67198-13-4 Usage
Uses
U 50488 is a selective κ-opioid agonist with analgesic, diuretic, and antitussive properties. κ-opioid agonists are useful compounds to elucidate the functions of κ-receptors in the central nervous system.
Definition
ChEBI: A monocarboxylic acid amide obtained by formal condensation between the carboxy group of 3,4-dichlorophenylacetic acid and the secondary amino group of (1R,2R)-N-methyl-2-(pyrrolidin-1-yl)cyclohexanamine
Biological Activity
Selective κ -opioid agonist. At higher concentrations blocks Na + channels. See separate isomers (trans-(-)-3,4-Dichloro-N-methyl-N-[2-(1-pyrrolidinyl)cyclohexyl]benzeneacetamide hydrochloride and 0471 ).
Check Digit Verification of cas no
The CAS Registry Mumber 67198-13-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,7,1,9 and 8 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 67198-13:
(7*6)+(6*7)+(5*1)+(4*9)+(3*8)+(2*1)+(1*3)=154
154 % 10 = 4
So 67198-13-4 is a valid CAS Registry Number.
InChI:InChI=1/C19H26Cl2N2O/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/h8-9,12,17-18H,2-7,10-11,13H2,1H3
67198-13-4Relevant articles and documents
Optimisation of the Anti-Trypanosoma brucei Activity of the Opioid Agonist U50488
Smith, Victoria C.,Cleghorn, Laura A. T.,Woodland, Andrew,Spinks, Daniel,Hallyburton, Irene,Collie, Iain T.,YiMok,Norval, Suzanne,Brenk, Ruth,Fairlamb, Alan H.,Frearson, Julie A.,Read, Kevin D.,Gilbert, Ian H.,Wyatt, Paul G.
, p. 1832 - 1840 (2012/06/18)
Screening of the Sigma-Aldrich Library of Pharmacologically Active Compounds (LOPAC) against cultured Trypanosoma brucei, the causative agent of African sleeping sickness, resulted in the identification of a number of compounds with selective antiproliferative activity over mammalian cells. These included (+)-(1R,2R)-U50488, a weak opioid agonist with an EC50 value of 59nM as determined in our T.brucei invitro assay reported previously. This paper describes the modification of key structural elements of U50488 to investigate structure-activity relationships (SAR) and to optimise the antiproliferative activity and pharmacokinetic properties of this compound.
Benzeneacetamide Amines: Structurally Novel Non-mμ Opioids
Szmuszkovicz, Jacob,VonVoingtlander, Philip F.
, p. 1125 - 1126 (2007/10/02)
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