トリプタミン 化学特性,用途語,生産方法
外観
うすい褐色～褐色, 結晶性粉末又は粉末
説明
Tryptamine is an indole alkaloid and intermediate in the biosynthesis of serotonin and the phytohormone melatonin in plants. It increases the levels of the terpenoid indole alkaloids ajmalicine, strictosidine, and catharanthine in cultures of
C. roseus. Tryptamine is also a product of tryptophan metabolism in mammals. Tryptamine derivatives have been synthetically produced as hallucinogenic drugs of abuse that act on the serotonergic system.
化学的特性
Tryptamine is a biogenic imine derived from the decarboxylation of tryptophan. It is a white to orange crystalline Powder, melting point 118°C (decomposition at 145-146°C). Soluble in ethanol and acetone, almost insoluble in ether, benzene, chloroform and water.
使用
Tryptamine is a monoamine alkaloid found in plants. Tryptamine is commonly used in the preparation of biologically active compounds such as neurotransmitters and psychedelics.
定義
ChEBI: Tryptamine is an aminoalkylindole consisting of indole having a 2-aminoethyl group at the 3-position. It has a role as a human metabolite, a plant metabolite and a mouse metabolite. It is an aminoalkylindole, an indole alkaloid, an aralkylamino compound and a member of tryptamines. It is a conjugate base of a tryptaminium.
製造方法
Tryptamine, a monoamine alkaloid containing an indole ring structure is derived by the decarboxylation of amino acid tryptophan.
The synthesis of tryptamines is typically conducted following a classic route starting with a Mannich reaction of an indole heterocycle, followed by quaternization of the amine, nucleophilic substitution with highly toxic cyanide and final reduction.
一般的な説明
Tryptamines which are usually found in plants, fungi, animals, etc. are categorized under the monoamine alkaloids class of compounds.
純化方法
Crystallise tryptamine from *benzene, Et2O (m 114o) or pet ether (m 118o). It has UV: 222n 276, 282 and 291nm (EtOH) and max 226, 275, 281 and 290nm (HCl). [Beilstein 22 II 346, 22 III/IV 4319, 22/10 V 45.]
トリプタミン 上流と下流の製品情報
原材料
準備製品
(3α,16α)-エブルナメニン
2,3,4,9-テトラヒドロ-1H-ピリド[3,4-b]インドール
N,N-ジメチル-1H-インドール-3-エタンアミン
ビンカミン
N-(p-クマロイル)セロトニン
1-(トリフルオロメチル)-1H,2H,3H,4H,9H-ピリド[3,4-b]インドール
N-メチル-N-イソプロピルトリプタミン
(20α)-16,17-ジデヒドロ-19α-メチル-18-オキサヨヒンバン-16-カルボン酸メチル
3-エチル-1H-インドール
2-cyano-N-[2-(1H-indol-3-yl)ethyl]acetamide
N-(2-INDOL-3-YLETHYL)(4-METHYLPHENYL)FORMAMIDE
N-(2-INDOL-3-YLETHYL)-3-PHENYLPROP-2-ENAMIDE