Dexbrompheniramine (CED0019369)

Record Information

Version

1.0

Creation Date

2016-05-25 18:20:20 UTC

Update Date

2026-05-14 16:37:44 UTC

SynCED ID

CED0019369

Secondary Accession Numbers

CHEM022106

Identification

Common Name

Dexbrompheniramine

Class

Small Molecule

Description

Dexbrompheniramine is an organic compound with the formula C16H19BrN2 and an average molecular weight of 319.24 g/mol. Dexbrompheniramine belongs to the pheniramines, a subclass of pyridines and derivatives within the organic compounds. It is categorized as an organoheterocyclic compound. This substance is recorded as a source in healthcare, pharmaceuticals, and veterinary products, specifically as an antihistamine, and is administered via the oral exposure route. Regarding its biological activity, it acts as an antagonist of the Histamine H1 receptor (HRH1).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(+)-Brompheniraminum	ChEBI
(S)-(+)-Brompheniramine	ChEBI
(S)-Brompheniramine	ChEBI
D-Brompheniramine	ChEBI
Dexbromfeniramina	ChEBI
Dexbrompheniraminum	ChEBI
Parabromdylamine	HMDB
Parabromodylamine	HMDB
Disophrol	HMDB
Dexbrompheniramine maleate	HMDB

Chemical Formula

C₁₆H₁₉BrN₂

Average Molecular Mass

319.239 g/mol

Monoisotopic Mass

318.073 g/mol

CAS Registry Number

132-21-8

IUPAC Name

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

Traditional Name

dexbrompheniramine

SMILES

CN(C)CC[C@@H](C1=CC=C(Br)C=C1)C1=CC=CC=N1

InChI Identifier

InChI=1S/C16H19BrN2/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/t15-/m0/s1

InChI Key

ZDIGNSYAACHWNL-HNNXBMFYSA-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
Bromobenzene
Halobenzene
Aralkylamine
Aryl bromide
Benzenoid
Monocyclic benzene moiety
Aryl halide
Heteroaromatic compound
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organic nitrogen compound
Organonitrogen compound
Organobromide
Organohalogen compound
Amine
Hydrocarbon derivative
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

brompheniramine (CHEBI:59269 )

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	0.013 g/L	ALOGPS
logP	3.63	ALOGPS
logP	3.75	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Basic)	9.48	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	83.67 m³·mol⁻¹	ChemAxon
Polarizability	31.84 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
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0a4i-9050000000-d51445063b50de15bdcc	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0292-0940000000-f369442eba5344b3ecb4	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0292-0940000000-f369442eba5344b3ecb4	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0390000000-82ba7f6766f236ef3604	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0029000000-fa060b2610f05fd6963a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01b9-0197000000-90a5b62f5a9e47f95802	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0fef-3690000000-914dbc7e9fc6b1ce196a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0009000000-1bc9f3a3603646c31504	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-1019000000-14a32020bd62ee6fb3b7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0fi4-7591000000-cd391d2ec4970c9e8b8a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0009000000-615031c9863c28108e0f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-016r-6369000000-b40c997a38a0f9eb2fdb	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004j-9480000000-6c5bc7bd482fbd292a0c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0094000000-c8e61a4d45703ee2c906	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0090000000-363f1320fc00a31daef8	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-006t-1290000000-3b9b35511af51a9e3bb5	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
220.0 Log mg/kg [120:390]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000393	Antihistamines?Antihistamines are a class of synthetic chemicals primarily used to alleviate allergic reactions by blocking the action of histamine in the body.	Healthcare, pharmaceuticals & veterinary products	Not Available
CEDs000611	Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.	Personal care & cosmetics	PubChem
CEDs000632	Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.	Textiles, leather & furnishings	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem
CEDs000717	Fountain Pens?Fountain pens utilize a liquid ink that often contains synthetic chemicals, including dyes, pigments, and solvents, which can contribute to environmental contamination.	Paper, pulp & fiber products	PubChem
CEDs000720	Ink Reservoir Pens2?Ink reservoir pens are writing instruments that utilize a reservoir to store ink, which is often composed of synthetic dyes, solvents, and additives.	Paper, pulp & fiber products	PubChem
CEDs000730	Contact Lens Cases?Contact lens cases are small containers designed to store contact lenses in a sterile environment, typically made from various synthetic materials including plastics such as polypropylene or polycarbonate.	Healthcare, pharmaceuticals & veterinary products	PubChem
CEDs000741	Pigment Pastes?Pigment pastes are concentrated dispersions of pigments used to impart color and properties to materials.	Paper, pulp & fiber products	PubChem
CEDs000744	Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.	Wastewater, sanitation & biosolids	PubChem

