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Substance Name: Lysergide [INN:BAN:DCF]
RN: 50-37-3
UNII: 8NA5SWF92O
InChIKey: VAYOSLLFUXYJDT-RDTXWAMCSA-N
Note
- Semisynthetic derivative of ergot (Claviceps purpurea). It has complex effects on serotonergic systems including antagonism at some peripheral serotonin receptors, both agonist and antagonist actions at central nervous system serotonin receptors, and possibly effects on serotonin turnover. It is a potent hallucinogen, but the mechanisms of that effect are not well understood.
Molecular Formula
- C20-H25-N3-O
Molecular Weight
- 323.4375
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
Classification Codes
- Central Nervous System Agents
- Drug / Therapeutic Agent
- Hallucinogens
- Human Data
- Mutation Data
- Neurotransmitter Agents
- Psychotropic Drugs
- Reproductive Effect
- Serotonin Agents
- Serotonin Antagonists
- Serotonin Receptor Agonists
Superlist Classification Code
- DEA Schedule I
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Links to Resources
NLM Resources (File Locators)
Regulatory Agencies (Superlist Locators)
Other Resources (Internet Locators)
Search for this InChIKey on the Web
Names and Synonyms
Name of Substance
- LSD
- Lysergic acid diethylamide
- Lysergide [INN:BAN:DCF]
MeSH Heading
- Lysergic acid diethylamide
Synonyms
- 4-25-00-00939 (Beilstein Handbook Reference)
- 9,10-Didehydro-N,N-diethyl-6-methyl-ergoline-8-beta-carboxamide
- Acid [Street Name]
- BRN 0094179
- Cubes [Street Name]
- D-Lsd
- D-Lysergic acid diethylamide
- Delysid
- Diethylamid kyseliny lysergove
- Diethylamid kyseliny lysergove [Czech]
- EINECS 200-033-2
- Ergoline-8-carboxamide, 9,10-didehydro-N,N-diethyl-6-methyl-, (8beta)-
- Ergoline-8beta-carboxamide, 9,10-didehydro-N,N-diethyl-6-methyl-
- Heavenly Blue [Street Name]
- HSDB 3920
- Lisergide
- Lisergide [DCIT]
- Lisergido
- Lisergido [INN-Spanish]
- LSD
- LSD (alkaloid)
- LSD-25
- Lysergamid
- Lysergamide, N,N-diethyl-
- Lysergaure diethylamid
- Lysergic acid diethylamide
- Lysergic acid diethylamide-25
- Lysergide
- Lysergidum
- Lysergidum [INN-Latin]
- Lysergsaeurediaethylamid
- Lysergsauerediaethylamid
- N,N-Diethyl-D-lysergamide
- N,N-Diethyllysergamide
- Pearly gates [Street Name]
- Royal Blue [Street Name]
- UNII-8NA5SWF92O
- Wedding bells [Street Name]
Systematic Names
- Ergoline-8-beta-carboxamide, 9,10-didehydro-N,N-diethyl-6-methyl-
- Ergoline-8-carboxamide, 9,10-didehydro-N,N-diethyl-6-methyl-, (8beta)-
- Lysergide
- N,N-Diethyllysergamide
Superlist Names
- DEA No. 7315
- Lysergic acid diethylamide
Registry Numbers
CAS Registry Number
- 50-37-3
FDA UNII
- 8NA5SWF92O
System Generated Number
- 0000050373
Structure Descriptors
InChI
InChI=1S/C20H25N3O/c1-4-23(5-2)20(24)14-9-16-15-7-6-8-17-19(15)13(11-21-17)10-18(16)22(3)12-14/h6-9,11,14,18,21H,4-5,10,12H2,1-3H3/t14-,18-/m1/s1InChIKey
VAYOSLLFUXYJDT-RDTXWAMCSA-NSmiles
CCN(CC)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
bird - wild | LD50 | oral | 1800ug/kg (1.8mg/kg) | Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972. | |
guinea pig | LD50 | subcutaneous | 16mg/kg (16mg/kg) | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 137, Pg. 375, 1962. | |
human | TDLo | intramuscular | 750ng/kg (0.00075mg/kg) | BEHAVIORAL: EUPHORIA BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" | Psychopharmacologia Vol. 3, Pg. 219, 1962. |
human | TDLo | oral | 700ng/kg (0.0007mg/kg) | BEHAVIORAL: EXCITEMENT | Journal of Pharmacology and Experimental Therapeutics. Vol. 120, Pg. 340, 1957. |
human | TDLo | oral | 857ng/kg (0.000857mg/kg) | GASTROINTESTINAL: NAUSEA OR VOMITING BEHAVIORAL: ANOREXIA (HUMAN BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" | Arzneimittel-Forschung. Drug Research. Vol. 16, Pg. 220, 1966. |
human | TDLo | oral | 2857ng/kg (0.002857mg/kg) | BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" | "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 356, 1969. |
mouse | LD50 | intraperitoneal | 50mg/kg (50mg/kg) | National Technical Information Service. Vol. AD277-689, | |
mouse | LD50 | intravenous | 46mg/kg (46mg/kg) | International Record of Medicine. Vol. 172, Pg. 702, 1959. | |
rabbit | LD50 | intravenous | 300ug/kg (0.3mg/kg) | Annals of the New York Academy of Sciences. Vol. 66, Pg. 668, 1957. | |
rabbit | LD50 | intravenous | 300ug/kg (0.3mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ATAXIA | Annals of the New York Academy of Sciences. Vol. 66, Pg. 668, 1957. |
rat | LD50 | intravenous | 16mg/kg (16mg/kg) | International Record of Medicine. Vol. 172, Pg. 702, 1959. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 82.5 | deg C | EXP | |
pKa Dissociation Constant | 7.8 | (none) | EXP | |
log P (octanol-water) | 2.95 | (none) | EXP | |
Water Solubility | 2.100 | mg/L | 25 | EST |
Vapor Pressure | 9.03E-10 | mm Hg | 25 | EST |
Henry's Law Constant | 1.53E-16 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 4.16E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.