Ethambutol

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Ethambutol
Category Antibiotics
Catalog number BBF-03942
CAS 74-55-5
Molecular Weight 204.31
Molecular Formula C10H24N2O2
Purity >98%

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Description

Ethambutol is a synthetic anti-tuberculosis antibiotic. Ethambutol is a bacteriostatic antimycobacterial agent, which obstructs the formation of cell wall by inhibiting arabinosyl transferases. It directly affects two polymers, arabinogalactan (AG) and lipoarabinomannan (LAM) in Mycobacterium smegmatis. It is effective against actively growing microorganisms of the genus Mycobacterium, including M. tuberculosis and is potency against M. tuberculosis (H37Rv).

Specification

Related CAS 1070-11-7 (dihydrochloride)
Synonyms Myambutol; Emb
Storage Store at 2-8°C
IUPAC Name (2S)-2-[2-[[(2S)-1-hydroxybutan-2-yl]amino]ethylamino]butan-1-ol
Canonical SMILES CCC(CO)NCCNC(CC)CO
InChI InChI=1S/C10H24N2O2/c1-3-9(7-13)11-5-6-12-10(4-2)8-14/h9-14H,3-8H2,1-2H3/t9-,10-/m0/s1
InChI Key AEUTYOVWOVBAKS-UWVGGRQHSA-N
Source Synthetic

Properties

Appearance White Crystalline Powder
Application Antitubercular agents
Antibiotic Activity Spectrum mycobacteria
Boiling Point 345.3°C at 760 mmHg
Melting Point 199-204°C
Density 0.987 g/cm3

Reference Reading

1.External Quality Assessment for Tuberculosis Diagnosis and Drug Resistance in the European Union: A Five Year Multicentre Implementation Study.
Nikolayevskyy V1,2, Hillemann D3, Richter E3, Ahmed N1, van der Werf MJ4, Kodmon C4, Drobniewski F1,2, Ruesch-Gerdes S3; ERLTB-Net Network. PLoS One. 2016 Apr 7;11(4):e0152926. doi: 10.1371/journal.pone.0152926. eCollection 2016.
BACKGROUND: External quality assurance (EQA) systems are essential to ensure accurate diagnosis of TB and drug-resistant TB. The implementation of EQA through organising regular EQA rounds and identification of training needs is one of the key activities of the European TB reference laboratory network (ERLTB-Net). The aim of this study was to analyse the results of the EQA rounds in a systematic manner and to identify potential benefits as well as common problems encountered by the participants.
2.Isolation of Mycobacterium kumamotonense from a patient with pulmonary infection and latent tuberculosis.
Kontos F1, Mavromanolakis DN, Zande MC, Gitti ZG. Indian J Med Microbiol. 2016 Apr-Jun;34(2):241-4. doi: 10.4103/0255-0857.180356.
Mycobacterium kumamotonense is a novel, slow-growing non-chromogenic nontuberculous mycobacterium, which belongs to Mycobacterium terrae complex. We report, for the first time in Greece, the isolation of M. kumamotonense from an immunocompetent patient with pulmonary infection and latent tuberculosis. M. kumamotonense was identified by sequencing analysis of 16S rDNA and 65-kDa heat shock protein genes while by commercial molecular assays it was misidentified as Mycobacterium celatum. Antibiotic susceptibility testing was performed by the reference broth microdilution method. The strain was susceptible to amikacin, clarithromycin, rifampin, ciprofloxacin, moxifloxacin, rifabutin, ethambutol and linezolid.
3.Plasma lipid profiling of different types of hepatic fibrosis induced by carbon tetrachloride and lomustine in rats.
Ishikawa M1, Saito K2, Yamada H3, Nakatsu N3, Maekawa K1, Saito Y1. Lipids Health Dis. 2016 Apr 12;15(1):74. doi: 10.1186/s12944-016-0244-1.
BACKGROUND: Plasma lipid profiling has emerged as a useful tool for understanding the pathophysiology of hepatic injury and disease. Hepatic fibrosis results from chronic, progressive damage to the liver and can lead, in turn, to more serious conditions such as hepatic cirrhosis and hepatocellular carcinoma. Thus, the present study aimed to investigate the plasma lipid profiles of two types of hepatic fibrosis in order to aid the understanding of the pathophysiology of hepatic fibrosis.
4.A rare adverse reaction to ethambutol: drug-induced haemolytic anaemia.
Nicolini A1, Perazzo A1, Gatto P1, Piroddi IM1, Barlascini C2, Karamichali S3, Strada P4. Int J Tuberc Lung Dis. 2016 May;20(5):704-5. doi: 10.5588/ijtld.15.0742.
Anti-tuberculosis drugs seldom cause serious haematological side effects. However, among these drugs, isoniazid and rifampicin, especially when administered intermittently, may very rarely be linked to acute autoimmune haemolytic anaemia. Ethambutol (EMB) can cause dose-related retrobulbar neuritis. In this paper, we present the first reported case of acute fatal autoimmune haemolytic anaemia due to EMB.

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