![8-FLUOR-2-{4-[(METHYLAMINO)METHYL]FENYL}-1,3,4,5-TETRAHYDRO-6HAZEPINO[5,4,3-CD]INDOOL-6-ON structure, CAS 283173-50-2](/structures/180000/176563_1_283173_50_2.png)
CAS Number283173-50-2
SynonymsKinome_3180; UNII-8237F3U7EH; AG-014699; Rucaparib; 8-fluoro-2-(4-methylaminomethyl-phenyl)-1,3,4,5-tetrahydro-azepino[5,4,3-cd]indol-6-one; 8-fluoro-1,3,4,5-tetrahydro-2-[4-[(methylamino)methyl]phenyl]6H-azepino[5,4,3-cd]indol-6-one; 8-Fluoro-2-{4-[(methylamino)methyl]phenyl}-1,3,4,5-tetrahydro-6H-azepino[5,4,3-cd]indol-6-one
Molecular FormulaC19H18O1N3F1
Molecular Weight323.37
Density1.3±0.1 g/cm3
Boiling Point625.2±55.0 °C at 760 mmHg
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 283173-50-2 |
| Catalog No. | 2A-2176069 |
| Chinese Name | 瑞卡帕布 |
| Synonyms | Kinome_3180; UNII-8237F3U7EH; AG-014699; Rucaparib; 8-fluoro-2-(4-methylaminomethyl-phenyl)-1,3,4,5-tetrahydro-azepino[5,4,3-cd]indol-6-one; 8-fluoro-1,3,4,5-tetrahydro-2-[4-[(methylamino)methyl]phenyl]6H-azepino[5,4,3-cd]indol-6-one; 8-Fluoro-2-{4-[(methylamino)methyl]phenyl}-1,3,4,5-tetrahydro-6H-azepino[5,4,3-cd]indol-6-one |
| Molecular Formula | C19H18O1N3F1 |
| Molecular Weight | 323.37 |
| Density | 1.3±0.1 g/cm3 |
| Boiling Point | 625.2±55.0 °C at 760 mmHg |
| Storage Condition | 2-8℃ |
| Application | Rucaparib (AG-014699, PF-01367338) is a PARP inhibitor with a Ki of 1.4 nM for PARP1 and also has affinity for other PARP isoforms. |
| HTC | 2933990090 |
| MDL Number | MFCD11977252 |
| SMILES | CNCc1ccc(-c2[nH]c3cc(F)cc4c3c2CCNC4=O)cc1 |
| InChI Key | HMABYWSNWIZPAG-UHFFFAOYSA-N |
| MSDS | msds/176563_1_283173_50_2.pdf |
| Use of | Rucaparib is an inhibitor of PARP with Ki of 1.4 nM for PARP1 in a cell-free assay, and also shows binding affinity to eight other PARP domains. Properties Name Rucaparib Synonym More Synonyms Rucaparib Biological Activity Description Rucaparib is an inhibitor of PARP with Ki of 1.4 nM for PARP1 in a cell-free assay, and also shows binding affinity to eight other PARP domains. Related Catalog Research Areas >> Cancer PARP-1:1.4 nM (Ki) In Vitro Rucaparib is the most potent PARP inhibitor in enzyme assays (Ki, 1.4 nM), and a possible N-demethylation metabolite of AG14644[1]. The radio-sensitization by Rucaparib is due to downstream inhibition of activation of NF-κB, and is independent of SSB repair inhibition. Rucaparib could target NF-κB activated by DNA damage and overcome toxicity observed with classical NF-κB inhibitors without compromising other vital inflammatory functions[2]. Rucaparib inhibits PARP-1 activity by 97.1% at a concentration of 1 μM in permeabilised D283Med cells[3]. Kinase Assay Inhibition of PARP activity in 5×103 D283Med cells is measured using various concentrations of Rucaparib (0-1 μM), compared with DMSO-only. Maximally stimulated PARP activity is measured in samples of permeabilised cells by immunologica. Cell Assay Medulloblastoma cell lines are seeded in 96-well plates at a density of 1×103, 3×103 and 3×103, respectively. At 24 hours (D384Med) or 48 hours (D283Med and D425Med) after seeding, the cells are exposed to various concentrations of temozolomide in the presence or absence of 0.4 μM Rucaparib. After 3 days (D425Med and D384Med) or 5 days (D283Med) of culture, cell viability is evaluated by a XTT cell proliferation kit assay. Cell growth is expressed as a percentage in relation to DMSO or 0.4 μM Rucaparib-alone controls. The concentration of temozolomide, alone or in combination with Rucaparib that inhibited growth by 50% (GI50) is calculated. The potentiation factor 50 (PF50) is defined as the ratio of the GI50 of temozolomide in the presence of Rucaparib to the GI50 of temozolomide alone. References [1]. Thomas HD, et al. Preclinical selection of a novel poly(ADP-ribose) polymerase inhibitor for clinical trial. Mol Cancer Ther, 2007, 6(3), 945-956. [2]. Hunter JE, et al. NF-κB mediates radio-sensitization by the PARP-1 inhibitor, AG-014699. Oncogene, 2012, 31(2), 251-264. [3]. Daniel RA, et al. Central nervous system penetration and enhancement of temozolomide activity in childhood medulloblastoma models by poly(ADP-ribose) polymerase inhibitor AG-014699. Br J Cancer, 2010, 103(10), 1588-1596. [4]. Daniel RA, et al. Inhibition of poly(ADP-ribose) polymerase-1 enhances temozolomide and topotecan activity against childhood neuroblastoma. Clin Cancer Res, 2009, 15(4), 1241-1249. Chemical & Physical Properties Molecular Formula C19H18FN3O Exact Mass 323.143402 PSA 56.92000 Index of Refraction 1.649 InChIKey HMABYWSNWIZPAG-UHFFFAOYSA-N Storage condition 2-8℃ Safety Information HS Code 2933990090 Synthetic Route 4-(8-Fluoro-3,4... CAS#:283173-84-2 WD2000-012547 CAS#:283172-68-9 CAS#:283173-50-2 Literature: US6495541 B1, ; 4-(8-Fluoro-3,4... CAS#:283173-84-2 CAS#:283173-50-2 Literature: Organic Process Research and Development, , vol. 16, # 12 p. 1897 - 1904 Methyl 3-(2-(1,... CAS#:1408282-25-6 CAS#:283173-50-2 Literature: Organic Process Research and Development, , vol. 16, # 12 p. 1897 - 1904 Precursor & DownStream Precursor 7 CAS#:880160-69-0 [4-(8-fluoro-6-... CAS#:773059-19-1 Rucaparib inter... CAS#:283173-84-2 4-(8-Fluoro-3,4... CAS#:283172-68-9 WD2000-012547 DownStream 0 |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
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