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5-ヒドロキシ-1H-インドール-3-エタンアミン

5-ヒドロキシ-1H-インドール-3-エタンアミン 化学構造式
50-67-9
CAS番号.
50-67-9
化学名:
5-ヒドロキシ-1H-インドール-3-エタンアミン
别名:
セロトニン;3-(2-アミノエチル)-1H-インドール-5-オール;5-ヒドロキシトリプタミン;DS物質;トロムボシチン;トロンボシチン;5-ヒドロキシ-1H-インドール-3-(エタンアミン);アンテモビス;エンテラミン;5-ヒドロキシ-1H-インドール-3-エタンアミン;トロンボトニン;トロムボトニン
英語化学名:
5-Hydroxytryptamine
英語别名:
5-hta;antemoqua;antemovis;serotonin;substanzds;enteramine;hippophain;serotonine;substanceds;dssubstance
CBNumber:
CB6119335
化学式:
C10H12N2O
分子量:
176.22
MOL File:
50-67-9.mol

5-ヒドロキシ-1H-インドール-3-エタンアミン 物理性質

融点 :
167.5 °C
沸点 :
307.83°C (rough estimate)
比重(密度) :
1.1102 (rough estimate)
屈折率 :
1.7110 (estimate)
貯蔵温度 :
2-8°C
酸解離定数(Pka):
9.8(at 25℃)
外見 :
neat
BRN :
143524
CAS データベース:
50-67-9(CAS DataBase Reference)
EPAの化学物質情報:
Serotonin (50-67-9)
安全性情報
  • リスクと安全性に関する声明
  • 危険有害性情報のコード(GHS)
主な危険性  T
Rフレーズ  63-25
Sフレーズ  36/37-45
RIDADR  UN 2811 6.1 / PGIII
WGK Germany  3
国連危険物分類  IRRITANT
絵表示(GHS)
注意喚起語 Danger
危険有害性情報
コード 危険有害性情報 危険有害性クラス 区分 注意喚起語 シンボル P コード
H301 飲み込むと有毒 急性毒性、経口 3 危険 P264, P270, P301+P310, P321, P330,P405, P501
H361 生殖能または胎児への悪影響のおそれの疑い 生殖毒性 2 警告 P201, P202, P281, P308+P313, P405,P501
注意書き
P281 指定された個人用保護具を使用すること。
P301+P310 飲み込んだ場合:直ちに医師に連絡すること。

5-ヒドロキシ-1H-インドール-3-エタンアミン 価格 もっと(6)

メーカー 製品番号 製品説明 CAS番号 包装 価格 更新時間 購入
富士フイルム和光純薬株式会社(wako) W01COBQB-7575 5-ヒドロキシトリプタミン
5-Hydroxytryptamine
50-67-9 100mg ¥45000 2018-12-26 購入
富士フイルム和光純薬株式会社(wako) W01COBQB-7575 5-ヒドロキシトリプタミン
5-Hydroxytryptamine
50-67-9 250mg ¥79200 2018-12-26 購入
Sigma-Aldrich Japan 14927 セロトニン analytical standard
Serotonin analytical standard
50-67-9 25mg ¥18900 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01COBQB-7575 5-ヒドロキシトリプタミン
5-Hydroxytryptamine
50-67-9 5g ¥608400 2018-12-26 購入
富士フイルム和光純薬株式会社(wako) W01COBQB-7575 5-ヒドロキシトリプタミン
5-Hydroxytryptamine
50-67-9 1g ¥15000 2020-09-21 購入

5-ヒドロキシ-1H-インドール-3-エタンアミン 化学特性,用途語,生産方法

外観

わずかにうすい褐色~褐色、結晶~結晶性粉末

解説

5-hydroxytryptamine.C10H12N2O(176.22).ほ乳動物の腸,血小板,および中枢神経に分布する生理学的に重要なアミノ酸の一種.バナナ,アボカド,ナス,トマト,クルミなどの植物にも存在している.トリプトファンから生合成され,生体内ではクレアチン硫酸との錯体として存在する."ほ乳動物の消化器系,血管系,呼吸器系,神経系に対して多様な役割を担うことが知られている.たとえば,視床下部への神経伝達,血管の収縮,平滑筋収縮のような作用を示す.融点167~168 ℃(塩酸塩),215 ℃(クレアチン硫酸との錯体).pKa1 9.69±0.40,pKa2 10.31±0.10.[CAS 50-67-9]
森北出版「化学辞典(第2版)

用途

薬理研究、有機合成原料。

説明

Serotonin is the baby boomer of neurotransmitters: It was identified in the late 1940s, its adolescence was troubled and turbulent, it made the drug scene in the 1960s, and it nearly died of an overdose in the early 1970s. At one point, the remark was made that serotonin doesn't do anything. On reaching its middle years, serotonin has matured and become an important topic of study, a household name, and more complicated than ever. Serotonin has been associated with, among other things, anxiety, depression, schizophrenia, drug abuse, sleep, dreaming, hallucinogenic activity, headache, cardiovascular disorders, and appetite control, and it is now dabbling in acupuncture and transcendental meditation.
Serotonin was independently identified in the late 1940s by two groups of investigators: In the United States, it was called serotonin, whereas in Italy, it was called enteramine. Its total synthesis in the early 1950s confirmed that both substances were 5-hydroxytryptamine (5-HT ). Serotonin (5-HT ) was detected in numerous plant and animal species and, in the mid-1950s, was identified in the central nervous system (CNS) of animals. A neurotransmitter role was subsequently proposed for this substance. Later, 5-HT was implicated in a variety of central and peripheral physiologic actions. It seemed to be involved in vasoconstriction and vasodilation, regulation of body temperature, sleep, and hormonal regulation, and evidence suggested that it might be involved in depression. The structural similarity between 5-HT and the then recently discovered hallucinogenic agent (+)-lysergic acid diethylamide (LSD) intrigued investigators. This observation led to speculation that 5-HT might be involved in the mechanism of action of psychoactive substances and that it might play a seminal role in various mental disorders.

