N-Demethyllysergic acid diethylamide

Base Information

• Chemical Name: N-Demethyllysergic acid diethylamide
• CAS No.: 35779-43-2
• Molecular Formula: C19H23N3O
• Molecular Weight: 309.411
• Hs Code.: 2933990090
• European Community (EC) Number: 636-865-1
• DSSTox Substance ID: DTXSID80189307
• Nikkaji Number: J494.154C
• Wikidata: Q63399972
• Pharos Ligand ID: 5Z5JUHJL2SDF
• ChEMBL ID: CHEMBL21343
• Mol file: 35779-43-2.mol

Synonyms:N-demethyllysergic acid diethylamide;N-demethyllysergic acid diethylamide, (8alpha)-isomer;N-demthyl-LSD

Chemical Property of N-Demethyllysergic acid diethylamide

Chemical Property:

• Appearance/Colour: orange-tan powder
• Vapor Pressure: 3.81E-12mmHg at 25°C
• Refractive Index: 1.657
• Boiling Point: 550 °C at 760 mmHg
• Flash Point: 286.4 °C
• PSA: 48.13000
• Density: 1.23 g/cm³
• LogP: 2.89260
• Storage Temp.: −20°C
• Solubility.: alcohol: soluble
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 309.184112366
• Heavy Atom Count: 23
• Complexity: 499

Purity/Quality:

99% ^*data from raw suppliers

NorlysergicAcidDiethylamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 23/24/25
• Safety Statements: 36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C(=O)C1CNC2CC3=CNC4=CC=CC(=C34)C2=C1
• Isomeric SMILES: CCN(CC)C(=O)[C@H]1CN[C@@H]2CC3=CNC4=CC=CC(=C34)C2=C1

Technology Process of N-Demethyllysergic acid diethylamide

There total 5 articles about N-Demethyllysergic acid diethylamide 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: 67.0%

lysergide (50-37-3) → 8β-6-norlysergic acid diethylamide (35779-43-2)

Guidance literature:

lysergide; With bromocyane;

With acetic acid; zinc; In water;

Reference yield: 61.0%

9,10-didehydro-N,N-diethyl-6-cyanoergoline-8β-carboxamide (35779-41-0) → 8β-6-norlysergic acid diethylamide (35779-43-2)

Guidance literature:

With zinc; In water; acetic acid; for 4h; Heating;

DOI:10.1021/jm00147a022

Reference yield:

9,10-didehydro-N,N-diethyl-6-cyanoergoline-8β-carboxamide (35779-41-0) → 8α-6-norlysergic acid diethylamide (71953-76-9) + 8β-6-norlysergic acid diethylamide (35779-43-2)

Guidance literature:

With acetic acid; zinc; at 100 ℃; for 3.5h; Yield given. Yields of byproduct given;

upstream raw materials:

9,10-didehydro-N,N-diethyl-6-cyanoergoline-8β-carboxamide

lysergide

Downstream raw materials:

N⁶-Ethyl-norlysergic acid diethylamide

N-PropylnorLSD

(6aR,9R)-7-Phenethyl-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline-9-carboxylic acid diethylamide

N-AllylnorLSD

Refernces

• 1、 -. "Reagents for lysergic acid diethylamide immunoassay". . . Retrieved 2008/06/13.
• 2、 Hoffman,Nichols. "Synthesis and LSD-like discriminative stimulus properties in a series of N(6)-alkyl norlysergic acid N,N-diethylamide derivatives". . p. 1252 - 1255. Retrieved 2007/10/02.