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Ethionamide

CAT: 0804-HY-B0276-02Size: 10 mM - 1 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-B0276-02Size:10 mM - 1 mL
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Description
Ethionamide (2-ethylthioisonicotinamide) is a second-line anti-tuberculosis antibiotic with antibacterial effect and oral activity[1][2][3][4].
CAS Number
536-33-4
Product Name Alternative
2-Ethylthioisonicotinamide
UNSPSC
12352005
Hazard Statement
H302, H361
Target
Antibiotic; Bacterial
Type
Natural Products
Related Pathways
Anti-infection
Applications
COVID-19-immunoregulation
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/Ethionamide.html
Purity
99.97
Solubility
DMSO : 100 mg/mL (ultrasonic) |H2O : < 0.1 mg/mL
Smiles
S=C(C1=CC(CC)=NC=C1)N
Molecular Formula
C8H10N2S
Molecular Weight
166.25
Precautions
H302, H361
References & Citations
[1]Vannelli, T.A., A. Dykman, and P.R. Ortiz de Montellano, The antituberculosis drug ethionamide is activated by a flavoprotein monooxygenase. J Biol Chem, 2002. 277 (15) : p. 12824-9.|[2]Quemard, A., G. Laneelle, and C. Lacave, Mycolic acid synthesis: a target for ethionamide in mycobacteria? Antimicrob Agents Chemother, 1992. 36 (6) : p. 1316-21.|[3]Marilyn C Henderson, et al. Metabolism of the anti-tuberculosis drug ethionamide by mouse and human FMO1, FMO2 and FMO3 and mouse and human lung microsomes. Toxicol Appl Pharmacol. 2008 Dec 15;233 (3) :420-7.|[4]Amy L Palmer, et al. Metabolism and pharmacokinetics of the anti-tuberculosis drug ethionamide in a flavin-containing monooxygenase null mouse. Pharmaceuticals (Basel) . 2012;5 (11) :1147-59.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
Launched

Chemical Information

Ethionamide

Ethionamide can cause developmental toxicity according to state or federal government labeling requirements.

CAS Number536-33-4
PubChem CID2761171
IUPAC Name2-ethylpyridine-4-carbothioamide
Molecular FormulaC8H10N2S
Molecular Weight166.25
XLogP1.1
Topological Polar Surface Area71
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Heavy Atom Count11
Formal Charge0
Complexity147
SMILES
CCC1=NC=CC(=C1)C(=S)N
InChI
InChI=1S/C8H10N2S/c1-2-7-5-6(8(9)11)3-4-10-7/h3-5H,2H2,1H3,(H2,9,11)
InChIKey
AEOCXXJPGCBFJA-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Ethionamide
CAS: 536-33-4
CID: 2761171
Formula: C8H10N2S
MW: 166.25
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight166.25
XLogP31.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Exact Mass166.05646950
Monoisotopic Mass166.05646950
Topological Polar Surface Area71 Ų
Heavy Atom Count11
Formal Charge0
Complexity147
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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