908249-08-1

Basic information

• Product Name: 2(1H)-Isoquinolinecarboxylic acid, 3,4-dihydro-8-methyl-, phenylmethyl ester
• CAS NO: 908249-08-1
• Molecular Formula: C18H19NO2
• Molecular Weight: 281.354
• Mol File: 908249-08-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2(1H)-Isoquinolinecarboxylic acid, 3,4-dihydro-8-methyl-, phenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2(1H)-Isoquinolinecarboxylic acid, 3,4-dihydro-8-methyl-, phenylmethyl ester(908249-08-1)
• EPA Substance Registry System: 2(1H)-Isoquinolinecarboxylic acid, 3,4-dihydro-8-methyl-, phenylmethyl ester(908249-08-1)

Safety Data

• Hazardous Substances Data: 908249-08-1(Hazardous Substances Data)

Upstream product

• 129961-74-6 8-methyl-1,2,3,4-tetrahydroisoquinoline 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 908249-14-9 N-benzyloxycarbonyl-1-(2,6-dimethylphenyl)-8-methyl-1,2,3,4-tetrahydroisoquinoline 
• 908249-13-8 N-benzyloxycarbonyl-8-methyl-1-(2-methylphenyl)-1,2,3,4-tetrahydroisoquinoline 
• 908249-12-7 N-benzyloxycarbonyl-8-methyl-1-phenyl-1,2,3,4-tetrahydroisoquinoline 

Relevant articles and documents

Affinity of?1-aryl-1,2,3,4-tetrahydroisoquinoline derivatives to?the?ion channel binding site of?the?NMDA receptor complex

A series of 1-aryl-1,2,3,4-tetrahydroisoquinoline and 8-methyl-1-aryl-1,2,3,4-tetrahydroisoquinoline derivatives was evaluated for affinity to the PCP binding site of the NMDA receptor complex. The (S)-configurated tetrahydroisoquinoline derivative (S)-4e·HCl bearing a 2-methylphenyl substituent in position 1 of the heterocyclic ring system and a methyl group in position 8 was found to exhibit the highest affinity among the derivatives with a Ki-value of 0.0374?μM. In addition, this compound shows a remarkable enantioselectivity of binding by being almost 90 times more potent than the corresponding (R)-enantiomer (R)-4e·HCl. Additionally, a convenient and efficient synthetic approach to racemic 1-aryl-1,2,3,4-tetrahydroisoquinoline derivatives is described.