Ethambutol hydrochlorideProduct ingredient for Ethambutol

Name
Ethambutol hydrochloride
Drug Entry
Ethambutol

Ethambutol is a bacteriostatic agent indicated alongside medications such as isoniazid, rifampin, and pyrazinamide in the treatment of pulmonary tuberculosis.13 Ethambutol was first described in the literature in 1961.11 It was developed out of a need for therapies active against isoniazid resistant strains of Mycobacterium tuberculosis.11

Ethambutol was granted FDA approval on 6 November 1967.12

Accession Number
DBSALT000446
Structure
Synonyms
Ethambutol dihydrochloride / Ethambutol HCl
UNII
QE4VW5FO07
CAS Number
1070-11-7
Weight
Average: 277.232
Monoisotopic: 276.1371335
Chemical Formula
C10H26Cl2N2O2
InChI Key
AUAHHJJRFHRVPV-BZDVOYDHSA-N
InChI
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
IUPAC Name
[(2S)-1-hydroxybutan-2-yl](2-{[(2S)-1-hydroxybutan-2-yl]azaniumyl}ethyl)azanium dichloride
SMILES
[Cl-].[Cl-].CC[C@@H](CO)[NH2+]CC[NH2+][C@@H](CC)CO
KEGG Drug
D00878
PubChem Compound
14051
ChemSpider
13432
ChEBI
4878
ChEMBL
CHEMBL3140361
Wikipedia
Ethambutol
Predicted Properties
PropertyValueSource
logP-0.059Chemaxon
pKa (Strongest Acidic)14.82Chemaxon
pKa (Strongest Basic)9.55Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area73.68 Å2Chemaxon
Rotatable Bond Count9Chemaxon
Refractivity80.72 m3·mol-1Chemaxon
Polarizability25.01 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon