ChemicalBook Product Catalog Pharmaceutical intermediates Heterocyclic compound Pyrimidines Mercaptopyrimidine 4-AMINO-2-MERCAPTOPYRIMIDINE

4-AMINO-2-MERCAPTOPYRIMIDINE

4-AMINO-2-MERCAPTOPYRIMIDINE Basic information
Product Name:4-AMINO-2-MERCAPTOPYRIMIDINE
Synonyms:THIOCYTOSINE;2(1H)-Pyrimidinethione, 4-amino-;2(1H)-Pyrimidinone, 4-aminothio-;4-amino-2(1h)-pyrimidinethion;4-Amino-2(1H)-pyrimidinethione;Cytosine, 2-thio-;Cytosine, thio-;6-amino-1H-pyrimidine-2-thione
CAS:333-49-3
MF:C4H5N3S
MW:127.17
EINECS:206-374-3
Product Categories:Bases & Related Reagents;Nucleotides;PYRIMIDINE;Nucleotides and Nucleosides;Sulfur & Selenium Compounds;Inhibitors
Mol File:333-49-3.mol
4-AMINO-2-MERCAPTOPYRIMIDINE Structure
4-AMINO-2-MERCAPTOPYRIMIDINE Chemical Properties
Melting point 285-290 °C (dec.)(lit.)
Boiling point 232.1±43.0 °C(Predicted)
density 1.313 (estimate)
refractive index 1.5800 (estimate)
storage temp. -20°C Freezer
solubility DMSO (Slightly), Water (Slightly)
form Powder
pka7.91±0.10(Predicted)
color Yellow
BRN 112435
CAS DataBase Reference333-49-3(CAS DataBase Reference)
EPA Substance Registry System2(1H)-Pyrimidinethione, 4-amino- (333-49-3)
Safety Information
Safety Statements 22-24/25
WGK Germany 3
RTECS UW0520000
HS Code 29335995
MSDS Information
ProviderLanguage
SigmaAldrich English
4-AMINO-2-MERCAPTOPYRIMIDINE Usage And Synthesis
Chemical PropertiesBeige toYellow Powder
UsesThis compound has been shown to inhibit iodothyronine 5’-deiodinase, the enzyme responsible for the 5’-deiodination of thyroxine in human liver cells.
Uses2-Thiocytosine has been used to investigate the reactions involved in hole transfer (HT) in X-irradiated doped cytosine monohydrate.
General Description2-Thiocytosine is a potential antileukemic and anticancer agent. 2-Thiocytosine in solid state has been investigated by (1)H-(14)N NMR-NQR double resonance (NQDR) spectroscopy and theoretically by the quantum theory of atoms in molecules (QTAIM)/density functional theory (DFT).
Purification MethodsIt is recrystallised from hot H2O and dried at 100o to constant weight. [Brown J Appl Chem (London) 9 203 1959, Russell et al. J Am Chem Soc 71 2279 1949.] It is used in transcription and translation studies [Rachwitz & Scheit Eur J Biochem 72 191 1977].
4-AMINO-2-MERCAPTOPYRIMIDINE Preparation Products And Raw materials
Raw materialssodium 3-cyanoprop-1-enoxide-->4-Amino-2-mercaptopyrimidine-5-carboxylic acid-->DITHIOURACIL-->3,3-Diethoxypropionitrile-->Carbamimidothioic acid
Preparation Products2-Thiouracil
2-THIO-2'-DEOXYCYTIDINE-5'-TRIPHOSPHATE LITHIUM SALT AKOS USSH-4110075 4,6-DIAMINO-2-MERCAPTO-5-NITROSOPYRIMIDINE 4-AMINO-6-MERCAPTOPYRAZOLO[3,4-D]PYRIMIDINE 2,4-Dimercapto-5,6-diaminopyrimidine 1-(4-(4-(BENZO[D][1,3]DIOXOL-5-YLMETHYL)PIPERAZIN-1-YL)-6-METHYL-1-PHENYL-2-THIOXO-1,2-DIHYDROPYRIMIDIN-5-YL)ETHANONE 1-(4-(4-BENZHYDRYLPIPERAZIN-1-YL)-6-METHYL-1-PHENYL-2-THIOXO-1,2-DIHYDROPYRIMIDIN-5-YL)ETHANONE Ethyl 4-amino-2-(ethylthio)-5-pyrimidinecarboxylate 2-Mercapto-4-hydroxy-5,6-diaminopyrimidine 2-MERCAPTO-4,5,6-TRIAMINOPYRIMIDINE 4-AMINO-5-CARBOXY-2-ETHYL-MERCAPTOPYRIMIDINE 4-AMINO-2-(METHYLTHIO)PYRIMIDINE-5-CARBONITRILE 4,5-Diamino-6-methyl-2-thiopyrimidine 4-Amino-6-chloro-2-(methylthio)pyrimidine 4-AMINO-2-MERCAPTOPYRIMIDINE 5-METHYL-2-THIOCYTOSINE 1-(1-ALLYL-6-METHYL-4-MORPHOLIN-4-YL-2-THIOXO-1,2-DIHYDROPYRIMIDIN-5-YL)ETHANONE 4-AMINO-6-HYDROXY-2-MERCAPTO-5-NITROSOPYRIMIDINE
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