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13,14-Didehydromatridin-15-one

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13,14-Didehydromatridin-15-one Basic information

Product Name:
13,14-Didehydromatridin-15-one
Synonyms:
  • SOPHOCARPINE
  • 13,14-didehydromatridin-15-one
  • (6AS,11AR,11BR,11CS)-2,3,5,6,6A,7,11,11A,11B,11C-DECAHYDRO-1H,4H-3A,7A-DIAZA-BENZO[DE]ANTHRACEN-8-ONE
  • Matridine-13-ene-15-one
  • (41S,7aS,13aR,13bR)-2,3,41,6,7,7a,8,13,13a,13b-Decahydro-1H,5H,10H-dipyrido[2,1-f:3',2',1'-ij][1,6]naphthyridin-10-one hydrate
  • Sophocarpine Monohydrate
  • Sophocarpinpe
  • Sophora alkaloids
CAS:
145572-44-7
MF:
C15H22N2O
MW:
246.35
Product Categories:
  • Inhibitors
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
Mol File:
145572-44-7.mol
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13,14-Didehydromatridin-15-one Chemical Properties

Melting point:
8l-2°C
storage temp. 
-20°C Freezer
solubility 
Acetone; Dichloromethane
form 
Solid
color 
Pale brownish
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Safety Information

HS Code 
2939.80.0000
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13,14-Didehydromatridin-15-one Usage And Synthesis

Description

A tetracyclic alkaloid present in Sophora species, this base crystallizes from H20 as the monohydrate, m.p. 54-5°C which becomes anhydrous in vacuo. It has [α]18D - 29.44° (EtOH) and yields the following salts: hydrochloride, m.p. > 300°C; hydriodide, m.p. 277-9°C; aurichloride, m.p. l66-7°C; platinichloride, m.p. 207-212°C (dec.); picrate, m.p. ISS-7°C and the methiodide, m.p. 200-2°C. Reduction of the base by electrolysis yields a crystalline, volatile base, ClsH26N2, b.p. l53-4°C/5 mm; [α]D - 26.2° (EtOH) and giving a methiodide with a melting point above 300°C. Attempted degradation by the Hofmann process has proved unsuccessful.

Uses

Sophocarpine Monohydrate alleviates non-alcoholic steatohepatitis, which is a resultant effect of non-alcoholic fatty lifer disease. Admission of this compound results in a decrease in liver weight and serum lipids. Antiviral agent, Sophocarpine also displays a profound effect against coxsackievirus and therapeutical effects of viral myocarditis.

References

Orekhov, Proskurnina., Ber., 67,77 (1934)
Proskurnina, Kuzuvkov., Dokl. Akad. Nauk SSSR, 91, 1145 (1953)
Okuda et al., Chern. & Ind., 1326 (1962)

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