3900-31-0

Basic information

• Product Name: Fludiazepam
• Synonyms: FLUDIAZEPAM;7-CHLORO-(2-FLUOROPHENYL)-1,3-DIHYDRO-1-MENTHYL-2H-1,4-BENZODIAZEPIN-2-ONE;1,3-dihydro-7-chloro-5-(o-fluorophenyl)-1-methyl-2h-4-benzodiazepin-2-one;7-chloro-5-(2-fluorophenyl)-1,3-dihydro-1-methyl-2h-4-benzodiazepin-2-one;7-Chloro-5-(2-fluorophenyl)-1-methyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one;7-chloro-5-(2-fluorophenyl)-1-methyl-1h-1,4-benzodiazepin-2(3h)-one;7-Chloro-5-(o-Fluorophenyl)-1,3-dihydro-1-methyl-2H-1,4-benzodiazepin-2-one;7-chloro-5-(o-fluorophenyl)-1,3-dihydro-1-methyl-2h-4-benzodiazepin-2-one
• CAS NO: 3900-31-0
• Molecular Formula: C₁₆H₁₂ClFN₂O
• Molecular Weight: 302.73
• Mol File: 3900-31-0.mol
• Article Data: 2

Chemical Properties

• Melting Point: 88-92°; mp 69-72° (Sternbach)
• Boiling Point: 498.1 °C at 760 mmHg
• Flash Point: 255.1 °C
• Appearance: /
• Density: 1.3159 (estimate)
• Vapor Pressure: 4.66E-10mmHg at 25°C
• Refractive Index: 1.624
• PKA: pKa 2.29±0.009(H2O) (Uncertain)
• CAS DataBase Reference: Fludiazepam(CAS DataBase Reference)
• NIST Chemistry Reference: Fludiazepam(3900-31-0)
• EPA Substance Registry System: Fludiazepam(3900-31-0)

Safety Data

• Hazardous Substances Data: 3900-31-0(Hazardous Substances Data)

Usage

Description

Fludiazepam (Item No. 22424) is an analytical reference standard categorized as a benzodiazepine. Fludiazepam is regulated as a Schedule IV compound in the United States. This product is intended for research and forensic applications.

Originator

Erispan,Sumitomo,Japan,1981

Uses

Fludiazepam is a drug which is a benzodiazepine derivative. Fludiazepam possesses anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant properties.

Manufacturing Process

A solution of 60 g of chromic anhydride in 40ml of water was added dropwise to a suspension of 60 g of 2-aminomethyl-1-methyl-5-chloro-3-(ofluorophenyl)- indole hydrochloride in 600 ml of acetic acid. The mixture was stirred at room temperature overnight. To the reaction mixture was added 1.1 liters of ether and 1 liter of water and then 800 ml of 28% ammonium hydroxide, in small portions. The ethereal layer separated, washed with water, dried, and concentrated under reduced pressure. The residue (51.8 g) was dissolved in 100 ml of ethanol, and 100 ml of 20% ethanolic hydrogen chloride was added to the solution and the mixture was cooled. The precipitate was collected by filtration to yield 46.5 g of 1-methyl-7-chloro-5- (o-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepine-2-one hydrochloride, melting point 218°C (decomposed). Recrystallization from ethanol raised the melting point to 218.5°C to 219°C (decomposed).

Therapeutic Function

Anxiolytic

InChI:InChI=1/C16H12ClFN2O/c1-20-14-7-6-10(17)8-12(14)16(19-9-15(20)21)11-4-2-3-5-13(11)18/h2-8H,9H2,1H3

Upstream product

• 2886-65-9 7-chloro-5-(2-fluorophenyl)-1,3-dihydro-1,4-benzodiazepin-2(2H)-one 
• 74-88-4 methyl iodide 

Relevant articles and documents

Synthesis and Spectral Properties of 7-Chloro-5-[(o- and p-R1)phenyl]-1-R2-3H-[1,4]benzodiazepin-2-ones

A series of twelve new 7-chloro-5-[(o- and p-R1)phenyl]-1-R2-3H-[1,4] benzo-diazepin-2-ones, which have possible pharmocological properties were synthesized. The synthesis of all the final compounds was carried out by four steps. The structure of all final products was corroborated by ir, 1H nmr, 13C nmr and ms, and have been obtained in 35-94 percent yield.