ContaminantDB: Dexbrompheniramine maleate

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 06:21:02 UTC

Update Date

2016-11-09 01:16:02 UTC

Accession Number

CHEM019631

Identification

Common Name

Dexbrompheniramine maleate

Class

Small Molecule

Description

The maleic acid salt of the (pharmacologically active) (S)-(+)-enantiomer of brompheniramine. A histamine H1 receptor antagonist, it is used for the symptomatic relief of allergic conditions, including rhinitis and conjunctivitis.

Contaminant Sources

ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(+)-2-(p-Bromo-alpha-(2-dimethylaminoethyl)benzyl)pyridine maleate	ChEBI
(+)-3-(4-Bromophenyl)-N,N-dimethyl-3-(2-pyridinyl)-1-propanamine maleate	ChEBI
(+)-3-(4-Bromophenyl)-N,N-dimethyl-3-(pyridin-2-yl)propan-1-amine maleate	ChEBI
(+)-3-(p-Bromophenyl)-3-(2-pyridyl)-N,N-dimethylpropylamine maleate	ChEBI
(+)-Brompheniramine maleate	ChEBI
(3S)-3-(4-Bromophenyl)-N,N-dimethyl-3-(pyridin-2-yl)propan-1-amine maleate	ChEBI
(S)-1-(p-Bromophenyl)-1-(2-pyridyl)-3-dimethylaminopropane maleate	ChEBI
(S)-2-(p-Bromo-alpha-(2-dimethylaminoethyl)benzyl)pyridine maleate	ChEBI
(S)-3-(4-Bromophenyl)-N,N-dimethyl-3-(2-pyridinyl)-1-propanamine maleate	ChEBI
(S)-3-(4-Bromophenyl)-N,N-dimethyl-3-(pyridin-2-yl)propan-1-amine maleate	ChEBI
(S)-3-(p-Bromophenyl)-3-(2-pyridyl)-N,N-dimethylpropylamine maleate	ChEBI
Disomer	Kegg
(+)-2-(p-Bromo-a-(2-dimethylaminoethyl)benzyl)pyridine maleate	Generator
(+)-2-(p-Bromo-a-(2-dimethylaminoethyl)benzyl)pyridine maleic acid	Generator
(+)-2-(p-Bromo-alpha-(2-dimethylaminoethyl)benzyl)pyridine maleic acid	Generator
(+)-2-(p-Bromo-α-(2-dimethylaminoethyl)benzyl)pyridine maleate	Generator
(+)-2-(p-Bromo-α-(2-dimethylaminoethyl)benzyl)pyridine maleic acid	Generator
(+)-3-(4-Bromophenyl)-N,N-dimethyl-3-(2-pyridinyl)-1-propanamine maleic acid	Generator
(+)-3-(4-Bromophenyl)-N,N-dimethyl-3-(pyridin-2-yl)propan-1-amine maleic acid	Generator
(+)-3-(p-Bromophenyl)-3-(2-pyridyl)-N,N-dimethylpropylamine maleic acid	Generator
(+)-Brompheniramine maleic acid	Generator
(3S)-3-(4-Bromophenyl)-N,N-dimethyl-3-(pyridin-2-yl)propan-1-amine maleic acid	Generator
(S)-1-(p-Bromophenyl)-1-(2-pyridyl)-3-dimethylaminopropane maleic acid	Generator
(S)-2-(p-Bromo-a-(2-dimethylaminoethyl)benzyl)pyridine maleate	Generator
(S)-2-(p-Bromo-a-(2-dimethylaminoethyl)benzyl)pyridine maleic acid	Generator
(S)-2-(p-Bromo-alpha-(2-dimethylaminoethyl)benzyl)pyridine maleic acid	Generator
(S)-2-(p-Bromo-α-(2-dimethylaminoethyl)benzyl)pyridine maleate	Generator
(S)-2-(p-Bromo-α-(2-dimethylaminoethyl)benzyl)pyridine maleic acid	Generator
(S)-3-(4-Bromophenyl)-N,N-dimethyl-3-(2-pyridinyl)-1-propanamine maleic acid	Generator
(S)-3-(4-Bromophenyl)-N,N-dimethyl-3-(pyridin-2-yl)propan-1-amine maleic acid	Generator
(S)-3-(p-Bromophenyl)-3-(2-pyridyl)-N,N-dimethylpropylamine maleic acid	Generator
Dexbrompheniramine maleic acid	Generator
(3S)-3-(4-Bromophenyl)-N,N-dimethyl-3-pyridin-2-ylpropan-1-amine;(Z)-but-2-enedioate	Generator
Disophrol	MeSH
Dexbrompheniramine	MeSH
Dexbrompheniramine maleate	MeSH

Chemical Formula

C₂₀H₂₃BrN₂O₄

Average Molecular Mass

435.318 g/mol

Monoisotopic Mass

434.084 g/mol

CAS Registry Number

2391-03-9

IUPAC Name

(2Z)-but-2-enedioic acid; [(3S)-3-(4-bromophenyl)-3-(pyridin-2-yl)propyl]dimethylamine

Traditional Name

dexbrompheniramine; maleic acid

SMILES

[H]\C(=C(/[H])C(O)=O)C(O)=O.[H][C@](CCN(C)C)(C1=CC=C(Br)C=C1)C1=CC=CC=N1

InChI Identifier

InChI=1S/C16H19BrN2.C4H4O4/c1-19(2)12-10-15(16-5-3-4-11-18-16)13-6-8-14(17)9-7-13;5-3(6)1-2-4(7)8/h3-9,11,15H,10,12H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t15-;/m0./s1

InChI Key

SRGKFVAASLQVBO-DASCVMRKSA-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
Aryl halide
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Unsaturated fatty acid
Benzenoid
Fatty acid
Fatty acyl
Heteroaromatic compound
Tertiary aliphatic amine
Tertiary amine
Azacycle
Carboxylic acid derivative
Carboxylic acid
Hydrocarbon derivative
Organohalogen compound
Organic oxygen compound
Organobromide
Amine
Organic nitrogen compound
Organic oxide
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Not Available

External Descriptors

brompheniramine maleate (CHEBI:59273 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

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	7	ChemAxon
Refractivity	83.67 m³·mol⁻¹	ChemAxon
Polarizability	31.98 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	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	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0000900000-13df0a2d30424882ff7d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0000900000-13df0a2d30424882ff7d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-0000900000-13df0a2d30424882ff7d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0000900000-1d34d906c5c7ff0bc83b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0000900000-1d34d906c5c7ff0bc83b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-0000900000-1d34d906c5c7ff0bc83b	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DBSALT001411

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Dexbrompheniramine

Chemspider ID

Not Available

ChEBI ID

59273

PubChem Compound ID

Not Available

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Dexbrompheniramine maleate (CHEM019631)

Structure for CHEM019631: Dexbrompheniramine maleate