dexchlorpheniramine (CED0010643)

Record Information

Version

1.0

Creation Date

2016-06-03 10:52:07 UTC

Update Date

2026-05-14 19:35:57 UTC

Accession Number

CHEM043386

Identification

Common Name

dexchlorpheniramine

Class

Small Molecule

Description

Dexchlorpheniramine is an organic compound with the formula C16H19ClN2 and an average molecular weight of 274.79 g/mol. It is found in or released from healthcare, pharmaceuticals, and veterinary products as an antihistamine, with oral recorded exposure routes. In terms of protein targets, it acts as an antagonist of the Histamine H1 receptor (HRH1). Dexchlorpheniramine belongs to the pheniramines, a subclass of pyridines and derivatives within the organic compounds.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-(p-Chlorophenyl)-1-(2-pyridyl)-3-dimethylaminopropane	ChEBI
1-(p-Chlorophenyl)-1-(2-pyridyl)-3-N,N-dimethylpropylamine	ChEBI
2-[p-Chloro-alpha-[2-(dimethylamino)ethyl]benzyl]pyridine	ChEBI
3-(p-Chlorophenyl)-3-(2-pyridyl)-N,N-dimethylpropylamine	ChEBI
Chlorophenylpyridamine	ChEBI
Chlorphenamin	ChEBI
Chlorphenaminum	ChEBI
Chlorpheniraminum	ChEBI
Clofeniramina	ChEBI
Clorfenamina	ChEBI
Clorfeniramina	ChEBI
gamma-(4-Chlorophenyl)-gamma-(2-pyridyl)propyldimethylamine	ChEBI
gamma-(4-Chlorophenyl)-N,N-dimethyl-2-pyridinepropanamine	ChEBI
Haynon	ChEBI
Chlorphenamine	Kegg
2-[p-Chloro-a-[2-(dimethylamino)ethyl]benzyl]pyridine	Generator
2-[p-Chloro-α-[2-(dimethylamino)ethyl]benzyl]pyridine	Generator
g-(4-Chlorophenyl)-g-(2-pyridyl)propyldimethylamine	Generator
Γ-(4-chlorophenyl)-γ-(2-pyridyl)propyldimethylamine	Generator
g-(4-Chlorophenyl)-N,N-dimethyl-2-pyridinepropanamine	Generator
Γ-(4-chlorophenyl)-N,N-dimethyl-2-pyridinepropanamine	Generator
Chlor-trimeton	HMDB
Chloropheniramine maleate	HMDB
Chlorphenamine hydrogen maleate	HMDB
Chlorphenamine maleate	HMDB
Chlorpheniaramine maleate	HMDB
Chlorpheniramine maleate	HMDB
Teldrin	HMDB
Aller-chlor	HMDB
Chlor-tripolon	HMDB
Chlorpro	HMDB
Cloro-trimeton	HMDB
Kloromin	HMDB
Maleate, chlorpheniramine	HMDB
Piriton	HMDB
Rugby brand OF chlorpheniramine maleate	HMDB
Schering-plough brand OF chlorpheniramine maleate	HMDB
Tannate, chlorpheniramine	HMDB
Bayer brand OF chlorpheniramine maleate	HMDB
Chlo-amine	HMDB
Hogil brand 1 OF chlorpheniramine maleate	HMDB
Llorens brand OF chlorpheniramine maleate	HMDB
Schering brand OF chlorpheniramine maleate	HMDB
Vortech brand 1 OF chlorpheniramine maleate	HMDB
Antihistaminico llorens	HMDB
Chlorprophenpyridamine	HMDB
Chlorspan 12	HMDB
Chlortab-4	HMDB
Halsey drug brand OF chlorpheniramine maleate	HMDB
Stafford-miller brand OF chlorpheniramine maleate	HMDB
Vortech brand 3 OF chlorpheniramine maleate	HMDB
Chlor-100	HMDB
Chlorpheniramine tannate	HMDB
Efidac 24	HMDB
Hogil brand 2 OF chlorpheniramine maleate	HMDB
Intra brand OF chlorpheniramine maleate	HMDB
Schein brand OF chlorpheniramine maleate	HMDB
Vortech brand 2 OF chlorpheniramine maleate	HMDB

Chemical Formula

C₁₆H₁₉ClN₂

Average Molecular Mass

274.788 g/mol

Monoisotopic Mass

274.124 g/mol

CAS Registry Number

25523-97-1

IUPAC Name

[3-(4-chlorophenyl)-3-(pyridin-2-yl)propyl]dimethylamine

Traditional Name

chlorpheniramine

SMILES

CN(C)CCC(C1=CC=C(Cl)C=C1)C1=CC=CC=N1

InChI Identifier

InChI=1S/C16H19ClN2/c1-19(2)12-10-15(16-5-3-4-11-18-16)13-6-8-14(17)9-7-13/h3-9,11,15H,10,12H2,1-2H3

