Norlysergic Acid Diethylamide - CAS 35779-43-2
Catalog: |
BB058681 |
Product Name: |
Norlysergic Acid Diethylamide |
CAS: |
35779-43-2 |
Synonyms: |
6-Demethyl-LSD; 6-Nor-LSD; 6-Norlysergic Acid Diethylamide; D-(N6-Demethyl)lysergic Acid Diethylamide; N-Demethyl-LSD; N6-Demethyllysergic Acid Diethylamide; 9,10-Didehydro-N,N-diethylergoline-8β-carboxamide; (8β)-9,10-Didehydro-N,N-diethylergoline-8-carboxamide |
IUPAC Name: | (6aR,9R)-N,N-diethyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxamide |
Description: | Norlysergic Acid Diethylamide is a structure analog of Lysergic Acid Diethylamide with possible hallucinogenic effects. |
Molecular Weight: | 309.41 |
Molecular Formula: | C19H23N3O |
Canonical SMILES: | CCN(CC)C(=O)C1CNC2CC3=CNC4=CC=CC(=C34)C2=C1 |
InChI: | InChI=1S/C19H23N3O/c1-3-22(4-2)19(23)13-8-15-14-6-5-7-16-18(14)12(10-20-16)9-17(15)21-11-13/h5-8,10,13,17,20-21H,3-4,9,11H2,1-2H3/t13-,17-/m1/s1 |
InChI Key: | SUXLVXOMPKZBOV-CXAGYDPISA-N |
Melting Point: | >107°C (dec.) |
Solubility: | DMSO (Slightly), Methanol (Slightly), Pyridine (Slightly) |
Appearance: | Pale Pink to Light Red Solid |
Storage: | -20°C, Hygroscopic |
References: | Li, Z.Y., et al. Bioconjugate. Chem., 8, 896 (1997); McNally, A. J. et al. J. Anal. Toxicol., 20, 404 (1996). |
GHS Hazard Statement: | H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral] |
Precautionary Statement: | P261, P264, P270, P271, P280, P301+P316, P302+P352, P304+P340, P316, P321, P330, P361+P364, P403+P233, P405, and P501 |
Signal Word: | Danger |
Publication Number | Title | Priority Date |
US-11034751-B1 | Methods and compositions for treating cancer using serotonin receptor inhibitors | 20180130 |
AU-2006254395-A1 | Ergoline derivatives and their use as chemokine receptor ligands | 20050531 |
AU-2006254395-B2 | Ergoline derivatives and their use as chemokine receptor ligands | 20050531 |
CA-2608702-A1 | Ergoline derivatives and their use as chemokine receptor ligands | 20050531 |
CA-2608702-C | Ergoline derivatives and their use as chemokine receptor ligands | 20050531 |
EP-1893611-A1 | Ergoline derivatives and their use as chemokine receptor ligands | 20050531 |
KR-20080013971-A | Ergoline Derivatives and Uses thereof as Chemokine Receptor Ligands | 20050531 |
US-2009018127-A1 | Ergoline Derivatives | 20050531 |
US-7666877-B2 | Ergoline derivatives | 20050531 |
WO-2006128658-A1 | Ergoline derivatives and their use as chemokine receptor ligands | 20050531 |
PMID | Publication Date | Title | Journal |
19783143 | 20091101 | Special ergolines are highly selective, potent antagonists of the chemokine receptor CXCR3: discovery, characterization and preliminary SAR of a promising lead | Bioorganic & medicinal chemistry letters |
15962942 | 20050601 | Prediction of genotoxicity of chemical compounds by statistical learning methods | Chemical research in toxicology |
Complexity: | 499 |
Compound Is Canonicalized: | Yes |
Covalently-Bonded Unit Count: | 1 |
Defined Atom Stereocenter Count: | 2 |
Defined Bond Stereocenter Count: | 0 |
Exact Mass: | 309.184112366 |
Formal Charge: | 0 |
Heavy Atom Count: | 23 |
Hydrogen Bond Acceptor Count: | 2 |
Hydrogen Bond Donor Count: | 2 |
Isotope Atom Count: | 0 |
Monoisotopic Mass: | 309.184112366 |
Rotatable Bond Count: | 3 |
Topological Polar Surface Area: | 48.1Ų |
Undefined Atom Stereocenter Count: | 0 |
Undefined Bond Stereocenter Count: | 0 |
XLogP3: | 2.5 |
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