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 Level
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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Hassan Safi et al.
Nature genetics, 45(10), 1190-1197 (2013-09-03)
To study the evolution of drug resistance, we genetically and biochemically characterized Mycobacterium tuberculosis strains selected in vitro for ethambutol resistance. Mutations in decaprenylphosphoryl-β-D-arabinose (DPA) biosynthetic and utilization pathway genes Rv3806c, Rv3792, embB and embC accumulated to produce a wide
Hao Zeng et al.
International journal of clinical and experimental medicine, 8(6), 8398-8414 (2015-08-27)
To introduce a modified method, namely coaxial electrohydrodynamic atomization for the fabrication of distinct core/shell structured microspheres of four first-line ant-tuberculosis drugs with different characteristics in hydrophilic properties in one single step. In group B, we prepared microspheres in which
A case of skin and lung tuberculosis: diagnostic difficulties.
P Colasanti et al.
Giornale italiano di dermatologia e venereologia : organo ufficiale, Societa italiana di dermatologia e sifilografia, 148(5), 538-540 (2013-09-06)
Joshua R Francis et al.
The Medical journal of Australia, 200(6), 328-332 (2014-04-08)
OBJECTIVE To describe the epidemiology, clinical features, health care resource use, treatment and outcomes of multidrug-resistant tuberculosis (MDR-TB) cases diagnosed in Western Australia, compared with matched controls with drug-susceptible TB. Retrospective case-control study of all MDR-TB cases notified in WA
N Guo et al.
Letters in applied microbiology, 58(4), 344-349 (2013-12-18)
Previous studies have shown that isoimperatorin (IO), a furanocoumarin isolated from several medicinal plants, has antimycobacterial activity against Mycobacterium tuberculosis strain H37Rv (ATCC 27294). This study demonstrated that IO has antimycobacterial activity against 2 drug-sensitive and 6 drug-resistant isolates, with
Global Trade Item Number
| SKU | GTIN |
|---|---|
| E4630-100G | 04061833603857 |
| E4630-25G | 04061833603864 |
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