186094-11-1

Basic information

• Product Name: 4-(Chloro-phenyl-methyl)-N,N-diethylbenzamide
• Synonyms: 4-(Chloro-phenyl-methyl)-N,N-diethylbenzamide
• CAS NO: 186094-11-1
• Molecular Weight: 301.816
• Mol File: 186094-11-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 4-(Chloro-phenyl-methyl)-N,N-diethylbenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(Chloro-phenyl-methyl)-N,N-diethylbenzamide(186094-11-1)
• EPA Substance Registry System: 4-(Chloro-phenyl-methyl)-N,N-diethylbenzamide(186094-11-1)

Safety Data

• Hazardous Substances Data: 186094-11-1(Hazardous Substances Data)

Upstream product

• 39148-58-8 4-benzoylbenzoyl chloride 
• 611-95-0 4-carboxybenzophenone 
• 619-66-9 4-Carboxybenzaldehyde 
• 58287-77-7 N,N-diethyl-4-formylbenzamide 
• 186094-07-5 4-(Phenyl-hydroxymethyl)-N,N-diethylbenzamide 
• 67055-76-9 4-benzoyl-N,N-diethylbenzamide 

Downstream Products

• 193217-37-7 4-[[4-(tert-butoxycarbonyl)-1-piperazinyl](phenyl)methyl]benzoic acid 
• 193217-01-5 4-[[4-(tert-butoxycarbonyl)-1-piperazinyl](phenyl)methyl]benzoic acid methyl ester 
• 308110-00-1 4-(phenyl-piperazin-1-yl-methyl)-benzoic acid 
• 308110-05-6 4-(phenyl-piperazin-1-yl-methyl)-benzonitrile 

Relevant articles and documents

Method of treating sexual dysfunctions with delta opioid receptor agonist compounds

Compositions and methods for treatment of sexual dysfunctions by administering to a subject a pharmaceutical composition comprising a delta opioid receptor agonist in an amount effective to delay the onset of ejaculation in the subject during sexual stimulation.

Compounds with analgesic effect

PCT No. PCT/SE96/01635 Sec. 371 Date Apr. 24, 1997 Sec. 102(e) Date Apr. 24, 1997 PCT Filed Dec. 11, 1996 PCT Pub. No. WO97/23466 PCT Pub. Date Jul. 3, 1997Compounds of the formula (I) as well as their pharmaceutically acceptable salts, and pharmaceutical compositions comprising the novel compounds. The novel compounds of the formula (I) are useful in the management of pain.

Probes for narcotic receptor mediated phenomena. 23. Synthesis, opioid receptor binding, and bioassay of the highly selective δ agonist (+)-4- [(αR)-α-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-methoxybenzyl]N,N- diethylbenzamide (SNC 80) and related novel nonpeptide δ opioid receptor ligands

The highly selective delta (δ) opioid receptor agonist SNC 80 [(+)-4- [(αR)-α-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-methoxybenzyl]-N,N- diethylbenzamide, (+)-21] and novel optically pure derivatives were synthesized from the enantiomers of 1-allyl-trans-2,5-dimethylpiperazine (2). The piperazine (±)-2 was synthesized, and its enantiomers were obtained on a multigram scale in >99% optical purity by optical resolution of the racemate with the camphoric acids. The absolute configuration of (+)-2 was determined to be 2S,5R by X-ray analysis of the salt with (+)-camphoric acid. Since the chirality of the starting material was known, and the relative configuration of compounds (-)-21, (-)-22, and (+)-23 were obtained by single-crystal X- ray analysis, the assignment of the absolute stereochemistry of the entire series could be made. Radioreceptor binding studies in rat brain preparations showed that methyl ethers (+)-21 (SNC 80) and (-)-25 exhibited strong selectivity for rat δ receptors with low nanomolar affinity to 6 receptors and only micromolar affinity for rat mu (μ) opioid receptors. Compounds (- )-21, (-)-22, and (-)-23 showed micromolar affinities for δ opioid receptors. The unsubstituted derivative (+)-22 and the fluorinated derivative (-)-27 showed >2659- and >2105-fold δ/μ binding selectivity, respectively. The latter derivatives are the most selective ligands described in the new series. Studies with some of the compounds described in the isolated mouse vas deferens and guinea pig ileum bioassays revealed that all were agonists with different degrees of selectivity for the δ opioid receptor. These data show that (+)-21 and (+)-22 are potent δ receptor agonists and suggest that these compounds will be valuable tools for further study of the δ opioid receptor at the molecular level, including its function and role in analgesia and drug abuse.