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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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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
Carmel M McDermott et al.
The Journal of physiology, 589(Pt 14), 3517-3532 (2011-05-25)
The dentate gyrus of the hippocampus is thought to control information flow into the rest of the hippocampus. Under pathological conditions, such as epilepsy, this protective feature is circumvented and uninhibited activity flows throughout the hippocampus. Many factors can modulate
Gregory P McLennan et al.
Journal of neurochemistry, 107(6), 1753-1765 (2008-11-19)
GTP binding regulatory protein (G protein)-coupled receptors can activate MAPK pathways via G protein-dependent and -independent mechanisms. However, the physiological outcomes correlated with the cellular signaling events are not as well characterized. In this study, we examine the involvement of
S Stevens Negus et al.
Psychopharmacology, 210(2), 149-159 (2010-01-27)
Selective, centrally acting kappa opioid agonists produce antinociception in a wide range of preclinical assays, but these compounds perform poorly as analgesics in humans. This discrepancy may be related to the behavioral depressant effects of kappa agonists. Kappa antagonists do
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
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