18818-64-9

Usage

Uses

Used in Pharmaceutical Industry:
7-Chloro-1,3-dihydro-1-methyl-5-phenyl-2-oxo-2H-1,4-benzodiazepin-3-yl acetate is used as a pharmaceutical agent for its potential sedative, hypnotic, and anxiolytic properties. It may be employed to treat anxiety, insomnia, and other mental health disorders due to its benzodiazepine nature.
Used in Research and Development:
7-chloro-1,3-dihydro-1-methyl-5-phenyl-2-oxo-2H-1,4-benzodiazepin-3-yl acetate can be used in research and development for studying the effects of benzodiazepines and their derivatives on the central nervous system. The presence of the acetate group may provide insights into how structural modifications can influence the pharmacokinetics and metabolism of benzodiazepine drugs.
Used in Drug Formulation:
7-Chloro-1,3-dihydro-1-methyl-5-phenyl-2-oxo-2H-1,4-benzodiazepin-3-yl acetate may be utilized in the formulation of medications designed to address anxiety and sleep disorders, taking advantage of its potential therapeutic effects while considering the impact of the acetate group on its overall profile.
As with all benzodiazepines, caution should be taken when using this chemical, as it may have potential for abuse and dependence, as well as various potential side effects.

InChI:InChI=1/C18H15ClN2O3/c1-11(22)24-17-18(23)21(2)15-9-8-13(19)10-14(15)16(20-17)12-6-4-3-5-7-12/h3-10,17H,1-2H3

Upstream product

• 75-36-5 acetyl chloride 
• 846-50-4 temazepam 

Downstream Products

• 846-50-4 temazepam 

Relevant academic research and scientific papers

Lipase-catalyzed acetylation of 3-substituted 2,3-dihydro-1H-1,4- benzodiazepin-2-ones: Effect of temperature and conformation on enantioselectivity and configuration

Enantioselectivity of acetylation by vinyl acetate/AcOEt catalyzed by immobilized Candida antarctica lipase (Novozym 435) is studied for rac-3- (hydroxymethyl)-1,4-benzodiazepin-2-ones 7, 9, 14 (n = 1; number of CH2 groups in the chain at C(3)), 20 (n = 2), and for prochiral 3,3- bis(hydroxymethyl) derivative 16. Enantiomeric excess (ee [%]) is correlated with conformational properties of substrates (relative conformation, energy difference between two boat-like ground-state conformations, ring-inversion barrier) as determined by DNMR and MM2 calculations. (3S)-Enantiomers of acetates (+)-8, (+)-10, (+)-15, and (+)-21 were preferentially formed. In the case of the acetate (-)-17 (ee 90.2%), formation of the (3R)-enantiomer was favored. C(3)-OH Group with hemiaminal-like character in rac-3 (n = 0) cannot be acetylated by any of 23 tested lipases and four esterases. For racemic alcohols 7, 9, 14, and 20, preferred acetylation of the (3S)-enantiomers, present in solution in absolute (M)-conformation, was established; only in prochiral diol 16 (n = 1) the CH2OH group in the (pro-R)-position is prevalently acetylated, presumably due to the binding to the enzyme, in absolute (P)-conformation. Temperature dependence of enantioselectivity revealed inverse correlation of the E value of rac-9, and ee values for prochiral 16, with T[K], indicating prevalent contribution of the enthalpy term to enantioselection. Absolute conformation (M/P) and absolute configuration at C(3) of all products was determined by combining CD and 1H- NMR data.