63921-21-1

Basic information

• Product Name: 1-Phenylpiperidin-3-amine
• Synonyms: 1-PHENYLPIPERIDIN-3-AMINE;1-Phenyl-3-piperidinamine
• CAS NO: 63921-21-1
• Molecular Formula: C₁₁H₁₆N₂
• Molecular Weight: 176.26
• Mol File: 63921-21-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 295 °C
• Flash Point: 117 °C
• Appearance: /
• Density: 1.041
• CAS DataBase Reference: 1-Phenylpiperidin-3-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Phenylpiperidin-3-amine(63921-21-1)
• EPA Substance Registry System: 1-Phenylpiperidin-3-amine(63921-21-1)

Safety Data

• Hazardous Substances Data: 63921-21-1(Hazardous Substances Data)

Usage

General Description

1-Phenylpiperidin-3-amine, also known as Mephenmetrazine, is a chemical compound of the piperidine class. It is a psychoactive drug and a stimulant that is structurally related to other drugs such as mesocarb and phenmetrazine. Mephenmetrazine has been found to act as a releasing agent for dopamine and norepinephrine, leading to increased levels of these neurotransmitters in the brain. This can result in both increased energy and improved mood, making it a potential candidate for the treatment of conditions such as depression and attention deficit hyperactivity disorder. However, mephenmetrazine also carries a high risk for abuse and addiction, and it is classified as a Schedule I controlled substance in the United States.

Upstream product

• 108-86-1 bromobenzene 
• 184637-48-7 t-butyl piperidin-3-ylcarbamate 
• 54012-73-6 3-aminopiperidine 
• 108-90-7 chlorobenzene 
• 591-50-4 iodobenzene 
• 127294-75-1 3-amino-piperidine dihydrochloride 

Relevant articles and documents

BENZAZEPINE DICARBOXAMIDE COMPOUNDS WITH SECONDARY AMIDE FUNCTION

This invention relates to new benzazepine dicarboxamide compounds of the formula (I) wherein R1 to R4 are as defined in the description and in the claims, as well as pharmaceutically acceptable salts thereof. These compounds are TLR agonists and may therefore be useful as medicaments for the treatment of diseases such as cancer, autoimmune diseases, inflammation, sepsis, allergy, asthma, graft rejection, graft-versus-host disease, immunodeficiencies, and infectious diseases.

Palladium-mediated arylation of 3-aminopiperidines and 3-aminopyrrolidines

This paper describes the palladium-catalyzed arylation of 1-substituted 3-aminopyrrolidines or piperidines. Palladium(0) (1-2 mol %) in conjunction with "Buchwald's ligand" [2-(dimethylamino)-2′- (dicyclohexylphosphine)biphenyll was shown to be the catalyst of choice for the coupling with aryl bromides or chlorides. When bromobenzene was used, a strong temperature effect was noticed. Whereas no reaction occurred at 100 °C, yields higher than 85% were obtained at 130 °C for each substrate. Such an effect was not observed when diphosphines were used. Whereas Xantphos and, to a lesser extent BINAP, were moderately efficient in the coupling of all diamines, the palladium-mediated arylation in the presence of monophosphines was strongly dependent on the substrate. The results suggest the participation of both nitrogens of the aminoheterocycle in the reactive intermediate. This participation could also account for the highly selective arylation of the endocyclic nitrogen of unsubstituted 3-aminopyrrolidine or piperidine. Optimal conditions were found for the arylation using 2- or 4-substituted electron-poor or enriched aryl halides.