101257-38-9

Basic information

• Product Name: THIAZOLE-4-CARBOXYLIC ACID HYDRAZIDE
• Synonyms: THIAZOLE-4-CARBOXYLIC ACID HYDRAZIDE;4-Thiazolecarboxylicacid,hydrazide(6CI,9CI);thiazole-4-carbohydrazide;1,3-thiazole-4-carbohydrazide;thiazol-4-carbohydrazide
• CAS NO: 101257-38-9
• Molecular Formula: C₄H₅N₃OS
• Molecular Weight: 143.17
• Product Categories: AMIDE
• Mol File: 101257-38-9.mol
• Article Data: 2

Chemical Properties

• Melting Point: 143-144 °C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.436g/cm³
• Refractive Index: 1.625
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 11.08±0.10(Predicted)
• CAS DataBase Reference: THIAZOLE-4-CARBOXYLIC ACID HYDRAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: THIAZOLE-4-CARBOXYLIC ACID HYDRAZIDE(101257-38-9)
• EPA Substance Registry System: THIAZOLE-4-CARBOXYLIC ACID HYDRAZIDE(101257-38-9)

Safety Data

• Hazardous Substances Data: 101257-38-9(Hazardous Substances Data)

Usage

General Description

Thiazole-4-carboxylic acid hydrazide is an organic compound that is used in the pharmaceutical industry as a precursor to various pharmaceuticals, particularly those with antibacterial and antifungal properties. It is also used as a building block in the synthesis of other organic compounds. This chemical is an important starting material for the production of thiazole derivatives, which have wide-ranging applications in medicinal and agricultural chemistry. Thiazole-4-carboxylic acid hydrazide has also been studied for its potential use in the treatment of tuberculosis and other infectious diseases due to its ability to inhibit certain enzymes and metabolic pathways in bacteria and fungi.

InChI:InChI=1/C4H5N3OS/c5-7-4(8)3-1-9-2-6-3/h1-2H,5H2,(H,7,8)

Upstream product

• 1254073-60-3 1,1-dimethylethyl 2-(1,3-thiazol-4-ylcarbonyl)hydrazinecarboxylate 
• 14527-43-6 ethyl thiazole-4-carboxylate 

Downstream Products

• 99185-90-7 N-benzenesulfonyl-N'-(thiazole-4-carbonyl)-hydrazine 

Relevant articles and documents

Extension of Azine-Triazole Synthesis to Azole-Triazoles Reduces Ligand Field, Leading to Spin Crossover in Tris-L Fe(II)

The first examples of azole-Triazole Rat ligands, bidentate L4NMeIm(3-(1-methyl-1H-imidazol-4-yl)-5-phenyl-4-(p-Tolyl)-4H-1,2,4-Triazole) and L4SIm (4-(5-phenyl-4-(p-Tolyl)-4H-1,2,4-Triazol-3-yl)thiazole), have been prepared, by extension of the general synthesis used to access many examples of azine-Triazoles. The tris-L FeII complexes of the azine-Triazoles are consistently low spin (LS). As intended, these new azole-Triazole ligands provide lower field strengths, resulting in high-spin (HS) [FeII(L4NMeIm)3](BF4)2 (1·4H2O) and spin crossover (SCO) active [FeII(L4SIm)3](BF4)2 (2·0.5H2O). Single-crystal structure determinations revealed that at 100 K 1·solvents is HS whereas 2·solvents is LS. Solid-state variable temperature magnetic studies of air-dried crystals showed that the methylimidazole-Triazole complex 1·4H2O remains HS while the thiazole-Triazole complex 2·0.5H2O undergoes a two-step gradual SCO (T1/2 approximately 275 and 350 K). Variable-Temperature Evans method NMR studies of 2, in five different solvents (CD3NO2, CD3CN, CD3COCD3, CD2Cl2, and CDCl3) gave T1/2 values in a relatively narrow range, 214-259 K. These T1/2 values did not correlate with the solvent polarity index P′ (R2 = 0.25) but did correlate with the solvent basicity parameter SB (R2 = 0.90). Variable-Temperature UV-vis studies on a golden yellow CH3CN solution of 2, with monitoring of the d-d transition at 530 nm (? = 39 L mol-1 cm-1 at 293 K) while the solution was heated from 253 to 303 K, showed that the high-spin fraction increased from 0.51 to 0.77. Cyclic voltammetry studies in CH3CN revealed a Fe(III)/Fe(II) redox process that was reversible for 1 and irreversible for 2, with significant tuning of the Epa value: The methylimidazole-Triazole complex 1 is significantly easier to oxidize (0.46 V) than the thiazole-Triazole complex 2 (0.68 V; both vs 0.01 M Ag/AgNO3).