89044-79-1

Usage

Uses

Used in Pharmaceutical Industry:
7-Phenyl-[1,4]diazepan-5-one is used as an anticonvulsant medication for the treatment of epilepsy and partial seizures. Its mechanism of action involves modulating the activity of GABA, which helps to prevent the onset of seizures.
7-Phenyl-[1,4]diazepan-5-one is also used as a potential anxiolytic agent for the management of anxiety disorders. Its calming effects on the central nervous system suggest its potential use in alleviating anxiety symptoms.
However, the use of 7-Phenyl-[1,4]diazepan-5-one has been limited due to its association with serious side effects, such as liver toxicity and aplastic anemia. As a result, it is typically reserved for cases where other treatments have been ineffective or not tolerated.

Upstream product

• 57552-95-1 7-phenyl-1,2,3,4-tetrahydro-1,4-diazepin-5-one 
• 89044-69-9 N-(2-bromoethyl)-4-phenylazetidin-2-one 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 100-42-5 styrene 
• 52341-70-5 N-chlorosulfonyl-4-phenylazetidin-2-one 

Downstream Products

• 1268937-57-0 1-(1-adamantanoyl)-4-{[1-(4-cyanobenzyl)-1H-imidazol-5-yl]methyl}-5-phenyl-1,4-diazepane 
• 1268830-44-9 1-cyclohexanoyl-4-{[1-(4-cyanobenzyl)-1H-imidazol-5-yl]methyl}-5-phenyl-1,4-diazepane dihydrochloride 
• 1268937-56-9 1-(1-naphthoyl)-4-{[1-(4-cyanobenzyl)-1H-imidazol-5-yl]methyl}-5-phenyl-1,4-diazepane 
• 1268937-55-8 1-(2-biphenoyl)-4-{[1-(4-cyanobenzyl)-1H-imidazol-5-yl]methyl}-5-phenyl-1,4-diazepane 
• 1268937-54-7 1-(2,4-dichlorobenzoyl)-4-{[1-(4-cyanobenzyl)-1H-imidazol-5-yl]-methyl}-5-phenyl-1,4-diazepane 
• 1268937-53-6 1-benzoyl-4-{[1-(4-cyanobenzyl)-1H-imidazol-5-yl]methyl}-5-phenyl-1,4-diazepane 
• 1268830-34-7 1-(1-adamantanoyl)-5-phenyl-1,4-diazepane hydrochloride 
• 1268830-33-6 1-cyclohexanoyl-5-phenyl-1,4-diazepane hydrochloride 
• 1268830-32-5 1-(1-naphthoyl)-5-phenyl-1,4-diazepane hydrochloride 
• 1268830-31-4 1-(2-biphenoyl)-5-phenyl-1,4-diazepane hydrochloride 
• 1268830-30-3 1-(2,4-dichlorobenzoyl)-5-phenyl-1,4-diazepane hydrochloride 
• 1268830-29-0 1-benzoyl-5-phenyl-1,4-diazepane hydrochloride 
• 1268830-28-9 1-(1-adamantanoyl)-4-tert-butoxycarbonyl-5-phenyl-1,4-diazepane 
• 1268830-27-8 1-cyclohexanoyl-4-tert-butoxycarbonyl-5-phenyl-1,4-diazepane 

Relevant academic research and scientific papers

Potent farnesyltransferase inhibitors with 1,4-diazepane scaffolds as novel destabilizing microtubule agents in hormone-resistant prostate cancer

A new class of potent farnesyltransferase inhibitors based on a 1,4-diazepane scaffold was synthesized with protein farnesyltransferase inhibition potencies in the low nanomolar range. The compounds block the growth on two hormone-resistant tumor prostati

Synthesis of 1,4-diazepin-5-ones under microwave irradiation and their reduction products

A new efficient access to 1,4-diazepane derivatives is described via a microwave assisted synthesis of 7-substituted-1,4-diazepin-5-ones, which proceeds rapidly in good yields. Catalytic reduction gave 1,4-diazepan-5-ones and 1,4-diazepanes whereas a ring

