brompheniramine 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | PK/Tox | Related Drugs | BioActivity |

Stem definitionDrug idCAS RN
408 86-22-6

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • brompheniramine
  • bromopheniramine
  • bromphen
  • parabromdylamine
  • parabromodylamine
  • brompheniramine maleate
Histamine H1 antagonist used in treatment of allergies, rhinitis, and urticaria.
  • Molecular weight: 319.25
  • Formula: C16H19BrN2
  • CLOGP: 3.30
  • LIPINSKI: 0
  • HAC: 2
  • HDO: 0
  • TPSA: 16.13
  • ALOGS: -4.40
  • ROTB: 5
  • Status: OFP
    • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
24 mg O

ADMET properties:

PropertyValueReference
BA (Bioavailability) 89 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
S (Water solubility) 46 mg/mL Bocci G, Oprea TI, Benet LZ
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Bocci G, Oprea TI, Benet LZ

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
azlogd74 LogD at pH 7.4 1.808 Moderate 0.79
caco2-efflux Caco-2 efflux ratio (BA/AB) 0.346 Moderate 0.79
caco2-intrinsic-papp Caco-2 intrinsic apparent permeability 33.963 10^-6 cm/s Moderate 0.79
dh-clint Dog hepatocyte intrinsic clearance 38.548 uL/min/10^6 cells Moderate 0.79
dppb Dog plasma protein binding (% unbound) 33.590 % Moderate 0.79
fcs-ppb Fetal calf serum protein binding (% unbound) 45.860 % Moderate 0.79
herg hERG pIC50 5.597 pIC50 Moderate 0.79
hh-clint Human hepatocyte intrinsic clearance 5.470 uL/min/10^6 cells Moderate 0.79
hlm-clint Human liver microsomal intrinsic clearance 14.191 uL/min/mg protein Moderate 0.79
hppb Human plasma protein binding (% unbound) 39.730 % Moderate 0.79
kinase-safety-class ACVR2A,ACVR2B,AKT1,AKT2,AKT3,ALK,AXL,BRAF,BTK,CAMK2B,CAMK2D,CDK4,CDK5,CDK9,CHEK1,DDR1,DYRK1B,EIF2AK3,EPHB4,ERBB2,FLT3,GRK2,ITK,JAK1,JAK2,JAK3,MAP3K21,MAP3K7,MAPK10,MAPK12,MAPK7,MAPK9,MAPKAPK2,MARK4,MET,MTOR,NTRK2,PAK4,PDK2,PDK4,PDPK1,PIK3CB,PIM2,PRKCD,PRKDC,SIK2,SIK3,STK33,SYK,TEK,TGFBR1,TTK 52
kinase-selectivity-class AKT2,AKT3,AXL,EIF2AK3,PDK4,PRKCD,STK33 7
mdck-mdr1-bcrp-efflux MDCK-MDR1-BCRP efflux ratio 0.459 Moderate 0.79
mdck-mdr1-efflux MDCK-MDR1 efflux ratio 0.332 Moderate 0.79
mh-clint Mouse hepatocyte intrinsic clearance 109.144 Moderate 0.79
mppb Mouse plasma protein binding (% unbound) 32.670 Moderate 0.79
nih-mdck-mdr1-efflux NIH MDCK-MDR1 efflux ratio 1.064 Moderate 0.79
pfas-class PFAS structural alert (1 = True, 0 = False) 0
pppb Pig plasma protein binding (% unbound) 49.770 % Moderate 0.79
rat-kpuu-brain Rat brain Kpuu 1.832 % Moderate 0.79
rh-clint Rat hepatocyte intrinsic clearance 97.949 uL/min/10^6 cells Moderate 0.79
rh-fuinc Rat hepatocyte fraction unbound in incubation 64.320 % Moderate 0.79
rppb Rat plasma protein binding (% unbound) 38.580 % Moderate 0.79
solubility-dd Solubility at pH 7.4 in DMSO 961.612 uM Moderate 0.79

Approvals:

DateAgencyCompanyOrphan
Aug. 23, 1957 FDA

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

FDA Adverse Event Reporting System (Geriatric)

