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Compound Summary

General Compound Information

Chlorpheniramine

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Description

Chlorphenamine is a tertiary amino compound that is propylamine which is substituted at position 3 by a pyridin-2-yl group and a p-chlorophenyl group and in which the hydrogens attached to the nitrogen are replaced by methyl groups. A histamine H1 antagonist, it is used to relieve the symptoms of hay fever, rhinitis, urticaria, and asthma. It has a role as a H1-receptor antagonist, an antipruritic drug, a histamine antagonist, a serotonin uptake inhibitor, an antidepressant and an anti-allergic agent. It is a tertiary amino compound, a member of monochlorobenzenes and a member of pyridines.

Synonyms

chlorpheniramine; Chlorphenamine; 132-22-9; Teldrin; Chlorophenylpyridamine;

Chlor-trimeton;Clorfeniramina;Phenetron;Haynon;Clorfenamina;Chloropheniramine-d4;Chlorpheniraminum;Polaronil;Chlorphenaminum;Chlorpheniramine polistirex;Clofeniramina;3-(4-chlorophenyl)-N,N-dimethyl-3-(pyridin-2-yl)propan-1-amine;1-(p-Chlorophenyl)-1-(2-pyridyl)-3-dimethylaminopropane;3-(p-Chlorophenyl)-3-(2-pyridyl)-N,N-dimethylpropylamine;gamma-(4-Chlorophenyl)-gamma-(2-pyridyl)propyldimethylamine;gamma-(4-Chlorophenyl)-N,N-dimethyl-2-pyridinepropanamine;1-(p-Chlorophenyl)-1-(2-pyridyl)-3-N,N-dimethylpropylamine;Chlo-amine;3-(4-chlorophenyl)-N,N-dimethyl-3-pyridin-2-ylpropan-1-amine;Chlorphenamine [INN];D-Chlorpheniramine;2-Pyridinepropanamine, gamma-(4-chlorophenyl)-N,N-dimethyl-;CHEMBL505;Chloropheniramine;Chlorprophenpyridamine;Dexchlorpheniramine free base;Chloropheniramine maleate;Allergican;Allergisan;Chloropiril;Cloropiril;Histadur;CHEBI:52010;Chloroprophenpyridamine;3U6IO1965U;25523-97-1 (free base);Chlorphenamine (INN);2-(p-Chloro-alpha-(2-(dimethylamino)ethyl)benzyl)pyridine;3-(4-chlorophenyl)-N,N-dimethyl-3-(2-pyridyl)propan-1-amine;Aller-Chlor;4-Chloropheniramine;2-[p-chloro-alpha-[2-(dimethylamino)ethyl]benzyl]pyridine;Telachlor;Clorfeniramina [Italian];Clorfenamina [INN-Spanish];Chlorphenaminum [INN-Latin];Pyridine, 2-(p-chloro-alpha-(2-(dimethylamino)ethyl)benzyl)-;HSDB 3032;113-92-8;EINECS 205-054-0;Chlorphenamine [INN:BAN];Chlorphenamin;PiriIton;UNII-3U6IO1965U;Chlor-Pro;[3H]Chlorphenamine;Clofeniramina (TN);[3H]Chlorpheniramine;Chlorpheniramine-[d6];chlorpheniaramine maleate;S-(+)-Chlorpheniramine;Prestwick0_000117;Prestwick1_000117;Prestwick2_000117;Prestwick3_000117;NCGC00015227-04;5-HT,N-ACETYL;SCHEMBL4219;Lopac0_000261;Oprea1_779072;BSPBio_000134;CHLORPHENIRAMINE [MI];DivK1c_000596;Chlorpheniramine Maleate B.P.;SPBio_002073;CHLORPHENIRAMINE [HSDB];BPBio1_000148;GTPL6976;CHLORPHENAMINE [WHO-DD];CHLORPHENIRAMINE [VANDF];DTXSID0022804;BDBM35938;KBio1_000596;Chlorpheniramine-d6see c424303;NINDS_000596;783AHI015X;HMS2090M21;HMS3428J07;Chlorpheniramine polistirex [USAN];2-Pyridinepropanamine, .gamma.-(4-chlorophenyl)-N,N-dimethyl-;HY-B0286;BBL012285;STK736174;AKOS001650136;CCG-108982;DB01114;SB19135;SDCCGSBI-0050249.P002;IDI1_000596;NCGC00015227-03;NCGC00015227-05;NCGC00015227-06;NCGC00015227-09;NCGC00015227-19;NCGC00162108-01;NCGC00162108-02;CHLORPHENIRAMINE COMPONENT OF TUZISTRA;CS-0009285;FT-0665002;FT-0772034;TUZISTRA COMPONENET OF CHLORPHENIRAMINE;C06905;D07398;EN300-708772;L000003;Q420133;W-108317;BRD-A04553218-050-03-0;BRD-A04553218-050-08-9;[3-(4-chlorophenyl)-3-(pyridin-2-yl)propyl]dimethylamine;.gamma.-(4-Chlorophenyl)-N,N-dimethyl-2-pyridinepropanamine;2-(P-CHLORO-.ALPHA.-(2-(DIMETHYLAMINO)ETHYL)BENZYL)PYRIDINE;N-[3-(4-Chlorophenyl)-3-(2-pyridinyl)propyl]-N,N-dimethylamine #;n.-Propanamine, 3-(4-chlorophenyl)-3-(2-pyridyl)-N,N-dimethyl-;(?)-3-(4-Chlorophenyl)-N,N-dimethyl-3-(2-pyridinyl)propan-1-amine;2-Pyridinepropanamine, .gamma.-(4-chlorophenyl)-N,N-dimethyl-, (S)-;Pyridine, 2-[p-chloro-.alpha.-[2-(dimethylamino)ethyl]benzyl]-, (S)-(+)-;

FlavorDB ID

12

PUBCHEM ID

2725

Molecular Weight

274.79

Molecular Formula

C16H19ClN2

Openeye Can Smiles

CN(C)CCC(C1=CC=C(C=C1)Cl)C2=CC=CC=N2

IUPAC Inchikey

SOYKEARSMXGVTM-UHFFFAOYSA-N

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Similarity

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Compound Classification

Classification (Parent Nodes)

ClassyFire Ontology

Compound Quality

Quality information of this compound is not available!

Compound Toxicity and Food Additive Safety (OFAS)

Toxicity Summary
Link to the Distributed Structure-Searchable Toxicity (DSSTox) Database
Oral LD50 (rat): 306 mg/kg; Oral LD50 (mice): 130 mg/kg; Oral LD50 (guinea pig): 198 mg/kg [Registry of Toxic Effects of Chemical Substances. Ed. D. Sweet, US Dept. of Health & Human Services: Cincinatti, 2010.] Also a mild reproductive toxin to women of childbearing age.
Source: DrugBank or Hazardous Substances Data Bank (HSDB)

Receptors

Receptor	REFERENCE	EC50 [µM]	Effective Concentration [µM]
TAS2R4	details	Activated
TAS2R7	details	Activated
TAS2R10	details	Activated
TAS2R14	details	Activated
TAS2R38	details	Activated
TAS2R39	details	Activated
TAS2R40	details	Activated
TAS2R46	details	Activated

Consensus Spectra

Spectrum Type	Spectrum View	Description	Polarity
Experimental GCMS	view	GCMS	positive
Experimental LCMS	view	LCMS_Positive	positive