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Fludiazepam

CAS No.
3900-31-0
Chemical Name:
Fludiazepam
Synonyms
id540;ID-540;Erispan;Ro-5-3438;FLUDIAZEPAM;Fludiazepan;Fludiazepam USP/EP/BP;Bis(N,N-dibutylamine)-N,N’-disulfide-d36;7-chloro-5-(2-fluorophenyl)-1-methyl-3H-1,4-benzodiazepin-2-one;7-chloro-5-(2-fluorophenyl)-1-methyl-1h-1,4-benzodiazepin-2(3h)-one
CBNumber:
CB4115212
Molecular Formula:
C16H12ClFN2O
Molecular Weight:
302.73
MDL Number:
MFCD00868157
MOL File:
3900-31-0.mol
Last updated:2023-05-04 17:34:38

Fludiazepam 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)
EWG's Food Scores 1
FDA UNII 7F64A2K16Z
ATC code N05BA17
NIST Chemistry Reference Fludiazepam(3900-31-0)

SAFETY

Risk and Safety Statements

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

Fludiazepam Chemical Properties,Uses,Production

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

Fludiazepam Preparation Products And Raw materials

Raw materials

Preparation Products

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 Erispan id540 ID-540 Ro-5-3438 Fludiazepan 7-Chloro-5-(2-Fluorophenyl)-1,3-dihydro-1-methyl-2H-1,4-benzodiazepin-2-one 2H-1,4-Benzodiazepin-2-one, 1,3-dihydro-7-chloro-5-(o-fluorophenyl)-1-methyl- 2H-1,4-Benzodiazepin-2-one, 7-chloro-5-(2-fluorophenyl)-1,3-dihydro-1-methyl- 2H-1,4-Benzodiazepin-2-one, 7-chloro-5-(o-fluorophenyl)-1,3-dihydro-1-methyl- 1-Methyl-7-chloro-5-(2-fluorophenyl)-1H-1,4-benzodiazepine-2(3H)-one 7-Chloro-5-(o-fluorophenyl)-1-methyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one 7-chloro-5-(2-fluorophenyl)-1-methyl-3H-1,4-benzodiazepin-2-one Fludiazepam USP/EP/BP Bis(N,N-dibutylamine)-N,N’-disulfide-d36 3900-31-0