286583
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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关于此项目
经验公式（希尔记法）:
C11H14N2O
化学文摘社编号:
分子量:
190.24
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
210-153-7
Beilstein/REAXYS Number:
145587
MDL number:
产品名称
5-甲氧基色胺, 97%
InChI key
JTEJPPKMYBDEMY-UHFFFAOYSA-N
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
SMILES string
COc1ccc2[nH]cc(CCN)c2c1
assay
97%
form
solid
drug control
Új pszichoaktív anyag / New psychoactive substance (Hungary), 78/2022. (XII. 28.) BM rendelet
mp
121-123 °C (lit.)
functional group
amine
Quality Level
Gene Information
human ... HTR1A(3350), HTR2A(3356), HTR2C(3358)
rat ... Htr2a(29595), Htr2c(25187), Htr7(65032)
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Application
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
General description
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。
Packaging
无底玻璃瓶。内含物在插入的融合锥体内。
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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)
Anna Haduch et al.
Pharmacological research, 67(1), 53-59 (2012-10-27)
Brain serotonin has been implicated in the pathophysiology of a wide spectrum of psychiatric disorders, as well as in the mechanism of action of psychotropic drugs. The aim of present study was to identify rat cytochrome P450 (CYP) isoforms which
Jeff DeFalco et al.
Bioorganic & medicinal chemistry letters, 20(23), 7076-7079 (2010-10-23)
5-Benzyloxytryptamine 19 was found to act as an antagonist of the TRPM8 ion-channel. For example, 19 had an IC(50) of 0.34 μM when menthol was used as the stimulating agonist. Related commercially-available tryptamine derivatives showed diminished, or no antagonist activity
John M Corkery et al.
Progress in neuro-psychopharmacology & biological psychiatry, 39(2), 259-262 (2012-06-12)
5-MeO-DALT (N,N-diallyl-5-methoxytryptamine) is a psychoactive substance, sold primarily over the Internet as a 'research chemical' or 'plant food'. Although details for the synthesis of this tryptamine have been available since 2004, its use as a hallucinogenic drug has been reported
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