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apovincamine

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apovincamine manufacturers

  • apovincamine
  • apovincamine pictures
  • $1.00
  • 2026-08-07
  • CAS:4880-92-6
  • Min. Order: 1KG
  • Purity: 99%
  • Supply Ability: 20000KG
apovincamine Basic information
Product Name:apovincamine
Synonyms:Methyl (3alpha,16alpha)-eburnamenine-14-carboxylate;apovincamine;Methyl (13aS,13bS)-13a-ethyl-2,3,5,6,13a,13b-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate;methyl (41S,13aS)-13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate;(3α,16α)-Eburnamenine-14-carboxylic acid methyl ester;Apo-14,15-dehydrovincamine;Apovincaminic acid methyl;(+)-trans-Cavinton
CAS:4880-92-6
MF:C21H24N2O2
MW:336.43
EINECS:225-491-0
Product Categories:
Mol File:4880-92-6.mol
apovincamine Structure
apovincamine Chemical Properties
Melting point 160-162℃
Boiling point 405.7±45.0 °C(Predicted)
density 1.30±0.1 g/cm3(Predicted)
storage temp. Refrigerator
solubility Chloroform (Slightly), Methanol (Slightly)
pka7.82±0.60(Predicted)
color Off-White to Pale Grey
Safety Information
HS Code 2939800000
MSDS Information
apovincamine Usage And Synthesis
OriginatorApovincamine,GC Promochem
Usescis-Apovincamine (Vinpocetine USP Related Compound B), is a vinca alkaloid and a chemical precursor of Vinpocetine (V332500), a derivative of Vincamine with vasodilating activity. Vasodilator (cerebral).
DefinitionChEBI: Apovincamine is an alkaloid.
Manufacturing ProcessApovincamine is semisynthethetic derivative of (+)-vincamine. Vincamine is alkaloid of Vinca minor. Alcoloid of Tabernaemontana rigida (Apocynaceae) also is used as raw material for preparing of apovincamine. (+)- Vincamine was transformed into oxime ester by reaction with NaNO2 in acetic acid at 0°C -(+/-)-methyl-3-((12bR)-1-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3- a]quinolizin-1-yl)-2-(hydroxyimino)propanoate, which was resolved on the isomers with dibenzoyl D-tartratic acid. (-)-Methyl 3-((12bR)-1-ethyl- 1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-1-yl)-2- (hydroxyimino)propanoate was re-crystallized from methanol to afford (-)- methyloxime ester, MP: 195°C.
2 g of above oxime methyl ester was heated in mixture of methanol (37.5 ml) and conc. H2SO4 (13.5 ml) on water bath for 1 hour. The solution was poured into ice-water (80 ml), basified with conc. NH4OH to pH 9, and extracted with CH2Cl2 (3x20 ml). The combined extracts were dried (MgSO4), filtered, evaporated in vacuum and the residue was re-crystallized from MeOH (5 ml) to yield 1.32 g (72.5%) of (+)-apovincamine, MP: 160°-162°C.
Therapeutic FunctionVasodilator
apovincamine Preparation Products And Raw materials
Raw materialsL(+)-Tartaric acid-->DIBENZOATE-->Vincamine-->Dibenzoyltartaric acid
Tag:apovincamine(4880-92-6) Related Product Information
Vinpocetine ethyl (41S,13aR)-13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate ApovincaMinic Acid Ethyl Ester N-Oxide methyl (41R,12R,13aS)-13a-ethyl-12-hydroxy-2,3,41,5,6,12,13,13a-octahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate methyl (3alpha,14alpha,16alpha)-14,15-dihydro-14-hydroxyeburnamenine-14-carboxylate (41S,12S,13aS)-13a-ethyl-12-hydroxy-2,3,41,5,6,12,13,13a-octahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylic acid methyl (41R,12S,13aS)-13a-ethyl-12-hydroxy-2,3,41,5,6,12,13,13a-octahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate methyl (41S,12S,13aS)-13a-ethyl-12-hydroxy-8-methoxy-2,3,41,5,6,12,13,13a-octahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate ethyl (41R,13aS)-13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate (+)-(14β)-Dihydrovinpocetine (-)-DihydroapovincaMinic Acid Ethyl Ester ethyl (41S,12R,13aS)-13a-ethyl-12-hydroxy-2,3,41,5,6,12,13,13a-octahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate methyl (41R,12R,13aR)-13a-ethyl-12-hydroxy-2,3,41,5,6,12,13,13a-octahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate 16,17-Dihydroapovincamine sodium (41S,13aS)-13a-ethyl-2,3,41,5,6,12,13,13a-octahydro- 1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12- carboxylate methyl (41S,12R,13aR)-13a-ethyl-12- hydroxy-2,3,41,5,6,12,13,13aoctahydro- 1H-indolo[3,2,1- de]pyrido[3,2,1-ij][1,5]naphthyridine- 12-carboxylate (3alpha,16alpha)-eburnamenine-14-carboxylic acid ethyl apovincaminate