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Human Metabolome Database Version 3.5

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Showing metabocard for Brompheniramine (HMDB01941)

Record Information
Version 3.5
Creation Date 2006-05-18 03:07:14 -0600
Update Date 2013-02-08 17:11:04 -0700
HMDB ID HMDB01941
Secondary Accession Numbers None
Metabolite Identification
Common Name Brompheniramine
Description 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; 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
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
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 Formula C16H19BrN2
Average Molecular Weight 319.239
Monoisotopic Molecular Weight 318.073161265
IUPAC Name [3-(4-bromophenyl)-3-(pyridin-2-yl)propyl]dimethylamine
Traditional IUPAC Name brompheniramine
CAS Registry Number 86-22-6
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 Key ZDIGNSYAACHWNL-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aromatic Heteropolycyclic Compounds
Class Pheniramines
Sub Class N/A
Other Descriptors
  • Aromatic Heteropolycyclic Compounds
  • organobromine compound(ChEBI)
  • pyridines(ChEBI)
Substituents
  • Aryl Bromide
  • Bromobenzene
  • Organobromide
  • Phenylpropylamine
  • Pyridine
  • Tertiary Aliphatic Amine (Trialkylamine)
Direct Parent Pheniramines
Ontology
Status Detected and Quantified
Origin
  • Drug
Biofunction Not Available
Application Not Available
Cellular locations
  • Membrane (predicted from logP)
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point < 25 °C Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
LogP 3.63 ALOGPS
LogP 3.75 ChemAxon
LogS -4.40 ALOGPS
pKa (strongest basic) 9.48 ChemAxon
Hydrogen Acceptor Count 2 ChemAxon
Hydrogen Donor Count 0 ChemAxon
Polar Surface Area 16.13 A2 ChemAxon
Rotatable Bond Count 5 ChemAxon
Refractivity 83.67 ChemAxon
Polarizability 31.97 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 1 ChemAxon
Spectra
1H NMR Spectrum
MS/MS Spectrum Quattro_QQQ 10
MS/MS Spectrum Quattro_QQQ 25
MS/MS Spectrum Quattro_QQQ 40
[1H,13C] 2D NMR Spectrum
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biofluid Locations
  • Blood
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Biofluid Status Value Age Sex Condition Comments
Blood Detected and Quantified
Article_icon
0.024 +/- 0.0021 uM Adult (>18 years old) Both Normal Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB022756
KNApSAcK ID Not Available
Chemspider ID 6573 Link_out
KEGG Compound ID C06857 Link_out
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Brompheniramine Link_out
NuGOwiki Link HMDB01941 Link_out
Metagene Link HMDB01941 Link_out
METLIN ID 1383 Link_out
PubChem Compound 6834 Link_out
PDB ID Not Available
ChEBI ID 3183 Link_out
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Download (PDF)
General References Not Available
Enzymes
Name: Histamine H1 receptor
Reactions:
    Gene Name: HRH1
    Uniprot ID: P35367 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA