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SMB00387

Sigma-Aldrich

Prothionamide

≥99% (HPLC)

Synonyme(s) :

Prothionamide, 2-propyl-4-pyridinecarbothioamide, 2-propylisonicotinylthioamide, 2-propylthioisonicotinamide, 2-Propyl-4-pyridinecarbothioamide, 2-Propylisonicotinylthioamide

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About This Item

Formule empirique (notation de Hill):
C9H12N2S
Numéro CAS:
14222-60-7
Poids moléculaire :
180.27
Numéro MDL:
MFCD00464119
Code UNSPSC :
51102829
ID de substance PubChem :
329824982
Nomenclature NACRES :
NA.85

Pureté

≥99% (HPLC)

Forme

powder

Couleur

yellow

Spectre d'activité de l'antibiotique

mycobacteria

Mode d’action

enzyme | interferes

Température de stockage

−20°C

Chaîne SMILES 

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)

Clé InChI

VRDIULHPQTYCLN-UHFFFAOYSA-N

Description générale

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.

Actions biochimiques/physiologiques

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.

Stockage et stabilité

Keep container tightly closed in a dry and well-ventilated place. Storage class (TRGS 510) Non Combustible liquids.

Autres remarques

Keep container tightly closed in a dry and well-ventilated place. Storage class (TRGS 510): Non Combustible Solids

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

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
Acceptability of thioamides. II. Prothionamide.
D K Gupta
Journal of postgraduate medicine, 23(4), 181-185 (1977-10-01)
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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