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:
Assay:
97%
Form:
solid
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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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。
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
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
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)
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
Hyun-Ji Kim et al.
Combinatorial chemistry & high throughput screening, 11(4), 316-324 (2008-05-14)
Continuous identification and validation of novel drug targets require the development of rapid, reliable, and sensitive cell-based high-throughput screening (HTS) methods for proposed targets. Recently, the 5-HT(6) receptor (5-HT(6)R), a member of the class of recently discovered 5-HT receptors, has
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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