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I122

Sigma-Aldrich

ICI 204,448 hydrochloride

solid

Synonym(e):

(±)-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

Empirische Formel (Hill-System):
C23H26Cl2N2O4 · HCl
CAS-Nummer:
121264-04-8
Molekulargewicht:
501.83
MDL-Nummer:
MFCD00153814
UNSPSC-Code:
12352200
PubChem Substanz-ID:
24278040
NACRES:
NA.77

Form

solid

Farbe

white

Löslichkeit

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

InChIKey

FNDGLVOYAQNQPE-UHFFFAOYSA-N

Angaben zum Gen

human ... OPRK1(4986)

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Biochem./physiol. Wirkung

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

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Analysenzertifikate (COA)

Lot/Batch Number

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Jennifer L Werkheiser et al.
European journal of pharmacology, 547(1-3), 101-105 (2006-09-02)
Icilin is a cooling agent that precipitates vigorous wet-dog shakes in rats after acute i.p. administration. Recent research has emphasized the peripheral agonist properties (e.g. activation of transient receptor potential channels, TRPM8 and TRPA1) of icilin rather than its unusual
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
A Barber et al.
British journal of pharmacology, 113(4), 1317-1327 (1994-12-01)
1. The pharmacological properties of the novel diarylacetamide kappa-opioid receptor agonist, EMD 61753, have been compared with those of ICI 197067 (a centrally-acting kappa agonist) and ICI 204448 (a peripherally-selective kappa agonist). 2. EMD 61753 binds with high affinity (IC50
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
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