Merck
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E4630

Sigma-Aldrich

Ethambutol dihydrochloride

antimycobacterial

Synonym(s):
2,2′-(1,2-Ethanediyldiimino)bis-1-butanol dihydrochloride, Emb
Empirical Formula (Hill Notation):
C10H24N2O2 · 2HCl
CAS Number:
Molecular Weight:
277.23
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.85

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

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Application

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.

Packaging

25, 100 g in poly bottle

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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