58329-00-3

Basic information

• Product Name: 4-Piperidinamine, 3-methyl-N-phenyl-1-(phenylmethyl)-
• Synonyms: 4-Piperidinamine,3-methyl-N-phenyl-1-(phenylmethyl)-;cis-1-benzyl-3-methyl-4-(phenylamino)piperidine;cis-1-benzyl-3-methyl-4-phenylaminopiperidine
• CAS NO: 58329-00-3
• Molecular Formula: C19H24N2
• Molecular Weight: 280.413
• Mol File: 58329-00-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 4-Piperidinamine, 3-methyl-N-phenyl-1-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Piperidinamine, 3-methyl-N-phenyl-1-(phenylmethyl)-(58329-00-3)
• EPA Substance Registry System: 4-Piperidinamine, 3-methyl-N-phenyl-1-(phenylmethyl)-(58329-00-3)

Safety Data

• Hazardous Substances Data: 58329-00-3(Hazardous Substances Data)

Upstream product

• 58328-99-7 [1-Benzyl-3-methyl-piperidin-(4E)-ylidene]-phenyl-amine 
• 62-53-3 aniline 
• 34737-89-8 1-Benzyl-3-methyl-4-piperidon 
• 58328-99-7 1-benzyl-3-methyl-4-phenyliminopiperidine 

Downstream Products

• 42045-84-1 cis-N-<3-methyl-1-(phenylmethyl)-4-piperidinyl>-N-phenylpropanamide 
• 42045-85-2 N-((3S,4R)-1-Benzyl-3-methyl-piperidin-4-yl)-N-phenyl-propionamide; hydrochloride 
• 42045-84-1 trans-N-<3-methyl-1-(phenylmethyl)-4-piperidinyl>-N-phenylpropanamide 
• 42045-85-2 N-((3R,4R)-1-Benzyl-3-methyl-piperidin-4-yl)-N-phenyl-propionamide; hydrochloride 
• 101344-74-5 N-{(3R,4R)-1-[2-(4-Ethyl-5-oxo-4,5-dihydro-tetrazol-1-yl)-ethyl]-3-methyl-piperidin-4-yl}-2-methoxy-N-phenyl-propionamide 
• 101344-40-5 2-Methoxy-N-[(3R,4R)-3-methyl-1-(2-thiophen-2-yl-ethyl)-piperidin-4-yl]-N-phenyl-propionamide 
• 130150-27-5 2-Methoxy-N-((3R,4R)-3-methyl-piperidin-4-yl)-N-phenyl-propionamide 
• 101345-47-5 Furan-2-carboxylic acid {(3S,4R)-1-[2-(4-ethyl-5-oxo-4,5-dihydro-tetrazol-1-yl)-ethyl]-3-methyl-piperidin-4-yl}-phenyl-amide 
• 101344-74-5 N-{(3S,4R)-1-[2-(4-Ethyl-5-oxo-4,5-dihydro-tetrazol-1-yl)-ethyl]-3-methyl-piperidin-4-yl}-2-methoxy-N-phenyl-propionamide 
• 101344-76-7 N-{(3S,4R)-1-[2-(4-Ethyl-5-oxo-4,5-dihydro-tetrazol-1-yl)-ethyl]-3-methyl-piperidin-4-yl}-2-methoxy-N-phenyl-acetamide 
• 101344-42-7 Furan-2-carboxylic acid [(3S,4R)-3-methyl-1-(2-thiophen-2-yl-ethyl)-piperidin-4-yl]-phenyl-amide 
• 101344-40-5 2-Methoxy-N-[(3S,4R)-3-methyl-1-(2-thiophen-2-yl-ethyl)-piperidin-4-yl]-N-phenyl-propionamide 
• 101344-44-9 2-Methoxy-N-[(3S,4R)-3-methyl-1-(2-thiophen-2-yl-ethyl)-piperidin-4-yl]-N-phenyl-acetamide 
• 130150-27-5 2-Methoxy-N-((3S,4R)-3-methyl-piperidin-4-yl)-N-phenyl-propionamide 

Relevant articles and documents

Enantiomers of Diastereomeric cis-N--N-phenylpropanamides: Synthesis, X-ray Analysis, and Biological Activities

(+/-)-cis-N--N-phenylpropanamide (1) is a mixture of four stereoisomers , which together constitute two diastereoisomeric pairs of optical i

Synthesis and Pharmacological Evaluation of a Series of New 3-Methyl-1,4-disubstituted-piperidine Analgesics

The synthesis and intravenous analgesic activity of a series of 3-methyl-4-(N-phenyl amido)piperidines, entries 34-79, is described.The methoxyacetamide pharmacophore produced a series of compounds with optimal analgesic potency and short duration of action. cis-42 was 13 036 times more potent than morphine and 29 times more potent than fentanyl; however, the corresponding diastereomer 43 was only 2778 and 6 times more potent, respectively.Compounds 40, 43, 47, and 57 are extremely short acting; all had durations of action of about 2 min, which was about 1/5 of that of fentanyl in the mouse hot-plate test at a dose equivalent to 2 times the ED50 analgesic dose.Among the many compounds that displayed exceptional analgesic activity, duration of action was one of the main factors for choosing a candidate for further pharmacological investigation.At present, cis-1--3-methyl-4-2-fluorophenyl)methoxyacetamido>piperidine hydrochloride (40) (Anaquest, A-3331.HCl, Brifentanil) is in clinical evaluation.Opiate analgesics that possess short duration of action are excellent candidates for short surgical procedures in an outpatient setting where a rapid recovery is required.