7-phenyl-1, 4-diazepane compounds, process for their preparation, and pharmaceutical compositions containing them

Neurokinin-antagonistic compounds corresponding to formula I: in which R1 is hydrogen or lower alkyl, R2 is hydrogen, lower alkyl, lower alkoxy, halogen or trifluoromethyl, and R3 is hydrogen, lower alkyl, lower alkoxy, halogen or trifluoromethyl, or R2 and R3 together are alkylenedioxy with 1 to 2 carbon atoms, bonded to adjacent carbon atoms of the phenyl ring, R4 is hydrogen, lower alkyl, lower alkoxy, halogen or trifluoromethyl, and R5 is hydrogen, lower alkyl, lower alkoxy, halogen or trifluoromethyl, or R4 and R5 together are alkylenedioxy with 1 to 2 carbon atoms, bonded to adjacent carbon atoms of the phenyl ring, R6 is lower alkyl, halogen or trifluoromethyl, R7 is lower alkyl, halogen or trifluoromethyl, A is a -(CH2)n- group in which n represents an integer from 1 to 3, or an -NH-(CH2)m- group in which m represents an integer from 2 to 3, and B is an alkylene chain with 1 to 3 carbon atoms optionally substituted by lower alkyl, and physiologically acceptable salts thereof and processes for the preparation of these compounds.

Study of the Transamidative Ring Expansion of N-ω-Halogenoalkyl-β-lactams of Alkyl Chain Lengths 2-12 in Liquid Ammonia and Other Liquid Amines: Syntheses of 7-, 8- and 9-Membered 1,5-Diaza Cyclic Ketones, including Routes to (+/-)-Dihydroperiphylline and (+/-)-Celabenzine

N-(3-Halogenopropyl)-4-phenylazetidin-2-ones undergo amination in liquid ammonia followed by transamidative ring expansion to give the eight-membered 4-phenyl-1,5-diazacyclooctan-2-one in excellent yield.Ring expansion of the amines in liquid ammonia is found to be much more effective than in hydrocarbon solvents.Formation of 7-, 8-, and 9-membered azalactams from the requisite ω-halogenoalkyl-β-lactams is an excellent synthetic process, though it is not applicable to 10-membered rings.In the case of rings of 13-, 15- and 17-members, although amination and apparent expansion takes place, the large rings appear not to be stable to ammonia and the final products are acyclic amides.N--4-phenylazetidin-2-one satisfactorily forms a 9-membered (Z)-olefinic azalactam, but the (E)-isomer gives an acyclic amino amide.By using alkyl-substituted β-lactam side-chains, C-substituted medium rings can be obtained; the relative instability of N-acyl β-lactams to ammonia, however, leads to acylamino amides rather than expanded rings.Employing ethylamine in place of ammonia, it is shown that N-ethylated azalactams are formed satisfactorily, and using allylamine, N-allyl medium rings capable of further elaboration are obtained.The chemistry of these systems is discussed.Using transamidation in liquid ammonia, a short synthesis of the 9-membered spermidine alkaloid (+/-)-dihydroperiphylline is reported.Synthesis of key intermediates, whose transformation into the 13-membered alkaloids of the celabenzine group has already been effected, has been carried out.X-Ray single-crystal structure determinations for 4-phenyl-1,5-diazacyclononan-2-one, trans-4-phenyl-8-methyl-1,5-diazacyclooctan-2-one and (Z)-4-phenyl-1,5-diazacyclonon-7-en-2-one are reported, and comment is made on certain conformational features.

ETUDE DE LA REACTIVE DE LA 7-PHENYL-1,4-DIAZEPINE-5-ONE

The reactivity of 7-phenyl-1,4-diazepin-5-one has been described.The new compounds obtained have been characterized by 1H NMR, IR, MS and microanalysis.

Medium Ring Heterocycles: Transamidation Reactions of β-Lactams

Seven-, eight-, and nine-membered azalactams are easily prepared from azetidin-2-ones by transamidation via N-(halogenoalkyl) derivatives.