928-74-5

Basic information

• Product Name: (2-carbamothioylhydrazinylidene)acetic acid
• CAS NO: 928-74-5
• Molecular Formula: C₃H₅N₃O₂S
• Molecular Weight: 147.1557
• Mol File: 928-74-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 344.1°C at 760 mmHg
• Flash Point: 161.9°C
• Density: 1.63g/cm³
• Vapor Pressure: 1.21E-05mmHg at 25°C
• Refractive Index: 1.664
• CAS DataBase Reference: (2-carbamothioylhydrazinylidene)acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2-carbamothioylhydrazinylidene)acetic acid(928-74-5)
• EPA Substance Registry System: (2-carbamothioylhydrazinylidene)acetic acid(928-74-5)

Safety Data

• Hazardous Substances Data: 928-74-5(Hazardous Substances Data)

Usage

General Description

(2-carbamothioylhydrazinylidene)acetic acid, also known as ethylcarbazate, is an organic compound with the chemical formula C3H7N3O2S. It is a hydrazine derivative and a precursor to the herbicide glyphosate. It is used as a reagent in organic synthesis and as a catalyst for the formation of hydrazones. It is also used in the manufacture of pharmaceuticals and agricultural chemicals. The compound is considered to be toxic and should be handled with care, as it can cause skin and eye irritation.

Upstream product

• 79-19-6 thiosemicarbazide 
• 298-12-4 Glyoxilic acid 

Downstream Products

• 626-08-4 6-aza-2-thiouracil 

Relevant articles and documents

Synthesis, characterization, crystal structure, electrochemical studies and biological evaluation of metal complexes with thiosemicarbazone of glyoxylic acid

Cobalt and nickel nitrates form with thiosemicarbazone of glyoxylic acid (H2GAT) complexes of empirical composition Co(C3H4N3O2S)2?2H2O, Ni(C3H4N3O2S)2?2H2O and Ni(C3H6N3O2S)2. X-ray diffraction studies have shown that the Co(HGAT)2?2H2O, Ni(HGAT)2?2H2O complexes are mononuclear, in which the coordination around the metal is octahedral, made up of two sulfur atoms, two nitrogen atoms and two oxygen atoms from two ligands. By the interaction of NiCl2·H2O with 2-[2-(aminothioxomethyl)hydrazinyl] acetic acid (H2TAA) instead of the expected the metal thiosemicarbazonate complex with the hydrogenated on the azomethine group ligand was obtained. The redox properties of these compounds were also investigated by voltammetry on Pt in dimethylsulfoxide/tetrabutylammonium perchlorate. These thiosemicarbazone of glyoxylic acid derivatives had effective inhibition against α-glycosidase, cytosolic carbonic anhydrase I and II isoenzymes, butyrylcholinesterase and acetylcholinesterase. Ki values were found as 26.12–36.58 nM for hCA I, 20.73–40.78 nM for hCA II, 184.30–642.18 nM for AChE, 123.67–342.37 nM for BChE, and 14.66–45.62 nM for α-glycosidase.

Dimethyl sulfoxide containing platinum(II) and palladium(II) chelate complexes of glyoxylic and pyruvic acid thiosemicarbazones. A new class of cytotoxic metal complexes

The complexes [Pt(DMSO)(GT)]·DMSO (1), [Pt(DMSO)(PT)]·1/2DMSO (2) and [Pd(DMSO)(PT)] (3), where DMSO = dimethyl sulfoxide, H2GT = glyoxylic acid thiosemicarbazone and H2PT = pyruvic acid thiosemicarbazone, have been synthesized and characterized by elemental analysis, molar electric conductivity, IR, electronic and NMR (1H and 13C) spectra. The single crystal X-ray diffraction analysis has revealed for 1 (orthorhombic, Pnma, a = 12.941(3), b = 7.108(2), c = 15.148(3) A?, Z = 4) that the doubly deprotonated thiosemicarbazone molecule is coordinated to Pt(II) via the carboxylato O, azomethine N and thiolato S atoms forming two condensed five-membered chelate rings. The fourth coordination site of Pt(II) is occupied by the S atom of DMSO. All the atoms of the complex molecule are coplanar except the methyl groups. The O atom of DMSO is in cis-position towards the thiolato-S atom (point group Cs). A system of hydrogen bonds of the type N-H?O links the complex molecules between them and with the lattice DMSO molecules. Similar structures have been deduced for the remaining two complexes on the basis of spectroscopic data. The three complexes and the ligand H2GT exhibit cytotoxic activity against F4N leukemia cells, whereas the ligand H2PT is inactive.