| Identification | Back Directory | [Name]
BMS 626529 | [CAS]
701213-36-7 | [Synonyms]
CS-1668
Temsavir
EOS-62215
BMS 626529
BMS-626529
BMS-626529, Temsavir
Temsavir (BMS-626529)
BMS 626529; BMS626529
(1R,2S,3R,6S,7S,10R)-10-ISOPROPYL-3,7-DIMETHYL-11-OXATRICYCLO[5.3.1.02,6]UNDECAN-3-OL
1-Benzoyl-4-[[4-methoxy-7-(3-methyl-1H-1,2,4-triazol-1-yl)-1H-pyrrolo[2,3-c]pyridin-3-yl]oxoacetyl]piperazine
1-(4-benzoylpiperazin-1-yl)-2-[4-methoxy-7-(3-methyl-1,2,4-triazol-1-yl)-1h-pyrrolo[2,3-c]pyridin-3-yl]ethane-1,2-dione
1-(4-benzoylpiperazin-1-yl)-2-(4-methoxy-7-(3-methyl-1H-1,2,4-triazol-1-yl)-1H-pyrrolo[2,3-c]pyridin-3-yl)ethane-1,2-dione
1,2-Ethanedione, 1-(4-benzoyl-1-piperazinyl)-2-[4-methoxy-7-(3-methyl-1H-1,2,4-triazol-1-yl)-1H-pyrrolo[2,3-c]pyridin-3-yl]-
1-Benzoyl-4-[[4-methoxy-7-(3-methyl-1H-1,2,4-triazol-1-yl)-1H-pyrrolo[2,3-c]pyridin-3-yl]oxoacetyl]piperazine BMS626529 | [Molecular Formula]
C24H23N7O4 | [MDL Number]
MFCD22665723 | [MOL File]
701213-36-7.mol | [Molecular Weight]
473.48 |
| Chemical Properties | Back Directory | [Melting point ]
263-265°C | [Boiling point ]
787.6±70.0 °C(Predicted) | [density ]
1.46±0.1 g/cm3(Predicted) | [storage temp. ]
-20°C Freezer | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
10.92±0.40(Predicted) | [color ]
Off-White to Pale Beige | [InChI]
InChI=1S/C24H23N7O4/c1-15-27-14-31(28-15)22-20-19(18(35-2)13-26-22)17(12-25-20)21(32)24(34)30-10-8-29(9-11-30)23(33)16-6-4-3-5-7-16/h3-7,12-14,25H,8-11H2,1-2H3 | [InChIKey]
QRPZBKAMSFHVRW-UHFFFAOYSA-N | [SMILES]
C(N1CCN(C(=O)C2=CC=CC=C2)CC1)(=O)C(C1C2C(OC)=CN=C(N3C=NC(C)=N3)C=2NC=1)=O |
| Hazard Information | Back Directory | [Description]
BMS 626529 is an inhibitor of HIV-1 attachment.1,2 It binds to non-ligand bound HIV-1 gp120 to inhibit HIV-1 interaction with host CD4+ T cells and subsequent HIV-1 binding and cell entry.1 BMS 626529 reduces infectivity of laboratory strains and clinical isolates of HIV-1 (EC50s = 0.4-2,000 and 25-2,000 nM, respectively) with cytotoxic concentration (CC50) values greater than 100 μM in a panel of mammalian cell lines.2 | [Uses]
Temsavir is a Fostemsavir (CAS# 864953-29-7) intermediate and an antiviral agent. It is an HIV-1 attachment inhibitor. | [Brand name]
BMS-626529 | [Biological Functions]
Temsavir prevents the host cell receptor CD4 from interacting with Env by binding to the pocket under the gp120 β20-β21 ring of the Env subunit. It prevents viral entry and also stabilises Env in a 'closed' conformation[3]. | [in vitro]
the activity of bms-626529 is virus dependent, due to heterogeneity within gp120. bms-626529 had half-maximal effective concentration values of6 log10, with half-maximal effective concentration values in the low pm range against the most susceptible viruses. measurement of the binding affinity of bms-626529 for purified gp120 suggests that a contributory factor to its inhibitory potency may be a relatively long dissociative half-life [1]. | [target]
HIV-1 subtype A envelope | [storage]
Store at -20°C | [References]
[1] nowicka-sans b, gong yf, mcauliffe b, dicker i, ho ht, zhou n, eggers b, lin pf, ray n, wind-rotolo m, zhu l, majumdar a, stock d, lataillade m, hanna gj, matiskella jd, ueda y, wang t, kadow jf, meanwell na, krystal m. in vitro antiviral characteristics of hiv-1 attachment inhibitor bms-626529, the active component of the prodrug bms-663068. antimicrob agents chemother. 2012;56(7):3498-507.
[2] nettles re, schürmann d, zhu l, stonier m, huang sp, chang i, chien c, krystal m, wind-rotolo m, ray n, hanna gj, bertz r, grasela d. pharmacodynamics, safety, and pharmacokinetics of bms-663068, an oral hiv-1 attachment inhibitor in hiv-1-infected subjects. j infect dis. 2012;206(7):1002-11. |
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