780820-78-2

Basic information

• Product Name: 3-(FLUOROMETHYL)-1-OXO-1,2,3,4-TETRAHYDROISOQUINOLINE-7-SULFONAMIDE
• Synonyms: 3-(FLUOROMETHYL)-1-OXO-1,2,3,4-TETRAHYDROISOQUINOLINE-7-SULFONAMIDE;3-FLUOROMETHYL-1-OXO-1,2,3,4-TETRAHYDRO-ISOQUINOLINE-7-SULFONIC ACID AMIDE
• CAS NO: 780820-78-2
• Molecular Formula: C10H11FN2O3S
• Molecular Weight: 258.27
• Mol File: 780820-78-2.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Density: 1.402g/cm³
• Refractive Index: 1.559
• CAS DataBase Reference: 3-(FLUOROMETHYL)-1-OXO-1,2,3,4-TETRAHYDROISOQUINOLINE-7-SULFONAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(FLUOROMETHYL)-1-OXO-1,2,3,4-TETRAHYDROISOQUINOLINE-7-SULFONAMIDE(780820-78-2)
• EPA Substance Registry System: 3-(FLUOROMETHYL)-1-OXO-1,2,3,4-TETRAHYDROISOQUINOLINE-7-SULFONAMIDE(780820-78-2)

Safety Data

• Hazardous Substances Data: 780820-78-2(Hazardous Substances Data)

Usage

General Description

3-(Fluoromethyl)-1-oxo-1,2,3,4-tetrahydroisoquinoline-7-sulfonamide is a chemical compound that consists of a tetrahydroisoquinoline scaffold bearing a fluoromethyl group and a sulfonamide moiety. 3-(FLUOROMETHYL)-1-OXO-1,2,3,4-TETRAHYDROISOQUINOLINE-7-SULFONAMIDE may have potential pharmacological activity due to the presence of these functional groups. Sulfonamides are known to have a broad range of biological activities, particularly as antibacterial and diuretic agents, and fluorine-containing compounds have the potential for use in drug design due to their ability to modulate the properties of a molecule. The combination of these two functionalities in 3-(fluoromethyl)-1-oxo-1,2,3,4-tetrahydroisoquinoline-7-sulfonamide may make it a valuable starting point for the development of new pharmaceuticals.

InChI:InChI=1/C10H11FN2O3S/c11-5-7-3-6-1-2-8(17(12,15)16)4-9(6)10(14)13-7/h1-2,4,7H,3,5H2,(H,13,14)(H2,12,15,16)

Upstream product

• 245107-67-9 (+/-)-methyl N-(1-fluoro-3-phenylprop-2-yl)carbamate 
• 247050-21-1 (+/-)-3-fluoromethyl-3,4-dihydroisoquinolin-1(2H)-one 
• 247050-23-3 (+/-)-7-chlorosulfonyl-3-fluoromethyl-3,4-dihydroisoquinolin-1(2H)-one 

Relevant articles and documents

Synthesis and biochemical evaluation of 3-fluoromethyl-1,2,3,4- tetrahydroisoquinolines as selective inhibitors of phenylethanolamine N- methyltransferase versus the α2-adrenoceptor

A series of 3-fluoromethyl-1,2,3,4-tetrahydroisoquinolines (3- fluoromethyl-THIQs) was proposed, and their phenylethanolamine N- methyltransferase (PNMT) and α2-adrenoceptor affinities were predicted through the use of comparative molecular field analysis (CoMFA) models. These compounds were synthesized and evaluated for affinity at PNMT and the α2- adrenoceptor. It was discovered that these compounds are some of the most selective inhibitors of PNMT versus the α2-adrenoceptor known. To determine the ability of these compounds to penetrate the blood-brain barrier (BBB), a series of THIQs possessing a variety of calculated partition coefficients (Clog P) were assayed using an in vitro BBB model. This study found a good correlation between lipophilicity (Clog P) and BBB permeability, which indicated that THIQs possessing Clog P values of at least 0.13-0.57 should have some penetration into the brain. Two compounds [3-fluoromethyl-7-N-(4- chlorophenyl)aminosulfonyl-THIQ (18) and 3-fluoromethyl-7-cyano-THIQ (20)] possess calculated partition coefficients greater than 0.57 and display selectivities (α2-adrenoceptor K/PNMT K1) greater than 200 and thus represent promising leads in the development of highly selective inhibitors of PNMT with the ability to penetrate the BBB.