14222-60-7

Basic information

• Product Name: Protionamide
• Synonyms: Protionamide, >=99%;Propylthioisonicotinamide;PROTIONAMIDE;PROTHIONAMIDE;1321th;2-propyl-4-pyridinecarbothioamid;2-propyl-4-pyridinecarbothioamide;2-propyl-4-thiocarbamoylpyridine
• CAS NO: 14222-60-7
• Molecular Formula: C₉H₁₂N₂S
• Molecular Weight: 180.27
• EINECS: 238-093-7
• Product Categories: Drug bulk;API's;Amines;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds;EKTEBIN
• Mol File: 14222-60-7.mol
• Article Data: 2

Chemical Properties

• Melting Point: 140-143°C
• Boiling Point: 310.4 °C at 760 mmHg
• Flash Point: 141.5 °C
• Appearance: /
• Density: 1.1015 (rough estimate)
• Vapor Pressure: 0.000601mmHg at 25°C
• Refractive Index: 1.5300 (estimate)
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 12.14±0.29(Predicted)
• Merck: 14,7891
• CAS DataBase Reference: Protionamide(CAS DataBase Reference)
• NIST Chemistry Reference: Protionamide(14222-60-7)
• EPA Substance Registry System: Protionamide(14222-60-7)

Safety Data

• RTECS: NS0650000
• HazardClass: IRRITANT
• Hazardous Substances Data: 14222-60-7(Hazardous Substances Data)

Usage

Chemical Properties

Protionamide is Yellow Solid

Uses

Different sources of media describe the Uses of 14222-60-7 differently. You can refer to the following data:
1. Protionamide is an antibacterial used against Mycobacterium tuberculosis bacteria.
2. An anti-tuberculosis agent. It has also been used to treat Leprosy. Antibacterial (tuberculostatic).

InChI:InChI=1/C9H12N2S/c1-2-3-8-6-7(9(10)12)4-5-11-8/h4-6H,2-3H2,1H3,(H2,10,12)

Upstream product

• 33744-19-3 2-propylpyridine-4-carbonitrile 
• 1531-17-5 ethyl 2-propylisonicotinate 
• 29840-73-1 2-bromopyridine-4-carboxamide 
• 100-48-1 pyridine-4-carbonitrile 
• 100129-70-2 2-chloro-6-propyl-isonicotinic acid ethyl ester 
• 80944-48-5 2-propylpyridine-4-carboxamide 

Downstream Products

• 1046045-53-7 4-(2-(2-propylpyridin-4-yl)thiazol-4-yl)phenyl benzoate 
• 1046045-54-8 4-(2-(2-propylpyridin-4-yl)thiazol-4-yl)phenol 
• 921119-27-9 4-(2-methoxyphenyl)-2-(2-propylpyridin-4-yl)thiazole 
• 920451-09-8 4-(3-methoxyphenyl)-2-(2-propylpyridin-4-yl)thiazole 
• 1046045-66-2 3-(2-(2-propylpyridin-4-yl)thiazol-4-yl)phenol 
• 893768-43-9 4-(4-fluorophenyl)-2-(2-propylpyridin-4-yl)thiazole 
• 125256-01-1 4-(4-methoxyphenyl)-2-(2-propylpyridin-4-yl)thiazole 
• 1046045-61-7 N-(4-(2-(2-propylpyridin-4-yl)thiazol-4-yl)phenyl)methanesulfonamide 
• 1046045-58-2 4-[2-(2-propylpyridin-4-yl)-1,3-thiazol-4-yl]aniline 
• 125256-02-2 4-(4-chlorophenyl)-2-(propylpyridin-4-yl)thiazole 
• 125256-00-0 2-(2-propylpyridin-4-yl)-4-p-tolylthiazole 

Relevant articles and documents

Efficient analoging around ethionamide to explore thioamides bioactivation pathways triggered by boosters in Mycobacterium tuberculosis

Ethionamide is a key antibiotic prodrug of the second-line chemotherapy regimen to treat tuberculosis. It targets the biosynthesis of mycolic acids thanks to a mycobacterial bioactivation carried out by the Baeyer-Villiger monooxygenase EthA, under the control of a transcriptional repressor called EthR. Recently, the drug-like molecule SMARt-420, which triggers a new transcriptional regulator called EthR2, allowed the derepression a cryptic alternative bioactivation pathway of ethionamide. In order to study the bioactivation of a collection of thioisonicotinamides through the two bioactivation pathways, we developed a new two-step chemical pathway that led to the efficient synthesis of eighteen ethionamide analogues. Measurements of the antimycobacterial activity of these derivatives, used alone and in combination with boosters BDM41906 or SMARt-420, suggest that the two different bioactivation pathways proceed via the same mechanism, which implies the formation of similar metabolites. In addition, an electrochemical study of the aliphatic thioisonicotinamide analogues was undertaken to see whether their oxidation potential correlates with their antitubercular activity measured in the presence or in the absence of the two boosters.