1-Isotetrandrine

Base Information

• Chemical Name: 1-Isotetrandrine
• CAS No.: 26137-48-4
• Molecular Formula: C₃₈H₄₂N₂O₆
• Molecular Weight: 622.761
• NSC Number: 97338
• UNII: 99JX36W62B,C7WJK43784
• Wikidata: Q104250810
• Metabolomics Workbench ID: 140107
• ChEMBL ID: CHEMBL504757
• Mol file: 26137-48-4.mol

Synonyms:O-Methylpenduline;N,O-Dimethylpeinamine;Penduline, O-methyl-;(S,R)-Isotetrandrine;Isotetrandrine, (-)-;99JX36W62B;UNII-99JX36W62B;Isosinomenin A;Isosinomenine A;CHEMBL504757;O-Methylberbamine;NSC97338;NSC-97338;O,O'-Dimethylobamegine;1-ISOTETRANDRINE;O,O'-Dimethylstepholine;16H-1,24:6,9-Dietheno-11,15-metheno-2H-pyrido(2',3':17,18)(1,11)dioxacycloeicosino(2,3,4-ij)isoquinoline, 3,4,4a,5,16a,17,18,19-octahydro-12,21,22,26-tetramethoxy-4,17-dimethyl-, (4aR,16aS)-;26137-48-4;Berbaman, 6,6',7,12-tetramethoxy-2,2'-dimethyl-, (1beta,1'beta)-;(+/-)-Isotetrandrine;Isotetrandrine, (+/-)-;1-Isotetrandrine, (+/-)-;CCRIS 6540;Isotetandrine;C38H42N2O6;C7WJK43784;Berbaman, 6,6',7,12-tetramethoxy-2,2'-dimethyl- (9CI);Berbaman, 6,6',7,12-tetramethoxy-2,2'-dimethyl-, (+/-)-;23495-90-1;BDBM50292468;NCI60_042171;FT-0603437;Berbaman,6',7,12-tetramethoxy-2,2'-dimethyl-;BERBAMAN, 6,6',7,12-TETRAMETHOXY-2,2'-DIMETHYL-, (1.BETA.,1'.BETA.)-

Chemical Property of 1-Isotetrandrine

Chemical Property:

• XLogP3: 6.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 622.30428706
• Heavy Atom Count: 46
• Complexity: 979

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1CCC2=CC(=C3C=C2C1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)CC6C7=C(O3)C(=C(C=C7CCN6C)OC)OC)OC)OC
• Isomeric SMILES: CN1CCC2=CC(=C3C=C2[C@H]1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)C[C@H]6C7=C(O3)C(=C(C=C7CCN6C)OC)OC)OC)OC

Technology Process of 1-Isotetrandrine

There total 38 articles about 1-Isotetrandrine 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: 45.2%

C38H43BrN2O6 → tetrandrine (477-57-6,518-34-3,1263-79-2,23495-89-8,23495-90-1,26137-48-4,26695-12-5,5990-67-0)

Guidance literature:

With copper(l) iodide; caesium carbonate; In N,N-dimethyl-formamide; for 60h; Reagent/catalyst; Solvent; Reflux; Inert atmosphere;

Reference yield:

dehatrine → (+)-isotetrandrine (477-57-6,518-34-3,1263-79-2,23495-89-8,23495-90-1,26137-48-4,26695-12-5,5990-67-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 mg / NaBH₄ / methanol / Ambient temperature

2: 1.) 35percent HCHO; 2.) NaBH₄ / 1.) MeOH, room temp., 10 min; 2.) MeOH, room temp., 2 h

With sodium tetrahydroborate; formaldehyd; In methanol;

DOI:10.1016/0031-9422(89)80062-7

Reference yield:

N-methylcoclaurine (1472-62-4) → (+)-isotetrandrine (477-57-6,518-34-3,1263-79-2,23495-89-8,23495-90-1,26137-48-4,26695-12-5,5990-67-0)

Guidance literature:

With tartaric acid; In water; for 168h; biosynthesis with young branches of Cocculus laurifolius DC;

DOI:10.1016/0040-4020(80)80107-4

upstream raw materials:

methanol

formaldehyd

(-)-2,2'-bisnorphaeanthine

Tetrandrin

Downstream raw materials:

tetrandrine

(-)-(R)-(N)-methylcoclaurine

secophaeanthine

pycmanilline