CHEBI:84116 - triprolidine

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ChEBI Name triprolidine
ChEBI ID CHEBI:84116
Definition An N-alkylpyrrolidine that is acrivastine in which the pyridine ring is lacking the propenoic acid substituent. It is a sedating antihistamine that is used (generally as the monohydrochloride monohydrate) for the relief of the symptoms of uticaria, rhinitis, and various pruritic skin disorders.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C19H22N2
Net Charge 0
Average Mass 278.39140
Monoisotopic Mass 278.17830
InChI InChI=1S/C19H22N2/c1-16-7-9-17(10-8-16)18(19-6-2-3-12-20-19)11-15-21-13-4-5-14-21/h2-3,6-12H,4-5,13-15H2,1H3/b18-11+
InChIKey CBEQULMOCCWAQT-WOJGMQOQSA-N
SMILES Cc1ccc(cc1)C(=C/CN1CCCC1)\c1ccccn1
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): H1-receptor antagonist
H1-receptor antagonists are the drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine.
Application(s): H1-receptor antagonist
H1-receptor antagonists are the drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine.
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ChEBI Ontology
Outgoing triprolidine (CHEBI:84116) has role H1-receptor antagonist (CHEBI:37955)
triprolidine (CHEBI:84116) is a N-alkylpyrrolidine (CHEBI:46775)
triprolidine (CHEBI:84116) is a olefinic compound (CHEBI:78840)
triprolidine (CHEBI:84116) is a pyridines (CHEBI:26421)
triprolidine (CHEBI:84116) is conjugate base of triprolidine(1+) (CHEBI:84117)
Incoming triprolidine(1+) (CHEBI:84117) is conjugate acid of triprolidine (CHEBI:84116)
IUPAC Name
2-[(1E)-1-(4-methylphenyl)-3-(pyrrolidin-1-yl)prop-1-en-1-yl]pyridine
INNs Sources
tripolidina ChemIDplus
triprolidine WHO MedNet
triprolidine ChemIDplus
triprolidinum ChemIDplus
Synonyms Sources
(E)-2-[3-(1-pyrrolidinyl)-1-p-toluenepropenyl]pyridine NIST Chemistry WebBook
trans-1-(2-pyridyl)-3-pyrrolidino-1-p-tolylprop-1-ene ChemIDplus
trans-1-(4-methylphenyl)-1-(2-pyridyl)-3-pyrrolidinoprop-1-ene ChemIDplus
trans-2-(3-(1-pyrrolidinyl)-1-p-tolylpropenyl)pyridine ChemIDplus
Manual Xrefs Databases
2763 DrugCentral
D08648 KEGG DRUG
DB00427 DrugBank
HMDB0014571 HMDB
Triprolidine Wikipedia
US2712020 Patent
US2712023 Patent
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Registry Numbers Types Sources
486-12-4 CAS Registry Number NIST Chemistry WebBook
486-12-4 CAS Registry Number ChemIDplus
87215 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
1362947 PubMed citation Europe PMC
1362948 PubMed citation Europe PMC
3944383 PubMed citation Europe PMC
6509877 PubMed citation Europe PMC
7258744 PubMed citation Europe PMC
8529817 PubMed citation Europe PMC
Last Modified
22 February 2017