Peiminine

Peiminine Basic information
Product Name:Peiminine
Synonyms:PEIMININE;PEINININE;RADDEANINE;N-(cyclohexylmethyl)-5-phenyl-1-pentanamine;Cevan-6-one,3,20-dihydroxy-, (3β,5α)-;Fritillarine;Osnovanine;PEIMINE (RG)
CAS:18059-10-4
MF:C27H43NO3
MW:429.64
EINECS:
Product Categories:chemical reagent;pharmaceutical intermediate;Steroids;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
Mol File:18059-10-4.mol
Peiminine Structure
Peiminine Chemical Properties
Melting point 267°
alpha D22 -38.5° (c = 1.5 in chloroform)
Boiling point 567.1±50.0 °C(Predicted)
density 1.18±0.1 g/cm3(Predicted)
storage temp. -20°C Freezer, Under inert atmosphere
solubility Chloroform (Slightly), Ethanol (Slightly, Sonicated)
pka14.56±0.70(Predicted)
form Solid
color White to Off-White
CAS DataBase Reference18059-10-4(CAS DataBase Reference)
Safety Information
Safety Statements 24/25
HS Code 29389090
MSDS Information
Peiminine Usage And Synthesis
DescriptionPeiminine is a natural product found in Fritillaria anhuiensis, Fritillaria ebeiensis, and other organisms with data available.It has been reported to have potent anti-inflammatory, antitussive, and expectorant effects. It induces autophagic cell death thus represses colorectal carcinoma tumor growth.
Corydalis ochotensis var. raddeana also yields this alkaloid which must not be confused with the two bases of the same name previously isolated from Fritillaria raddeana. The structure has been determined from chemical analysis and the ultraviolet, infrared, NMR and mass spectra.
Chemical PropertiesPeiminine is an alkaloid isolated from the Chinese drug 'Pei-Mu', the 'Szechuan' variety of which is stated to be obtained from the corms of Fritillaria RoyZei Hook. This base was first prepared by Chou and Chen who gave it the formula C18H22O2N. Other formulae assigned to the alkaloid are C26H43O2N and C25H41O3N. Peiminine yields colourless needles from EtOH and is laevorotatory having [a]D18 - 67.3° (EtOH). It forms a hydrochloride, m.p. 295-8°C; hydrobromide, m.p. 292°C; oxime, m.p. 10SoC (dec.); semicarbazone, m.p. 255-6°C and the phenylhydrazone hydrochloride, m.p. 266°C. The acetyl derivative yields colourless needles from Me2CO, m.p. 174°C, giving a hydrochloride, m.p. 268°C. Chi and his co-workers have found that the free base sinters at 140°C, melts at 147- 8°C and again at 225-6°C after intermediate solidification. These authors consider the alkaloid to be identical with verticilline (q.v.).
UsesPeiminine is a derivative of Peimine (P218375) a steroidal alkaloid compound extracted from the Fritillaria species of medicinal plants.
DefinitionChEBI: Imperialine is an alkaloid.
ReferencesKametani et al., Heterocycles, 4, 723 (1976)
Peiminine Preparation Products And Raw materials
Raw materialsCevan-6-one, 3,20-dihydroxy-, 28-oxide, (3β,5α)-
Paeoniflorin Schisandrin A FORSYTHIN Indigo lithospermic acid B Sodium N-cyclohexylsulfamate Hydroxysafflor yellow A Peiminine CHEMBRDG-BB 4024867 TRANS-HYDRINDANE CIS-HYDRINDANE 3-Piperidinol,1,5-dimethyl- PERHYDROFLUORENE 4-PIPERIDIN-1-YL-BUTAN-1-OL Leptacline 1,2,5-trimethyl-(9CI)-3-Piperidinol TRANS-DECAHYDROISOQUINOLINE BUTYL-DIISOBUTYL-AMINE

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