cancer cells and possibly making them more susceptible to anticancer treatments.
Veliparib (ABT-888) is being investigated to treat squamous and non-squamous non-small cell lung cancer, BRCA breast cancer, triple negative breast cancer and ovarian cancer. | [Biological activity]
Veliparib (ABT-888) is a potent inhibitor of PARP1 and PARP2 with Ki of 5.2 nM and 2.9 nM in cell-free assays, respectively. It is inactive to SIRT2. Phase 3. | [In vitro]
Veliparib (ABT-888) is a potential anti-cancer drug acting as a PARP inhibitor，which inhibits PARP1 and PARP2 with Ki of 5.2 nM and 2.9 nM in cell-free assays，respectively.ABT-888 reduces clonogenic survival and inhibits DNA repair in H460 cells. ABT-888 inhibits the PARP activity with EC50 of 2 nM in C41 cells. | [In vivo]
ABT-888 inhibits PARP in B16F10 and 9L xenograft models, thus enhancing the anticancer activity of temozolomide. The Combined with other cytotoxic agents, ABT-888 shows strong antitumor effect in MX-1 xenograft model. ABT-888 reduces intratumor PAR levels by more than 95% at a dose of 3 and 12.5 mg/kg according to the the size of tumors in A375 and Colo829 xenograft models. | [Features]
ABT-888 enhances the effectiveness of common cancer treatments, such as radiation therapy and alkylating agents. | [References]
https://www.abbvie.com/our-science/pipeline/veliparib.html
https://en.wikipedia.org/wiki/Veliparib |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Shanghai Ennopharm Co., Ltd.
|
| Telephone: |
+86 (21) 6435-5022 |
| Website: |
www.chemicalbook.com/ShowSupplierProductsList13640/0_EN.htm |
| Company Name: |
NCE Biomedical Co.,Ltd.
|
| Telephone: |
4000-027-021 |24 +86-13986109188 | +86-15623472865 | +81-08033611988 |
| Website: |
www.chemicalbook.com/ShowSupplierProductsList15748/0_EN.htm |
|