Isocanadine

  • CAT Number: I029549
  • CAS Number: 6656-19-5
  • Molecular Formula: C20H21NO4
  • Molecular Weight: 339.391
  • Purity: 98%
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Isocanadine(CAT: I029549) is an isomer of canadine. Canadine, also known as tetrahydroberberine and xanthopuccine, is a type of benzylisoquinoline alkaloid (BIA). It belongs to the protoberberine structural subgroup and is found in various plants from the Papaveraceae family, including Corydalis yanhusuo and C. turtschaninovii. These plants have been used in traditional medicine for their potential therapeutic properties. Canadine and its isomer, isocanadine, are of interest in scientific research due to their natural occurrence and potential pharmacological activities.


Catalog Number I029549
CAS Number 6656-19-5
Synonyms

(±)-Isocanadine; Tetrahydropseudoberberine; DC037021;

Molecular Formula C20H21NO4
Purity 98%
Solubility Soluble in DMSO
Appearance Solid powder
Storage Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
IUPAC Name 5,8,13,13a-Tetrahydro-10,11-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine
InChI InChI=1S/C20H21NO4/c1-22-17-7-13-5-16-15-9-20-19(24-11-25-20)6-12(15)3-4-21(16)10-14(13)8-18(17)23-2/h6-9,16H,3-5,10-11H2,1-2H3
InChIKey HCRLQVVXDCKIFD-UHFFFAOYSA-N
SMILES COC1=C(OC)C=C2CN3CCC4=C(C=C5OCOC5=C4)C3CC2=C1
Reference

Xie X, Lu X, Liu Y, Xu W. Palladium(II)-catalyzed synthesis of alpha-alkylidene-gamma-butyrolactams from N-allylic 2-alkynamides. Total synthesis of (+/-)-isocynodine and (+/-)-isocynometrine. J Org Chem. 2001;66(20):6545‐6550. doi:10.1021/jo001704u

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