36273-89-9

Basic information

• Product Name: 4-(2-Pyridyl)-3-thiosemicarbazide
• Synonyms: 4-(2-Pyridyl)-3-thiosemicarbazide;4-(2-Pyridyl)thiosemicarbazide;2-Pyridylthiosemicarbazide
• CAS NO: 36273-89-9
• Molecular Formula: C₆H₈N₄S
• Molecular Weight: 168.223
• Mol File: 36273-89-9.mol
• Article Data: 6

Chemical Properties

• Melting Point: 192-194 ºC
• Boiling Point: 317.8 °C at 760 mmHg
• Flash Point: 146 °C
• Appearance: /
• Density: 1.406
• CAS DataBase Reference: 4-(2-Pyridyl)-3-thiosemicarbazide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-Pyridyl)-3-thiosemicarbazide(36273-89-9)
• EPA Substance Registry System: 4-(2-Pyridyl)-3-thiosemicarbazide(36273-89-9)

Safety Data

• Hazardous Substances Data: 36273-89-9(Hazardous Substances Data)

Usage

General Description

4-(2-Pyridyl)-3-thiosemicarbazide is a chemical compound with the molecular formula C7H9N5S. It is a thiosemicarbazide derivative that contains a pyridine ring and a thioamide functional group. 4-(2-Pyridyl)-3-thiosemicarbazide has potential biological and pharmaceutical applications, with reported antimicrobial and anti-tumor activities. It has also been studied for its ability to chelate various metal ions, making it useful in analytical chemistry and metal extraction processes. Additionally, 4-(2-Pyridyl)-3-thiosemicarbazide has been investigated for its potential use as a corrosion inhibitor, as well as in the synthesis of various heterocyclic compounds.

Upstream product

• 504-29-0 2-aminopyridine 
• 75-15-0 carbon disulfide 
• 149487-84-3 N-2-pyridinyl-1H-imidazole-1-carbothioamide 
• 13037-46-2 pyridin-2-yl-dithiocarbamic acid methyl ester 

Downstream Products

• 66243-84-3 N-(α-pyridyl)benzaldehyde thiosemicarbazone 
• 1293389-48-6 N-phenyl-2-(2-(pyridin-2-ylcarbamothioyl)hydrazinyl)-2-thioxoacetamide 
• 66243-86-5 N₁-phenyl-N₂-(pyridin-2-yl)hydrazine-1,2-bis(carbothioamide) 
• 1293389-49-7 N-phenyl-2-(pyridin-2-ylcarbamothioyl)hydrazinecarboxamide 
• 171781-96-7 4-(2-pyridyl)-1-salicylaldehyde-3-thiosemicarbazone 

Relevant articles and documents

Carbazole-based semicarbazones and hydrazones as multifunctional anti-Alzheimer agents

With the aim to combat a multi-faceted neurodegenerative Alzheimer’s disease (AD), a series of carbazole-based semicarbazide and hydrazide derivatives were designed, synthesized and assessed for their cholinesterase (ChE) inhibitory, antioxidant and biometal chelating activity. Among them, (E)-2-((9-ethyl-9H-carbazol-3-yl)methylene)-N-(pyridin-2-yl)hydrazinecarbothioamide (62) and (E)-2-((9-ethyl-9H-carbazol-3-yl)methylene)-N-(5-chloropyridin-2-yl)hydrazinecarbothioamide (63) emerged as the premier candidates with good ChE inhibitory activities (IC50 values of 1.37 μM and 1.18 μM for hAChE, IC50 values of 2.69 μM and 3.31 μM for EqBuChE, respectively). All the test compounds displayed excellent antioxidant activity (reduction percentage of DPPH values for compounds (62) and (63) were 85.67% and 84.49%, respectively at 100 μM concentration). Compounds (62) and (63) conferred specific copper ion chelating property in metal chelation study. Molecular docking studies of compounds (62) and (63) indicate strong interactions within the active sites of both the ChE enzymes. Besides that, these compounds also exhibited significant in silico drug-like pharmacokinetic properties. Thus, taken together, they can serve as a starting point in the designing of multifunctional ligands in pursuit of potential anti-AD agents that might further prevent the progression of ADs. Communicated by Ramaswamy H. Sarma.

5-Nitrofuran-2-yl derivatives: Synthesis and inhibitory activities against growing and dormant mycobacterium species

Eighteen 5-nitrofuran-2-yl derivatives were prepared by reacting 5-nitro-2-furfural with various (sub)phenyl/pyridyl thiosemicarbazide using microwave irradiation. The compounds were tested for their in vitro activity against tubercular and various non-tubercular mycobacterium species in log-phase and 6-week-starved cultures. Compound N-(3,5-dibromopyridin-2-yl)-2-((5-nitrofuran-2-yl)methylene)hydrazinecarbothioamide (4r) was found to be the most potent compound (MIC: 0.22 μM) and was 3 times more active than standard isoniazid (INH) and equally active as rifampicin (RIF) in log-phase culture of Mycobacterium tuberculosis H37Rv. In starved M. tuberculosis H37Rv, 4r inhibited with MIC of 13.9 μM and was found to be 50 times more active than INH and slightly more active than RIF.

Synthesis and glucose-6-phosphatase inhibitory activity of (thiouriedo)alkanoic acid esters

A series of (3-pyridin-2-yl-thiouriedo)alkanoic acid esters (5a-j) have been synthesized by the reaction of pyridin-2-yl-dithiocarbamic acid methyl ester (2) and amino acid esters (4). Most of the synthesized compounds have been evaluated against glucose-6-phosphatase enzyme but only four compounds (5g-j) displayed significant inhibitory activity of the enzyme.