114132-84-2

Basic information

• Product Name: 4-carboxy-6-(mercaptomethyl)-3,4,5,6-tetrahydropyrimidin-2(1H)-one
• Synonyms: 4-carboxy-6-(mercaptomethyl)-3,4,5,6-tetrahydropyrimidin-2(1H)-one
• CAS NO: 114132-84-2
• Molecular Formula: C6H10 N2 O3 S
• Molecular Weight: 190.22
• Mol File: 114132-84-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 564°Cat760mmHg
• Flash Point: 294.9°C
• Appearance: /
• Density: 1.336g/cm³
• Vapor Pressure: 3.38E-14mmHg at 25°C
• Refractive Index: 1.529
• CAS DataBase Reference: 4-carboxy-6-(mercaptomethyl)-3,4,5,6-tetrahydropyrimidin-2(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-carboxy-6-(mercaptomethyl)-3,4,5,6-tetrahydropyrimidin-2(1H)-one(114132-84-2)
• EPA Substance Registry System: 4-carboxy-6-(mercaptomethyl)-3,4,5,6-tetrahydropyrimidin-2(1H)-one(114132-84-2)

Safety Data

• Hazardous Substances Data: 114132-84-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H10N2O3S/c9-5(10)4-1-3(2-12)7-6(11)8-4/h3-4,12H,1-2H2,(H,9,10)(H2,7,8,11)/t3-,4+/m1/s1

Upstream product

• 114182-30-8 meso-α,α'-diaminoglutaric acid dimethyl ester dihydrochloride 
• 114132-74-0 cis-4,6-dicarbomethoxy-3,4,5,6-tetrahydropyrimidin-2(1H)-one 
• 114132-78-4 cis-4-carbomethoxy-6-(hydroxymethyl)-3,4,5,6-tetrahydropyrimidin-2(1H)-one 
• 1421-04-1 2,4-diaminopentanedioic acid 
• 114132-82-0 cis-4-carbomethoxy-6-<(thioacetoxy)methyl>-3,4,5,6-tetrahydropyrimidin-2(1H)-one 

Relevant articles and documents

cis-4-Carboxy-6-(mercaptomethyl)-3,4,5,6-tetrahydropyrimidin-2(1H)-one, a Potent Inhibitor of Mammalian Dihydroorotase

A series of cis- and trans-4-carboxy-3,4,5,6-tetrahydropyrimidine-2(1H)-ones possessing either a carboxy, hydroxymethyl, or mercaptomethyl substituent at C-6 were prepared and tested for their ability to inhibit mammalian dihydroorotase.Of these compounds, only the cis-6-mercaptomethyl compound, cis-1, was found to be a potent competitive inhibitor of the enzyme (Ki = 140 nM at pH 7.4 and 8.5) when assayed in the direction of dihydro-L-orotate hydrolysis.These results suggest that the inhibition arises from the ligation of the thiolate to the zinc atom which is thought to be located in the enzyme's active site.Although analysis of cis-1 with 2,2'-dithiobis(5-nitrobenzoic acid) revealed significant loss of the free thiol group under enzymatic assay conditions, the addition of the reducing agent, dithiothreitol, to the enzymatic reaction mixtures afforded cis-1 complete protection against this chemical decomposition, as evidenced by lowering of the inhibition constant in the presence of dithiothreitol.Compound cis-1- had no significant antiproliferative activity against B16 melanoma cells in tissue culture, possibly due to the rapid decomposition of the compound or poor permeability into cells.