使用

neurotransmitter

定義

ChEBI: A primary amino compound that is the 5-hydroxy derivative of tryptamine.

生物学の機能

Serotonin (5-hydroxytryptamine, or 5HT) is present in the brain as well as in the periphery. In humans, about 90% of the total serotonin in the body is in enterochromaffin cells in the gastrointestinal tract; the remaining 10% occurs primarily in the platelets and brain. The physiological significance of the vast amounts of serotonin constantly synthesized and metabolized in the periphery still remains an enigma. Brain serotonin has been implicated as a potential neurotransmitter in the mediation of a wide variety of phenomena.

臨床応用

Initially, serotonin was thought to be a sleep-promoting neurotransmitter or an “antiwaking” agent. The recognition of the numerous 5-HT receptor subtypes, often with unique anatomical distribution, has required that a more complex role for serotonin be developed. Current studies indicate that conditions for sleep are now met when the serotoninergic system becomes inactive. The serotonin agonists for the 5-HT1 (via the 5-HT1A and 5-HT1B types at the hypothalamic level), 5-HT2, and 5-HT3 receptors cause wakefulness and inhibit sleep. Blockade of the 5-HT2 receptors (e.g., the 5-HT2 antagonist ritanserin) results in increased NREM sleep and inhibition of REM sleep. It has been proposed that the 5-HT1A and 5- HT2 may be involved in sleep by regulation of sleep-promoting substances in the hypothalamus. With the development of newer and more selective ligands for use in studying the numerous serotonin receptor subtypes, a better understanding of the role of serotonin in sleep will evolve.

代謝

The major route of metabolism for 5-HT is oxidative deamination by monoamine oxidase (MAO-A) to the unstable 5-hydroxyindole- 3-acetaldehyde, which is either reduced to 5-hydroxytryptophol (~15%) or oxidized to 5-hydroxyindole-3-acetic acid (~85%). In the pineal gland, 5-HT is acetylated by 5-HT N-acetyltransferase to N-acetylserotonin, which undergoes O-methylation by 5-hydroxyindole-O-methyltransferase to melatonin.

参考文献

Petrova, Men'shikov,J. Gen. Chern. USSR, 31,2413 (1961)

5-ヒドロキシ-1H-インドール-3-エタンアミン 上流と下流の製品情報

原材料

準備製品


5-ヒドロキシ-1H-インドール-3-エタンアミン 生産企業

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50-67-9(5-ヒドロキシ-1H-インドール-3-エタンアミン)キーワード:


  • 50-67-9
  • 5-Hydroxytryptamine,freebase
  • 3-(2-AMINOETHYL)-5-HYDROXYINDOLE(SEROTONIN)
  • 5-HYDROXYTRYPTAMINE 98%
  • 3-(2-aminoethyl)-1H-indol-5-ol hydrochloride
  • 3-(2-Aminoethyl)-5-oxyindole
  • 3-(2-azanylethyl)-1H-indol-5-ol
  • 3-(2-AMINOETHYL)INDOL-5-OL
  • 3-(2-AMINOETHYL)-5-HYDROXYINDOLE
  • 3-(2-AMINO-ETHYL)-1H-INDOL-5-OL
  • 5-HYDROXYTRYPTAMINE
  • AURORA KA-7815
  • 3-(2-aminoethyl)-indol-5-o
  • 3-(beta-aminoethyl)-5-hydroxyindole
  • 5-hta
  • 5-hydroxy-3-(beta-aminoethyl)indole
  • substanceds
  • substanzds
  • thrombotonin
  • SEROTONIN BASE
  • 1H-Indol-5-ol, 3-(2-aMinoethyl)-
  • antemoqua
  • antemovis
  • dssubstance
  • enteramine
  • hippophain
  • serotonin
  • serotonine
  • 2-(5-hydroxy-1H-indol-3-yl)ethylammonium
  • Serotonin Creatinine Sulfate Complex (5-Hydroxytryptamine) (Solution)
  • セロトニン
  • 3-(2-アミノエチル)-1H-インドール-5-オール
  • 5-ヒドロキシトリプタミン
  • DS物質
  • トロムボシチン
  • トロンボシチン
  • 5-ヒドロキシ-1H-インドール-3-(エタンアミン)
  • アンテモビス
  • エンテラミン
  • 5-ヒドロキシ-1H-インドール-3-エタンアミン
  • トロンボトニン
  • トロムボトニン
  • オータコイド
  • 放射線防護薬
  • 神経伝達物質
  • 生体アミン
  • 消化管ホルモン
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