Lysergic acid ethylamide

Base Information

• Chemical Name: Lysergic acid ethylamide
• CAS No.: 478-99-9
• Molecular Formula: C18H21N3O
• Molecular Weight: 295.42
• UNII: 72370WPF0J
• DSSTox Substance ID: DTXSID20963946
• Nikkaji Number: J47.038D
• Wikipedia: LAE-32
• Mol file: 478-99-9.mol

Synonyms:Deethyl-LSD;Lysergic acid ethylamide;478-99-9;N-Ethyllysergamide;Lysergamide, N-ethyl-;72370WPF0J;D-Lysergic acid monoethylamide;(6aR,9R)-N-ethyl-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxamide;(6aR,9R)-N-ethyl-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide;Lysergic acid monoethylamide;UNII-72370WPF0J;SCHEMBL670696;DTXSID20963946;9,10-Didehydro-N-ethyl-6-methylergoline-8-beta-carboxamide;Ergoline-8-beta-carboxamide, 9,10-didehydro-N-ethyl-6-methyl-;AKOS040751512;Q63395385;ERGOLINE-8-.BETA.-CARBOXAMIDE, 9,10-DIDEHYDRO-N-ETHYL-6-METHYL-

Chemical Property of Lysergic acid ethylamide

Chemical Property:

• Vapor Pressure: 2.62E-13mmHg at 25°C
• Refractive Index: 1.5855 (estimate)
• Boiling Point: 576.9°Cat760mmHg
• Flash Point: 302.7°C
• PSA: 48.13000
• Density: 1.25g/cm³
• LogP: 2.50250
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 295.168462302
• Heavy Atom Count: 22
• Complexity: 489

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCNC(=O)C1CN(C2CC3=CNC4=CC=CC(=C34)C2=C1)C
• Isomeric SMILES: CCNC(=O)[C@H]1CN([C@@H]2CC3=CNC4=CC=CC(=C34)C2=C1)C
• Use Description: 9,10-Didehydro-N-ethyl-6-methylergoline-8β-carboxamide is a chemical compound with limited but significant applications. In the field of pharmaceutical research, it serves as a precursor and intermediate in the synthesis of ergoline derivatives and related compounds. Its role is crucial in the development of novel medications and research chemicals, particularly those targeting neurological and psychiatric disorders. Researchers use this compound as a building block to create molecules with potential therapeutic properties. Additionally, it plays a role in the field of analytical chemistry, where it can be employed as a reference standard for the identification and quantification of related substances in drug formulations, ensuring quality control and regulatory compliance. While its applications are relatively niche, its importance lies in advancing drug discovery, chemical research, and the potential development of treatments for various medical conditions.

Technology Process of Lysergic acid ethylamide

There total 3 articles about Lysergic acid ethylamide 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: 22.0%

lysergide (50-37-3) → Lysergic acid ethylvinylamide (65527-59-5) + lysergic acid ethyl-2-hydroxyethylamide (65527-58-4) + lysergic acid ethylamide (478-99-9)

Guidance literature:

In methanol; mycelium and spore of Streptomyces roseochromogenes;

Reference yield:

lysergic acid-azide; hydrochloride + ethylamine (75-04-7,85404-22-4) → 6-methyl-9,10-didehydro-ergoline-8-carboxylic acid ethylamide (53543-74-1) + (-)-lysergic acid ethylamide (478-99-9,53543-74-1)

Guidance literature:

With diethyl ether;

DOI:10.1002/hlca.19550380207

Reference yield:

→ lysergic acid ethylamide (478-99-9)

Guidance literature:

Lysergsaeure, C2H5NH2, Hexamethyl-phosphoryl-amid, TsCl;

upstream raw materials:

ethylamine

lysergide

Downstream raw materials:

N-Ethyl-d-1-methyllysergamid

Refernces