7248-28-4

Basic information

• Product Name: STRYCHNINE-N-OXIDE
• Synonyms: strychnidin-10-one,19-oxide;strychnine,19-oxide;strychnine,n(sup6)-oxide;STRYCHNINE-N-OXIDE;19-Oxylato-10-oxostrychnidine-19-ium;Strychinidin-10-one 19-oxide;Strychnine N6-oxide;STRYCHNINE-N-OXIDE TRIHYDRATE
• CAS NO: 7248-28-4
• Molecular Formula: C₂₁H₂₂N₂O₃
• Molecular Weight: 350.41
• EINECS: 230-656-5
• Mol File: 7248-28-4.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• PKA: 5.17(at 25℃)
• CAS DataBase Reference: STRYCHNINE-N-OXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: STRYCHNINE-N-OXIDE(7248-28-4)
• EPA Substance Registry System: STRYCHNINE-N-OXIDE(7248-28-4)

Safety Data

• Hazardous Substances Data: 7248-28-4(Hazardous Substances Data)

Usage

Description

STRYCHNINE-N-OXIDE, also known as an N-oxide resulting from the oxidation of the non-acylated nitrogen of strychnine, is a metabolite of strychnine. It possesses unique chemical properties due to its N-oxide structure, which may have potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
STRYCHINE-N-OXIDE is used as a research compound for understanding the metabolic pathways and effects of strychnine. Its study can contribute to the development of new drugs or therapies targeting specific conditions or diseases.
Used in Chemical Research:
STRYCHINE-N-OXIDE serves as a valuable compound in chemical research, particularly in the field of organic chemistry. It can be used to explore the reactivity and properties of N-oxides, as well as their potential applications in the synthesis of other compounds.
Used in Toxicology Studies:
As a metabolite of strychnine, STRYCHINE-N-OXIDE can be utilized in toxicology studies to investigate the effects of strychnine poisoning and develop potential antidotes or treatments for strychnine toxicity.

InChI:InChI=1/C21H22N2O3/c24-18-10-16-19-13-9-17-21(6-7-23(17,25)11-12(13)5-8-26-16)14-3-1-2-4-15(14)22(18)20(19)21/h1-5,13,16-17,19-20H,6-11H2/t13-,16-,17-,19-,20-,21+,23+/m0/s1

Upstream product

• 57-24-9 strychnidin-10-one 

Downstream Products

• 57-24-9 strychnidin-10-one 
• 27239-48-1 18-Oxostrychnin 
• 465-62-3 (-)-pseudostrychnine 
• 6882-90-2 Strychninonsaeure 
• 5525-31-5 icajine 
• 125-15-5 strychnicine 

Relevant articles and documents

Natural Product Diversification by One-Step Biocatalysis using Human P450 3A4

Efficient synthetic techniques for the diversification of natural products are incremental for drug discovery processes of the pharmaceutical industry because these complex bioactive compounds often require an adjustment of properties. Human liver P450 3A4, key player of the body's detoxification system and decisive factor of a drug's metabolic fate, is renowned for its broad substrate scope including many natural products. In this study, we investigated the synthetic potential of human P450 3A4 for the diversification of natural product classes and isolated the produced metabolites of six selected natural products at a preparative 100-mg scale. Aided by efficient expression levels in P. pastoris, this whole-cell biocatalyst was found to be highly effective at the intended job allowing the identification of a total of 31 authentic human metabolites, many of them for the first time. By revealing an unprecedented degree of diversification, this study extends the synthetic repertoire for efficient enzymatic natural product modification in a one-step fashion and adds a completely new view to an old enzyme traditionally used for inhibition and toxicology studies.

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.

Processing of nux vomica. II. Changes in alkaloid composition of the seeds of Strychnos nux-vomica on traditional drug-processing

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