9,10-Dihydrolysergol

Base Information

• Chemical Name: 9,10-Dihydrolysergol
• CAS No.: 18051-16-6
• Molecular Formula: C16H20 N2 O
• Molecular Weight: 256.348
• European Community (EC) Number: 631-480-5
• UNII: I39LU14H83
• ChEMBL ID: CHEMBL290217
• DSSTox Substance ID: DTXSID20939343
• Nikkaji Number: J883.256K
• Wikidata: Q27280311
• Mol file: 18051-16-6.mol

Synonyms:9,10-dihydrolysergol;9,10-dihydrolysergol, (8alpha)-isomer;9,10-dihydrolysergol, (8alpha,10beta)-isomer;9,10-dihydrolysergol, (8beta)-isomer;dihydrolysergol-I

Chemical Property of 9,10-Dihydrolysergol

Chemical Property:

• Vapor Pressure: 1.08E-08mmHg at 25°C
• Melting Point: >265°C (dec)
• Boiling Point: 444.8°Cat760mmHg
• PKA: 14.87±0.10(Predicted)
• Flash Point: 222.8°C
• PSA: 39.26000
• Density: 1.205g/cm³
• LogP: 2.05810
• Storage Temp.: -20?C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly), Pyridine (Slightly)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 256.157563266
• Heavy Atom Count: 19
• Complexity: 348

Purity/Quality:

99% ^*data from raw suppliers

9,10-Dihydrolysergol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CC(CC2C1CC3=CNC4=CC=CC2=C34)CO
• Isomeric SMILES: CN1C[C@@H](C[C@H]2[C@H]1CC3=CNC4=CC=CC2=C34)CO
• Uses: A O-acylated derivative of Lysergol and Dehydrolysergol-I; partial agonist and antagonist at 5-HT2A, 5-HT2C and 5-HT1B receptors, and at a1-andrenergic receptors A O-acylated derivative of Lysergol and Dehydrolysergol-I; partial agonist and antagonist at 5-HT2A, 5-HT2C and 5-HT1B receptors, and at α1-andrenergic receptors.

Technology Process of 9,10-Dihydrolysergol

There total 17 articles about 9,10-Dihydrolysergol 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: 97.0%

lysergol (602-85-7) → 9,10-dihydrolysergol (18051-16-6,1349-51-5)

Guidance literature:

With hydrogen; 5%-palladium/activated carbon; In N,N-dimethyl-formamide; at 50 - 60 ℃; under 2068.65 - 2585.81 Torr;

Reference yield: 86.0%

elymoclavine (548-43-6) → 9,10-dihydrolysergol (18051-16-6,1349-51-5)

Guidance literature:

With methanol; nickel; In 1,4-dioxane; Heating;

Reference yield: 82.0%

9,10-dihydrolysergic acid methyl ester (3006-19-7,5143-94-2,35470-53-2,77842-02-5,87247-99-2,96648-31-6,96648-32-7) → 9,10-dihydrolysergol (18051-16-6,1349-51-5)

Guidance literature:

With sodium tetrahydroborate; In methanol; for 2h; Heating;

DOI:10.1248/cpb.42.1463

upstream raw materials:

dihydroergocornine

9,10-dihydrolysergic acid methyl ester

elymoclavine

lysergol

Downstream raw materials:

2-((6aR,9R,10aR)-7-Methyl-4,6,6a,7,8,9,10,10a-octahydro-indolo[4,3-fg]quinolin-9-ylmethyl)-isoindole-1,3-dione

1-(6-Methylergolin-8β-ylmethyl)-2-phenylimidazole

(5R,8R,10R)-6-methyl-8-(1,2,4-triazol-1-ylmethyl)ergoline

ethyl 5-methyl-1-(6-methylergolin-8β-ylmethyl)-4-imidazolecarboxylate

Refernces

• 1、 Mantegani, Sergio,Brambilla, Enzo,Caccia, Carla,Damiani, Gabriele,Fornaretto, Maria Gioia,McArthur, Robert A.,Varasi, Mario. "Serotonergic ergoline derivatives". . p. 1117 - 1122. Retrieved 2007/10/03.
• 2、 Ohno,Adachi,Koumori,Mizukoshi,Nagasaka,Ichihara,Kato -. "Synthesis and structure-activity relationships of new (5R,8R,10R)-ergoline derivatives with antihypertensive or dopaminergic activity". . p. 1463 - 1473. Retrieved 2007/10/02.