844-25-7

Basic information

• Product Name: 1-CYANO-2-BENZOYL-1,2-DIHYDROISOQUINOLINE
• Synonyms: 1-CYANO-2-BENZOYL-1,2-DIHYDROISOQUINOLINE;RARECHEM AQ NN 0253;2-Benzoyl-cyano-1,2-Dihydroisoquinoline;2-BENZOYL-1-CYANO-1,2-DIHYDROISQUINOLINE;NSC168210;2-Benzoyl-1-cyano-1,2-dihydroisoquinoline;2-(benzoyl)-1H-isoquinoline-1-carbonitrile;2-phenylcarbonyl-1H-isoquinoline-1-carbonitrile
• CAS NO: 844-25-7
• Molecular Formula: C₁₇H₁₂N₂O
• Molecular Weight: 260.29
• Product Categories: CMLLYL
• Mol File: 844-25-7.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 515.9 °C at 760 mmHg
• Flash Point: 265.8 °C
• Appearance: /
• Density: 1.27 g/cm³
• Vapor Pressure: 9.46E-11mmHg at 25°C
• Refractive Index: 1.671
• CAS DataBase Reference: 1-CYANO-2-BENZOYL-1,2-DIHYDROISOQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-CYANO-2-BENZOYL-1,2-DIHYDROISOQUINOLINE(844-25-7)
• EPA Substance Registry System: 1-CYANO-2-BENZOYL-1,2-DIHYDROISOQUINOLINE(844-25-7)

Safety Data

• Hazardous Substances Data: 844-25-7(Hazardous Substances Data)

Usage

General Description

1-CYANO-2-BENZOYL-1,2-DIHYDROISOQUINOLINE is a chemical compound with the molecular formula C21H16N2O, and is also known as BPIQ. It is a heterocyclic compound that contains a central isoquinoline ring system with a cyano and benzoyl group attached to it. BPIQ has been studied for its potential use as a fluorescent marker in bioimaging applications, as well as its potential use in organic synthesis. 1-CYANO-2-BENZOYL-1,2-DIHYDROISOQUINOLINE is also of interest to researchers in the field of medicinal chemistry, as it may have potential pharmacological applications. Overall, 1-CYANO-2-BENZOYL-1,2-DIHYDROISOQUINOLINE has a wide range of potential uses in various scientific and industrial applications.

InChI:InChI=1/C17H12N2O/c18-12-16-15-9-5-4-6-13(15)10-11-19(16)17(20)14-7-2-1-3-8-14/h1-11,16H

Upstream product

• 98-88-4 benzoyl chloride 
• 61206-56-2 N-benzoylisoquinolinium chloride 
• 119-65-3 isoquinoline 
• 7677-24-9 trimethylsilyl cyanide 
• 138528-82-2 N-benzoylisoquinolinium triflate 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 2179-92-2 tri-n-butyltin cyanide 
• 5804-85-3 diethylaluminium cyanide 
• 151-50-8 potassium cyanide 
• 143-33-9 sodium cyanide 

Downstream Products

• 855645-35-1 3-(2-benzoyl-1-cyano-1,2-dihydro-[1]isoquinolylmethyl)-indole-2-carboxylic acid ethyl ester 
• 5467-83-4 1-[1]isoquinolyl-1-phenyl-ethanol 
• 5468-02-0 benzoyloxy-isoquinolin-1-yl-phenyl-methane 
• 5467-92-5 isoquinolin-1-yl(diphenyl)methanol 
• 102665-42-9 benzoic acid-([1]isoquinolyl-p-tolyl-methyl ester) 
• 54923-37-4 1-(α-benzoyloxy-4-chloro-benzyl)-isoquinoline 
• 102595-16-4 1-(α-benzoyloxy-2,6-dichloro-benzyl)-isoquinoline 
• 39971-70-5 1-(α-benzoyloxy-3,4-dimethoxy-benzyl)-isoquinoline 
• 102024-06-6 [1]isoquinolyl-phenyl-[2]thienyl-methanol 
• 102467-74-3 (4-chloro-phenyl)-[1]isoquinolyl-phenyl-methanol 
• 102594-30-9 [1]isoquinolyl-(4-methoxy-phenyl)-phenyl-methanol 
• 87365-05-7 ethyl 2-benzoyl-3-(1-isoquinolinyl)propionate 
• 1198-30-7 1-isoquinolinecarbonitrile 
• 7661-38-3 1-butylisoquinoline 

Relevant articles and documents

Synthesis and radioligand binding studies of bis-isoquinolinium derivatives as small conductance Ca2+-activated K+ channel blockers

Starting from the scaffold of N-methyllaudanosine and N-methylnoscapine, which are known small conductance Ca2+-activated K+ channel blockers, original bis-isoquinolinium derivatives were synthezised and evaluated using binding studies, electrophysiology, and molecular modeling. These quaternary compounds are powerful blockers, and the most active ones have 10 times more affinity for the channels than dequalinium. The unsubstituted compounds possess a weaker affinity than the analogues having a 6,7-dimethoxy- or a 6,7,8-trimethoxy substitution. The length of the linker has no influence in the alkane derivatives. In relation to the xylene derivatives, the affinities are higher for the ortho and meta isomers. These results are well corroborated by a molecular modeling study. Finally, the most effective compounds have been tested in electrophysiological experiments on midbrain dopaminergic neurons and demonstrate the blocking potential of the apamin-sensitive after- hyperpolarization.

Protoberberins from Reissert Compounds VI [1]. Diastereoselective Synthesis and Relative Configuration of 2-Benzoyl-1-cyano-1-(1-phenylalkyl)-1,2-dihydroisoquinolines

The alkylation of Reissert compounds 8 by sec-benzyl bromides 4, 7, and 10 diastereoselectively affords the title compounds 11 and 12. X-Ray structure analysis confirms an opposite configuration of the chiral centers in 11 and 12. The benzyl bromides 4, 7, and 10 are prepared by standard procedures.

IMPROVED SYNTHESIS OF DIHYDROISOQUINOLINE REISSERT COMPOUNDS

Conversion of a series of 3,4-dihydroisoquinolines to their corresponding Reissert compounds was improved significantly over the usual reaction conditions by buffering the reaction medium at pH 8.