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Lysergic acid diethylamide

Lysergic acid diethylamide Basic information
Product Name:Lysergic acid diethylamide
Synonyms:10-didehydro-n,n-diethyl-6-methyl-(8beta)-ergoline-8-carboxamid;9,10-didehydro-n,n-diethyl-6-methyl-ergoline-8-beta-carboxamid;9,10-didehydro-n,n-diethyl-6-methyl-ergoline-8beta-carboxamid;9,10-Didehydro-N,N-diethyl-6-methyl-ergoline-8-beta-carboxamide;Cubes;Delysid;Dextrolysergic Acid diethylamide;Diethylamid kyseliny lysergove
CAS:50-37-3
MF:C20H25N3O
MW:323.44
EINECS:200-033-2
Product Categories:Amines;Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Isotope Labelled Compounds
Mol File:50-37-3.mol
Lysergic acid diethylamide Structure
Lysergic acid diethylamide Chemical Properties
Melting point 91-93?C
alpha D20 +17° (c = 0.5 in pyridine)
Boiling point 461.9°C (rough estimate)
density 1.1021 (rough estimate)
refractive index 1.6200 (estimate)
Fp 2℃
storage temp. −20°C
solubility Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Heated)
form Solid
pkapKa 7.5 (Uncertain)
color Pale Brown to Brown
Stability:Stable. Incompatible with strong oxidizing agents.
EPA Substance Registry SystemLysergide (50-37-3)
Safety Information
Hazard Codes T+,T,F,Xn
Risk Statements 26/27/28-40-36/38-23/25-36-20/21/22-11
Safety Statements 22-28-36-45-33-24-16-7-36/37-26
RIDADR UN 2811 6.1/PG 1
WGK Germany 3
RTECS KE4100000
Hazardous Substances Data50-37-3(Hazardous Substances Data)
ToxicityLD50 in mice, rats, rabbits (mg/kg): 46, 16.5, 0.3 i.v.
DEA Controlled SubstancesCSCN: 7310
CAS SCH: III
NARC: N
DEA Controlled SubstancesCSCN: 7310
CAS SCH: III
NARC: N
MSDS Information
ProviderLanguage
SigmaAldrich English
Lysergic acid diethylamide Usage And Synthesis
DescriptionLysergic acid diethylamide (LSD) is synthetically derived from the fungus, Claviceps purpuria. Several isomers of this compound exist, although only the D-isomer is considered active. LSD was first synthesized by Albert Hofmann in 1938 in a search for an analeptic drug. After finding its psychogenic activity, it was marketed by Sandoz laboratories under the name Delysid?. It was also reportedly used by the Central Intelligence Agency as a tool for interrogation. Due to its potential for ‘bad trips,’ ‘flashbacks,’ and potential risk for brain injury, LSD was banned federally in 1966 and is currently only used illicitly. LSD is chemically similar to other naturally occurring lysergamides found in multiple species of morning glory.
Chemical Propertiescrystalline solid
Historylysergic acid diethylamide(LSD) is a hallucinogenic drug that was first synthesized a Swiss scientist in the 1930s. During the Cold War, the CIA conducted clandestine experiments with LSD (and other drugs) for mind control, information gathering and other purposes. Over time, the drug became a symbol of the 1960s counterculture, eventually joining other hallucinogenic and recreational drugs at rave parties.
UsesPotent hallucinogen; non-selective serotonin receptor agonist. Has been used experimentally as adjunct in study and treatment of mental disorders. Controlled substance.
UsesLabelled Lysergide (L488010)
UsesLSD is obtained by partial synthesis fromD-lysergic acid. It is also produced bymicrobial reaction of Claviceps paspali overthe hydroxylethylamide. It is a well-knownhallucinogen and a drug of abuse, listed asa controlled substance in the U.S. Code ofFederal Regulations (Title 21, Part 1308.11,1987). It is used as an antagonist to serotoninand in the study and treatment of mentaldisorders.
DefinitionChEBI: An ergoline alkaloid arising from formal condensation of lysergic acid with diethylamine.
General DescriptionPrismatic crystals (from benzene). Tasteless and odorless. A hallucinogen.
Reactivity ProfileAn amide. Organic amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).
Health HazardLSD is a strong psychedelic agent. Theeffects in human are excitement, euphoria,hallucinations, and distorted perceptions.It alters the thinking process, producingillusions and loss of contact with reality.In humans, a dose (intramuscular)of 0.7–0.9 mg/kg or an oral dose of2.5–3.0 mg/kg may produce the effectsabove. Other symptoms may include nausea,vomiting, dilation of pupils, restlessness, andperipheral vascoconstriction. However, thereis no reported case of overdose death. In rabbits,somnolence, ataxia, and an increase inbody temperature were the symptoms notedat the LD50 (intravenous) doses at 0.3 mg/kg.
LD50 value, intravenous (mice): 46 mg/kg
LD50 value, subcutaneous (guinea pigs):16 mg/kg.
Fire HazardFlash point data for LSD are not available; however LSD is probably combustible.
Safety ProfilePoison by ingestion, subcutaneous, intraperitoneal, and intravenous routes. Mutation data reported. Human systemic effects by ingestion and intramuscular routes: euphoria, hallucinations, distorted perceptions, excitement, anorexia, nausea and vomiting. An experimental teratogen. Other experimental reproductive effects. Mutation data reported. A much-abused hallucinogen. A federally regulated substance. When heated to decomposition it emits toxic fumes of NOx
Environmental FateLSD may exist in the air or soil. In the air, LSD may be susceptible to photochemical reactions with subsequently induced radical analogs. Photolysis and oxidative degradation may occur with an airborne half-life of 18 min. LSD’s pKa of 7.8 will have a meaningful percentage of the drug in the cationic form allowing it to interact with soil.
Toxicity evaluationLSD’s mechanism of action is not completely understood. LSD’s hallucinogenic effects are secondary to its ability to increase central serotonin activity. LSD also stimulates both D1 and D2 dopamine receptors.
Lysergic acid diethylamide Preparation Products And Raw materials
Raw materialsErgoline-8-carboxamide,N,N-diethyl-6-methyl-, (8b)- (9CI)-->N-Cyanonor-LSD-->6-NORLYSERGIC ACID DIETHYLAMIDE
Preparation ProductsAL-LAD
Tag:Lysergic acid diethylamide(50-37-3) Related Product Information
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