89044-79-1

Basic information

• Product Name: 7-Phenyl-[1,4]diazepan-5-one
• Synonyms: 7-Phenyl-[1,4]diazepan-5-one;7-PhenylhoMopiperazin-5-one, 97%
• CAS NO: 89044-79-1
• Molecular Formula: C₁₁H₁₄N₂O
• Molecular Weight: 190
• Mol File: 89044-79-1.mol
• Article Data: 6

Chemical Properties

• Melting Point: 104-106℃
• Appearance: /
• Density: 1.075
• CAS DataBase Reference: 7-Phenyl-[1,4]diazepan-5-one(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Phenyl-[1,4]diazepan-5-one(89044-79-1)
• EPA Substance Registry System: 7-Phenyl-[1,4]diazepan-5-one(89044-79-1)

Safety Data

• Hazardous Substances Data: 89044-79-1(Hazardous Substances Data)

Usage

General Description

7-Phenyl-[1,4]diazepan-5-one, also known as felbamate, is a chemical compound that belongs to the class of anxiolytic drugs and anticonvulsants. It has been used in the treatment of epilepsy and partial seizures. The compound is believed to work by modulating the activity of the neurotransmitter gamma-aminobutyric acid (GABA) in the brain, which helps to reduce the occurrence of seizures. Felbamate has also been investigated for its potential as an anti-anxiety medication, as it appears to have calming effects on the central nervous system. However, the use of felbamate has been limited due to its association with serious side effects, including liver toxicity and aplastic anemia.

Upstream product

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

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

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.