リセルグ酸

リセルグ酸 化学特性,用途語,生産方法

解説

(8β)-9,10-didehydro-6-methylergoline-8-carboxylic acid．C16H16N2O2(268.31)．麦角アルカロイドの母体を構成する酸．麦角アルカロイド (エルゴメトリン，エルゴタミン，エルゴクリスチンなど) に共通な基本的構造をもつ物質。アルカリ加水分解により，8位の異性体であるイソリセルグ酸とともに得られる．融点238 ℃．[α]_D＋40°(ピリジン)．pKa 3.44，pKb 7.68．アルカリや炭酸ナトリウム水，塩酸に易溶，ピリジンに可溶，ほかの有機溶媒や水に難溶．リセルグ酸は，両異性体は酸，アルカリ処理でエノール形を経由して容易に相互転換できる．幻覚作用がある．麦角アルカロイドは交感神経遮断，血管収縮，子宮収縮などの作用をする。LD50 100 mg/kg(ウサギ，静注)．"

森北出版「化学辞典（第2版）

説明

A precursor of the semisynthetic ergot derivatives, but having no biological activity itself. It is subject to controls under the Controlled Substances Act of 1970 in the United States, since it is the immediate precursor for the synthesis of LSD. Lysergic acid is obtained by hydrolysis of ergot alkaloids, either obtained from grains infected with Claviceps or, more commonly, by fermentation in submerged culture.

化学的特性

beige to brown powder

使用

Labelled Lysergic acid. Lysergic acid and iso-lysergic acid are the main cleavage products formed on alkaline hydrolysis of the alkaloids which are characteristic of ergot. Potent hallucinogen; non-selective serotonin receptor agonist. Controlled substanc

定義

ChEBI: An ergoline alkaloid comprising 6-methylergoline having additional unsaturation at the 9,10-position and a carboxy group at the 8-position.

純化方法

It crystallises from water as a hydrate. The methyl ester crystallises from C6H6 and has m 168o; the amide [478-94-4] has m 242o(dec) (from MeOH) and []546 +15o (c 0.5, pyridine).The (-)-hydrochloride has m 208-210o(dec, from MeOH). [Kornfeld et al. J Am Chem Soc 7 6 5256 1954,Kornfeld et al. J Am Chem Soc 78 3087 1956, Beilstein 25 III/IV 934,]

リセルグ酸 上流と下流の製品情報

原材料

準備製品

82-58-6(リセルグ酸)キーワード:

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• 82-58-6
• lysergicacid
• 9,10-DIDEHYDRO-6-METHYL-ERGOLINE-8-CARBOXYLIC ACID
• D-LYSERGIC ACID HYDRATE 95%
• LYSERGIC ACID(9,10-DIDEHYDRO-6-METHYLERGOLINE-8-CARBOXYLIC ACID)
• 9,10-Didehydro-6-methylergoline-8-carboxylic
• Quinapril hydrochloride,(3S)-2-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid hydrochloride
• D-Lysergic acid hydrate,95%
• (6aR,9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxylic acid
• Lyserginezuur
• Ergoline-8-carboxylicacid, 9,10-didehydro-6-methyl-, (8b)-
• Ergoline Acid
• Ergoline-8-carboxylic acid, 9,10-didehydro-6-methyl-, (8β)-
• Lysergic
• (6aR,9R)-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxylic acid
• Ergometrine Maleate Impurity A
• Methylergometrine Maleate Impurity A
• Ergometrine Maleate EP Impurity A
• Methylergometrine Maleate EP Impurity A
• リセルグ酸
• リゼルグ酸
• d-リセルグ酸
• 9,10-ジデヒドロ-6-メチルエルゴリン-8β-カルボン酸
• (5β)-9,10-ジデヒドロ-6-メチルエルゴリン-8β-カルボン酸
• (+)-リゼルグ酸
• (+)-リセルグ酸
• (4R,7R)-6-メチル-6,11-ジアザテトラシクロ[7.6.1.02,7.012,16]ヘキサデカ-1(16),2,9,12,14-ペンタエン-4-カルボン酸