None

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC R06AB01 RESPIRATORY SYSTEM
ANTIHISTAMINES FOR SYSTEMIC USE
ANTIHISTAMINES FOR SYSTEMIC USE
Substituted alkylamines
ATC R06AB51 RESPIRATORY SYSTEM
ANTIHISTAMINES FOR SYSTEMIC USE
ANTIHISTAMINES FOR SYSTEMIC USE
Substituted alkylamines
CHEBI has role CHEBI:37955 H<small><sub>1</sub></small>-receptor antagonist
CHEBI has role CHEBI:50857 anti-allergic agent
CHEBI has role CHEBI:51177 antitussive
CHEBI has role CHEBI:77715 nasal decongestant
MeSH PA D006633 Histamine Antagonists
MeSH PA D006634 Histamine H1 Antagonists
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D018926 Anti-Allergic Agents

Related Drugs by ATC class:

R06AB Substituted alkylamines 6 drugs
chlorphenaminedexbrompheniraminedexchlorpheniraminedimetindenepheniraminetalastine

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Dermatographic urticaria indication 7632005 DOID:743
Vasomotor rhinitis indication 8229003 DOID:4730
Allergic rhinitis indication 61582004
Nasal discharge indication 64531003
Urticaria indication 126485001
Influenza-like symptoms indication 315642008
Seasonal allergic rhinitis indication 367498001
Itching of skin indication 418363000
Allergic conjunctivitis indication 473460002 DOID:11204
Brain damage contraindication 2470005
Ocular hypertension contraindication 4210003 DOID:9282
Tachyarrhythmia contraindication 6285003
Suicidal thoughts contraindication 6471006
Dependent drug abuse contraindication 6525002
Urinary tract obstruction contraindication 7163005 DOID:5200
Alcoholism contraindication 7200002
Alcohol withdrawal delirium contraindication 8635005
Peptic ulcer contraindication 13200003 DOID:750
Chronic obstructive lung disease contraindication 13645005 DOID:3083
Asthenia contraindication 13791008
Severe chronic ulcerative colitis contraindication 14311001
Constipation contraindication 14760008 DOID:2089
Chronic disease of respiratory system contraindication 17097001
Mood swings contraindication 18963009
Myocardial infarction contraindication 22298006 DOID:5844
Inflammatory bowel disease contraindication 24526004 DOID:0050589
Ventricular tachycardia contraindication 25569003
Alcohol intoxication contraindication 25702006
Shock contraindication 27942005
Toxic megacolon contraindication 28536002 DOID:1770
Atony of colon contraindication 29479008
Hypercapnia contraindication 29596007
Dehydration contraindication 34095006
Hyperthyroidism contraindication 34486009 DOID:7998
Acute hepatitis contraindication 37871000
Hypertensive disorder contraindication 38341003 DOID:10763
Disorder of gallbladder contraindication 39621005 DOID:0060262
Hypothyroidism contraindication 40930008 DOID:1459
Complete trisomy 21 syndrome contraindication 41040004 DOID:14250
Conduction disorder of the heart contraindication 44808001
Low blood pressure contraindication 45007003
Achalasia of esophagus contraindication 45564002 DOID:9164
Chronic heart failure contraindication 48447003
Bradycardia contraindication 48867003
Disorder of cardiovascular system contraindication 49601007 DOID:1287
Acidosis contraindication 51387008
Coronary arteriosclerosis contraindication 53741008 DOID:3393
Paralytic ileus contraindication 55525008 DOID:8442
Peptic reflux disease contraindication 57643001
Hepatic failure contraindication 59927004
Ulcerative colitis contraindication 64766004 DOID:8577
Arterial thrombosis contraindication 65198009
Drug AND/OR toxin-induced diarrhea contraindication 65979008
Substance abuse contraindication 66214007
Benign intracranial hypertension contraindication 68267002 DOID:11459
Poisoning by acetaminophen contraindication 70273001
Arteriosclerotic vascular disease contraindication 72092001
Diabetes mellitus contraindication 73211009 DOID:9351
Urethral stricture contraindication 76618002
Spastic paralysis contraindication 78403003
Disturbance of salivary secretion contraindication 78948009
Decreased respiratory function contraindication 80954004
Injury of head contraindication 82271004
Chronic idiopathic constipation contraindication 82934008
Cor pulmonale contraindication 83291003 DOID:8515
Hiatal hernia contraindication 84089009 DOID:12642
Epilepsy contraindication 84757009 DOID:1826
Pulmonary emphysema contraindication 87433001
Kidney disease contraindication 90708001 DOID:557
Myasthenia gravis contraindication 91637004 DOID:437
Acute abdominal pain contraindication 116290004
Procedure on urinary system contraindication 118677009
Gastrointestinal obstruction contraindication 126765001
Neoplasm of brain contraindication 126952004 DOID:1319
Seizure disorder contraindication 128613002
Autonomic dysreflexia contraindication 129618003
Bleeding contraindication 131148009
Drug-induced psychosis contraindication 191483003 DOID:1742
Partial atrioventricular block contraindication 195039008
Acute pancreatitis contraindication 197456007 DOID:2913
Myocardial dysfunction contraindication 233928007
Disease of liver contraindication 235856003 DOID:409
Bladder outflow obstruction contraindication 236645006
Morbid obesity contraindication 238136002 DOID:11981
Pyloric obstruction contraindication 244815007
Benign prostatic hyperplasia contraindication 266569009
Retention of urine contraindication 267064002
Drowsy contraindication 271782001
Exacerbation of asthma contraindication 281239006
Lesion of brain contraindication 301766008
Coma contraindication 371632003
Primary adrenocortical insufficiency contraindication 373662000
Operation on gastrointestinal tract contraindication 386621005
Hypoxia contraindication 389086002
Angle-closure glaucoma contraindication 392291006 DOID:13550
Pseudomembranous enterocolitis contraindication 397683000
Gastric ulcer contraindication 397825006 DOID:10808
Breastfeeding (mother) contraindication 413712001
Chronic lung disease contraindication 413839001
Disorder of coronary artery contraindication 414024009
Central nervous system depression contraindication 418072004
Ultrarapid metabolizer due to cytochrome p450 CYP2D6 variant contraindication 422681000
Dysfunction of sphincter of Oddi contraindication 430887001
Hypertensive urgency contraindication 443482000
Acute exacerbation of asthma contraindication 708038006




