5-Methoxytryptamine (HCID 1833)

概要

5-methoxytryptamine is a member of the class of tryptamines that is the methyl ether derivative of serotonin. It has a role as a 5-hydroxytryptamine 2B receptor agonist, a 5-hydroxytryptamine 2C receptor agonist, a 5-hydroxytryptamine 2A receptor agonist, an antioxidant, a serotonergic agonist, a neuroprotective agent, a radiation protective agent, a mouse metabolite, a cardioprotective agent and a human metabolite. It is a member of tryptamines, an aromatic ether and a primary amino compound. It is functionally related to a serotonin. It is a conjugate base of a 5-methoxytryptamine(1+).

名称と識別子

優先名称: 5-Methoxytryptamine
IUPAC: 2-(5-methoxy-1H-indol-3-yl)ethanamine
現地名: 5-メトキシトリプタミン
英語名: 5-Methoxytryptamine
分子式: C11H14N2O
分子量: 190.24

名称と別名

5-METHOXYTRYPTAMINE608-07-12-(5-Methoxy-1H-indol-3-yl)ethanamineMethoxytryptamineO-Methylserotonin3-(2-Aminoethyl)-5-methoxyindole5MOT1H-Indole-3-ethanamine, 5-methoxy-5-Mot2-(5-Methoxy-1H-Indol-3-Yl)Ethan-1-Amine5-MeOT5-methoxy-1H-indole-3-ethanamine

名称をさらに表示

5-メトキシトリプタミン3-(2-アミノエチル)-5-メトキシ-1H-インドール2-(5-メトキシ-1H-インドール-3-イル)エタンアミン5-メトキシ-3-(2-アミノエチル)-1H-インドール5-メトキシ-1H-インドール-3-エタン-1-アミン5-メトキシ-1H-インドール-3-(エタンアミン)メトキシトリプタミンO-メチルセロトニン5-メトキシ-1H-インドール-3-エタンアミン3-(2-アミノエチル)-5-メトキシインドールO-メチルソロトニン5‐メトキシトリプタミンメトキシトリプタミン, 5-(2-(5-メトキシ-1H-インドール-3-イル)エチル)アミン2-(5-メトキシ-1H-インドール-3-イル)エタン-1-アミン2-(5-メトキシ-1H-インドール-3-イル)エチルアミン5-メトキシ-1H-インドール3-エタンアミン5-Methoxyindoleacetate2-(5-methoxy-1H-indol-3-yl)acetic acidMEXAMINEMelatonin Related CoMpound AMEXAMINE HYDROCHLORIDE5-METHOXYTRYPTAMINE HCL5-methoxy-1h-indole-3-ethanamin

3VMW6141KCDTXSID60209638NSC-56422CHEBI:20895 MethoxytryptamineMeksamineRefChem:103077DTXCID10132129

データベース識別子

CAS: 608-07-1
PubChem CID: 1833
DTXSID: DTXSID60209638
ChEMBL: CHEMBL8165
ChEBI: CHEBI:2089
UNII: 3VMW6141KC
EC Number: 210-153-7
Nikkaji: J7.009B

物性

構造計算による物性

XLogP: 0.5
極性表面積: 51 Å²
水素結合供与体数: 2
水素結合受容体数: 2
回転可能結合数: 3
重原子数: 14
形式電荷: 0
複雑度: 186

