Perivine

Base Information

• Chemical Name: Perivine
• CAS No.: 2673-40-7
• Molecular Formula: C₂₀H₂₂N₂O₃
• Molecular Weight: 338.406
• UNII: G388O8884F
• DSSTox Substance ID: DTXSID701043270
• Wikidata: Q27278686
• ChEMBL ID: CHEMBL521377
• Mol file: 2673-40-7.mol

Synonyms:Perivine;2673-40-7;Perivin;Vobasan-17-oic acid, 4-demethyl-3-oxo-, methyl ester;BRN 0046952;UNII-G388O8884F;G388O8884F;4-25-00-01712 (Beilstein Handbook Reference);4-Demethyl-3-oxovobasan-17-oic acid methyl ester;methyl (1S,14R,15E,18S)-15-ethylidene-12-oxo-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate;Vobassan-17-oic acid, 4-demethyl-3-oxo-, methyl ester;2,6-METHANO-1H-AZECINO(5,4-B)INDOLE-14-CARBOXYLIC ACID, 5-ETHYLIDENE-2,3,4,5,6,7,8,9-OCTAHYDRO-8-OXO-, METHYL ESTER;2,6-Methano-1H-azecino[5,4-b]indole-14-carboxylic acid, 5-ethylidene-2,3,4,5,6,7,8,9-octahydro-8-oxo-, methyl ester;PERIVINE [MI];CHEMBL521377;DTXSID701043270;HY-N6062;BDBM50480291;AKOS040758483;LS-162291;CS-0032274;Q-100336;Q27278686;Vobasan-17-oic acid,4-demethyl-3-oxo-,methyl ester

Chemical Property of Perivine

Chemical Property:

• Vapor Pressure: 8.98E-12mmHg at 25°C
• Melting Point: 180-181oC
• Refractive Index: 1.651
• Boiling Point: 541.1 °C at 760 mmHg
• PKA: pKa in 66% DMF: 7.5(at 25℃)
• Flash Point: 281 °C
• PSA: 71.19000
• Density: 1.273 g/cm³
• LogP: 2.94910
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 338.16304257
• Heavy Atom Count: 25
• Complexity: 588

Purity/Quality:

98%,99%, ^*data from raw suppliers

Perivin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=C1CNC2CC3=C(C(=O)CC1C2C(=O)OC)NC4=CC=CC=C34
• Isomeric SMILES: C/C=C\1/CN[C@H]2CC3=C(C(=O)C[C@@H]1[C@@H]2C(=O)OC)NC4=CC=CC=C34
• Uses: Perivin and shows N-methyltransferase activity. This bisindole alkaloid has also displayed antileishmanial and antibacterial activity.

Technology Process of Perivine

There total 1 articles about Perivine 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:

→ Epi-16-Perivin (2673-40-7)

Guidance literature:

Perivin 10, NaH;

Reference yield:

perivine (2673-40-7) → macroline (2269-93-4)

Guidance literature:

Multi-step reaction with 6 steps

1: literature method

2: imidazole / dimethylformamide

3: KH, NH₃ / tetrahydrofuran

5: MgBr₂ / diethyl ether; benzene / Heating

6: 1.) K₂CO₃, 2.) Bu₄N(+)F(-) / 1.) benzene, reflux, 18 h, 2.) THF, H₂O

With 1H-imidazole; tetrabutyl ammonium fluoride; ammonia; potassium hydride; potassium carbonate; magnesium bromide; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; benzene;

DOI:10.1021/ja00543a045

Downstream raw materials:

macroline