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apovincamine

CAS No.
4880-92-6
Chemical Name:
apovincamine
Synonyms
Apovincamina;apovincamine;Apovincaminum;Vinpocetine-2;Unii-504R182zx7;Einecs 225-491-0;cis-ApovincaMine;(+)-trans-Cavinton;(+)-trans-Cavinton;Apovincaminum [latin]
CBNumber:
CB2890058
Molecular Formula:
C21H24N2O2
Molecular Weight:
336.43
MDL Number:
MFCD00867558
MOL File:
4880-92-6.mol
MSDS File:
SDS
Last updated:2023-05-04 17:34:39

apovincamine 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)
pka 7.82±0.60(Predicted)
color Off-White to Pale Grey
EWG's Food Scores 1
FDA UNII 504R182ZX7

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P330-P501
HS Code  2939800000

apovincamine price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Y0000591 Vinpocetine impurity B European Pharmacopoeia (EP) Reference Standard 4880-92-6 y0000591 $150 2024-03-01 Buy
Sigma-Aldrich 1714620 Vinpocetine impurity B 4880-92-6 30mg $1290 2024-03-01 Buy
TRC A729245 cis-Apovincamine 4880-92-6 10mg $105 2021-12-16 Buy
American Custom Chemicals Corporation PXT0004644 APOVINCAMINE 95.00% 4880-92-6 5MG $499.54 2021-12-16 Buy
Product number Packaging Price Buy
Y0000591 y0000591 $150 Buy
1714620 30mg $1290 Buy
A729245 10mg $105 Buy
PXT0004644 5MG $499.54 Buy

apovincamine Chemical Properties,Uses,Production

Originator

Apovincamine,GC Promochem

Uses

cis-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).

Definition

ChEBI: Apovincamine is an alkaloid.

Manufacturing Process

Apovincamine 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 Function

Vasodilator

apovincamine Preparation Products And Raw materials

Raw materials

Preparation Products

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4880-92-6(apovincamine)Related Search:

1of4

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 Apovincamina Apovincamina [spanish] Apovincaminum Apovincaminum [latin] Eburnamenine-14-carboxylic acid, methyl ester, (3-alpha,16-alpha)- Einecs 225-491-0 Methyl (13as,13bs)-13A-ethyl-2,3,4,6,13A,14B-hexahydro-1H-indilol(3.2.1-de)pyrido(3,2,1-ij)(1,5)naphthylridin-12-carboxylat Unii-504R182zx7 Vinpocetine Related Compound B (30 mg) (methyl (13aS,13bS)-13a-ethyl-9-methoxy-2,3,5,6,13a,13b-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate) IMp. B (EP): 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 (ApovincaMine) Vinpocetine IMp. B (EP) cis-ApovincaMine Vinpocetine Related CoMpound B Vincamine EP Impurity B Vinpocetine EP Impurity B 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]phthyridine-12-carboxylate Vinpocetine-2 (41S,13aS)-methyl 13a-ethyl- Methyl (13aS,13bS)-13a-Ethyl-2,3,5, Vinpocetine impurity B CRS Eburnamenine-14-carboxylic acid, methyl ester, (3α,16α)- (+)-trans-Cavinton Vinpocetine Related Compound B(Secondary Standards traceble to USP) Vinpocetine Related Compound B (Methyl(13aS,13bS)-13a-ethyl-2,3,5,6,13a,13b-hexahydro-1H-indolo[3,2 (1714620) Vinpocetine impurity B (apovincamine) Vinpocetine USP Related Compound B methyl14,15-didehydrovincane-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(apovincamine) Vincamine EP Impurity D (+)-apovincamine, cis-apovincamine 4880-92-6