Pathways

0 pathwaysPathway Source: PathBank

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	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	Prediction Confidence Score 0.581 Applicability Domain 1.0 Statistical Significance 0.0018 Supporting Reference Compounds 1498 E-value 14.0129
Click to view 3D structure	Histamine H1 receptor	P35367	Humans	Predicted (SEA)	Prediction Confidence Score 0.549 Applicability Domain 0.75 Statistical Significance 0.0011 Supporting Reference Compounds 507 E-value 8.71911
Click to view 3D structure	Muscarinic acetylcholine receptor M1	P11229	Humans	Predicted (SEA)	Prediction Confidence Score 0.458 Applicability Domain 0.75 Statistical Significance 0.0017 Supporting Reference Compounds 385 E-value 13.4679
Click to view 3D structure	Histamine H1 receptor	P31390	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.45 Applicability Domain 0.75 Statistical Significance 4.10e-04 Supporting Reference Compounds 63 E-value 3.19182
Click to view 3D structure	Muscarinic acetylcholine receptor M3	P20309	Humans	Predicted (SEA)	Prediction Confidence Score 0.449 Applicability Domain 0.75 Statistical Significance 0.0013 Supporting Reference Compounds 310 E-value 10.5096
Click to view 3D structure	Muscarinic acetylcholine receptor M5	P08912	Humans	Predicted (SEA)	Prediction Confidence Score 0.435 Applicability Domain 0.75 Statistical Significance 0.001 Supporting Reference Compounds 266 E-value 8.17417
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P08172	Humans	Predicted (SEA)	Prediction Confidence Score 0.435 Applicability Domain 0.75 Statistical Significance 0.0015 Supporting Reference Compounds 373 E-value 11.4438
Click to view 3D structure	Muscarinic acetylcholine receptor M4	P08173	Humans	Predicted (SEA)	Prediction Confidence Score 0.43 Applicability Domain 0.75 Statistical Significance 0.0014 Supporting Reference Compounds 297 E-value 10.9767
Click to view 3D structure	Sodium-dependent serotonin transporter	P31652	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.423 Applicability Domain 1.0 Statistical Significance 0.0048 Supporting Reference Compounds 297 E-value 37.2119
Click to view 3D structure	Histamine H1 receptor	P31389	Cavia porcellus	Predicted (SEA)	Prediction Confidence Score 0.409 Applicability Domain 0.75 Statistical Significance 0.0018 Supporting Reference Compounds 101 E-value 13.935
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	Prediction Confidence Score 0.399 Applicability Domain 0.75 Statistical Significance 0.0125 Supporting Reference Compounds 823 E-value 97.6229
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	Prediction Confidence Score 0.399 Applicability Domain 0.75 Statistical Significance 0.0183 Supporting Reference Compounds 955 E-value 142.464
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	Prediction Confidence Score 0.399 Applicability Domain 0.75 Statistical Significance 0.0053 Supporting Reference Compounds 451 E-value 41.2601
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	Prediction Confidence Score 0.394 Applicability Domain 0.75 Statistical Significance 0.0113 Supporting Reference Compounds 593 E-value 88.2032
Click to view 3D structure	Norepinephrine transporter	Q9WTR4	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.393 Applicability Domain 1.0 Statistical Significance 0.0024 Supporting Reference Compounds 112 E-value 19.0731
Click to view 3D structure	Sodium-dependent dopamine transporter	Q01959	Humans	Predicted (SEA)	Prediction Confidence Score 0.392 Applicability Domain 0.75 Statistical Significance 0.0064 Supporting Reference Compounds 506 E-value 50.2127
Click to view 3D structure	Alpha-2A adrenergic receptor	P08913	Humans	Predicted (SEA)	Prediction Confidence Score 0.383 Applicability Domain 0.75 Statistical Significance 0.0075 Supporting Reference Compounds 487 E-value 58.1534
Click to view 3D structure	Histamine H2 receptor	P25021	Humans	Predicted (SEA)	Prediction Confidence Score 0.373 Applicability Domain 0.75 Statistical Significance 0.0047 Supporting Reference Compounds 256 E-value 36.7448
Click to view 3D structure	Alpha-2B adrenergic receptor	P18089	Humans	Predicted (SEA)	Prediction Confidence Score 0.371 Applicability Domain 0.75 Statistical Significance 0.0059 Supporting Reference Compounds 340 E-value 45.7753
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	Prediction Confidence Score 0.369 Applicability Domain 0.75 Statistical Significance 0.0195 Supporting Reference Compounds 562 E-value 151.962
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	Prediction Confidence Score 0.356 Applicability Domain 0.382 Statistical Significance 0.0297 Supporting Reference Compounds 1130 E-value 231.368
Click to view 3D structure	Histamine H3 receptor	Q9JI35	Cavia porcellus	Predicted (SEA)	Prediction Confidence Score 0.35 Applicability Domain 0.466 Statistical Significance 0.0021 Supporting Reference Compounds 56 E-value 16.0369
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	Prediction Confidence Score 0.348 Applicability Domain 0.382 Statistical Significance 0.0558 Supporting Reference Compounds 1538 E-value 434.087
Click to view 3D structure	G protein-activated inward rectifier potassium channel 1	P48549	Humans	Predicted (SEA)	Prediction Confidence Score 0.333 Applicability Domain 0.333 Statistical Significance 2.00e-05 Supporting Reference Compounds 1 E-value 0.155698
Click to view 3D structure	Alpha-1B adrenergic receptor	P15823	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.323 Applicability Domain 0.75 Statistical Significance 0.0076 Supporting Reference Compounds 130 E-value 59.2433