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 9.47 Basic
pKa2 4.14 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])		Mechanism
action		Bioact sourceMoA source
Histamine H1 receptor GPCR ANTAGONIST Ki 8.22 PDSP CHEMBL
Potassium voltage-gated channel subfamily H member 2 Ion channel IC50 6.05 CHEMBL
Sodium channel alpha subunits; brain (Types I, II, III) Ion channel IC50 4.96 CHEMBL

External reference:

IDSource
4019641 VUID
N0000147734 NUI
D00663 KEGG_DRUG
980-71-2 SECONDARY_CAS_RN
142427 RXNORM
C0006246 UMLSCUI
CHEBI:3183 CHEBI
CHEMBL811 ChEMBL_ID
CHEMBL1200961 ChEMBL_ID
DB00835 DRUGBANK_ID
D001977 MESH_DESCRIPTOR_UI
6834 PUBCHEM_CID
7133 IUPHAR_LIGAND_ID
770 INN_ID
H57G17P2FN UNII
3426 MMSL
4302 MMSL
d00785 MMSL
29588002 SNOMEDCT_US
372775001 SNOMEDCT_US
56480005 SNOMEDCT_US
4017852 VANDF
4019641 VANDF
003389 NDDF
004795 NDDF
H57G17P2FN INXIGHT DRUGS

