SML3116

BMS-378806

≥98% (HPLC)

• Synonym(s): 1-[(2R )-4-Benzoyl-2-methyl-1-piperazinyl]-2-(4-methoxy-1H -pyrrolo[2,3-b ]pyridin-3-yl)-1,2-ethanedione, 4-Benzoyl-1-[(4-methoxy-1H- pyrrolo[2,3-b]pyridin-3-yl)oxoacetyl]-2-(R)-methylpiperazine, BMS 378806, BMS 806, BMS-806, BMS378806, BMS806
• Empirical Formula (Hill Notation): C₂₂H₂₂N₄O₄
• CAS Number: 357263-13-9
• Molecular Weight: 406.43
• MDL number: MFCD09026945
• UNSPSC Code: 12352107
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: powder
• color: white to gray
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: 2-8°C
• SMILES string: O=C(N1[C@@H](CN(CC1)C(C2=CC=CC=C2)=O)C)C(C3=CNC4=NC=CC(OC)=C34)=O
• InChI: 1S/C22H22N4O4/c1-14-13-25(21(28)15-6-4-3-5-7-15)10-11-26(14)22(29)19(27)16-12-24-20-18(16)17(30-2)8-9-23-20/h3-9,12,14H,10-11,13H2,1-2H3,(H,23,24)/t14-/m1/s1
• InChI key: OKGPFTLYBPQBIX-CQSZACIVSA-N

Description

General description

BMS-378806 is an indole-based compound that exhibits improved antiviral potency, and pharmaceutical and pharmacokinetic activities. BMS-378806 is inactive against HIV-2 and Simian immunodeficiency virus (SIV) and a few other viruses.

Biochem/physiol Actions

BMS-378806 (BMS-806) is a potent and selective HIV-1 attachment inhibitor that blocks HIV glycoprotein 120 (gp120) from interacting with host T-cell surface glycoprotein CD4 (IC50 = 100 nM against CD4 for binding gp120; CYP1A2/2C9/2C19/2D6/3A4 IC50 >23 μM) without affecting HIV integrase, protease, or reverse transcriptase activity. BMS-806 effectively prevents various HIV-1 isolates from replication (EC50 from 0.85 to 26.5 nM in MT-2 and PM1 cultures; host cytotoxicity IC50 >300 μM) without affecting HIV-2, SIV, MuLV, RSV, HCMV, BVDV, VSV, or influenza virus.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable