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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:
14222-60-7
Molecular Weight:
180.27
MDL number:
MFCD00464119
UNSPSC Code:
51102829
PubChem Substance ID:
329824982
NACRES:
NA.85
Pricing and availability is not currently available.

Quality Level

200

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

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1 of 4

This Item
P3755SML3576E6005
Prothionamide ≥99% (HPLC)

SMB00387

Prothionamide

6-Propyl-2-thiouracil enzyme inhibitor

P3755

6-Propyl-2-thiouracil

Mandipropamid ≥98% (HPLC)

SML3576

Mandipropamid

Ethionamide

E6005

Ethionamide

mode of action

enzyme | interferes

mode of action

-

mode of action

-

mode of action

-

antibiotic activity spectrum

mycobacteria

antibiotic activity spectrum

-

antibiotic activity spectrum

-

antibiotic activity spectrum

-

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

200

form

powder

form

powder

form

powder

form

powder

assay

≥99% (HPLC)

assay

≥99% (HPLC)

assay

≥98% (HPLC)

assay

≥98.0%

storage temp.

−20°C

storage temp.

-

storage temp.

-10 to -25°C

storage temp.

2-8°C

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.[1]

Biochem/physiol Actions

Prothionamide is the second line of drug used in leprosy and in tuberculosis. It is highly effective against Mycobacterium tuberculosis.[2] In patients with multidrug-resistant tuberculosis (MDR-TB), prothionamide causes the development of hepatitis.[3] 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.[4]

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
GHS07

signalword

Warning

hcodes

H302

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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    Certificates of Analysis (COA)

    Lot/Batch Number
    SLCM4995
    SLCF4035
    SLCD9059
    SLBZ8379
    SLBV4992

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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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