18904-54-6

Basic information

• Product Name: hirsuteine
• Synonyms: hirsuteine;(16E)-16,17,18,19-Tetradehydro-17-methoxycorynan-16-carboxylic acid methyl ester;17,18-Secoyohimban-16-carboxylic acid, 16,17,18,19-tetradehydro-17-methoxy-, methyl ester, (E)-;5986-06-1 (Hydrochloride);63989-76-4 ((R-(R*,R*))-Tartrate(1:1)salt);Brn 0096586
• CAS NO: 18904-54-6
• Molecular Formula: C22H26N2O3
• Molecular Weight: 366.45
• Mol File: 18904-54-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 103-107°; mp 165-166°
• Boiling Point: 497.22°C (rough estimate)
• Flash Point: 276.3°C
• Appearance: /
• Density: 1.1686 (rough estimate)
• Vapor Pressure: 1.89E-11mmHg at 25°C
• Refractive Index: 1.6500 (estimate)
• CAS DataBase Reference: hirsuteine(CAS DataBase Reference)
• NIST Chemistry Reference: hirsuteine(18904-54-6)
• EPA Substance Registry System: hirsuteine(18904-54-6)

Safety Data

• Hazardous Substances Data: 18904-54-6(Hazardous Substances Data)

Usage

Description

Hirsuteine is a naturally occurring alkaloid that can be derived from various plant sources, such as the bark of Pausinystalia yohimbe. It possesses unique chemical properties and biological activities, making it a potential candidate for pharmaceutical and industrial applications.

Uses

Used in Pharmaceutical Applications:
Hirsuteine is used as an immunosuppressive agent for its ability to modulate the immune system. This property makes it a valuable compound in the development of treatments for autoimmune diseases and conditions requiring immune system regulation.
Used in Drug Delivery Systems:
In the pharmaceutical industry, hirsuteine can be utilized as a component in drug delivery systems. Its unique properties may allow for the development of novel drug carriers or enhance the efficacy of existing drug formulations, improving the delivery and bioavailability of various therapeutic agents.
Used in Cosmetics Industry:
Due to its potential biological activities, hirsuteine may also find applications in the cosmetics industry. It could be used as an active ingredient in skincare products, targeting various skin conditions or promoting overall skin health.
Used in Research and Development:
Hirsuteine's unique properties and potential applications make it a valuable compound for research and development in both the pharmaceutical and cosmetics industries. Further studies on its mechanisms of action and potential synergistic effects with other compounds could lead to the discovery of new therapeutic approaches and product formulations.

InChI:InChI=1/C22H26N2O3/c1-4-14-12-24-10-9-16-15-7-5-6-8-19(15)23-21(16)20(24)11-17(14)18(13-26-2)22(25)27-3/h4-8,13-14,17,20,23H,1,9-12H2,2-3H3/b18-13-/t14-,17-,20-/m0/s1

Upstream product

• 112547-46-3 {(2S,3S,12bS)-3-[2-(2-Nitro-phenylselanyl)-ethyl]-4-oxo-1,2,3,4,6,7,12,12b-octahydro-indolo[2,3-a]quinolizin-2-yl}-acetic acid tert-butyl ester 
• 112547-41-8 [(2S,3S,12bS)-3-(2-Hydroxy-ethyl)-4-oxo-1,2,3,4,6,7,12,12b-octahydro-indolo[2,3-a]quinolizin-2-yl]-acetic acid tert-butyl ester 
• 112547-42-9 ((2S,3S,12bS)-4-Oxo-3-vinyl-1,2,3,4,6,7,12,12b-octahydro-indolo[2,3-a]quinolizin-2-yl)-acetic acid tert-butyl ester 
• 112547-43-0 ((2S,3S,12bS)-3-Vinyl-1,2,3,4,6,7,12,12b-octahydro-indolo[2,3-a]quinolizin-2-yl)-acetic acid tert-butyl ester 
• 112547-38-3 C₁₇H₁₈N₂O₂ 
• 112547-37-2 C₁₇H₁₆N₂O₂ 
• 186581-53-3 diazomethane 
• 112547-44-1 3-Oxo-2-((2R,3S,12bS)-3-vinyl-1,2,3,4,6,7,12,12b-octahydro-indolo[2,3-a]quinolizin-2-yl)-propionic acid tert-butyl ester 

Downstream Products

• 50439-68-4 dihydrocorynantheine 

Relevant articles and documents

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Enantioselective syntheses of corynanthe alkaloids by Chiral Br?nsted acid and palladium catalysis

Synergistic catalysis: Three indole alkaloids (-)-corynantheidine, (+)-corynantheine and (+)-dihydro-corynantheine were prepared following a short and common strategy based on the binol phosphoric acid catalyzed enantioselective Pictet-Spengler reaction,

Mechanisms of indole alkaloid biosynthesis. The Corynanthe-Strychnos relationship.

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