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Dimetapp HUMAN OTC DRUG LABEL 2 0031-2231 ELIXIR 1 mg ORAL Export only 15 sections
Dimetapp Paediatric HUMAN OTC DRUG LABEL 2 0031-2251 ELIXIR 1 mg ORAL Export only 1 sections
Good Sense Childrens Cold and Cough HUMAN OTC DRUG LABEL 3 0113-0987 SOLUTION 2 mg ORAL OTC Monograph Drug 16 sections
good sense childrens cold cough HUMAN OTC DRUG LABEL 2 0113-6019 SOLUTION 2 mg ORAL OTC Monograph Drug 16 sections
Brompheniramine Maleate, Pseudoephedrine Hydrochloride and Dextromethorphan Hydrobromide HUMAN PRESCRIPTION DRUG LABEL 3 0121-0933 SOLUTION 2 mg ORAL ANDA 21 sections
Childrens Wal Tap ElixerCold and Allergy HUMAN OTC DRUG LABEL 2 0363-0312 LIQUID 2 mg ORAL OTC Monograph Drug 16 sections
childrens cold and cough relief dm HUMAN OTC DRUG LABEL 2 0363-3611 SOLUTION 2 mg ORAL OTC Monograph Drug 16 sections
RYNEX PE HUMAN OTC DRUG LABEL 2 0485-0202 LIQUID 1 mg ORAL OTC Monograph Drug 16 sections
RynexDM HUMAN OTC DRUG LABEL 3 0485-0204 LIQUID 1 mg ORAL OTC Monograph Drug 16 sections
RYNEX PSE HUMAN OTC DRUG LABEL 2 0485-0206 LIQUID 1 mg ORAL unapproved drug other 14 sections
Brompheniramine Maleate, Pseudoephedrine Hydrochloride and Dextromethorphan Hydrobromide HUMAN PRESCRIPTION DRUG LABEL 3 0574-1104 SYRUP 2 mg ORAL ANDA 20 sections
dimaphen dm HUMAN OTC DRUG LABEL 3 0904-6463 SOLUTION 2 mg ORAL OTC Monograph Drug 16 sections
childrens cold and cough HUMAN OTC DRUG LABEL 2 0904-7531 SOLUTION 2 mg ORAL OTC Monograph Drug 16 sections
Rydex HUMAN OTC DRUG LABEL 3 23359-023 LIQUID 1.33 mg ORAL OTC monograph final 15 sections
good neighbor pharmacy cold and cough HUMAN OTC DRUG LABEL 3 24385-519 SOLUTION 2 mg ORAL OTC Monograph Drug 16 sections
CHILDRENS COLD AND COUGH HUMAN OTC DRUG LABEL 2 30142-780 SOLUTION 2 mg ORAL OTC Monograph Drug 16 sections
Childrens Cold and Cough HUMAN OTC DRUG LABEL 3 30142-987 SOLUTION 2 mg ORAL OTC Monograph Drug 16 sections
cold and cough HUMAN OTC DRUG LABEL 3 37808-987 SOLUTION 2 mg ORAL OTC Monograph Drug 15 sections
Equaline childrens cold and cough HUMAN OTC DRUG LABEL 2 41163-260 SOLUTION 2 mg ORAL OTC Monograph Drug 16 sections
equaline childrens cold and cough HUMAN OTC DRUG LABEL 3 41163-987 SOLUTION 2 mg ORAL OTC Monograph Drug 16 sections
Brompheniramine Maleate, Pseudoephedrine Hydrochloride, Dextromethorphan Hydrobromide HUMAN PRESCRIPTION DRUG LABEL 3 42192-607 SYRUP 2 mg ORAL ANDA 20 sections
Brompheniramine Maleate, Pseudoephedrine Hydrochloride, Dextromethorphan Hydrobromide HUMAN PRESCRIPTION DRUG LABEL 3 42192-630 SYRUP 2 mg ORAL ANDA 20 sections
Brompheniramine Maleate, Pseudoephedrine Hydrochloride, Dextromethorphan Hydrobromide HUMAN PRESCRIPTION DRUG LABEL 3 42192-630 SYRUP 2 mg ORAL ANDA 20 sections
childrens cold and cough HUMAN OTC DRUG LABEL 2 42507-727 SOLUTION 2 mg ORAL OTC Monograph Drug 16 sections
Runny Nose and Cough HUMAN OTC DRUG LABEL 3 45014-153 LIQUID 0.50 mg ORAL OTC MONOGRAPH FINAL 17 sections
BIO DtussDMX HUMAN OTC DRUG LABEL 3 45737-203 LIQUID 1 mg ORAL OTC Monograph Drug 11 sections
Bio T Pres-B HUMAN OTC DRUG LABEL 3 45737-226 LIQUID 4 mg ORAL OTC monograph final 11 sections
good neighbor pharmacy childrens cold and cough HUMAN OTC DRUG LABEL 2 46122-813 SOLUTION 2 mg ORAL OTC Monograph Drug 16 sections
equate childrens cold and cough HUMAN OTC DRUG LABEL 3 49035-082 SOLUTION 2 mg ORAL OTC Monograph Drug 16 sections
Sunmark Cold and AllergyChildrens HUMAN OTC DRUG LABEL 2 50090-4840 SOLUTION 2 mg ORAL OTC monograph final 17 sections