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Merck
CN

U103

U-69593

selective κ opioid receptor agonist, solid

别名:

(+)-(5α,7α,8β)-N-甲基-N-[7-(1-吡咯烷基)-1-氧杂螺[4,5]癸-8-基]苯乙酰胺, U69593

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关于此项目

经验公式（希尔记法）:
C22H32N2O2
化学文摘社编号:
96744-75-1
分子量:
356.50
MDL编号:
MFCD05664586
UNSPSC代码:
12352200
PubChem化学物质编号:
24278769
NACRES:
NA.77

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产品名称

U-69593, solid

表单

solid

质量水平

100

旋光性

[α]/D +7.8°, c = 0.825 in methanol(lit.)

颜色

white

溶解性

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 10 mg/mL
0.1 M HCl: >40 mg/mL
ethanol: >40 mg/mL
0.1 M NaOH: insoluble
H2O: insoluble

储存温度

2-8°C

SMILES字符串

CN([C@H]1CC[C@@]2(CCCO2)C[C@@H]1N3CCCC3)C(=O)Cc4ccccc4

InChI

1S/C22H32N2O2/c1-23(21(25)16-18-8-3-2-4-9-18)19-10-12-22(11-7-15-26-22)17-20(19)24-13-5-6-14-24/h2-4,8-9,19-20H,5-7,10-17H2,1H3/t19-,20-,22-/m0/s1

InChI key

PGZRDDYTKFZSFR-ONTIZHBOSA-N

基因信息

human ... OPRD1(4985), OPRK1(4986), OPRM1(4988)
mouse ... Oprk1(18387)
rat ... Oprd1(24613), Oprk1(29335), Oprm1(25601)

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相关类别

生化/生理作用

U-69593是一种选择性κ阿片受体激动剂。已知U-69593可通过使多巴胺的基础溢流正常化来抑制中肢多巴胺神经元中的可卡因敏化。

特点和优势

《受体分类和信号转导》手册的 阿片类药物受体页有该化合物的介绍。想要浏览手册的其他页面， 请单击此处。

制备说明

U-69593可溶于45% (w/v) 2-羟丙基-环糊精水溶液（10 mg/ml）、0.1 M HCl（>40 mg/ml）以及乙醇（>40 mg/ml）。然而，它不溶于0.1 M NaOH和水。

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

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000382428
0000382428
0000102364
0000073185
0000030456

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Lisa E Baker et al.
Psychopharmacology, 203(2), 203-211 (2009-01-21)
Research interests regarding the psychopharmacology of salvinorin A have been motivated by the recreational use and widespread media focus on the hallucinogenic plant, Salvia divinorum. Additionally, kappa opioid (KOP) receptor ligands may have therapeutic potential in the treatment of some
Xu Zhang et al.
Behavioural brain research, 236(1), 8-15 (2012-09-04)
Within a biopsychosocial model of pain, pain is seen as a conscious experience modulated by mental, emotional and sensory mechanisms. Recently, using a rodent visceral pain assay that combines the colorectal distension (CRD) model with the conditioned place avoidance (CPA)
Miriam Stoeber et al.
eLife, 9 (2020-02-26)
G protein-coupled receptors (GPCRs) signal through allostery, and it is increasingly clear that chemically distinct agonists can produce different receptor-based effects. It has been proposed that agonists selectively promote receptors to recruit one cellular interacting partner over another, introducing allosteric
Reagan L Pennock et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 31(1), 281-288 (2011-01-07)
Hypothalamic proopiomelanocortin (POMC) neurons release the endogenous opioid beta-endorphin and POMC neuron activity is inhibited by opioids, leading to the proposal that beta-endorphin acts to provide feedback inhibition. However, both intrinsic properties and synaptic inputs contribute to the regulation of
C A Heidbreder et al.
Neuroreport, 5(14), 1797-1800 (1994-09-08)
Repeated intermittent administration of cocaine (20 mg kg-1, i.p.) for 3 days dramatically increased basal dopamine (DA) overflow in the nucleus accumbens (ACB) 48 h after the final daily injection. This cocaine pretreatment also produced a significant increase in stereotypy
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