SML4007

TMC207

≥98% (HPLC)

• Synonym(s): (αS,βR)-6-Bromo-α-[2-(dimethylamino)ethyl]-2-methoxy-α-1-naphthalenyl-β-phenyl-3-quinolineethanol, (1R, 2S)-1-(6-Bromo-2methoxy-3-quinolinyl)-4-(dimethylamino)-2-(1-naphthalenyl)-1-phenyl-2-butanol, Bedaquiline, R 207910, R-207910, R207910
• Empirical Formula (Hill Notation): C₃₂H₃₁BrN₂O₂
• CAS Number: 843663-66-1
• Molecular Weight: 555.50
• MDL number: MFCD22628872
• UNSPSC Code: 51111800
• UNSPSC Code: 12352200

Properties

• Quality Level: 100
• assay: ≥98% (HPLC)
• form: powder
• optical activity: [α]/D 195.0 to 155.0° (c = 0.5g/100mL in DMF)
• color: white to beige
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: -10 to -25°C
• SMILES string: BrC(C=C1)=CC2=C1N=C(OC)C([C@@H](C3=CC=CC=C3)[C@](O)(C4=CC=CC5=C4C=CC=C5)CCN(C)C)=C2
• InChI key: QUIJNHUBAXPXFS-XLJNKUFUSA-N

Description

Biochem/physiol Actions

Potent and selective mycobacterial ATP synthase inhibitor with broad-spectrum anti-mycobacterial activity.



TMC207 (Bedaquiline; R207910) is an orally active, potent and selective mycobacterial ATP synthase inhibitor (M. smegmatis IC50 = 2.5 nM or 1.4 ng (non-salt form)/mL; human mitochondrial ATP syntase IC50 >200 uM) with broad-spectrum anti-mycobacterial activity (MIC 10-120 ng/mL), including M. bovis, avium complex (MAC), kansasii, marinum, fortuitum, abscessus, smegmatis, ulcerans, and both drug-susceptible and multiple drug-resistant M. tuberculosis strains (to rigampin, isoniazid, streptomycin, ethambutol, pyrazinamide, fluoroquinolone).

Safety Information

• pictograms: GHS09
• signalword: Warning
• hcodes: H410
• pcodes: P273 - P391 - P501
• Hazard Classifications: Aquatic Chronic 1
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable