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SMB00387 Sigma-Aldrich

Prothionamide

≥99% (HPLC)

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

  • CAS Number 14222-60-7

  • Empirical Formula (Hill Notation) C9H12N2S

  • Molecular Weight 180.27

  •  MDL number MFCD00464119

  •  PubChem Substance ID 329824982

  •  NACRES NA.85

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Properties

Related Categories Antibiotics, Antibiotics A to Z, Antibiotics G-M, Antimycobacterial, Biochemicals and Reagents,
Quality Level   200
assay   ≥99% (HPLC)
form   powder
color   yellow
Mode of action   enzyme | interferes
antibiotic activity spectrum   mycobacteria
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

Description

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.

Packaging

1, 10 g in poly bottle

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.

Other Notes

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

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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