18593-46-9

Basic information

• Product Name: 5,6-dimethyl-2-phenylthieno[2,3-d]pyrimidin-4(3H)-one
• Synonyms: 5,6-dimethyl-2-phenylthieno[2,3-d]pyrimidin-4(3H)-one
• CAS NO: 18593-46-9
• Molecular Formula: C₁₄H₁₂N₂OS
• Molecular Weight: 256.32288
• Mol File: 18593-46-9.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5,6-dimethyl-2-phenylthieno[2,3-d]pyrimidin-4(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6-dimethyl-2-phenylthieno[2,3-d]pyrimidin-4(3H)-one(18593-46-9)
• EPA Substance Registry System: 5,6-dimethyl-2-phenylthieno[2,3-d]pyrimidin-4(3H)-one(18593-46-9)

Safety Data

• Hazardous Substances Data: 18593-46-9(Hazardous Substances Data)

Upstream product

• 825-60-5 benzimidic acid ethyl ester 
• 4815-24-1 2-amino-4,5-dimethyl-3-thiophenecarboxylic acid ethyl ester 
• 100-47-0 benzonitrile 
• 63274-60-2 5,6-dimethyl-2-phenyl-4H-thieno[2,3-d][1,3]oxazin-4-one 
• 314284-10-1 2-benzamido-4,5-dimethylthiophene-3-carboxamide 
• 2227-79-4 benzenecarbothioamide 
• 51486-04-5 2-amino-4,5-dimethylthiophene-3-carboxamide 
• 100-52-7 benzaldehyde 
• 98-88-4 benzoyl chloride 
• 55502-96-0 2-amino-4,5-dimethylthiophene-3-carboxylate 

Downstream Products

• 1225504-90-4 5,6-dimethyl-2-phenyl-4-(prop-2-yn-1-yloxy)thieno[2,3-d]pyrimidine 
• 1225504-92-6 5,6-dimethyl-2-phenyl-3-prop-2-yn-1-ylthieno[2,3-d]pyrimidin-4(3H)-one 
• 1611471-56-7 5,6-dimethyl-4-morpholin-4-yl-2-phenylthieno[2,3-d]pyrimidine 
• 83548-67-8 (5,6-Dimethyl-2-phenyl-thieno[2,3-d]pyrimidin-4-yl)-hydrazine 
• 83548-75-8 8,9-Dimethyl-5-phenyl-tetrazolo[1,5-c]thieno[3,2-e]pyrimidine 
• 401511-12-4 2-phenyl-4-[(2-hydroxy)ethyl]amino-5,6-dimethylthieno[2,3-d]pyrimidine 

Relevant articles and documents

Microwave-assisted synthesis of potent PDE7 inhibitors containing a thienopyrimidin-4-amine scaffold

A series of novel thienopyrimidin-4-amines have been synthesized and evaluated as phosphodiesterase (PDE) inhibitors. A rationale for the observed selectivity against PDE7 has been obtained from molecular modelling studies on the most active compounds. This journal is the Partner Organisations 2014.

Synthesis and theoretical studies on energetics of novel N- and O- perfluoroalkyl triazole tagged thienopyrimidines - Their potential as adenosine receptor ligands

A series of novel N- and O- perfluoroalkyl triazole tagged thienopyrimidines 6a-c and 7a-d was synthesized in two steps from thienopyrimidin-4-ones 2 through O- and N-propargylated regioisomers 3a-i and 4a-i respectively. Compound 2 was reacted with propargyl bromide to form O- and N-propargylated regioisomers 3 and 4 in definite proportions. Each regioisomer was separated and independently subjected to [3?+?2] cycloaddition using perfluoroalkyl azides through Click reaction under Sharpless conditions and obtained exclusively anti product in each case. The formation of two regioisomers in the first step and single anti addition product in the next step could be explained based on computational studies carried out at B3LYP/6-31G(d) level of theory. Results of Fukui function indices at the reactive centers are in accordance with the observations. On evaluation of the synthesized molecules for their binding affinities towards adenosine receptors, 4d and 4f were found to be selective to A1 over A2A receptors.

Synthesis of some new 2-arylthieno[2,3-d]pyrimidin-4(3H)-one derivatives

Some new derivatives of 2-arylthieno[2,3-d]pyrimidin-4(3H)-ones have been prepared through a condensation reaction of 2-amino-4,5-dimethylthiophene-3- carboxamide with aroyl halides in boiling pyridine followed by cyclisation with 10% NaOH.