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Merck
CN

E1850000

Ethambutol hydrochloride

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

Ethambutol dihydrochloride, 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.24
PubChem Substance ID:
UNSPSC Code:
41116107
MDL number:
eCl@ss:
25140904
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grade

pharmaceutical primary standard

API family

ethambutol

manufacturer/tradename

EDQM

application(s)

pharmaceutical
pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

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

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

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.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.


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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Codes

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable



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