1194-22-5

Basic information

• Product Name: 4,6-Dihydroxy-2-methylpyrimidine
• Synonyms: 4(1H)-Pyrimidinone, 6-hydroxy-2-methyl- (8CI,9CI);4-hydroxy-2-methyl-1H-pyrimidin-6-one;4(1H)-PyriMidinone, 6-hydroxy-2-Methyl-;NSC 9317;6-hydroxy-2-methyl-3H-pyrimidin-4-one;6-hydroxy-2-methyl-4(1H)-Pyrimidinone
• CAS NO: 1194-22-5
• Molecular Formula: C₅H₆N₂O₂
• Molecular Weight: 126.11334
• Product Categories: PYRIMIDINE;Heterocycle-Pyrimidine series
• Mol File: 1194-22-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 314.4 °C at 760 mmHg
• Flash Point: 143.9 °C
• Appearance: /
• Density: 1.44 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 6.46±0.10(Predicted)
• CAS DataBase Reference: 4,6-Dihydroxy-2-methylpyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 4,6-Dihydroxy-2-methylpyrimidine(1194-22-5)
• EPA Substance Registry System: 4,6-Dihydroxy-2-methylpyrimidine(1194-22-5)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• HazardClass: IRRITANT
• Hazardous Substances Data: 1194-22-5(Hazardous Substances Data)

Usage

General Description

4,6-Dihydroxy-2-methylpyrimidine is a chemical compound with the molecular formula C5H6N2O2. It is a pyrimidine derivative with two hydroxyl groups and a methyl group attached to the pyrimidine ring. 4,6-Dihydroxy-2-methylpyrimidine is commonly used as a precursor in the synthesis of various pharmaceuticals and agrochemicals. It is also known for its antioxidant properties and has been studied for its potential therapeutic applications in treating diseases related to oxidative stress. Furthermore, 4,6-Dihydroxy-2-methylpyrimidine is an important building block in the synthesis of nucleoside analogs, which are used in the development of antiviral and anticancer drugs. Overall, this compound has significant industrial and pharmaceutical relevance due to its versatile applications.

Upstream product

• 124-42-5 acetamidine hydrochloride 
• 105-53-3 diethyl malonate 

Downstream Products

• 1780-26-3 2,4-dichloro-2-methylpyrimidine 
• 53925-27-2 2-methyl-4,6-dihydroxy-5-nitropyrimidine 
• 24614-14-0 5-hydroxy-2-methyl-(3H)-pyrimidin-4-one 
• 98021-25-1 5,6-dihydroxy-2-methyl-(3H)-pyrimidin-4-one 
• 32617-22-4 potassium dinitromethane 
• 145250-81-3 2,2-dinitroethene-1,1-diamine 
• 1336879-42-5 C₁₇H₁₂FN₃O₂S 
• 1321619-02-6 N-(3-fluoro-4-(2-methyl-5-(thiophen-2-yl)furo[2,3-d]pyrimidin-4-yloxy)phenyl)-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide 
• 1318766-85-6 C₂₁H₁₈N₂O₈ 
• 14160-91-9 4,6-dichloro-2-methyl-pyrimidine-5-carbaldehyde 
• 1269116-61-1 N-[1-(hydroxyacetyl)piperidin-4-yl]-2,7-dimethyl-4-oxo-3-(2-oxo-2-phenylethyl)-5-(2,2,2-trifluoroethoxy)-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-6-carboxamide 
• 1376642-15-7 C₁₉H₁₆Cl₂N₄O₂ 

Relevant articles and documents

An efficient and convenient synthesis of 4,6-Dichloro-2-methyl-5- nitropyrimidine

A convenient synthesis of 4, 6-dihydro-2-methyl-pyrimidine can be obtained by cyclization reaction of acetamidine hydrochloride and diethyl malonate in the presence of sodium methoxide for a 91.2 % yield. 4, 6-Dihydro-2-methyl-5- nitropyrimidine can be achieved by nitration under the mixed acids of nitric acid, trichloroacetic acid and acetic acid in an 88.3 % yield and then the chlorination using phosphorus oxytrichloride can afford 4, 6-dichloro-2-methyl- 5-nitropyrimidine with an 82.6 % yield.

Phenyl and Diaryl Ureas with Thiazolo[5,4-d]pyrimidine Scaffold as Angiogenesis Inhibitors: Design, Synthesis and Biological Evaluation

Angiogenesis is crucial for tumor growth and inhibition of angiogenesis has been regarded as a promising approach for cancer therapy. Vascular endothelial growth factor receptor-2 (VEGFR-2) is an important factor in angiogenesis. In this work, a novel series of thiazolo[5,4-d]pyrimidine derivatives inhibiting angiogenesis were rationally designed and synthesized. Their inhibitory activities against human umbilical vein endothelial cells (HUVEC) were investigated in vitro. 1-(4-Fluorophenyl)-3-{4-[(5-methyl-2-phenyl[1,3]thiazolo[5,4-d]pyrimidin-7-yl)amino]phenyl}urea (19b) and 1-(3-Fluorophenyl)-3-{4-[(5-methyl-2-phenyl[1,3]thiazolo[5,4-d]pyrimidin-7-yl)amino]phenyl}urea (19g) exhibited the most potent inhibitory effect on HUVEC proliferation (IC50=12.8 and 5.3 μm, respectively). Compound 19g could inhibit the migration of human umbilical vein endothelial cells. These results support the further investigation of these compounds as potent anticancer agents.

A convenient synthesis of 5-arylamino-4H-pyran-4-ones using palladium-catalyzed amination

A concise approach to 5-arylamino-4H-pyran-4-ones is described via palladium-catalyzed amination reaction. The methodology involved in this Letter is based on protection/deprotection protocols and on manipulation of the 5-hydroxy group of readily available kojic acid. It would provide a new entry to a range of 5-arylamino-4H-pyran-4-ones via Buchwald-Hartwig-type amination reaction on 4H-pyran-4-one unit.