54809-74-4

Basic information

• Product Name: oxysophoridine
• Synonyms: Sophoridine oxide;Sophoridine N-oxide/oxysophoridine;oxysophoridine;(-)-Sophoridine N-oxide;1H,5H,10H-Dipyrido[2,1-f:3',2',1'-ij][1,6]naphthyridin-10-one,dodecahydro-, 4-oxide, (7aR,13aR,13bR,13cS)-;Matridin-15-one, 1-oxide,(5β)-;N-Oxysophoridine;Sophoridine N-oxide
• CAS NO: 54809-74-4
• Molecular Formula: C₁₅H₂₄N₂O₂
• Molecular Weight: 264.36
• Mol File: 54809-74-4.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• PKA: 4.87±0.20(Predicted)
• CAS DataBase Reference: oxysophoridine(CAS DataBase Reference)
• NIST Chemistry Reference: oxysophoridine(54809-74-4)
• EPA Substance Registry System: oxysophoridine(54809-74-4)

Safety Data

• Hazardous Substances Data: 54809-74-4(Hazardous Substances Data)

Usage

Description

Oxysophoridine is an alkaloid that has been isolated from Sophora alopecuroides L. It forms colorless needles when crystallized from Me2CO and has a specific rotation of [α]D-50.6° (c 0.555, EtOH). The alkaloid can be acetylated to form its O-acetate, which has a melting point of 148-147°C.

Uses

Used in Pharmaceutical Industry:
Oxysophoridine is used as a pharmaceutical compound for its potential therapeutic properties. Its unique structure and properties make it a promising candidate for the development of new drugs and treatments.
Used in Chemical Research:
Oxysophoridine is used as a research compound in the field of chemistry, particularly in the study of alkaloids and their properties. Its isolation and characterization provide valuable insights into the chemical properties and potential applications of this class of compounds.
Used in Natural Product Chemistry:
Oxysophoridine is used as a natural product in the study of plant-derived compounds and their potential applications in various industries. Its isolation from Sophora alopecuroides L. highlights the importance of exploring natural sources for novel and bioactive compounds.

References

Monakhova et at., Khim. Prir. Soedin., 9,59 (1973)

InChI:InChI=1/C15H24N2O2/c18-14-7-1-6-13-12-5-3-9-17(19)8-2-4-11(15(12)17)10-16(13)14/h11-13,15H,1-10H2/t11-,12-,13-,15+,17?/m1/s1

Upstream product

• 519-02-8 (-)-sophoridine 
• 6882-68-4 sophoridine 
• 519-02-8 (+)-matrine 

Downstream Products

• 519-02-8 (+)-matrine 

Relevant articles and documents

Direct preparation of unprotected aminimides (R3N+-NH-) from natural aliphatic tertiary alkaloids (R3N) by [Mn(TDCPP)Cl]-catalysed: N -amination reaction

A panel of natural aliphatic tertiary alkaloids (R3N) were directly converted to R3N+-NH- (without the need to prepare protected aminimides R3N+-NR′- followed by deprotection) by [Mn(TDCPP)Cl]-catalysed N-amination reaction, with O-(2,4-dinitrophenyl)hydroxylamine as the nitrogen source, in up to 98% yields under mild reaction conditions.

The alkaloid constituents of Euchresta japonica and the stereochemical assignment of two isomeric sophoridine N-oxides

-