U106
(−)-cis-(1S,2R)-U-50488 tartrate
solid
别名:
(−)-(1S,2R)-cis-3,4-Dichloro-N-methyl-N-[2-(1-pyrrolidinyl)cyclohexyl]benzeneacetamide tartrate
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关于此项目
经验公式（希尔记法）:
C19H26Cl2N2O · C4H6O6
化学文摘社编号:
分子量:
519.42
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
InChI
1S/C19H26Cl2N2O.C4H6O6/c1-22(19(24)13-14-8-9-15(20)16(21)12-14)17-6-2-3-7-18(17)23-10-4-5-11-23;5-1(3(7)8)2(6)4(9)10/h8-9,12,17-18H,2-7,10-11,13H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/t17-,18+;/m0./s1
SMILES string
OC(C(O)C(O)=O)C(O)=O.CN([C@H]1CCCC[C@H]1N2CCCC2)C(=O)Cc3ccc(Cl)c(Cl)c3
InChI key
DMBKHRMAGYYBJM-CJRXIRLBSA-N
form
solid
color
white
solubility
ethanol: soluble
storage temp.
2-8°C
Gene Information
human ... OPRS1(10280)
Biochem/physiol Actions
Potent σ receptor ligand.
Preparation Note
(-)-cis-(1S,2R)-U-50488 tartrate is soluble in ethanol.
存储类别
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
法规信息
新产品
此项目有
K Rasakham et al.
Neuroscience, 223, 447-456 (2012-08-07)
Recently there has been a widespread interest in the development of kappa opioid receptor (KOPR) ligands for treatment of pain, depression and anxiety, and prevention of stress-induced drug relapse. However, most of these preclinical studies have been conducted using male
Q-Schick Auh et al.
Neuroscience letters, 524(2), 111-115 (2012-07-24)
Activation of peripheral κ opioid receptors (KOR) effectively relieves pain and hyperalgesia in preclinical and clinical models of pain. Although centrally located KOR activation results in sexually dimorphic effects, it is unclear whether peripheral KOR also produces sex dependent effects
JiaJi Lin et al.
Cytokine, 61(3), 842-848 (2013-02-14)
It is well documented that the Toll-like receptor 4 (TLR4)/NF-κB signaling mediates early inflammation during myocardial ischemia and reperfusion. Our previous study has demonstrated that κ-opioid receptor stimulation with U50,488H produces cardioprotective and anti-inflammatory effects. The aim of the present
Jeffrey S Smith et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 32(4), 1488-1495 (2012-01-27)
Many smokers describe the anxiolytic and stress-reducing effects of nicotine, the primary addictive component of tobacco, as a principal motivation for continued drug use. Recent evidence suggests that activation of the stress circuits, including the dynorphin/κ-opioid receptor system, modulates the
B R de Costa et al.
Journal of medicinal chemistry, 32(8), 1996-2002 (1989-08-01)
The synthesis and in vitro sigma receptor activity of the two diastereomers of U50,488 [(+/-)-2], namely, (1R,2S)-(+)- cis-3,4-dichloro-N-methyl-N-[2-(1-pyrrolidinyl)cyclohexyl]benzeneacet ami de [(+)-1] and (1S,2R)-(-)-cis-3,4-dichloro- N-methyl-N-[2-(1-pyrrolidinyl)cyclohexyl]benzeneacetamide [(-)-1], are described. (+)-1 and (-)-1 were synthesized from (+/-)-trans-N-methyl-2-aminocyclohexanol [(+/-)-3]. Pyridinium chlorochromate (PCC) oxidation of
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