1019009-40-5

Basic information

• Product Name: N-cyclopropyl-N-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)amine
• Synonyms: N-cyclopropyl-N-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)amine
• CAS NO: 1019009-40-5
• Molecular Formula: C11H13N3S
• Molecular Weight: 219.30602
• Mol File: 1019009-40-5.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-cyclopropyl-N-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-cyclopropyl-N-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)amine(1019009-40-5)
• EPA Substance Registry System: N-cyclopropyl-N-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)amine(1019009-40-5)

Safety Data

• Hazardous Substances Data: 1019009-40-5(Hazardous Substances Data)

Upstream product

• 108831-68-1 4-chloro-5,6-dimethyl-thieno[2,3-d]pyrimidine 
• 765-30-0 Cyclopropylamine 
• 18593-44-7 5,6-dimethylthieno<2,3-d>pyrimidin-4(3H)-one 
• 4815-24-1 2-amino-4,5-dimethyl-3-thiophenecarboxylic acid ethyl ester 

Relevant articles and documents

Subtle modifications to a thieno[2,3-d]pyrimidine scaffold yield negative allosteric modulators and agonists of the dopamine D2 receptor

We recently described a structurally novel series of negative allosteric modulators (NAMs) of the dopamine D2 receptor (D2R) based on thieno[2,3-d]pyrimidine 1, showing it can be structurally simplified to reveal low molecular weight, fragment-like NAMs that retain robust negative cooperativity, such as 3. Herein, we report the synthesis and functional profiling of analogues of 3, placing specific emphasis on examining secondary and tertiary amino substituents at the 4-position, combined with a range of substituents at the 5/6-positions (e.g. aromatic/aliphatic carbocycles). We identify analogues with diverse pharmacology at the D2R including NAMs with sub-μM affinity (9h) and, surprisingly, low efficacy partial agonists (9d and 9i).