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

Stem definitionDrug idCAS RN
antihistaminics or local vasoconstrictors, antazoline derivatives 3369 835-31-4

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • naphazoline nitrate
  • naphazoline
  • naphthazoline
  • naphthizine
  • nephazoline
  • rhinazine
  • naphazoline hydrochloride
  • naphazoline HCl
An adrenergic vasoconstrictor agent used as a decongestant.
  • Molecular weight: 210.28
  • Formula: C14H14N2
  • CLOGP: 3.83
  • LIPINSKI: 0
  • HAC: 2
  • HDO: 1
  • TPSA: 24.39
  • ALOGS: -3.74
  • ROTB: 2

  • Status: OFP

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

Drug dosage:

DoseUnitRoute
0.40 mg N

ADMET properties:

None

Approvals:

DateAgencyCompanyOrphan
June 7, 1971 FDA NOVARTIS

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Mydriasis 71.33 39.58 14 133 10539 46675376
Eye irritation 70.72 39.58 15 132 16599 46669316

FDA Adverse Event Reporting System (Male)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event

Pharmacologic Action:

SourceCodeDescription
ATC R01AA08 RESPIRATORY SYSTEM
NASAL PREPARATIONS
DECONGESTANTS AND OTHER NASAL PREPARATIONS FOR TOPICAL USE
Sympathomimetics, plain
ATC R01AB02 RESPIRATORY SYSTEM
NASAL PREPARATIONS
DECONGESTANTS AND OTHER NASAL PREPARATIONS FOR TOPICAL USE
Sympathomimetics, combinations excl. corticosteroids
ATC S01GA01 SENSORY ORGANS
OPHTHALMOLOGICALS
DECONGESTANTS AND ANTIALLERGICS
Sympathomimetics used as decongestants
ATC S01GA51 SENSORY ORGANS
OPHTHALMOLOGICALS
DECONGESTANTS AND ANTIALLERGICS
Sympathomimetics used as decongestants
MeSH PA D018663 Adrenergic Agents
MeSH PA D000322 Adrenergic Agonists
MeSH PA D000316 Adrenergic alpha-Agonists
MeSH PA D002317 Cardiovascular Agents
MeSH PA D014663 Nasal Decongestants
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D019141 Respiratory System Agents
MeSH PA D014662 Vasoconstrictor Agents

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Red eye indication 75705005
Ocular Itching indication
Hyperthyroidism contraindication 34486009 DOID:7998
Hypertensive disorder contraindication 38341003 DOID:10763
Disorder of cardiovascular system contraindication 49601007 DOID:1287
Diabetes mellitus contraindication 73211009 DOID:9351
Hyperglycemia contraindication 80394007 DOID:4195
Eye infection contraindication 128351009
Injury of eye region contraindication 282752000
Angle-closure glaucoma contraindication 392291006 DOID:13550

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 10.3 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
Alpha-2C adrenergic receptor GPCR AGONIST Ki 6.39 PDSP CHEMBL
Alpha-2B adrenergic receptor GPCR AGONIST Ki 6.39 PDSP CHEMBL
Alpha-2A adrenergic receptor GPCR AGONIST Ki 7.68 PDSP CHEMBL
Nischarin Membrane receptor Ki 6.92 CHEMBL
Adrenergic receptor alpha-2 GPCR Ki 8.24 CHEMBL
Adrenergic receptor alpha GPCR Ki 8.24 CHEMBL
Nischarin Unclassified Ki 6.61 CHEMBL
Adrenergic receptor alpha-1 GPCR EC50 7.92 CHEMBL

External reference:

