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SMB00387

Sigma-Aldrich

Prothionamide

≥99% (HPLC)

Synonym(s):

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

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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

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

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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