Dihydroergocornine

Base Information

• Chemical Name: Dihydroergocornine
• CAS No.: 25447-65-8
• Deprecated CAS: 17479-17-3,53176-61-7,5611-87-0
• Molecular Formula: C31H41 N5 O5
• Molecular Weight: 563.697
• European Community (EC) Number: 246-992-0
• UNII: IK4C1OC8NE
• DSSTox Substance ID: DTXSID1044013
• Nikkaji Number: J1.009J
• Wikipedia: Dihydroergocornine
• Wikidata: Q5276426
• NCI Thesaurus Code: C75936
• RXCUI: 3415
• Metabolomics Workbench ID: 60862
• ChEMBL ID: CHEMBL2365712
• Mol file: 25447-65-8.mol

Synonyms:Dihydroergocornine;Dihydroergocornine Mesylate;Dihydroergocornine Monomesylate;Ergocornine, 9,10-dihydro-;Mesylate, Dihydroergocornine;Monomesylate, Dihydroergocornine

Chemical Property of Dihydroergocornine

Chemical Property:

• Vapor Pressure: 2.6E-30mmHg at 25°C
• Melting Point: 185-187 °C (decomp)
• Boiling Point: 844.6°C at 760 mmHg
• PKA: pKa 6.99±0.02(H2O t=24 I≤0.01) (Uncertain)
• Flash Point: 464.6°C
• PSA: 118.21000
• Density: 1.38g/cm³
• LogP: 2.33510
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 563.31076943
• Heavy Atom Count: 41
• Complexity: 1120

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s): A reproductive hazard.
• Hazard Codes: A reproductive hazard.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1C(=O)N2CCCC2C3(N1C(=O)C(O3)(C(C)C)NC(=O)C4CC5C(CC6=CNC7=CC=CC5=C67)N(C4)C)O
• Isomeric SMILES: CC(C)[C@H]1C(=O)N2CCC[C@H]2[C@]3(N1C(=O)[C@](O3)(C(C)C)NC(=O)[C@@H]4C[C@H]5[C@@H](CC6=CNC7=CC=CC5=C67)N(C4)C)O
• Uses: 9,10-Dihydroergocornine is used as TAAR receptor agonist for treatment of alopecia.

Technology Process of Dihydroergocornine

There total 4 articles about Dihydroergocornine 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:

→ dihydroergocornine (25447-65-8)

Guidance literature:

With 1,4-dioxane; palladium; at 60 ℃; under 22065.2 Torr; Hydrogenation;

DOI:10.1002/hlca.19430260633

Reference yield:

→ 12'-hydroxy-2',5'-diisopropyl-9,10-dihydro-ergotamane-18,3',6'-trione (25447-65-8,76189-69-0)

Guidance literature:

9,10-Dihydro-lysergsaeure, (2R,5S,10aS,10bS)-2-Amino-3,6-dioxo-10b-hydroxy-2,5-diisopropyloctahydro-8H-oxazolo<3,2-a>pyrrolo<2,1-c>pyrazin*HCl/TFA-Anhydrid;

Reference yield:

→ 12'-hydroxy-2',5'α-diisopropyl-(8βH,10β)-9,10-dihydro-ergotamane-18,3',6'-trione (25447-65-8,76189-69-0) + 12'-hydroxy-2',5'α-diisopropyl-(8βH,10α)-9,10-dihydro-ergotamane-18,3',6'-trione (25447-65-8,76189-69-0)

Guidance literature:

With palladium; acetic acid; under 7355.08 - 18387.7 Torr; Hydrogenation;

DOI:10.1002/hlca.19460290315

Downstream raw materials:

(6-methyl-ergolin-8α-yl)-methanol

9,10-dihydrolysergol