SMB00387
Prothionamide
≥99% (HPLC)
Synonym(s):
Prothionamide, 2-propyl-4-pyridinecarbothioamide, 2-propylisonicotinylthioamide, 2-propylthioisonicotinamide, 2-Propyl-4-pyridinecarbothioamide, 2-Propylisonicotinylthioamide
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All Photos(3)
About This Item
Empirical Formula (Hill Notation):
C9H12N2S
CAS Number:
Molecular Weight:
180.27
MDL number:
UNSPSC Code:
51102829
PubChem Substance ID:
NACRES:
NA.85
Recommended Products
Quality Level
Assay
≥99% (HPLC)
form
powder
color
yellow
antibiotic activity spectrum
mycobacteria
Mode of action
enzyme | interferes
storage temp.
−20°C
SMILES string
NC(C1=CC(CCC)=NC=C1)=S
InChI
1S/C9H12N2S/c1-2-3-8-6-7(9(10)12)4-5-11-8/h4-6H,2-3H2,1H3,(H2,10,12)
InChI key
VRDIULHPQTYCLN-UHFFFAOYSA-N
General description
Chemical structure: pyridine
Prothionamide is an analogue of ethionamide, and is better tolerated and less toxic than ethionamide. It contains a propyl group instead of an ethyl group at the α position.
Biochem/physiol Actions
Prothionamide is the second line of drug used in leprosy and in tuberculosis. It is highly effective against Mycobacterium tuberculosis. In patients with multidrug-resistant tuberculosis (MDR-TB), prothionamide causes the development of hepatitis. In rare cases, it causes drug reaction with eosinophilia and systemic symptoms (DRESS) in patients with MDR-TB. DRESS is characterized by fever, hematologic abnormalities, skin eruption, and internal organ disruption.
Storage and Stability
Keep container tightly closed in a dry and well-ventilated place. Storage class (TRGS 510) Non Combustible liquids.
Other Notes
Keep container tightly closed in a dry and well-ventilated place. Storage class (TRGS 510): Non Combustible Solids
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Acceptability of thioamides. II. Prothionamide.
D K Gupta
Journal of postgraduate medicine, 23(4), 181-185 (1977-10-01)
A Yilmaz et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 152, 262-271 (2015-07-29)
Prothionamide (PTH) is the secondary drug used against Mycobacterium tuberculosis bacteria and leprosy. The aim of this work was to investigate the potential energy surface map, anharmonic and harmonic vibrational spectra, NBO analysis and ELF (Electron Localization Function) of the
Han-Lin Hsu et al.
Journal of the Formosan Medical Association = Taiwan yi zhi, 109(12), 923-927 (2011-01-05)
Timely and intensive monitoring for, and management of, adverse effects caused by anti-tuberculosis drugs are essential components of control programs for multidrug-resistant tuberculosis (MDR-TB). This retrospective case series was conducted in northern Taiwan from January 2007 to December 2008 at
A case of DRESS syndrome induced by the antituberculosis drugs, prothionamide, and para-aminosalycilic acid.
Joo-Hee Kim et al.
Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology, 110(2), 118-119 (2013-01-29)
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