ketotifen Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
1530 34580-13-7

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • HC 20-511
  • ketotifen
  • ketotifen fumarate
A cycloheptathiophene blocker of histamine H1 receptors and release of inflammatory mediators. It has been proposed for the treatment of asthma, rhinitis, skin allergies, and anaphylaxis.
  • Molecular weight: 309.43
  • Formula: C19H19NOS
  • CLOGP: 3.59
  • LIPINSKI: 0
  • HAC: 2
  • HDO: 0
  • TPSA: 20.31
  • ALOGS: -4.59
  • ROTB: 0

  • Status: OFP

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
2 mg O

ADMET properties:

PropertyValueReference
MRTD (Maximum Recommended Therapeutic Daily Dose) 0.09 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Hosey CM, Chan R, Benet LZ
BA (Bioavailability) 60 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

DateAgencyCompanyOrphan
July 2, 1999 FDA

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC R06AX17 RESPIRATORY SYSTEM
ANTIHISTAMINES FOR SYSTEMIC USE
ANTIHISTAMINES FOR SYSTEMIC USE
Other antihistamines for systemic use
ATC S01GX08 SENSORY ORGANS
OPHTHALMOLOGICALS
DECONGESTANTS AND ANTIALLERGICS
Other antiallergics
FDA MoA N0000000190 Histamine H1 Receptor Antagonists
FDA EPC N0000175519 Histamine-1 Receptor Inhibitor
CHEBI has role CHEBI:37955 H1-receptor antagonist
CHEBI has role CHEBI:49167 anti-asthmatic drug
MeSH PA D018926 Anti-Allergic Agents
MeSH PA D000982 Antipruritics
MeSH PA D003879 Dermatologic Agents
MeSH PA D018494 Histamine Agents
MeSH PA D006633 Histamine Antagonists
MeSH PA D006634 Histamine H1 Antagonists
MeSH PA D018377 Neurotransmitter Agents

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Allergic conjunctivitis indication 473460002 DOID:11204

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 8.8 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 9.51 WOMBAT-PK CHEMBL
D(1A) dopamine receptor GPCR Ki 6.36 DRUG MATRIX
Alpha-2A adrenergic receptor GPCR Ki 6.09 DRUG MATRIX
5-hydroxytryptamine receptor 1A GPCR Ki 5.84 DRUG MATRIX
5-hydroxytryptamine receptor 2A GPCR Ki 8.05 DRUG MATRIX
5-hydroxytryptamine receptor 2B GPCR Ki 7.54 DRUG MATRIX
5-hydroxytryptamine receptor 2C GPCR Ki 7.08 DRUG MATRIX
5-hydroxytryptamine receptor 6 GPCR Ki 6.28 DRUG MATRIX
Alpha-2B adrenergic receptor GPCR Ki 6.49 DRUG MATRIX
D(3) dopamine receptor GPCR Ki 6.18 DRUG MATRIX
Histamine H2 receptor GPCR Ki 5.39 DRUG MATRIX
Alpha-1D adrenergic receptor GPCR Ki 5.74 DRUG MATRIX
Muscarinic acetylcholine receptor M5 GPCR Ki 7.73 WOMBAT-PK
Muscarinic acetylcholine receptor M4 GPCR Ki 7.07 WOMBAT-PK
Muscarinic acetylcholine receptor M3 GPCR Ki 6.58 WOMBAT-PK
Muscarinic acetylcholine receptor M2 GPCR Ki 6.36 WOMBAT-PK
Muscarinic acetylcholine receptor M1 GPCR Ki 7.02 WOMBAT-PK
Multidrug resistance protein 1 Transporter WOMBAT-PK
Histamine H1 receptor GPCR Ki 9.51 CHEMBL
5-hydroxytryptamine receptor 1A GPCR IC50 5.60 CHEMBL

External reference:

IDSource
4021170 VUID
N0000148619 NUI
C0022642 UMLSCUI
D01332 KEGG_DRUG
354038002 SNOMEDCT_US
6146 RXNORM
372642003 SNOMEDCT_US
4021170 VANDF
003742 NDDF
CHEMBL534 ChEMBL_ID
DB00920 DRUGBANK_ID
CHEMBL1633 ChEMBL_ID
HBD503WORO UNII
34580-14-8 SECONDARY_CAS_RN
CHEBI:92511 CHEBI
3993 INN_ID
3827 PUBCHEM_CID
D007665 MESH_DESCRIPTOR_UI
7206 IUPHAR_LIGAND_ID

