E4630

Ethambutol dihydrochloride

antimycobacterial

• Synonym(s): Ethambutol, Ethambutol HCL, 2,2′-(1,2-Ethanediyldiimino)bis-1-butanol dihydrochloride, Emb
• Empirical Formula (Hill Notation): C₁₀H₂₄N₂O₂ · 2HCl
• CAS Number: 1070-11-7
• Molecular Weight: 277.23
• NACRES: NA.85
• PubChem Substance ID: 24894566
• UNSPSC Code: 51281511
• EC Number: 213-970-7
• MDL number: MFCD21364080

Properties

• Product Name: Ethambutol dihydrochloride, antimycobacterial
• InChI key: AUAHHJJRFHRVPV-BZDVOYDHSA-N
• InChI: 1S/C10H24N2O2.2ClH/c1-3-9(7-13)11-5-6-12-10(4-2)8-14;;/h9-14H,3-8H2,1-2H3;2*1H/t9-,10-;;/m0../s1
• SMILES string: CC[C@@H](CO)NCCN[C@H](CO)CC.Cl.Cl
• form: powder
• optical activity: [α]25/D 6.0 to 6.7°, c = 10 in water
• color: white
• solubility: H₂O: 50 mg/mL
• antibiotic activity spectrum: mycobacteria
• mode of action: cell wall synthesis | interferes
• Quality Level: 200

Description

Application

Ethambutol is an antimycobacterial used to treat tuberculosis in combination with other antibiotics to reduce the development of drug resistance.

Ethambutol is an antimycobacterial used to treat tuberculosis in combination with other antibiotics to reduce the development of drug resistance. It has been used to study multidrug-resistant tuberculosis (MDR-TB) in highest-incidence-rate areas in China.

Biochem/physiol Actions

Ethambutol is bacteriostatic against actively growing TB bacilli. Mycolic acids attach to the 5′-hydroxyl groups of D-arabinose residues of arabinogalactan and form mycolyl-arabinogalactan-peptidoglycan complex in the cell wall. Ethambutol disrupts arabinogalactan synthesis by inhibiting arabinosyltransferases, specifically those in Mycobacterium, interfering with the biosynthesis of arabinogalactans found in the cell wall of mycobacteria and leading to increased cell wall permeability.

Ethambutol specifically inhibits arabinosyltransferases in Mycobacterium, interfering with the biosynthesis of arabinogalactans found in the cell wall of mycobacteria.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges