177954-78-8

Basic information

• Product Name: 2H-1,4-Benzodiazepin-2-one, 3-aMino-1,3-dihydro-5-phenyl-1-(2,2,2-trifluoroethyl)-
• Synonyms: 2H-1,4-Benzodiazepin-2-one, 3-aMino-1,3-dihydro-5-phenyl-1-(2,2,2-trifluoroethyl)-;3-Amino-5-phenyl-1-(2,2,2-trifluoroethyl)-1H-benzo[e][1,4]diazepin-2(3H)-one;3-Amino-1,3-dihydro-5-phenyl-1-(2,2,2-trifluoroethyl)-2H-1,4-benzodiazepin-2-one;3-amino-5-phenyl-1-(2,2,2-trifluoroethyl)-3H-1,4-benzodiazepin-2-one
• CAS NO: 177954-78-8
• Molecular Formula: C₁₇H₁₄F₃N₃O
• Molecular Weight: 333.3077696
• Mol File: 177954-78-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 474.9±45.0 °C(Predicted)
• Appearance: /
• Density: 1.36±0.1 g/cm3(Predicted)
• PKA: 7.15±0.40(Predicted)
• CAS DataBase Reference: 2H-1,4-Benzodiazepin-2-one, 3-aMino-1,3-dihydro-5-phenyl-1-(2,2,2-trifluoroethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1,4-Benzodiazepin-2-one, 3-aMino-1,3-dihydro-5-phenyl-1-(2,2,2-trifluoroethyl)-(177954-78-8)
• EPA Substance Registry System: 2H-1,4-Benzodiazepin-2-one, 3-aMino-1,3-dihydro-5-phenyl-1-(2,2,2-trifluoroethyl)-(177954-78-8)

Safety Data

• Hazardous Substances Data: 177954-78-8(Hazardous Substances Data)

Usage

General Description

2H-1,4-Benzodiazepin-2-one, 3-aMino-1,3-dihydro-5-phenyl-1-(2,2,2-trifluoroethyl)-, also known as flurazepam, is a psychoactive drug in the benzodiazepine class. It is commonly used as a sedative and hypnotic medication to treat insomnia, anxiety, and other sleep disorders. Flurazepam works by enhancing the effects of gamma-aminobutyric acid (GABA), a neurotransmitter that inhibits brain activity, resulting in a calming and sedative effect. It is available in tablet form and is typically taken before bedtime for its sedative and sleep-inducing effects, with a recommended dosage determined by a healthcare professional. As with all benzodiazepines, flurazepam carries a risk of dependence, tolerance, and addiction, and should be used with caution and under medical supervision.

Upstream product

• 177954-77-7 3-Azido-2-oxo-5-phenyl-1-(2,2,2-trifluoroethyl)-2,3-dihydro-1H-benzo[e][1,4]diazepine 
• 220892-17-1 3-oximino-5-phenyl-1-(2,2,2-trifluoroethyl)-1H-benzo<1,4>diazepine 
• 23199-54-4 2,3-dihydro-2-oxo-5-phenyl-1-(2,2,2-trifluoroethyl)-1H-benzo[e][1,4]diazepine 
• 14439-71-5 2'-benzoyl-2-bromo-acetanilide 
• 2835-77-0 (2-aminophenyl)(phenyl)methanone 
• 2898-08-0 2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one 

Downstream Products

• 177954-81-3 3R-3-Amino-2-oxo-5-phenyl-1-(2,2,2-trifluoroethyl)-2,3-dihydro-1H-benzo[e][1,4]diazepine 
• 177954-79-9 (R)-2-Amino-N-[(R)-2-oxo-5-phenyl-1-(2,2,2-trifluoro-ethyl)-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl]-3-phenyl-propionamide 
• 376582-12-6 (2R)-3-(3,4-Dichlorophenyl)-N-[(3S)-2-oxo-5-phenyl-1-(2,2,2-trifluoroethyl)-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl]-2-(3-thienyl)propanamide 

Relevant articles and documents

Crystallization-induced asymmetric transformation: stereospecific synthesis of L-768,673

A highly convergent, asymmetric synthesis of L-768,673, an Iks Class III antiarrythmic drug candidate, is described. Synthesis of the racemic 1-trifluoroethyl-3-amino-5-phenyl benzodiazepinone was achieved by Ru-catalyzed hydrogenation of the corresponding oxime that was derived from commercially available 1-trifluoroethyl-5-phenyl benzodiazepine in 76 percent overall yield. An efficient one-pot resolution-racemization of (+/-)-amine provided the desired (+)-amine as its mandelate salt in 92 percent yield and 99.4 percent ee. Regioselective ortho-lithiation of 1,3-bis(trifluoromethyl)benzene with n-BuLi in the presence of a catalytic amount of 2,2',6,6'-tetramethylpiperidine afforded its aryl lithium. Subsequent transmetalation and alkylation with allyl bromide produced the corresponding olefin. Ru-catalyzed oxidative cleavage of the terminated double bond of the olefin provided the desired 2,4-bis(trifluoromethyl)phenylacetic acid in 35 percent overall yield. A modified Schotten-Baumman procedure was developed for coupling of (+)-amine and the acid to produce L-768,673 in 92 percent yield without racemization. - Keywords: Asymmetric synthesis; Benzodiazepines; Oximes; Resolution-racemization

Class III antiarrhythmic activity in vivo by selective blockade of the slowly activating cardiac delayed rectifier potassium current I(Ks) by (R)- 2-(2,4-trifluoromethyl)-N-[2-oxo-5-phenyl-1-(2,2,2-trifluoroethyl)-2,3- dihydro-1h-benzo[e][1,4]diazepin-3-yl]acetamide

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