Allocryptopine

Base Information

• Chemical Name: Allocryptopine
• CAS No.: 485-91-6
• Molecular Formula: C21H23 N O5
• Molecular Weight: 369.417
• European Community (EC) Number: 207-626-5,622-215-4
• NSC Number: 645286,404531,148824
• UNII: EK27J8ROYB
• DSSTox Substance ID: DTXSID60871677
• Nikkaji Number: J12.568G
• Wikipedia: Allocryptopine
• Wikidata: Q15410229
• Pharos Ligand ID: 8L7SPTP9N7VU
• Metabolomics Workbench ID: 50894
• ChEMBL ID: CHEMBL520043
• Mol file: 485-91-6.mol

Synonyms:allo-cryptopine;allocryptopine

Chemical Property of Allocryptopine

Chemical Property:

• Vapor Pressure: 2.92E-12mmHg at 25°C
• Melting Point: 160～161℃
• Boiling Point: 552.7°Cat760mmHg
• PKA: 7.86±0.20(Predicted)
• Flash Point: 288.1°C
• PSA: 57.23000
• Density: 1.216g/cm³
• LogP: 2.78370
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly, Heated), Methanol (Slightly)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 369.15762283
• Heavy Atom Count: 27
• Complexity: 529

Purity/Quality:

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

Allocryptopine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC2=CC3=C(C=C2C(=O)CC4=C(C1)C(=C(C=C4)OC)OC)OCO3
• Description: This alkaloid from Thalictrum minus has been identified as a-Allocryptopine (q.v.).
• Uses: Allocryptopine is an alkaloid that displays antiparasitic, antiarrythmic, antithrombotic and anti-inflammatory activity.

Technology Process of Allocryptopine

There total 20 articles about Allocryptopine 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: 63.0%

dihydroallocryptopine (14358-63-5,93527-26-5) → allocryptopine (485-91-6,24240-04-8)

Guidance literature:

With sodium acetate; pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1002/ejoc.200500573

Reference yield: 1.4%

(+/-)-cis-N-methyl-7,8,13,13a-tetrahydroberberinium chloride (16211-68-0,24031-76-3,37791-14-3,57089-29-9,59895-76-0,85888-53-5,85888-54-6) → 12,13-dihydrochelerythrine (6880-91-7) + allocryptopine (485-91-6,24240-04-8)

Guidance literature:

In water; at 24 ℃; for 192h; incorporation experiment on Macleaya cordata in Murashige and Skoog's medium;

DOI:10.1002/hlca.19830660208

Reference yield: 0.4%

canadine (522-97-4,2086-96-6,5096-57-1,29074-38-2) → 12,13-dihydrochelerythrine (6880-91-7) + berberine iodide (4263-84-7) + allocryptopine (485-91-6,24240-04-8)

Guidance literature:

In water; at 24 ℃; for 144h; incorporation experiment on Macleaya cordata in Murashige and Skoog's medium;

DOI:10.1002/hlca.19830660208

upstream raw materials:

diazomethane

9-demethylallocryptopine

(14Z)-3,4-dimethoxy-6-methyl-5,6,7,8-tetrahydro-benzo[c][1,3]dioxolo[4',5':4,5]benzo[1,2-g]azecine 6-oxide

9,10,13a-trimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline

Downstream raw materials:

berberine

Refernces

• 1、 Valpuesta, Maria,Diaz, Amelia,Suau, Rafael,Torres, Gregorio. "From berbines to protopines: Regiocontrolled Hofmann elimination/ hydroboration/oxidation of N-substituted berbinium salts". . p. 964 - 971. Retrieved 2007/10/03.
• 2、 Ronsch. "Simple synthesis of the protopine alkaloids muramine and allocryptopine from tetrahydroprotoberberine derivatives". . p. 64 - 65. Retrieved 2007/10/02.