E4630
Ethambutol dihydrochloride
antimycobacterial
Synonym(s):
Ethambutol, Ethambutol HCL, 2,2′-(1,2-Ethanediyldiimino)bis-1-butanol dihydrochloride, Emb
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About This Item
Empirical Formula (Hill Notation):
C10H24N2O2 · 2HCl
CAS Number:
Molecular Weight:
277.23
NACRES:
NA.85
PubChem Substance ID:
UNSPSC Code:
51281511
EC Number:
213-970-7
MDL number:
Quality Segment
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
SMILES string
CC[C@@H](CO)NCCN[C@H](CO)CC.Cl.Cl
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
InChI key
AUAHHJJRFHRVPV-BZDVOYDHSA-N
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.
signalword
Warning
hcodes
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
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