19773-24-1

Basic information

• Product Name: peimisine
• Synonyms: (2'R,3S,3'R,3'aS,4aS,6'S,6aR,6bS,7'aR,11aS,11bR)-1,2,3,3'a,4,4',4a,5',6',6a,6b,7,7',7'a,8,11,11a,11b-octadecahydro-3-hydroxy-3',6',10,11b-tetraMethylspiro[9H-benzo[a]fluorene-9,2'(3'H)-furo[3,2-b]pyridin]-5(6H)-one;(3β)-17,23-Epoxy-3-hydroxy veratraMan-6(5H)-one;11-Deoxo-6-oxo-5α,6-dihydrojervine;Spiro[9H-benzo[a]fluorene-9,2;Peimisine, 98%, from Fritillaria cirrhosa D. Don
• CAS NO: 19773-24-1
• Molecular Formula: C27H41NO3
• Molecular Weight: 427.625
• Product Categories: Pharmaceuticals;Steroids;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Intermediates & Fine Chemicals
• Mol File: 19773-24-1.mol
• Article Data: 1

Chemical Properties

• Melting Point: 270℃
• Boiling Point: 573 °C at 760 mmHg
• Flash Point: 300.3 °C
• Appearance: /
• Density: 1.17
• Refractive Index: 1.577
• Storage Temp.: 2-8°C(protect from light)
• PKA: 14.89±0.70(Predicted)
• CAS DataBase Reference: peimisine(CAS DataBase Reference)
• NIST Chemistry Reference: peimisine(19773-24-1)
• EPA Substance Registry System: peimisine(19773-24-1)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 19773-24-1(Hazardous Substances Data)

Usage

Description

Peimisine is an alkaloid derived from Fritillaria thunbergii, a plant used in traditional Chinese medicine. It is known for its antitussive and expectorant properties, making it a valuable component in the treatment of respiratory conditions. Additionally, peimisine is recognized as an angiotensin-converting enzyme (ACE) inhibitory steroidal alkaloid, which contributes to its potential use in managing cardiovascular health.

Uses

Used in Traditional Chinese Medicine:
Peimisine is used as an antitussive and expectorant herb for treating respiratory conditions such as coughs and congestion. Its traditional use in Chinese medicine highlights its effectiveness in alleviating symptoms associated with respiratory ailments.
Used in Cardiovascular Applications:
As an angiotensin-converting enzyme inhibitory steroidal alkaloid, peimisine is used to help manage and improve cardiovascular health. Its ability to inhibit ACE contributes to its potential use in treating conditions related to high blood pressure and other cardiovascular issues.
Used in Pharmaceutical Development:
Peimisine's unique properties as both an antitussive and an ACE inhibitor make it a promising candidate for the development of new pharmaceuticals targeting respiratory and cardiovascular health. Its potential applications in drug development could lead to the creation of novel treatments for various health conditions.

InChI:InChI=1/C27H41NO3/c1-14-9-24-25(28-13-14)16(3)27(31-24)8-6-18-19(15(27)2)11-21-20(18)12-23(30)22-10-17(29)5-7-26(21,22)4/h14,16-18,20-22,24-25,28-29H,5-13H2,1-4H3/t14-,16+,17-,18+,20-,21-,22?,24?,25-,26+,27-/m0/s1

Related news

peimisine (cas 19773-24-1) and peiminine production by endophytic fungus Fusarium sp. isolated from Fritillaria unibracteata var. wabensis09/04/2019

Steroidal alkaloids, as the major biologically active components in Bulbus Fritillariae, possess a variety of toxicological and pharmacological effects on humans. The objective of this work was to determine whether endophytic fungi isolated from fresh bulbs of Fritillaria unibracteata var. waben...detailed

Fusarium redolens 6WBY3, an endophytic fungus isolated from Fritillaria unibracteata var. wabuensis, produces peimisine (cas 19773-24-1) and imperialine-3β-d-glucoside09/03/2019

The major biological active ingredients of Bulbus Fritillariae cirrhosae (BFC) are steroidal alkaloids, such as peimisine, imperialine-3β-d-glucoside, and peimine. The bulbus of Fritillaria unibracteata var. wabuensis (FUW) was officially recorded in the National Pharmacopoeia of China (2010 ed...detailed

A convenient and efficient one-pot conversion of peimisine (cas 19773-24-1) into cyclopamine09/02/2019

A convenient and efficient one-pot synthesis of cyclopamine from peimisine is described. The key steps involve one-pot hydrazination and subsequent Bamford–Stevens reaction. The mild reaction conditions, high overall yield as well as an easy purification indicate this process can potentially be...detailed

Relevant articles and documents

Steroidal alkaloids from the bulbs of Fritillaria unibracteata

Two new steroidal alkaloids peimisine-3-O-β-D-glucopyranoside (1) and puqiedinone- 3-O-β-D-glucopyranoside (3), together with three known compounds peimisine (2), puqiedinone (4), and puqiedine (5), were isolated and characterized from the bulbs of Fritillaria unibracteata. Their structures were fully elucidated by spectroscopic and chemical methods. Compound 1 showed moderate protection effect on neurotoxicity of PC12 cell lines induced by rotenone.