Palmatrubine

Base Information

• Chemical Name: Palmatrubine
• CAS No.: 16176-68-4
• Molecular Formula: C20H20 N O4
• Molecular Weight: 338.383
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID301347303
• Wikidata: Q110183799
• ChEMBL ID: CHEMBL3139798
• Mol file: 16176-68-4.mol

Synonyms:PALMATRUBINE;16176-68-4;Palmatrubin;Palmaturbine;2,3,10-trimethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium-9-ol;Berbinium, 7,8,13,13a-tetradehydro-9-hydroxy-2,3,10-trimethoxy-;CHEMBL3139798;SCHEMBL12904353;DTXSID301347303;HY-N2373;AKOS030573556;AC-34036;CS-0022553;FT-0776197;2,3,10-Trimethoxy-5,6-dihydrodibenzo[a,g]quinolizinium-9-ol;Dibenzo[a,g]quinolizinium, 5,6-dihydro-9-hydroxy-2,3,10-trimethoxy-

Chemical Property of Palmatrubine

Chemical Property:

• PSA: 51.80000
• LogP: 3.08180
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 338.13923312
• Heavy Atom Count: 25
• Complexity: 461

Purity/Quality:

98%min ^*data from raw suppliers

Palmatrubine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC(=C(C=C4CC3)OC)OC)O
• Uses: Palmatrubine is a novel inhibitor, a tetrahydroprotoberberine acting as an inhibitor of tissue factor procoagulant.

Technology Process of Palmatrubine

There total 5 articles about Palmatrubine 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: 90.0%

palmatine (3486-67-7) → palmatrubine (16176-68-4)

Guidance literature:

at 240 - 250 ℃; for 0.166667h; under 20 - 30 Torr; Thermolysis;

DOI:10.1016/S0223-5234(99)00127-0

Reference yield: 66.0%

C28H29NO6 → palmatrubine (16176-68-4)

Guidance literature:

C₂₈H₂₉NO₆; With methanesulfonyl chloride; triethylamine; In dichloromethane; at 20 ℃; for 6h;

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

Reference yield: 59.0%

palmatine chloride (10605-02-4,947153-64-2) → palmatrubine (16176-68-4)

Guidance literature:

at 190 ℃; for 7h; under 10 - 15 Torr;

upstream raw materials:

palmatine

palmatine chloride

Refernces

• 1、 -. "Method for synthesizing benzophenanthridine and protoberberine alkaloids through modular diversity regulation and control". . . Retrieved 2021/05/29.
• 2、 -. "Palmatine derivatives and application thereof to preparation of anti-alzheimer-disease medicament". Paragraph 0044; 0045. . Retrieved 2016/10/09.