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Catharanthine

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Catharanthine Basic information

Product Name:
Catharanthine
Synonyms:
  • (+)-3,4-didehydrocoronaridine
  • 18-beta)-lph
  • catharanthin
  • ibogamine-18-carboxylicacid,3,4-didehydro-,methylester,(2-alpha,5-beta,6-a
  • 7-Ethyl-9,10,12,13-tetrahydro-6,9-methano-5H-pyrido[1′,2′:1,2]azepino[4,5-b]indole-6(6aH)-carboxylic acid methyl ester
  • Catharanthine, 98%, from Catharanthus roseus (L.) G. Don
  • 4-Didehydrocoronaridine
  • methyl(2-alpha,5-beta,6-alpha,18-beta)-3,4-didehydroibogamine-18-carboxylate
CAS:
2468-21-5
MF:
C21H24N2O2
MW:
336.43
EINECS:
219-586-6
Product Categories:
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Inhibitors
  • Chiral Reagents
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Heterocycles
Mol File:
2468-21-5.mol
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Catharanthine Chemical Properties

Melting point:
138-1400C
alpha 
D27 +29.8° (CHCl3)
Boiling point:
472.9°C (rough estimate)
Density 
1.1367 (rough estimate)
refractive index 
1.6500 (estimate)
storage temp. 
Sealed in dry,Store in freezer, under -20°C
solubility 
DMSO: soluble5mg/mL (clear solution; warmed)
form 
powder
pka
6.8(at 25℃)
color 
white to beige
optical activity
[α]/D +30 to +38° (c=0.5, CDCl3)
InChI
InChI=1/C21H24N2O2/c1-3-14-10-13-11-21(20(24)25-2)18-16(8-9-23(12-13)19(14)21)15-6-4-5-7-17(15)22-18/h4-7,10,13,19,22H,3,8-9,11-12H2,1-2H3/t13-,19+,21-/s3
InChIKey
CMKFQVZJOWHHDV-XWQFPIRHNA-N
SMILES
[C@]12(C(=O)OC)C[C@]3([H])C=C(CC)[C@@]1([H])[N@](CCC1C4=C(C=CC=C4)NC2=1)C3 |&1:0,6,12,14,r|
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Safety Information

WGK Germany 
3

MSDS

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Catharanthine Usage And Synthesis

Chemical Properties

Off-White to Pale Beige Solid

Uses

Precursor of Vinblastine-type alkaloids

Uses

Anticancer

Uses

Catharanthine is an indole alkaloid analog and an inhibitor of TRPM8.

Definition

ChEBI: Catharanthine is an organic heteropentacyclic compound and monoterpenoid indole alkaloid produced by the medicinal plant Catharanthus roseus via strictosidine. It is a bridged compound, an organic heteropentacyclic compound, a methyl ester, a monoterpenoid indole alkaloid, a tertiary amino compound and an alkaloid ester. It is a conjugate base of a catharanthine(1+).

target

NO | Calcium Channel | Nicotinic receptor

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