67198-13-4 Usage
Description
Trans-(-3,4-Dichloro-N-methyl-N-[2-(1-pyrrolidinyl)cyclohexyl]benzeneacetamidehydrochloride, also known as U 50488, is a selective κ-opioid agonist derived from the 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. It exhibits analgesic, diuretic, and antitussive properties and is instrumental in understanding the functions of κ-receptors in the central nervous system.
Uses
Used in Pharmaceutical Industry:
Trans-(-3,4-Dichloro-N-methyl-N-[2-(1-pyrrolidinyl)cyclohexyl]benzeneacetamidehydrochloride is used as a selective κ-opioid agonist for its analgesic, diuretic, and antitussive properties. It aids in the elucidation of the functions of κ-receptors in the central nervous system, which is crucial for the development of novel therapeutic strategies targeting pain management, fluid regulation, and cough suppression.
Used in Research Applications:
In the field of neuroscience and pharmacology, trans-(-3,4-Dichloro-N-methyl-N-[2-(1-pyrrolidinyl)cyclohexyl]benzeneacetamidehydrochloride is utilized as a research tool to study the role and mechanisms of κ-opioid receptors. This understanding can lead to the development of new drugs and therapies for various neurological and psychiatric disorders, as well as the optimization of existing treatments.
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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