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Fludiazepam

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Fludiazepam Basic information

Product Name:
Fludiazepam
Synonyms:
  • FLUDIAZEPAM
  • 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-(2-FLUOROPHENYL)-1,3-DIHYDRO-1-MENTHYL-2H-1,4-BENZODIAZEPIN-2-ONE
  • 7-chloro-5-(o-fluorophenyl)-1,3-dihydro-1-methyl-2h-4-benzodiazepin-2-one
CAS:
3900-31-0
MF:
C16H12ClFN2O
MW:
302.73
Mol File:
3900-31-0.mol
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Fludiazepam Chemical Properties

Melting point:
88-92°; mp 69-72° (Sternbach)
Boiling point:
498.1±45.0 °C(Predicted)
Density 
1.3159 (estimate)
solubility 
DMF: 25 mg/ml; DMF:PBS(pH 7.2)(1:1): 0.5 mg/ml; DMSO: 15 mg/ml; Ethanol: 1 mg/ml
form 
A crystalline solid
pka
pKa 2.29±0.009(H2O) (Uncertain)
NIST Chemistry Reference
Fludiazepam(3900-31-0)
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Safety Information

Toxicity
LD50 in mice (mg/kg): 910 orally; 360 i.p.; 1150 s.c. (Asami)

MSDS

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Fludiazepam Usage And Synthesis

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.

Definition

ChEBI: Fludiazepam is a 1,4-benzodiazepinone, an organochlorine compound and an organofluorine compound. It has a role as an anxiolytic drug. It is functionally related to a monofluorobenzene and a diazepam.

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

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