SML4077

Simeprevir

≥98% (HPLC)

• Synonym(s): (2R,3aR,10Z,11aS,12aR,14aR)-N-(cyclopropylsulfonyl)-2,3,3a,4,5,6,7,8,9,11a,12,13,14,14a-tetradecahydro-2-[[7-methoxy-8-methyl-2-[4-(1-methylethyl)-2-thiazolyl]-4-quinolinyl]oxy]-5-methyl-4,14-dioxo-cyclopenta[c]cyclopropa[g][1,6]diazacyclotetradecine-12a(1H)-carboxamide, TMC 435, TMC-435, TMC435, TMC 435350, TMC-435350, TMC435350
• Empirical Formula (Hill Notation): C₃₈H₄₇N₅O₇S₂
• CAS Number: 923604-59-5
• Molecular Weight: 749.94
• MDL number: MFCD25563225
• UNSPSC Code: 12352200

Properties

• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 2 mg/mL, clear (Warmed)
• storage temp.: -10 to -25°C
• SMILES string: [S](=O)(=O)(NC(=O)[C@]32NC(=O)[C@H]4[C@@H](C[C@@H](C4)Oc5c6c(nc(c5)c7[s]cc(n7)C(C)C)c(c(cc6)OC)C)C(=O)N(CCCC\C=C/[C@@H]3C2)C)C1CC1
• InChI: 1S/C38H47N5O7S2/c1-21(2)30-20-51-35(40-30)29-18-32(26-13-14-31(49-5)22(3)33(26)39-29)50-24-16-27-28(17-24)36(45)43(4)15-9-7-6-8-10-23-19-38(23,41-34(27)44)37(46)42-52(47,48)25-11-12-25/h8,10,13-14,18,20-21,23-25,27-28H,6-7,9,11-12,15-17,19H2,1-5H3,(H,41,4
• InChI key: JTZZSQYMACOLNN-VDWJNHBNSA-N

Description

Biochem/physiol Actions

Orally active, potent and selective hepatitis C virus (HCV) NS3 protease inhibitor.

Simeprevir (TMC435; TMC435350) is an orally active, potent and selective hepatitis C virus (HCV) NS3/4A serine protease inhibitor (Ki = 0.5/0.4 nM using genotype 1a (H77)/1b (con1b) protease domain) that effectively blocks HCV replication (EC50/EC90 = 8/24 nM post 72h treatment using Huh7-Luc HCV genotype 1b replicon reporter cell line), while exhibiting no inhibitory potency against a panel of non-HCV DNA and RNA viruses even at concentrations >10 µM.

Safety Information

• Pictograms: GHS08,GHS07
• Signal Word: Warning
• Hazard Statements: H319,H361fd,H413
• Precautionary Statements: P202 - P264 - P273 - P280 - P305 + P351 + P338 - P308 + P313
• Hazard Classifications: Aquatic Chronic 4 - Eye Irrit. 2 - Repr. 2
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable