CHEBI:73358 - U50488

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ChEBI Name U50488
ChEBI ID CHEBI:73358
Definition 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
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Margaret Duesbury
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Formula C19H26Cl2N2O
Net Charge 0
Average Mass 369.32900
Monoisotopic Mass 368.14222
InChI InChI=1S/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/t17-,18-/m1/s1
InChIKey VQLPLYSROCPWFF-QZTJIDSGSA-N
SMILES CN([C@@H]1CCCC[C@H]1N1CCCC1)C(=O)Cc1ccc(Cl)c(Cl)c1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): kappa-opioid receptor agonist
A compound that exhibits agonist activity at the kappa-opioid receptor.
analgesic
An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
calcium channel blocker
One of a class of drugs that acts by selective inhibition of calcium influx through cell membranes or on the release and binding of calcium in intracellular pools.
Application(s): kappa-opioid receptor agonist
A compound that exhibits agonist activity at the kappa-opioid receptor.
diuretic
An agent that promotes the excretion of urine through its effects on kidney function.
analgesic
An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
antitussive
An agent that suppresses cough. Antitussives have a central or a peripheral action on the cough reflex, or a combination of both. Compare with expectorants, which are considered to increase the volume of secretions in the respiratory tract, so facilitating their removal by ciliary action and coughing, and mucolytics, which decrease the viscosity of mucus, facilitating its removal by ciliary action and expectoration.
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ChEBI Ontology
Outgoing U50488 (CHEBI:73358) has role κ-opioid receptor agonist (CHEBI:59282)
U50488 (CHEBI:73358) has role analgesic (CHEBI:35480)
U50488 (CHEBI:73358) has role antitussive (CHEBI:51177)
U50488 (CHEBI:73358) has role calcium channel blocker (CHEBI:38215)
U50488 (CHEBI:73358) has role diuretic (CHEBI:35498)
U50488 (CHEBI:73358) is a N-alkylpyrrolidine (CHEBI:46775)
U50488 (CHEBI:73358) is a dichlorobenzene (CHEBI:23697)
U50488 (CHEBI:73358) is a monocarboxylic acid amide (CHEBI:29347)
IUPAC Name
2-(3,4-dichlorophenyl)-N-methyl-N-[(1R,2R)-2-(pyrrolidin-1-yl)cyclohexyl]acetamide
Synonyms Sources
trans-3,4-Dichloro-N-methyl-N-[2-(1-pyrrolidinyl)cyclohexyl]-benzeneacetamide KEGG COMPOUND
U 50,488 ChemIDplus
U 50488 ChemIDplus
U-50,488 ChemIDplus
U-50488 ChemIDplus
U50,488 ChemIDplus
Manual Xrefs Databases
C11796 KEGG COMPOUND
NZ535654 Patent
U-50488 Wikipedia
WO2008066916 Patent
View more database links
Registry Numbers Types Sources
4845074 Reaxys Registry Number Reaxys
67198-13-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
18929596 PubMed citation Europe PMC
1957656 PubMed citation Europe PMC
21834094 PubMed citation Europe PMC
21836460 PubMed citation Europe PMC
21962331 PubMed citation Europe PMC
22316281 PubMed citation Europe PMC
23222359 PubMed citation Europe PMC
235975627 PubMed citation Europe PMC
Last Modified
22 October 2014