実験および物理化学的性質

Melting Point121.5 °C

Physical DescriptionSolid

Collision Cross Section · 3 件

143.3 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

142.7 Å² [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

141.18 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

物理化学的性質

融点: 121 · 121-123 °C (lit.)
沸点: 325.75 °C · 325.75°C (rough estimate)
比重(密度): 1.0815 · 1.0815 (rough estimate)
屈折率: 1.57 · 1.5700 (estimate)
貯蔵温度: 2 · 2-8°C
溶解性: クロロホルム（微量）、メタノール（微量）
酸解離定数(Pka): 16.91 · 16.91±0.30(Predicted)
外見: 結晶性
色: 白い
Merck: 13 · 13,6032
BRN: 145587 · 145587
InChI: InChI=1S/C11H14N2O/c1-14-9-2-3-11-10(6-9)8(4-5-12)7-13-11/h2-3,6-7,13H,4-5,12H2,1H3
InChIKey: JTEJPPKMYBDEMY-UHFFFAOYSA-N
SMILES: N1C2=C(C=C(OC)C=C2)C(CCN)=C1
CAS データベース: 608 · 608-07-1(CAS DataBase Reference)
NISTの化学物質情報: 5 · 5-Methoxytryptamine(608-07-1)

化学的性質

化学的特性White to tan crystalline powder

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 2% (1 of 49) of reports.

Warning

H302 (95.9%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 49 reports by companies from 5 notifications to the ECHA C&L Inventory.

危険有害性情報

Regulatory InformationStatus: Active Update: 09-06-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/19684

Hazard Classes and CategoriesAcute Tox. 4 (95.9%)

安全データ

F: 8
wgk: 3
rtecs: NL4110000
毒性: LD50 intraperitoneal in mouse: 176mg/kg
hs_code: 29339900
risk_code: 22-36/37/38-20/21/22
hazard_code: Xn
safety_code: 36-26
Hazard Classifications: Acute Tox. 4 Oral
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

Metabolism/Metabolites5-methoxytryptamine has known human metabolites that include serotonin.

Tissue LocationsPlatelet

応用分野 · 4 件

用途有機合成原料。

説明5-Methoxytryptamine (5-MT), also known as mexamine, is a tryptamine derivative closely related to the neurotransmitters serotonin and melatonin. 5-MT has been shown to occur naturally in the body in low levels.It is biosynthesized via the deacetylation of melatonin in the pineal gland.The protective effect of 5-methoxytryptamine (a metabolite of melatonin) in human keratinocytes against ultraviolet B (UVB) radiation was studied.Melatonin and its metabolites ameliorate ultraviolet B-induced damage in human epidermal keratinocytes.

使用5-Methoxytryptamine (Mexamine, Methoxytryptamine) is a tryptamine derivative that is closely related to the neurotransmitter Melatonin (M215000) and Serotonin (S274980). It acts as a full agonist at the 5-HT1, 5-HT2, 5-HT4, 5-HT6, and 5-HT7 receptors but has no affinity for the 5-HT3 receptor.

一般的な説明The protective effect of 5-methoxytryptamine (a metabolite of melatonin) in human keratinocytes against ultraviolet B (UVB) radiation was studied.

上流・下流製品情報

下流製品

3,4-ジヒドロ-6-メトキシ-β-カルボリン-1(2H)-オン 6-メトキシ-1,2,3,4-テトラヒドロ-9H-ピリド[3,4-b]インドール 1-フェニル-6-メトキシ-1,2,3,4-テトラヒドロ-β-カルボリン 6-メトキシ-1,2,3,4-テトラヒドロ-9H-ピリド[3,4-b]インドール-1-カルボン酸 N-(2-nitrophenyl)-5-methoxytryptamine 2-クロロ-N-[2-(5-メトキシ-1H-インドール-3-イル)エチル]アセトアミドメラトニン

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梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

黄冈赛康药业有限公司[email protected]

補足説明 · 1 件

定義ChEBI: 5-methoxytryptamine is a member of the class of tryptamines that is the methyl ether derivative of serotonin. It has a role as a serotonergic agonist, a human metabolite, a mouse metabolite, a 5-hydroxytryptamine 2A receptor agonist, a 5-hydroxytryptamine 2C receptor agonist, a 5-hydroxytryptamine 2B receptor agonist, an antioxidant, a radiation protective agent, a neuroprotective agent and a cardioprotective agent. It is a member of tryptamines, an aromatic ether and a primary amino compound. It derives from a serotonin. It is a conjugate base of a 5-methoxytryptamine(1+).