Record Information
Version3.6
Creation Date2006-05-18 09:07:14 UTC
Update Date2013-02-09 00:11:04 UTC
HMDB IDHMDB01941
Secondary Accession NumbersNone
Metabolite Identification
Common NameBrompheniramine
DescriptionBrompheniramine (also known as Bromfed, Bromfenex, and Dimetane) is an antihistamine drug of the propylamine class. It is commonly available over the counter and is indicated for the treatment of the symptoms of the common cold and allergic rhinitis, such as runny nose, itchy eyes, watery eyes, and sneezing. It is a first-generation antihistamine; Brompheniramine (also known as Bromfed, Bromfenex, and Dimetane) is an antihistamine drug of the propylamine class. It is commonly available over the counter and is indicated for the treatment of the symptoms of the common cold and allergic rhinitis, such as runny nose, itchy eyes, watery eyes, and sneezing. It is a first-generation antihistamine. -- Wikipedia; Histamine H1 antagonist used in treatment of allergies, rhinitis, and urticaria.
Structure
Thumb
Synonyms
  1. Antihistamine compound
  2. Bromfeniramina
  3. Brompheniramine Maleate
  4. Brompheniraminum
  5. D-Brompheniramine
  6. Dexbromfeniramina
  7. Dexbrompheniramine
  8. Dexbrompheniramine Brompheniramine
  9. Dexbrompheniramine maleate
  10. Dexbrompheniramine Maleate Salt
  11. Dexbrompheniraminum
  12. Dimetane
  13. Dimetane-Ten
  14. Dimetapp allergy
  15. Ilvin
  16. Parabromdylamine
  17. Parabromodylamine
  18. Veltane
Chemical FormulaC16H19BrN2
Average Molecular Weight319.239
Monoisotopic Molecular Weight318.073161265
IUPAC Name[3-(4-bromophenyl)-3-(pyridin-2-yl)propyl]dimethylamine
Traditional IUPAC Namebrompheniramine
CAS Registry Number86-22-6
SMILES
CN(C)CCC(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
InChI KeyZDIGNSYAACHWNL-UHFFFAOYSA-N
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassAromatic Heteropolycyclic Compounds
ClassPheniramines
Sub ClassN/A
Other Descriptors
  • Aromatic Heteropolycyclic Compounds
  • organobromine compound(ChEBI)
  • pyridines(ChEBI)
Substituents
  • Aryl Bromide
  • Bromobenzene
  • Organobromide
  • Phenylpropylamine
  • Pyridine
  • Tertiary Aliphatic Amine (Trialkylamine)
Direct ParentPheniramines
Ontology
StatusDetected and Quantified
Origin
  • Drug
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Membrane (predicted from logP)
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point< 25 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
water solubility0.013 g/LALOGPS
logP3.63ALOGPS
logP3.75ChemAxon
logS-4.4ALOGPS
pKa (strongest basic)9.48ChemAxon
physiological charge1ChemAxon
hydrogen acceptor count2ChemAxon
hydrogen donor count0ChemAxon
polar surface area16.13ChemAxon
rotatable bond count5ChemAxon
refractivity83.67ChemAxon
polarizability31.97ChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biofluid Locations
  • Blood
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
BiofluidStatusValueAgeSexConditionReference
BloodDetected and Quantified0.024 +/- 0.0021 uMAdult (>18 years old)BothNormal
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB022756
KNApSAcK IDNot Available
Chemspider ID6573
KEGG Compound IDC06857
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkBrompheniramine
NuGOwiki LinkHMDB01941
Metagene LinkHMDB01941
METLIN ID1383
PubChem Compound6834
PDB IDNot Available
ChEBI ID3183
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Gene Name:
HRH1
Uniprot ID:
P35367