Fludiazepam

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
EINECS:
Product Categories:
Mol File:3900-31-0.mol
Fludiazepam Structure
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
pkapKa 2.29±0.009(H2O) (Uncertain)
NIST Chemistry ReferenceFludiazepam(3900-31-0)
Safety Information
ToxicityLD50 in mice (mg/kg): 910 orally; 360 i.p.; 1150 s.c. (Asami)
MSDS Information
ProviderLanguage
Fludiazepam English
Fludiazepam Usage And Synthesis
DescriptionFludiazepam (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.
OriginatorErispan,Sumitomo,Japan,1981
UsesFludiazepam is a drug which is a benzodiazepine derivative. Fludiazepam possesses anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant properties.
DefinitionChEBI: 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 ProcessA 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 FunctionAnxiolytic
Fludiazepam Preparation Products And Raw materials
Raw materialsHydrochloric acid-->Chromium(VI) oxide-->Sodium chloride
7-chloro-5-(2-fluorophenyl)-1,3-dihydro-3-hydroxy-1-methyl-2H-1,4-benzodiazepin-2-one Ethyl 2-HYDROXYETHYLFLURAZEPAM-D4 FLUDIAZEPAM [N-METHYL 3H] 7-chloro-5-(2-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepine-2-one (intermediate of fludiazepam,flurazepam) Flutoprazepam 7-chloro-5-(2-fluorophenyl)-1,3-dihydro-1-(2,2,2-trifluoroethyl)-2H-1,4-benzodiazepin-2-one Fludiazepam 1-(2-BOC-AMINOETHYL)-7-CHLORO-5-(2-FLUOROPHENYL)-1,3-DIHYDRO-2H-1,4-BENZODIAZEPIN-2-ONE didesethylflurazepam Elfazepam irazepine FLURAZEPAM DIHYDROCHLORIDE Doxefazepam Proflazepam kenazepine Diazapam 7-chloro-1-[2-(diethylamino)ethyl]-5-(2-fluorophenyl)-1,3-dihydro-2H-benzo-1,4-diazepin-2-one monohydrochloride

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