465-62-3

Basic information

• Product Name: (16xi,17alpha)-17-hydroxystrychnidin-10-one
• CAS NO: 465-62-3
• Molecular Formula: C₂₁H₂₂N₂O₃
• Molecular Weight: 350.411
• Mol File: 465-62-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 608.6°C at 760 mmHg
• Flash Point: 321.9°C
• Density: 1.5g/cm³
• Vapor Pressure: 1.15E-15mmHg at 25°C
• Refractive Index: 1.748
• CAS DataBase Reference: (16xi,17alpha)-17-hydroxystrychnidin-10-one(CAS DataBase Reference)
• NIST Chemistry Reference: (16xi,17alpha)-17-hydroxystrychnidin-10-one(465-62-3)
• EPA Substance Registry System: (16xi,17alpha)-17-hydroxystrychnidin-10-one(465-62-3)

Safety Data

• Hazardous Substances Data: 465-62-3(Hazardous Substances Data)

Usage

Description

(16xi,17alpha)-17-hydroxystrychnidin-10-one is a chemical compound with a molecular formula of C21H22N2O3, derived from strychnine, a highly toxic and potent alkaloid. It is formed through the addition of a hydroxyl group at the 17th carbon position in the strychnine molecule, which may alter its biological activity and interactions with biological systems. This unique chemical structure makes it a promising candidate for pharmacology and medicinal chemistry studies.

Uses

Used in Pharmaceutical Industry:
(16xi,17alpha)-17-hydroxystrychnidin-10-one is used as a research compound for exploring its potential applications in pharmacology and medicinal chemistry. The presence of a hydroxyl group in the 17th position may provide new insights into its biological activity and interactions with biological systems, making it an interesting subject for further research and development in the pharmaceutical industry.

Upstream product

• 7248-28-4 strychnine-N-oxide 
• 57-24-9 strychnidin-10-one 

Downstream Products

• 5525-31-5 icajine 
• 125-15-5 strychnicine 

Relevant articles and documents

Concise Syntheses of bis-Strychnos Alkaloids (?)-Sungucine, (?)-Isosungucine, and (?)-Strychnogucine B from (?)-Strychnine

The first chemical syntheses of complex, bis-Strychnos alkaloids (?)-sungucine (1), (?)-isosungucine (2), and (?)-strychnogucine B (3) from (?)-strychnine (4) is reported. Key steps included (1) the Polonovski–Potier activation of strychnine N-oxide; (2) a biomimetic Mannich coupling to forge the signature C23?C5’ bond that joins two monoterpene indole monomers; and (3) a sequential HBr/NaBH3CN-mediated reduction to fashion the ethylidene moieties in 1–3. DFT calculations were employed to rationalize the regiochemical course of reactions involving strychnine congeners.

Synthesis of bis-strychnos alkaloids (–)-sungucine, (–)-isosungucine, and (–)-strychnogucine B from (–)-strychnine

It was developed a concise synthetic route resulting in the first syntheses of bis-Strychnos alkaloids (–)-sungucine, (–)-isosungucine, and (–)-strychnogucine B from commercially available (–)-strychnine. Employing a highly convergent synthetic strategy, it was demonstrated that both Strychnos monomers could be efficiently prepared from commercially available (–)-strychnine. The venerable Mannich reaction was enlisted to join the two Strychnos monomers in a biomimetic fashion. Subsequent epimerization and olefin isomerization yielded (–)-strychnogucine B. Functional group manipulation transformed (–)-strychnogucine B into (–)-sungucine and (–)-isosungucine. Computational chemistry was employed to rationalize the regiochemical course of key steps en route to the bis-Strychnos targets.