InChI Key

SOYKEARSMXGVTM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pheniramines. Pheniramines are compounds containing a pheniramine moiety, which is structurally characterized by the presence of a 2-benzylpyridine linked to an dimethyl(propyl)amine to form a dimethyl[3-phenyl-3-(pyridin-2-yl)propyl]amine skeleton.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Pheniramines

Direct Parent

Pheniramines

Alternative Parents

Substituents

Pheniramine
Chlorobenzene
Halobenzene
Aralkylamine
Aryl chloride
Benzenoid
Monocyclic benzene moiety
Aryl halide
Heteroaromatic compound
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organic nitrogen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Amine
Hydrocarbon derivative
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

tertiary amino compound (CHEBI:52010 )
pyridines (CHEBI:52010 )
monochlorobenzenes (CHEBI:52010 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.052 g/L	ALOGPS
logP	3.74	ALOGPS
logP	3.58	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Basic)	9.47	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	16.13 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	80.85 m³·mol⁻¹	ChemAxon
Polarizability	30.82 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum	splash10-0zfr-6290000000-2ca3230cde716588805e	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-0zfr-6290000000-2ca3230cde716588805e	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0a4i-9380000000-f4a0f7b13adeafb1762d	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-01b9-3900000000-ea4ccfd2afe05f49fc7a	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0090000000-9e46eb080de95d4f8f8e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-1920000000-d2d2acf559d9070a1d47	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0zfr-6190000000-2ca3230cde716588805e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0uy0-0960000000-1f750af75fe542c6c06f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-001i-0290000000-03651b7b90a1745fdf23	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0uy0-0960000000-1f750af75fe542c6c06f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-001i-0490000000-3d28aeb0e77391e8e9b2	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-0090000000-9b4d486e9c2c7712ca4d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0059-0190000000-2c96b165338a445b284d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ue9-3960000000-73025748bd5a00459938	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0090000000-90a6e640c735788d17ca	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-1090000000-89ac3cf688134ba8a50b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01tc-6490000000-4242ef7cec7b0b0a7393	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0090000000-c38223f80e776a39c840	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0090000000-5c9ac02f7374772460c8	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ue9-1290000000-cc70655f6b19de3dc41d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0090000000-df52e539d08e1efa7d95	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-4390000000-4b1316bcb291af4998c9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ue9-8490000000-4bf6d67eb7d38a21b96b	Not Available	View Spectrum
MS	MS Spectrum	splash10-0zfr-6490000000-8e58cd1c686f23a7dac6	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
265.0	Log mg/kg	[150:470]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
393	Antihistamines	Healthcare, pharmaceuticals & veterinary products	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Histamine H1 receptor	P35367	Humans	Predicted (SEA)	1.40129
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	14.0129
Click to view 3D structure	Histamine H1 receptor	P31390	Rattus norvegicus	Predicted (SEA)	0.934191
Click to view 3D structure	Muscarinic acetylcholine receptor M1	P11229	Humans	Predicted (SEA)	7.78492
Click to view 3D structure	Muscarinic acetylcholine receptor M3	P20309	Humans	Predicted (SEA)	5.52729
Click to view 3D structure	Muscarinic acetylcholine receptor M5	P08912	Humans	Predicted (SEA)	3.42537
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P08172	Humans	Predicted (SEA)	5.60514
Click to view 3D structure	Muscarinic acetylcholine receptor M4	P08173	Humans	Predicted (SEA)	5.83869
Click to view 3D structure	Histamine H1 receptor	P31389	Cavia porcellus	Predicted (SEA)	6.61718
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	74.346
Click to view 3D structure	Sodium-dependent dopamine transporter	Q01959	Humans	Predicted (SEA)	21.5642
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	15.7255
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	52.2368
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	41.805
Click to view 3D structure	Alpha-2A adrenergic receptor	P08913	Humans	Predicted (SEA)	23.8997
Click to view 3D structure	Histamine H2 receptor	P25021	Humans	Predicted (SEA)	10.5875
Click to view 3D structure	Alpha-2B adrenergic receptor	P18089	Humans	Predicted (SEA)	17.6718
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	54.4945
Click to view 3D structure	Alpha-1B adrenergic receptor	P15823	Rattus norvegicus	Predicted (SEA)	13.7015
Click to view 3D structure	Histamine H3 receptor	Q9JI35	Cavia porcellus	Predicted (SEA)	7.70707
Click to view 3D structure	Sodium-dependent serotonin transporter	P31652	Rattus norvegicus	Predicted (SEA)	59.5547
Click to view 3D structure	Norepinephrine transporter	Q9WTR4	Rattus norvegicus	Predicted (SEA)	25.3788
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	329.458
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	208.247
Click to view 3D structure	Histamine H3 receptor	Q9Y5N1	Humans	Predicted (SEA)	74.5017