155836-78-5

Basic information

• Product Name: Piperazine, 2,5-dimethyl-1-(2-propenyl)-, (2R,5S)- (9CI)
• Synonyms: Piperazine, 2,5-dimethyl-1-(2-propenyl)-, (2R,5S)- (9CI);(2R,5S)-2,5-DIMETHYL-1-PROP-2-EN-1-YLPIPERAZINE;(2R,5S)-2,5-DiMethyl-1-(2-propen-1-yl)piperazine;(2R-trans)-2,5-DiMethyl-1-(2-propenyl)piperazine
• CAS NO: 155836-78-5
• Molecular Formula: C₉H₁₈N₂
• Molecular Weight: 154.25262
• Product Categories: PIPERIDINE;Amines;Chiral Reagents;Heterocycles
• Mol File: 155836-78-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 205.219 °C at 760 mmHg
• Flash Point: 67.175 °C
• Appearance: /
• Density: 0.844 g/cm³
• Storage Temp.: -20°C Freezer
• CAS DataBase Reference: Piperazine, 2,5-dimethyl-1-(2-propenyl)-, (2R,5S)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Piperazine, 2,5-dimethyl-1-(2-propenyl)-, (2R,5S)- (9CI)(155836-78-5)
• EPA Substance Registry System: Piperazine, 2,5-dimethyl-1-(2-propenyl)-, (2R,5S)- (9CI)(155836-78-5)

Safety Data

• Hazardous Substances Data: 155836-78-5(Hazardous Substances Data)

Usage

Chemical Properties

Light Yellow to light Orange Oil

Upstream product

• 548762-64-7 (2R,5S)-1-benzyloxycarbonyl-2,5-dimethylpiperazine 
• 548762-66-9 (2S,5R)-2,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester 
• 548762-61-4 (2S,5R)-1-methoxycarbonyl-2,5-dimethylpiperazine 
• 2815-34-1 2,5-dimethyl-piperazine 
• 155836-79-6 (+)-(2S,5R)-1-allyl-2,5-dimethylpiperazine 
• 548762-67-0 (2S,5R)-1-tert-butoxycarbonyl-4-allyl-2,5-dimethylpiperazine 
• 548762-63-6 (2S,5R)-1-methoxycarbonyl-4-allyl-2,5-dimethylpiperazine 
• 106-95-6 allyl bromide 
• 548762-65-8 (2R,5S)-1-benzyloxycarbonyl-4-tert-butoxycarbonyl-2,5-dimethylpiperazine 
• 548762-59-0 (2S,5R)-1-methoxycarbonyl-4-benzyloxycarbonyl-2,5-dimethylpiperazine 
• 548762-58-9 (2S,5R)-1-allyl-4-benzyloxycarbonyl-2,5-dimethylpiperazine 

Downstream Products

• 178803-51-5 SNC 162 
• 186094-17-7 4-[(R)-((2S,5R)-4-Allyl-2,5-dimethyl-piperazin-1-yl)-(3-iodo-phenyl)-methyl]-N,N-diethyl-benzamide 
• 192521-17-8 2-[α-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)benzyl]bromobenzene 

Relevant articles and documents

Enantioconvergent synthesis of (-)-(2R,5S)-1-allyl-2,5-dimethylpiperazine, an intermediate to δ-opioid receptor ligands

A convenient, high-yield enantioconvergent synthesis of (-)-1-allyl-(2S,5R)-dimethylpiperazine from trans-2,5-dimethylpiperazine has been developed. This compound is an important intermediate in the synthesis of Δ-opioid receptor ligands. The process allows for the laboratory preparation of 100 g quantities of this enantiomerically pure diamine without chromatography. The key steps in the sequence were an efficient optical resolution using relatively inexpensive resolving agents, followed by interconversion of the unwanted (+)-enantiomer into the desired (-)-enantiomer.

Compounds as delta opioid agonists

Compounds of the formula (I)—shown below—are described. The compounds are useful in the manufacture of a pharmaceutical composition for preventing or treating inflammatory diseases such as arthritis, psoriasis, asthma, or inflammatory bowel disease, disorders of respiratory function, gastrointestinal disorders such as functional bowel disease, functional GI disorders such as irritable bowel syndrome, functional diarrhoea, functional distension, functional pain, non-ulcerogenic dyspepsia or others associated with disorders of motility or secretion, urogenital tract disorders such as incontinence, as analgesics for treating pain including non-somatic pain, or as immunosuppressants to prevent rejection in organ transplant and skin graft.

Probes for Narcotic Receptor Mediated Phenomena. 19. Synthesis of (+)-4--N,N-diethylbenzamide (SNC 80): A Highly Selective, Nonpeptide β Opioid Receptor Agonist

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