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4168-17-6

4168-17-6 Structure

4168-17-6 Structure
IdentificationBack Directory
[Name]

CATHARANTHINE TARTRATE
[CAS]

4168-17-6
[Synonyms]

CATHARANTHINE TARTRATE
Catharanthine hemitartrate
CATHARANTHINE TARTRATE USP/EP/BP
Bis[(5ξ,18ξ)-18-(methoxycarbonyl)-3,4-didehydroibogamin-6-ium] tartarate
(2α,5β,6α,18β)-3,4-Didehydro-ibogaMine-18-carboxylic Acid Methyl Ester Tartrate
(2alpha,5beta,6alpha,18beta)-3,4-Didehydroibogamine-18-carboxylic acid methyl ester (2R,3R)-2,3-dihydroxybutanedioate
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 TARTRATE
[Molecular Formula]

C25H30N2O8
[MDL Number]

MFCD06410944
[MOL File]

4168-17-6.mol
[Molecular Weight]

486.51
Chemical PropertiesBack Directory
[Melting point ]

145-1470C
[storage temp. ]

Refrigerator
[solubility ]

DMSO (Slightly), Ethyl Acetate (Slightly, Heated), Methanol (Slightly, Heated)
[form ]

White to off-white crystalline powder.
[color ]

White to Pale Beige
[InChIKey]

JYBKPXVXYJDIFX-GYMDHWDQSA-N
[SMILES]

[C@]12(C(OC)=O)[C@]3(C(=C[C@]([H])(CN3CCC3C4=C(C=CC=C4)NC1=3)C2)CC)[H].C(O)(C(O)=O)C(O)C(O)=O
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P264-P270-P301+P312-P330-P501
Hazard InformationBack Directory
[Chemical Properties]

Off-White to Pale Beige Solid
[Uses]

Precursor of Vinblastine-type alkaloids.
[Biological Activity]

Starting material for the synthesis of the antitumor drugs vinblastine and vincristine. It is less active as an inhibitor of tubulin self-assembly into microtubules than the latter two compounds.
[Synthesis]

Using fresh whole Catharanthus roseus plant:
1) Soaking in NaCl solution, freeze-drying, and pulverizing.
2) Acidic extraction, basification, and counter-current extraction using a spray method with an extractant (n-bromopropane/ethanol).
3) Work
[in vivo]

Catharanthine ((+)-3,4-Didehydrocoronaridine; 0.5-20 mg/kg; IV; single dose) Tartrate evokes dose-dependent reductions in both BP and HR[1].
Catharanthine (40 mg/kg; ip; single dose) Tartrate with acute administration induces similar antidepressant-like activity in male and female mice at 1 h and 24 h[1].
Catharanthine (20 mg/kg; ip; for 14 consecutive days) Tartrate increases swimming time and decreases immobility time at D7 or D14 in mice[1].

Animal Model:13-week-old male SpragueDawley rats (300-350 g)[1]
Dosage:0.5-20 mg/kg
Administration:IV; single dose
Result:Evoked rapid, transient reductions in BP and HR (lasting ,2 minutes) at low doses (0.5–5 mg/kg), whereas at higher doses (10 and 20 mg/kg), the BP and HR reductions were sustained.
[IC 50]

L-type calcium channel
Spectrum DetailBack Directory
[Spectrum Detail]

CATHARANTHINE TARTRATE(4168-17-6)1HNMR
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