(R)-Canadine

Base Information

Chemical Name:(R)-Canadine
CAS No.:2086-96-6
Deprecated CAS:34174-53-3
Molecular Formula:C₂₀H₂₁NO₄
Molecular Weight:339.391
Hs Code.:
UNII:MB5J6D245F
DSSTox Substance ID:DTXSID301313477
Nikkaji Number:J9.574E
Wikidata:Q27102853
Pharos Ligand ID:29KN8NHFP964
Metabolomics Workbench ID:51169
ChEMBL ID:CHEMBL476501
Mol file:2086-96-6.mol

Synonyms:canadine;canadine hydrochloride;canadine, (+-)-isomer;canadine, (R)-isomer;canadine, (S)-isomer;tetrahydroberberine

Suppliers and Price of (R)-Canadine

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

TRC
(R)-(+)-Canadine
1g
$ 1355.00

Medical Isotopes, Inc.
(R)-(+)-Canadine
100 mg
$ 640.00

Total 4 raw suppliers

Chemical Property of (R)-Canadine

Chemical Property:

Melting Point:132°
Storage Temp.:Refrigerator
Solubility.:Chloroform (Slightly), Methanol (Slightly, Heated)
XLogP3:3.1
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:2
Exact Mass:339.14705815
Heavy Atom Count:25
Complexity:488

Purity/Quality:

99% ^*data from raw suppliers

(R)-(+)-Canadine ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:COC1=C(C2=C(CC3C4=CC5=C(C=C4CCN3C2)OCO5)C=C1)OC
Isomeric SMILES:COC1=C(C2=C(C[C@@H]3C4=CC5=C(C=C4CCN3C2)OCO5)C=C1)OC
Uses (R)-(+)-Canadine is a protoberberine alkaloid with central depressant action and adenylate cyclase inhibitor activity.

Technology Process of (R)-Canadine

There total 63 articles about (R)-Canadine 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: 98.5%

: 74203-90-0
(-)-canadine HCl

: 522-97-4,2086-96-6,5096-57-1,29074-38-2
canadine

Guidance literature:: With sodium hydroxide;
DOI:10.1016/S0040-4020(01)85104-8

Reference yield: 95.0%

: 483-15-8
7,8-dihydroberberine

: 522-97-4,2086-96-6,5096-57-1,29074-38-2
canadine

Guidance literature:: With bis(1,5-cyclooctadiene)diiridium(I) dichloride; hydrogen; 1,1'-bis{(S)-4,5-dihydro-3H-binaphtho[1,2-C:2',1'-e]phosphino}ferrocene; acetic acid; potassium bromide; In dichloromethane; at 20 ℃; for 100h; under 45603.1 Torr; Catalytic behavior; Autoclave;

Reference yield: 53.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 1356336-77-0
(1S)-1-[3,4-dimethoxy-2-(S)-p-tolylsulfinyl]benzyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline

: 522-97-4,2086-96-6,5096-57-1,29074-38-2
canadine

Guidance literature:: formaldehyd; (1S)-1-[3,4-dimethoxy-2-(S)-p-tolylsulfinyl]benzyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline; With trifluoroacetic acid; In toluene; at 140 ℃; for 0.5h; Microwave irradiation;

With sodium hydroxide; In water; pH=8;
DOI:10.1016/j.tet.2011.11.046