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Merck

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號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

化驗

97%

形狀

solid

mp

121-123 °C (lit.)

SMILES 字串

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 密鑰

JTEJPPKMYBDEMY-UHFFFAOYSA-N

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一般說明

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

應用

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

包裝

无底玻璃瓶。内含物在插入的融合锥体内。

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Acute Tox. 4 Oral

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

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)
Rut Vleugels et al.
PloS one, 8(5), e65052-e65052 (2013-06-07)
Serotonin (5-hydroxytryptamine, 5-HT) is known for its key role in modulating diverse physiological processes and behaviors by binding various 5-HT receptors. However, a lack of pharmacological knowledge impedes studies on invertebrate 5-HT receptors. Moreover, pharmacological information is urgently needed in
Brian J Prendergast
Endocrinology, 151(2), 714-721 (2009-12-08)
Environmental day length drives nocturnal pineal melatonin secretion, which in turn generates or entrains seasonal cycles of physiology, reproduction, and behavior. In mammals, melatonin (MEL) binds to a number of receptor subtypes including high-affinity (MT1 and MT2) and low-affinity (MT3
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

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