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I122

Sigma-Aldrich

ICI 204,448 hydrochloride

solid

Synonym(s):

(±)-1-[2,3-(Dihydro-7-methyl-1H-inden-4-yl)oxy]-3-[(1-methylethyl)amino]-2-butanol hydrochloride, R,S-[3-[1-[[(3,4-Dichlorophenyl)acetyl]methylamino]-2-(1-pyrrolidinyl)ethyl] phenoxy]-acetic acid hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C23H26Cl2N2O4 · HCl
CAS Number:
121264-04-8
Molecular Weight:
501.83
MDL number:
MFCD00153814
UNSPSC Code:
12352200
PubChem Substance ID:
24278040
NACRES:
NA.77

form

solid

color

white

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 12 mg/mL
dilute sodium carbonate: 4 mg/mL
H2O: 4.5 mg/mL

SMILES string

Cl[H].CN(C(CN1CCCC1)c2cccc(OCC(O)=O)c2)C(=O)Cc3ccc(Cl)c(Cl)c3

InChI

1S/C23H26Cl2N2O4.ClH/c1-26(22(28)12-16-7-8-19(24)20(25)11-16)21(14-27-9-2-3-10-27)17-5-4-6-18(13-17)31-15-23(29)30;/h4-8,11,13,21H,2-3,9-10,12,14-15H2,1H3,(H,29,30);1H

InChI key

FNDGLVOYAQNQPE-UHFFFAOYSA-N

Gene Information

human ... OPRK1(4986)

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Biochem/physiol Actions

κ opioid receptor agonist that does not cross the blood-brain barrier.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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H Keïta et al.
European journal of pharmacology, 277(2-3), 275-280 (1995-04-24)
The antinociceptive effect of intraplantar (i.pl.) ICI 204448 ((R,S)-N-[2-(N-methyl-3,4-dichloro-phenylacetamido)-2-(3-carbox yph enyl)- ethyl]pyrrolidine hydrochloride)) (20, 30, 40 and 50 micrograms), a kappa-opioid receptor agonist which has limited access to the central nervous system, was studied in a well-established rat model of
J S Shaw et al.
British journal of pharmacology, 96(4), 986-992 (1989-04-01)
1. A number of compounds were evaluated in an attempt to identify a kappa-opioid receptor agonist with limited access to the central nervous system. 2. Quaternary derivatives of the kappa-opioid agonists tifluadom, U-50488H and ethylketocyclazocine were essentially devoid of opioid
M McIntosh et al.
European journal of pharmacology, 210(1), 37-44 (1992-01-07)
The antiarrhythmic activities of 16-methylcyprenorphine (M8008), nor-binaltorphimine (NBT) and naltrexone, which are relatively specific opioid receptor antagonists for delta, kappa and mu receptors, respectively, were examined during the 30 min following coronary artery occlusion in anaesthetised rats. The haemodynamic and
R A Hirst et al.
Neuroscience letters, 232(2), 119-122 (1997-08-29)
This study describes the coupling of the recombinant rat kappa-opioid receptor expressed in Chinese hamster ovary (CHO) cells to adenylyl cyclase and the effects of receptor density. The binding of [3H]diprenorphine ([3H]DPN) was dose dependent and saturable in membranes prepared
E R Butelman et al.
Psychopharmacology, 147(1), 73-80 (1999-12-11)
The dynorphins are endogenous opioid peptides with relative binding selectivity for kappa-receptors. It is unclear whether the dynorphins share the pharmacological profile observed with synthetic kappa-agonists in primates. The main objective of this study was to compare the effects of
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