50892-50-7

Basic information

• Product Name: Acetic acid, [(1,4-dihydro-4-oxo-6-phenyl-2-pyrimidinyl)thio]-, ethyl ester
• CAS NO: 50892-50-7
• Molecular Formula: C14H14N2O3S
• Molecular Weight: 290.343
• Mol File: 50892-50-7.mol

Chemical Properties

• CAS DataBase Reference: Acetic acid, [(1,4-dihydro-4-oxo-6-phenyl-2-pyrimidinyl)thio]-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid, [(1,4-dihydro-4-oxo-6-phenyl-2-pyrimidinyl)thio]-, ethyl ester(50892-50-7)
• EPA Substance Registry System: Acetic acid, [(1,4-dihydro-4-oxo-6-phenyl-2-pyrimidinyl)thio]-, ethyl ester(50892-50-7)

Safety Data

• Hazardous Substances Data: 50892-50-7(Hazardous Substances Data)

Upstream product

• 36822-11-4 6-phenyl-2-thiouracil 
• 105-39-5 chloroacetic acid ethyl ester 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 105-36-2 ethyl bromoacetate 

Downstream Products

• 50892-42-7 (4-methoxy-6-phenyl-pyrimidin-2-ylsulfanyl)-acetic acid 
• 50892-41-6 (4-chloro-6-phenyl-pyrimidin-2-ylsulfanyl)-acetic acid ethyl ester 

Relevant articles and documents

Reaction of 6-Methyl-2-Thiouracil and 6-Phenyl-2-Thiouracil with Chloro-β-Dicarbonyl and Bromo-β-Dicarbonyl Compounds and Their Nitrile Analogs

Derivatives of 2-methylidene-1,3-dihydropyrimidin-4-ones 2a, 2b, 2c, 2d, 2e, 2f, 2g were synthesized by interaction of 6-methyl-2-thiouracil and 6-phenyl-2-thiouracil 1a, 1b with some activated halogenides: diethyl bromomalonate, ethyl 2-chloro-3-oxobutanoate, ethyl 2-bromocyanoacetate, 2-bromo-5,5-dimethylcyclohexan-1,3-dione, and bromomalononitrile. The boiling of 1a with ethyl 2-bromocyanoacetate in mixture of ethanol and EtONa results in intramolecular cyclization and formation of thiazolo[3,2-a]pyrimidin-5-one 3. Interaction of 1a with 3-chloropentane-2,4-dione and 2-bromo-1,3-diphenylpropane-1,3-dione yielded corresponding S-substituted thiopyrimidines 4a,4b. In general, the products of 1b S-alkylation are less prone to sulfur extrusion. Reaction of 1b with diethyl bromomalonate in the absence of EtONa stops at the S-alkylation step, while in the presence of EtONa in ethanol or PPh3in dioxane 2-(ethoxycarbonylmethyl)thio-6-phenyl-1,3-dihydropyrimidin-4(1H)-one 6 is formed exclusively. Molecular structure and crystal structure of 2-(1,1-diethoxycarbonylmethyliden)-6-methyl-1,3-dihydropyrimidin-4(1H)-one 2a are discussed.

Structure Based Library Design (SBLD) for new 1,4-dihydropyrimidine scaffold as simultaneous COX-1/COX-2 and 5-LOX inhibitors

The various scaffolds containing 1,4-dihydropyrimidine ring were designed by considering the environment of the active site of COX-1/COX-2 and 5-LOX enzymes. The structure-based library design approach, including the focused library design (Virtual Combin

NOVEL PYRIMIDINE COMPOUNDS, PROCESS FOR THEIR PREPARATION AND COMPOSITIONS CONTAINING THEM

The present invention provides new heterocyclic compounds, particularly substituted pyrimidines, methods and compositions for making and using these heterocyclic compounds, and methods for treating a variety of diseases and disease states, including atherosclerosis, arthritis, restenosis, diabetic nephropathy, or dyslipidemia, or disease states mediated by the low expression of Perlecan.

Synthesis of pyrimidine, thiazolopyrimidine, pyrimidotriazine and triazolopyrimidine derivatives and their biological evaluation

Pyrimidin-4-one-2-thione (3) was synthesized via the reaction of thiourea (1) with ethyl henzoylacetate (2) and was taken as a starting material for the present study via its reactions with the halogen-containing reagents 6a-d and 10a-c to give the corresponding thiazolopyrimidines 8, 9 and 12a-c. The 2-hydrazino derivatives 5 were synthesized either via the reaction of 3 or 4 with hydrazine hydrate. Compound 5 reacted with 6a-c and 10a-c to give the corresponding pyrimidotriazines 17a-c and 19 respectively. Also, compound 5 reacted with the active methylene-containing reagents 13 and 2a,b to give the corresponding 2-pyrazolopyrimidines 15 and 22a,b respectively. On the other hand, the triazolopyrimidines 21a,b and 30a,b were also obtained via the reaction of 5 with each of formic acid, acetic anhydride, ethyl chloroformate and carbon disulfide respectively. Some of the newly synthesized heterocyclic derivatives were tested for their biological activity.

2-PYRIMIDINYLTHIO)ALKANOIC ACIDS, ESTERS, AMIDES AND HYDRAZIDES

(2-Pyrimidinylthio)alkanoic acid, esters, amides and hydrazides as well as various 4- and 6-substituted derivatives thereof as depicted by the structural formula: SPC1 In which R and R2 are independently --H or lower alkyl; R1 is --H