245107-67-9

Basic information

• Product Name: METHYL 3-FLUORO-1-PHENYLPROPAN-2-YLCARBAMATE
• Synonyms: METHYL 3-FLUORO-1-PHENYLPROPAN-2-YLCARBAMATE
• CAS NO: 245107-67-9
• Molecular Formula: C11H14FNO2
• Molecular Weight: 211.23
• Mol File: 245107-67-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: METHYL 3-FLUORO-1-PHENYLPROPAN-2-YLCARBAMATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 3-FLUORO-1-PHENYLPROPAN-2-YLCARBAMATE(245107-67-9)
• EPA Substance Registry System: METHYL 3-FLUORO-1-PHENYLPROPAN-2-YLCARBAMATE(245107-67-9)

Safety Data

• Hazardous Substances Data: 245107-67-9(Hazardous Substances Data)

Upstream product

• 10289-05-1 N-[(1S)-2-Hydroxy-1-benzylethyl]methoxy carboxamide 
• 79-22-1 methyl chloroformate 

Downstream Products

• 247050-21-1 (+/-)-3-fluoromethyl-3,4-dihydroisoquinolin-1(2H)-one 
• 247050-34-6 (+/-)-3-fluoromethyl-7-nitro-3,4-dihydroisoquinolin-1(2H)-one 
• 247050-26-6 (+/-)-7-aminosulfonyl-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.

Treatment of N-Boc derivatives of β-amino alcohols with N,N- diethylaminosulfur trifluoride leads to chiral oxazolidinones: An unexpected intramolecular cyclization

Chiral 2-oxazolidinones were produced in good yields by treatment of N. tert-butoxycarbonyl derivatives of β-amino alcohols with N,N- Diethylaminosulfur Trifluoride (DAST) under mild reaction conditions. An intramolecular nucleophilic attack mechanism is proposed to explain the formation of the heterocycles.