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E4630

Sigma-Aldrich

Ethambutol -dihydrochlorid

antimycobacterial

Synonym(e):

Ethambutol, Ethambutol HCL, 2,2′-(1,2-Ethanediyldiimino)bis-1-butanol dihydrochloride, Emb

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About This Item

Empirische Formel (Hill-System):
C10H24N2O2 · 2HCl
CAS-Nummer:
1070-11-7
Molekulargewicht:
277.23
EG-Nummer:
213-970-7
MDL-Nummer:
MFCD21364080
UNSPSC-Code:
51281511
PubChem Substanz-ID:
24894566
NACRES:
NA.85

Form

powder

Optische Aktivität

[α]25/D 6.0 to 6.7°, c = 10 in water

Farbe

white

Löslichkeit

H2O: 50 mg/mL

Wirkungsspektrum von Antibiotika

mycobacteria

Wirkungsweise

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

InChIKey

AUAHHJJRFHRVPV-BZDVOYDHSA-N

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Anwendung

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. Wirkung

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.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H302

Gefahreneinstufungen

Acute Tox. 4 Oral

Lagerklassenschlüssel

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Analysenzertifikate (COA)

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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
Mohammed Shafik El-Ridy et al.
Drug delivery, 22(1), 21-36 (2013-12-24)
Tuberculosis (TB) is a worldwide health concern. In 2011, about 8.7 million new cases developed TB and 1.4 million people died from it. Enhancement of ethambutol hydrochloride activity and safety in treatment of TB through niosomal encapsulation. Niosomes were prepared
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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
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