7831. Propiram
Nomenclature
CAS number: 15686-91-6
N-[1-Methyl-2-(1-piperidinyl)ethyl]-N-2-pyridinylpropanamide; N-(1-methyl-2-piperidinoethyl)-N-2-pyridylpropionamide; N-propionyl-2-(1-piperidinoisopropyl)aminopyridine; N-propionyl-N-(2-pyridyl)-1-piperidino-2-aminopropane. C16H25N3O; mol wt 275.39.
C 69.78%, H 9.15%, N 15.26%, O 5.81%.
Description and references
Opioid analgesic. Prepn: R. Hiltmann et al., GB 939947; eidem, US 3163654 (1963, 1964, both to Bayer). Resolution of isomers: NL 6610362; Wollweber et al., US 3594477 (1967, 1971 both to Bayer). Pharmacology: Jasinski et al., Clin. Pharmacol. Ther. 12, 613 (1971). Series of articles on chemistry, pharmacology, toxicology, pharmacokinetics, clinical trials: Arzneim.-Forsch. 24, 581-722 (1974). Toxicity data: D. Tettenborn, ibid. 624. Absolute configuration and analgesic activity of enantiomers: W. Wollweber, Eur. J. Med. Chem. - Chim. Ther. 17, 125 (1982). Review: G. P. Joshi, IDrugs 5, 281-285 (2001).
Properties
bp 162-163°.Derivative
Fumarate.Nomenclature
CAS number: 13717-04-9
FBA-4503; Bay 4503; Algeril (Bayer). C20H29N3O5; mol wt 391.46.
C 61.36%, H 7.47%, N 10.73%, O 20.44%.
Properties
LD50 in mice, rats (mg/kg): 874, 1657 orally (Tettenborn).Note
This is a controlled substance (opiate): 21 CFR, 1308.11.Therapeutic Category
Analgesic.
Keywords
Analgesic; Opioids