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Merck
CN

286583

Sigma-Aldrich

5-甲氧基色胺

97%

别名:

2-(5-甲氧基吲唑-3-基)乙胺, 3-(2-氨基乙基)-5-甲氧基吲哚, 5-MOT, 5-甲氧基吲哚-3-乙胺, NSC 56422, 去乙酰褪黑素

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About This Item

经验公式(希尔记法):
C11H14N2O
CAS号:
分子量:
190.24
Beilstein:
145587
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

质量水平

方案

97%

表单

solid

mp

121-123 °C (lit.)

官能团

amine

SMILES字符串

COc1ccc2[nH]cc(CCN)c2c1

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

InChI key

JTEJPPKMYBDEMY-UHFFFAOYSA-N

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一般描述

5-甲氧色胺(一种褪黑素的代谢物)在人角质细胞中应对紫外B(UVB)的保护性作用已得到研究

应用

5-甲氧基色胺作为一种激动剂已被用于5-羟色胺1受体的药理作用研究中
用于制备以下物质的反应物:
  • shishijimicin A的咔啉二糖结构域
  • 褪黑激素类似物用于降低眼压
  • 5-HT4受体配体
  • 分选酶A和异柠檬酸裂解酶的抑制剂
  • 用于治疗缺血/再灌注(I/R)损伤的治疗剂
  • Aurora和表皮生长因子受体激酶抑制剂
  • 用于治疗人乳头瘤病毒感染的药剂
  • Manzamine类似物用于控制神经炎症和脑部感染
  • 促炎细胞因子的抑制剂
  • Tacrine-melatonin杂合物作为阿尔茨海默病的多功能药物

包装

无底玻璃瓶。内含物在插入的融合锥体内。

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Acute Tox. 4 Oral

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


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Amir Hanna-Elias et al.
European journal of medicinal chemistry, 44(7), 2952-2959 (2009-02-19)
Twenty-three indole-3-methanamines were designed, synthesized and evaluated as ligands for the 5-HT(4) receptor. Compounds I-d, I-j, I-o, I-q and I-u showed good affinity at 100 microM and I-o was found to be only 5-fold less potent than the agonists serotonin
Melatonin and its metabolites ameliorate ultraviolet B-induced damage in human epidermal keratinocytes.
Janjetovic Z, Nahmias ZP, Hanna S, et al.
Journal of Pineal Research, 57(1), 90-102 (2014)
Takayuki Nakagawa et al.
Journal of pharmacological sciences, 106(1), 2-8 (2008-01-17)
Psychostimulants including amphetamines and cocaine, opioids including morphine, and some recreational drugs share the ability to cause drug dependence and addiction. Although these drugs of abuse primarily act on distinct molecular targets, such as monoamine transporters or receptors, they finally
R Hardeland
Reproduction, nutrition, development, 39(3), 399-408 (1999-07-27)
Melatonin seems to be an almost ubiquitous substance, which has been detected not only in metazoans, but also in all major non-metazoan taxa investigated, including bacteria, dinoflagellates, euglenoids, trypanosomids, fungi, rhodophyceans, pheophyceans, chlorophyceans and angiosperms. Despite its vast abundance, little
Melissa M Martin et al.
Physiology & behavior, 105(2), 529-535 (2011-10-01)
Autistic spectrum disorders (ASDs) are classified as pervasive developmental disorders characterized by abnormalities in various cognitive and behavioral functions. Although exact underlying causes are still unknown, nearly 30% of autistic patients show elevated blood levels of serotonin (5-HT) and, therefore

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