IDSource
D00743 KEGG_DRUG
550-99-2 SECONDARY_CAS_RN
4018585 VANDF
4019855 VANDF
C0027373 UMLSCUI
CHEBI:93363 CHEBI
CHEMBL761 ChEMBL_ID
CHEMBL1706 ChEMBL_ID
D009278 MESH_DESCRIPTOR_UI
DB06711 DRUGBANK_ID
5509 IUPHAR_LIGAND_ID
4153 INN_ID
H231GF11BV UNII
4436 PUBCHEM_CID
235810 RXNORM
2098 MMSL
5154 MMSL
72185 MMSL
001802 NDDF
003876 NDDF
003877 NDDF
372803000 SNOMEDCT_US
57583000 SNOMEDCT_US
6232005 SNOMEDCT_US
734561005 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Naphcon A HUMAN OTC DRUG LABEL 2 0065-0085 SOLUTION/ DROPS 0.25 mg OPHTHALMIC NDA 14 sections
Eye Allergy Relief HUMAN OTC DRUG LABEL 2 0363-0430 SOLUTION/ DROPS 0.27 mg OPHTHALMIC NDA 14 sections
WALGREENS MAXIMUM REDNESS RELIEF HUMAN OTC DRUG LABEL 2 0363-1465 SOLUTION 0 mg OPHTHALMIC OTC monograph final 13 sections
Walgreens Eye Drops Maximum Redness Relief 15mL HUMAN OTC DRUG LABEL 2 0363-4546 LIQUID 0.03 g OPHTHALMIC OTC monograph final 13 sections
Walgreens Redness Relief Eye Drops 15mL HUMAN OTC DRUG LABEL 2 0363-4548 LIQUID 0.01 g OPHTHALMIC OTC monograph final 14 sections
Eye Allergy Relief HUMAN OTC DRUG LABEL 2 0363-9652 SOLUTION/ DROPS 0.27 mg OPHTHALMIC NDA 9 sections
7 Select Redness Relief HUMAN OTC DRUG LABEL 2 10202-850 SOLUTION/ DROPS 0 mg OPHTHALMIC OTC monograph final 14 sections
RohtoCool Relief HUMAN OTC DRUG LABEL 2 10742-8141 LIQUID 0.12 mg OPHTHALMIC OTC monograph final 12 sections
RohtoCool HUMAN OTC DRUG LABEL 2 10742-8142 LIQUID 0.12 mg OPHTHALMIC OTC monograph final 12 sections
Rohto Beauty Secret HUMAN OTC DRUG LABEL 2 10742-8145 LIQUID 0.12 mg OPHTHALMIC OTC monograph final 12 sections
RohtoMax Strength HUMAN OTC DRUG LABEL 2 10742-8158 LIQUID 0.30 mg OPHTHALMIC OTC monograph final 12 sections
RohtoCool Max HUMAN OTC DRUG LABEL 2 10742-8159 LIQUID 0.30 mg OPHTHALMIC OTC monograph final 12 sections
Rohto Optic Glow HUMAN OTC DRUG LABEL 3 10742-8160 LIQUID 0.30 mg OPHTHALMIC OTC monograph final 13 sections
Target Eye Drops Maximum Redness Relief Eye HUMAN OTC DRUG LABEL 2 11673-100 SOLUTION/ DROPS 30 mg OPHTHALMIC OTC monograph final 12 sections
Eye Allergy Relief HUMAN OTC DRUG LABEL 2 11673-430 SOLUTION/ DROPS 0.27 mg OPHTHALMIC NDA 14 sections
lubricant and redness reliever HUMAN OTC DRUG LABEL 2 11673-451 SOLUTION/ DROPS 0.10 mg OPHTHALMIC OTC monograph final 14 sections
Red Eye Relief HUMAN OTC DRUG LABEL 2 11673-578 SOLUTION/ DROPS 30 mg OPHTHALMIC OTC monograph final 13 sections
Eye Allergy Relief HUMAN OTC DRUG LABEL 2 11822-0552 SOLUTION/ DROPS 0.27 mg OPHTHALMIC NDA 14 sections
Lubricant / Redness Reliever HUMAN OTC DRUG LABEL 2 11822-3025 SOLUTION/ DROPS 5 mg OPHTHALMIC OTC monograph final 14 sections
Original Redness Reliever HUMAN OTC DRUG LABEL 2 11822-3215 SOLUTION/ DROPS 0.10 mg OPHTHALMIC OTC monograph final 14 sections
FLORIL REDNESS RELIEF HUMAN OTC DRUG LABEL 2 16995-001 SOLUTION/ DROPS 3 mg OPHTHALMIC OTC monograph final 10 sections
Naphazoline Hydrochloride and Pheniramine Maleate HUMAN OTC DRUG LABEL 2 17478-065 SOLUTION/ DROPS 0.25 mg OPHTHALMIC ANDA 15 sections
Pure Eyes Sterile Eyes HUMAN OTC DRUG LABEL 2 20146-7000 SOLUTION/ DROPS 0.10 mg OPHTHALMIC OTC MONOGRAPH FINULLL 14 sections
Signature Care Eye Drops Redness and Dry Eye Relief HUMAN OTC DRUG LABEL 2 21130-703 LIQUID 0.01 g OPHTHALMIC OTC monograph final 12 sections
AK-Con HUMAN PRESCRIPTION DRUG LABEL 1 21695-915 SOLUTION 1 mg OPHTHALMIC ANDA 16 sections
Advanced Eye Relief/ Redness Instant Relief HUMAN OTC DRUG LABEL 2 24208-349 SOLUTION/ DROPS 0.10 mg OPHTHALMIC OTC monograph final 14 sections
Opcon-A HUMAN OTC DRUG LABEL 2 24208-430 SOLUTION/ DROPS 0.27 mg OPHTHALMIC NDA 14 sections
Advanced Eye Relief/ Redness Maximum Relief HUMAN OTC DRUG LABEL 2 24208-450 SOLUTION/ DROPS 0.30 mg OPHTHALMIC OTC monograph final 14 sections
CLEAR EYES REDNESS RELIEF HANDY POCKET PAL HUMAN OTC DRUG LABEL 2 29485-1139 SOLUTION/ DROPS 0 mg OPHTHALMIC OTC MONOGRAPH FINULLL 15 sections
Topcare Maximum Redness Relief Eye Drops HUMAN OTC DRUG LABEL 2 36800-975 SOLUTION 0.03 g OPHTHALMIC OTC monograph final 12 sections