9,10-ジデヒドロ-N,N-ジエチル-6-メチルエルゴリン-8β-カルボアミド 化学特性,用途語,生産方法
解説
C20H25N3O(323.43)．略称LSD．リセルグ酸とトリフルオロ酢酸の無水物にジエチルアミンを反応させると得られる．
"白色の結晶性粉末．融点80～85 ℃．[α]20D＋17°(ピリジン)．現存の幻覚薬中最強の作用を示し，中枢神経機能を変化させて，幻覚妄想，思考障害，感情の荒廃のような精神異常をもたらす．色彩に富んだ幻視が特徴で，時間と空間の感覚が障害される．また，セロトニン受容体に選択的なきっ抗作用を示す．わが国では麻薬取締法で規制されている．有効量は100 μg 程度．LD50 0.3 mg/kg(ウサギ，静注)．[CAS 50-37-3]
森北出版「化学辞典（第2版）
説明
Lysergic 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.
化学的特性
crystalline solid
使用
LSD 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.
定義
ChEBI: An ergoline alkaloid arising from formal condensation of lysergic acid with diethylamine.
一般的な説明
Prismatic crystals (from benzene). Tasteless and odorless. A hallucinogen.
反応プロフィール
An 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).
健康ハザード
LSD 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.
火災危険
Flash point data for LSD are not available; however LSD is probably combustible.
安全性プロファイル
Poison 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
環境運命予測
LSD 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.
9,10-ジデヒドロ-N,N-ジエチル-6-メチルエルゴリン-8β-カルボアミド 上流と下流の製品情報
原材料
準備製品