Epivincamine

Base Information

• Chemical Name: Epivincamine
• CAS No.: 6835-99-0
• Molecular Formula: C21H26N2O3
• Molecular Weight: 354.449
• NSC Number: 757405
• Nikkaji Number: J109.482C
• Wikidata: Q27138838
• Metabolomics Workbench ID: 124270
• ChEMBL ID: CHEMBL1728279

Synonyms:Epivincamine;CHEBI:70504;16-Epivincamine;Prestwick_873;(+)-Vincamin;Prestwick0_000636;Prestwick1_000636;Prestwick2_000636;Prestwick3_000636;Spectrum2_001338;Spectrum3_001381;Spectrum4_000996;Spectrum5_000664;BSPBio_000632;BSPBio_002962;KBioGR_001431;MLS002153925;DivK1c_000167;SPECTRUM1500647;SPBio_001495;SPBio_002851;BPBio1_000696;CHEMBL1728279;SCHEMBL14095103;HMS500I09;KBio1_000167;KBio3_002182;NINDS_000167;HMS1569P14;HMS1921O09;HMS2096P14;HMS2234I20;Pharmakon1600-01500647;CCG-38834;NSC757405;NSC-757405;SDCCGMLS-0066588.P001;IDI1_000167;SMR001233269;SBI-0051576.P002;AB00052139_02;BRD-K89704198-001-05-7;BRD-K89704198-001-08-1;Q27138838

Chemical Property of Epivincamine

Chemical Property:

• Boiling Point: 508.9°Cat760mmHg
• Flash Point: 261.6°C
• Density: 1.36g/cm³
• 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
• Isomeric SMILES: CC[C@@]12CCCN3[C@@H]1C4=C(CC3)C5=CC=CC=C5N4[C@@](C2)(C(=O)OC)O

Technology Process of Epivincamine

There total 41 articles about Epivincamine 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: 66.0%

O-methyl vincamine (96861-85-7) → 14-epivincamine (6835-99-0) + vincamin (1617-90-9)

Guidance literature:

With hydrogenchloride; In acetone; for 72h; Yields of byproduct given; Ambient temperature;

Reference yield: 60.0%

(-)-methyl 1,2,3,4,6,7,12,12bα-octahydroindolo<2,3-a>quinolizine(1β-yl) pyruvate oxime (85588-92-7) → 14-epivincamine (6835-99-0) + vincamin (1617-90-9)

Guidance literature:

With sodium disulfite; acetic acid; In water; at 90 - 92 ℃; for 6h; Yields of byproduct given;

DOI:10.3987/COM-91-5787

Reference yield: 60.0%

hydroxy-16 dehydro-1 vincadifformine (66113-74-4) → 14-epivincamine (6835-99-0) + vincamin (1617-90-9)

Guidance literature:

at 150 ℃; for 0.25h;

DOI:10.1016/S0040-4020(01)91247-5

upstream raw materials:

(-)-vincadifformine

(+)-15,15a-didehydro-15-formamido-D-homoeburnamin-14-one

vincamin

methyl (1α,12bα,Z)-α-<(2,4-dinitrophenyl)hydrazono>-1-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizine-1-propanoate

Downstream raw materials:

vincamin

vinburnine

apovincamine

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