Vinca

Base Information

Chemical Name:Vinca
CAS No.:18374-18-0
Molecular Formula:C21H26N2O3
Molecular Weight:354.449
Hs Code.:
European Community (EC) Number:229-915-5
NSC Number:131616,91998
DSSTox Substance ID:DTXSID90274475,DTXSID90859660
Wikidata:Q27185266
ChEMBL ID:CHEMBL1604925
Mol file:18374-18-0.mol

Synonyms:Isovincamine;Vinca;14-Epivincamine;6835-99-0;MLS000738212;16-Epivincamine;NSC91998;EINECS 229-915-5;Methyl (3alpha,14alpha,16alpha)-14,15-dihydro-14-hydroxyeburnamenine-14-carboxylate;Eburnamenine-14-carboxylic acid, 14,15-dihydro-14-hydroxy-, methyl ester, (3.alpha.,14.alpha.,16.alpha.)-;METHYL (41S,12S,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;methyl 15-ethyl-17-hydroxy-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate;18374-18-0;Eburnamenine-14-carboxylic acid, 14,15-dihydro-14-hydroxy-, methyl ester, (14beta,16alpha);Eburnamenine-14-carboxylic acid, 14,15-dihydro-14-hydroxy-, methyl ester, (3alpha,14alpha);SR-01000769143;NSC-91998;METHYL (41R,12S,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;(-)-cis-Epivincamine;SCHEMBL3767;Oprea1_175623;Methyl 14-hydroxy-14,15-dihydroeburnamenine-14-carboxylate #;CHEMBL1604925;DTXSID90274475;DTXSID90859660;CHEBI:107202;HMS2269H11;LSM-18556;NSC131616;AKOS003368707;NSC-131616;Ethyl3-(benzyloxy)cyclobutanecarboxylate;LS-14901;NCI60_042034;SMR000528577;FT-0603566;SR-01000769143-5;SR-01000769143-6;SR-01000769143-7;SR-01000769143-8;BRD-A47175490-001-10-8;Q27185266;WLN: T D6 B5666 2AB S CN MN&&TTTJ Q2 SVO1 SQ;Eburnamenine-14-carboxylic acid, 14,15-dihydro-14-hydroxy-, methyl ester, (3alpha,14alpha,16alpha)-;Eburnamenine-14-carboxylic acid,15-dihydro-14-hydroxy-, methyl ester, (3.alpha.,14.beta.,16.alpha.)-;Eburnamine-14-carboxylic acid,14,15-dihydro-14-hydroxy-, methyl ester,(3.alpha.,14.alpha.,16.alpha.)-;methyl (15S,17R,19S)-15-ethyl-17-hydroxy-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate

Suppliers and Price of Vinca

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 16 raw suppliers

Chemical Property of Vinca

Chemical Property:

Melting Point:232-233oC
PSA：54.70000
LogP:2.89040
XLogP3:2.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:354.19434270
Heavy Atom Count:26
Complexity:598

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(C2)(C(=O)OC)O
Uses (3R,14S,16S)-Vincamine is a diastereomer of Vincamine (V314030) which is often used as a nootropic agent to combat the effects of aging, or in conjunction with other nootropics (such as piracetam) for a variety of purposes. Vincamine is a peripheral vasodilator that increases blood flow to the brain.

Technology Process of Vinca

There total 13 articles about Vinca which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 19.0%

: 85647-42-3
3-((1S,12bR)-1-Ethyl-1,2,3,4,6,7,12,12b-octahydro-indolo[2,3-a]quinolizin-1-yl)-2-[(E)-hydroxyimino]-propionic acid methyl ester

: 18374-18-0
(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]naphthyridin-12-carboxylic acid methyl ester

: 58000-63-8
(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]naphthyridin-12-carboxylic acid methyl ester

Guidance literature:: With sodium disulfite; acetic acid; In water; at 92 - 95 ℃; for 5h;

Reference yield:

: methyl (Z)-3-(((1S,12bSR)-1-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinazine-1-yl)methyl)-2-(hydroxyimino)propionate

: 18374-18-0
(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]naphthyridin-12-carboxylic acid methyl ester

: 58000-63-8
(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]naphthyridin-12-carboxylic acid methyl ester

Guidance literature:: With sodium metabisulfite; acetic acid; In water; at 100 ℃; for 5h;

Reference yield:

: 23944-43-6
(1S,trans)-1-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizine-1-propanoic acid methyl ester

: 18374-18-0
(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]naphthyridin-12-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: tert-butyl nitrite, potassium tert-butoxide / toluene; methanol / 3 h / 40 °C

2: 15 percent / acetic acid, sodium disulfite / H₂O / 5 h / 92 - 95 °C

With sodium disulfite; tert.-butylnitrite; potassium tert-butylate; acetic acid; In methanol; water; toluene;