56435-44-0

Basic information

• Product Name: (-)-YENHUSOMIDINE
• Synonyms: (-)-YENHUSOMIDINE;(7S,8S)-3',4'-Dihydro-8-hydroxy-6',7'-dimethoxy-2'-methylspiro[7H-indeno[4,5-d]-1,3-dioxole-7,1'(2'H)-isoquinolin]-6(8H)-one
• CAS NO: 56435-44-0
• Molecular Formula: C21H21NO6
• Molecular Weight: 383.39
• Mol File: 56435-44-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 546.6±50.0 °C(Predicted)
• Appearance: /
• Density: 1.45±0.1 g/cm3(Predicted)
• PKA: 12.96±0.20(Predicted)
• CAS DataBase Reference: (-)-YENHUSOMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-YENHUSOMIDINE(56435-44-0)
• EPA Substance Registry System: (-)-YENHUSOMIDINE(56435-44-0)

Safety Data

• Hazardous Substances Data: 56435-44-0(Hazardous Substances Data)

Usage

Description

(-)-YENHUSOMIDINE is one of two structurally related alkaloids of the spiroisoquinoline type, recently isolated from Corydalis ochotensis. Its structure has been established by chemical and spectroscopic methods, particularly from the NMR spectrum, and later confirmed by synthesis.

Uses

1. Used in Pharmaceutical Industry:
(-)-YENHUSOMIDINE is used as a pharmaceutical compound for its potential therapeutic applications. Its isolation from Corydalis ochotensis and structural elucidation suggest that it may have bioactive properties that can be harnessed for the development of new drugs.
2. Used in Research and Development:
(-)-YENHUSOMIDINE serves as a valuable compound in the field of research and development, particularly in the study of natural products and their potential applications in medicine. Its unique structure and origin from Corydalis ochotensis make it an interesting subject for further investigation and potential drug discovery.
3. Used in Drug Synthesis:
(-)-YENHUSOMIDINE can be utilized in the synthesis of new drugs, taking advantage of its spiroisoquinoline structure and the knowledge gained from its isolation and characterization. This may lead to the development of novel therapeutic agents with improved efficacy and reduced side effects.
4. Used in Analytical Chemistry:
The chemical and spectroscopic methods used to establish the structure of (-)-YENHUSOMIDINE can be applied to other similar compounds, making it a valuable reference in the field of analytical chemistry. This can help in the identification and characterization of other natural products with potential pharmaceutical applications.

References

Lu et aZ., Heterocycles, 3, 301 (1975) Irie et aZ., ibid, 4, 1083 (1976)

Upstream product

• 64361-55-3 6-((E)-6,7-dimethoxy-2-methyl-3,4-dihydro-2H-isoquinolin-1-ylidene)-6H-furo[3',4':3,4]benzo[1,2-d][1,3]dioxol-8-one 
• 50-00-0 formaldehyd 
• 60700-09-6 6',7'-dimethoxy-3',4'-dihydro-2'H-spiro[indeno[4,5-d][1,3]dioxole-7,1'-isoquinoline]-6,8-dione 
• 16620-96-5 2-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 122480-74-4 C₂₃H₂₇NO₇ 
• 75267-17-3 5-Formyl-benzo[1,3]dioxole-4-carboxylic acid ethyl ester 
• 122480-69-7 C₂₂H₂₃NO₇ 
• 122480-68-6 phenolbetaine 
• 122480-73-3 oxazolidine 
• 122480-71-1 C₂₅H₂₉NO₉ 
• 102327-37-7 protoberberine 
• 122480-70-0 C₂₂H₂₅NO₇ 
• 122480-70-0 C₂₂H₂₅NO₇ 
• 33742-75-5 indeno[4,5-d][1,3]dioxole-6,7,8-trione 8-hydrate 

Relevant articles and documents

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INVERSION OF A HYDROXYL GROUP BY THE NEIGHBORING-GROUP PARTICIPATION OF A URETHANE--A GENERAL AND STERESELECTIVE SYNTHESIS OF (+/-)-RADDEANONE, (+/-)-YENHUSOMIDINE, AND RELATED SPIROBENZYLISOQUINOLINE ALKALOIDS

(+/-)-Raddeanone (1) was stereoselectively synthesized from the corresponding protoberberine (5) via the ketal (17) in four steps.Inversion of a hydroxyl group in the ketal (17) was realized by the neighboring-group participation of a urethane to afford the diastereomeric ketal (22), which was easily converted to (+/-)-yenhusomidine (3).These alkaloids (1 and 3) were converted to (+/-)-raddeanine (18), (+)-raddeanidine (20), and (+/-)-yenhusomine (25).KEYWORDS--spirobenzylisoquinoline alkaloid; protoberberine; raddeanone; yenhusomidine; raddeanine; raddeanidine; yenhusomine; neighboring-group participation; urethane