6954-50-3

Basic information

• Product Name: 2-isonicotinoyl-N-phenylhydrazinecarbothioamide
• Synonyms: 1-Phenyl-4-isonicotinoylthiosemicarbazide; N-phenyl-2-(pyridin-4-ylcarbonyl)hydrazinecarbothioamide
• CAS NO: 6954-50-3
• Molecular Formula: C₁₃H₁₂N₄OS
• Molecular Weight: 272.3256
• Mol File: 6954-50-3.mol
• Article Data: 31

Chemical Properties

• Density: 1.357g/cm³
• Refractive Index: 1.705
• CAS DataBase Reference: 2-isonicotinoyl-N-phenylhydrazinecarbothioamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-isonicotinoyl-N-phenylhydrazinecarbothioamide(6954-50-3)
• EPA Substance Registry System: 2-isonicotinoyl-N-phenylhydrazinecarbothioamide(6954-50-3)

Safety Data

• Hazardous Substances Data: 6954-50-3(Hazardous Substances Data)

Usage

General Description

2-isonicotinoyl-N-phenylhydrazinecarbothioamide, also known as INH-A21, is a chemical compound with potential anti-cancer and anti-microbial properties. It has been studied for its potential to inhibit the growth of cancer cells and to act as an anti-tuberculosis agent. INH-A21 has also shown promise as a therapeutic agent for certain types of leishmaniasis, a parasitic disease transmitted by sand flies. Additionally, it has been investigated for its potential to inhibit the growth of bacteria, including drug-resistant strains. Research continues to explore the various biological activities and potential medical applications of this compound.

Upstream product

• 54-85-3 isoniazid 
• 103-72-0 phenyl isothiocyanate 
• 75-15-0 carbon disulfide 
• 62-53-3 aniline 
• 5285-87-0 phenyl thiocyanate 

Downstream Products

• 1617-94-3 N-phenyl-5-(pyridin-4-yl)-1,3,4-oxadiazol-2-amine 
• 1404079-97-5 2-hydroxymethyl-4-phenyl-5-pyridin-4-yl-2,4-dihydro-3H-1,2,4-triazole-3-thione 
• 1404079-95-3 ethyl [4-phenyl-5-pyridin-4-yl-3-thioxo-2,4-dihydro-3H-1,2,4-triazol-2-yl]carboxylate 
• 1404079-93-1 3-[(pent-4-enyl)thio]-4-phenyl-5-pyridin-4-yl-4H-1,2,4-triazole 
• 1404079-92-0 3-[(pent-2-yl)thio]-4-phenyl-5-pyridin-4-yl-4H-1,2,4-triazole 
• 552815-53-9 3-methylthio-4-phenyl-5-pyridin-4-yl-4H-1,2,4-triazole 
• 1404080-03-0 2-[(4-chlorobenzylamino)methyl]-4-phenyl-5-pyridin-4-yl-2,4-dihydro-3H-1,2,4-triazole-3-thione 
• 1404080-01-8 N-methyl-N-[(4-phenyl-5-pyridin-4-yl-3-thioxo-2,4-dihydro-3H-1,2,4-triazol-2-yl)methyl]-2-aminoethanol 
• 1404080-00-7 4-phenyl-5-pyridin-4-yl-2-(pyrrolidin-1-ylmethyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione 
• 1404079-98-6 2-dimethylaminomethyl-4-phenyl-5-pyridin-4-yl-2,4-dihydro-3H-1,2,4-triazole-3-thione 

Relevant articles and documents

A first-in-class anticancer dual HDAC2/FAK inhibitors bearing hydroxamates/benzamides capped by pyridinyl-1,2,4-triazoles

Novel 5-pyridinyl-1,2,4-triazoles were designed as dual inhibitors of histone deacetylase 2 (HDAC2) and focal adhesion kinase (FAK). Compounds 5d, 6a, 7c, and 11c were determined as potential inhibitors of both HDAC2 (IC50 = 0.09–1.40 μM) and F

Identification of 1,2,4-triazoles as new thymidine phosphorylase inhibitors: Future anti-tumor drugs

Thymidine phosphorylase (TP) is over expressed in several solid tumors and its inhibition can offer unique target suitable for drug discovery in cancer. A series of 1,2,4-triazoles 3a–3l has been synthesized in good yields and subsequently inhibitory potential of synthesized triazoles 3a–3l against thymidine phosphorylase enzyme was evaluated. Out of these twelve analogs five analogues 3b, 3c, 3f, 3l and 3l exhibited a good inhibitory potential against thymidine phosphorylase. Inhibitory potential in term of IC50 values were found in the range of 61.98 ± 0.43 to 273.43 ± 0.96 μM and 7-Deazaxanthine was taken as a standard inhibitor with IC50 = 38.68 ± 4.42 μM. Encouraged by these results, more analogues 1,2,4-triazole-3-mercaptocarboxylic acids 4a–4g were synthesized and their inhibitory potential against thymidine phosphorylase was evaluated. In this series, six analogues 4b–4g exhibited a good inhibitory potential in the range of 43.86 ± 1.11–163.43 ± 2.03 μM. Angiogenic response of 1,2,4-triazole acid 4d was estimated using the chick chorionic allantoic membrane (CAM) assay. In the light of these findings, structure activity relationship and molecular docking studies of selected triazoles to determine the key binding interactions was discussed. Docking studies demonstrate that synthesized analogues interacted with active site residues of thymidine phosphorylase enzyme through π-π stacking, thiolate and hydrogen bonding interactions.

Synthesis and molecular docking studies of glucose-linked isonicotinoyl- 1, 3, 4-thiadiazolidines as antitubercular agents

Background: The recent emergence of multidrug-resistant strains of M. tuberculosis that are resistant to two major effective drugs, viz. isoniazid and rifampicin, stimulated us to make an attempt for the development of a new class of potent antitubercular