16490-15-6

Basic information

• Product Name: 6-oxo-2-thioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid
• Synonyms: 4-pyrimidinecarboxylic acid, 1,2,3,6-tetrahydro-6-oxo-2-thioxo-; 4-pyrimidinecarboxylic acid, 6-hydroxy-2-mercapto-; 6-Hydroxy-2-sulfanylpyrimidine-4-carboxylic acid
• CAS NO: 16490-15-6
• Molecular Formula: C₅H₄N₂O₃S
• Molecular Weight: 172.1619
• Mol File: 16490-15-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 530.2°C at 760 mmHg
• Flash Point: 274.4°C
• Density: 1.74g/cm³
• Vapor Pressure: 4.54E-12mmHg at 25°C
• Refractive Index: 1.719
• CAS DataBase Reference: 6-oxo-2-thioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 6-oxo-2-thioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid(16490-15-6)
• EPA Substance Registry System: 6-oxo-2-thioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid(16490-15-6)

Safety Data

• Hazardous Substances Data: 16490-15-6(Hazardous Substances Data)

Upstream product

• 6633-65-4 6-oxo-2-thioxo-1,2,3,6-tetrahydro-pyrimidine-4-carboxylic acid ethyl ester 
• 17356-08-0 thiourea 
• 108-56-5 diethyl oxaloacetate 
• 16953-46-1 6-oxo-2-thioxo-1,2,3,6-tetrahydro-pyrimidine-4-carbaldehyde 

Downstream Products

• 6633-65-4 6-oxo-2-thioxo-1,2,3,6-tetrahydro-pyrimidine-4-carboxylic acid ethyl ester 
• 6339-80-6 Methyl ester of thioorotic acid 

Relevant articles and documents

A reexamination of the substrate utilization of 2-thioorotidine-5′ -monophosphate by yeast orotidine-5′ -monophosphate decarboxylase

A potential alternate substrate for orotidine-5′-monophosphate decarboxylase, 2- thio-orotidine-5′-monophosphate, was synthesized enzymatically and purified by a modification of a previous account (K. Shostak, and M. E. Jones 1992, Biochemistry 31, 12155-12161). Characterization of the product was confirmed by mass spectrometry, 31P NMR, and utilization by orotate phosphoribosyltransferase in the direction of pyrophosphorolysis. The previous work probably did not result in the purification of the desired compound, as evidenced by our observation of 2-thioOMP's sensitivity to high temperature, as used previously. Using a very sensitive HPLC assay for the potential decarboxylated product 2-thioUMP, no measurable activity of ODCase toward the alternate substrate was observed, representing a decarboxylation rate decreased by 10-7 from the kcat for ODCase toward OMP. Additionally, 2-thioOMP effects no inhibition of ODCase decarboxylation of OMP at a concentration of 50 μM, indicating a poor ability to bind to the ODCase active site. The results bear implications for proposed mechanisms for catalysis by ODCase.

Thiouracil derivatives and metal surface-treating agent comprising thereof

A thiouracil derivative represented by the following general formula (1) or (2) STR1 (wherein, R1 and R2 each are a hydrogen atom or an alkyl group, and at least one of R1 and R2 is a hydrogen atom, and R3 is a hydrogen atom, an alkyl group or a phenyl group, and R4 is a bivalent saturated hydrocarbon group having 2 to 12 carbon atoms, Z is --COO--, CH2 O-- or --C6 H4 --CH2 O--, and R5 is a hydrogen atom or a methyl group), and a metal surface-treating agent for bonding a metal, particularly a noble metal to a resin or the like in high adhesive strength and in high water resistance and high durability which contains the above thiouracil derivative and an organic solvent such as acetone or ethanol.