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Zaditor HUMAN OTC DRUG LABEL 1 0065-4011 SOLUTION 0.25 mg OPHTHALMIC ANDA 11 sections
Ketotifen Fumarate HUMAN OTC DRUG LABEL 1 0179-8601 SOLUTION/ DROPS 0.35 mg OPHTHALMIC ANDA 9 sections
EYE ITCH RELIEF HUMAN OTC DRUG LABEL 1 0363-0610 SOLUTION/ DROPS 0.25 mg OPHTHALMIC ANDA 9 sections
Ketotifen Fumarate HUMAN OTC DRUG LABEL 1 0363-9060 SOLUTION/ DROPS 0.25 mg OPHTHALMIC ANDA 9 sections
Eye Itch Relief HUMAN OTC DRUG LABEL 1 0536-1096 SOLUTION/ DROPS 0.35 mg OPHTHALMIC ANDA 10 sections
Ketotifen Fumarate HUMAN OTC DRUG LABEL 1 0536-1222 SOLUTION 0.25 mg OPHTHALMIC ANDA 9 sections
LEADER EYE ITCH RELIEF DROPS HUMAN OTC DRUG LABEL 1 11716-1163 SOLUTION/ DROPS 0.35 mg OPHTHALMIC OTC monograph final 10 sections
eye itch relief HUMAN OTC DRUG LABEL 1 11822-4201 SOLUTION/ DROPS 0.35 mg OPHTHALMIC ANDA 9 sections
eye itch relief HUMAN OTC DRUG LABEL 1 11822-4202 SOLUTION/ DROPS 0.35 mg OPHTHALMIC ANDA 9 sections
Ketotifen Fumarate HUMAN OTC DRUG LABEL 1 17478-717 SOLUTION/ DROPS 0.35 mg OPHTHALMIC ANDA 9 sections
Eye Itch Relief HUMAN OTC DRUG LABEL 1 21130-601 SOLUTION 0.25 mg OPHTHALMIC NDA 11 sections
Alaway HUMAN OTC DRUG LABEL 1 24208-601 SOLUTION/ DROPS 0.25 mg OPHTHALMIC NDA 9 sections
Eye Itch HUMAN OTC DRUG LABEL 1 30142-702 SOLUTION/ DROPS 0.35 mg OPHTHALMIC ANDA 9 sections
Itchy Eye HUMAN OTC DRUG LABEL 1 30142-770 SOLUTION/ DROPS 0.35 mg OPHTHALMIC ANDA 9 sections
Eye Itch Relief HUMAN OTC DRUG LABEL 1 37808-802 SOLUTION/ DROPS 0.35 mg OPHTHALMIC ANDA 9 sections
Allergy Eye Drops HUMAN OTC DRUG LABEL 1 37808-870 SOLUTION/ DROPS 0.35 mg OPHTHALMIC ANDA 9 sections
Eye Itch HUMAN OTC DRUG LABEL 1 41250-302 SOLUTION/ DROPS 0.35 mg OPHTHALMIC ANDA 9 sections
Itchy Eye HUMAN OTC DRUG LABEL 1 41250-303 SOLUTION/ DROPS 0.35 mg OPHTHALMIC ANDA 10 sections
Itchy Eye HUMAN OTC DRUG LABEL 1 41250-870 SOLUTION/ DROPS 0.35 mg OPHTHALMIC ANDA 9 sections
Itchy Eye Drops HUMAN OTC DRUG LABEL 1 46122-146 SOLUTION/ DROPS 0.35 mg OPHTHALMIC ANDA 9 sections
Eye Itch Relief HUMAN OTC DRUG LABEL 1 46122-163 SOLUTION/ DROPS 0.35 mg OPHTHALMIC ANDA 9 sections
Ketotifen Fumarate HUMAN OTC DRUG LABEL 1 46122-634 SOLUTION 0.25 mg OPHTHALMIC ANDA 9 sections
Equate Eye Itch Relief HUMAN OTC DRUG LABEL 1 49035-231 SOLUTION 0.25 mg OPHTHALMIC NDA 8 sections
eye itch relief HUMAN OTC DRUG LABEL 1 49348-107 SOLUTION/ DROPS 0.35 mg OPHTHALMIC ANDA 9 sections
Zaditor HUMAN OTC DRUG LABEL 1 50090-1037 SOLUTION 0.35 mg OPHTHALMIC ANDA 13 sections
Eye Itch Relief HUMAN OTC DRUG LABEL 1 50804-302 SOLUTION/ DROPS 0.35 mg OPHTHALMIC ANDA 9 sections
Itchy Eye Drops HUMAN OTC DRUG LABEL 1 50804-392 SOLUTION/ DROPS 0.35 mg OPHTHALMIC ANDA 9 sections
Ketotifen Fumarate HUMAN OTC DRUG LABEL 1 58790-008 SOLUTION 0.35 mg OPHTHALMIC ANDA 9 sections
Allergy Eye Drops HUMAN OTC DRUG LABEL 1 58790-301 SOLUTION/ DROPS 0.35 mg OPHTHALMIC ANDA 9 sections
Ketotifen Fumarate HUMAN OTC DRUG LABEL 1 59779-330 SOLUTION/ DROPS 0.35 mg OPHTHALMIC ANDA 10 sections