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

Stem definitionDrug idCAS RN
3290 148-24-3

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • oxyquinol
  • 8-hydroxyquinoline
  • 8-Quinolinol
  • oxyquinoline
  • oxyquinoline sulfate
An antiseptic with mild fungistatic, bacteriostatic, anthelmintic, and amebicidal action. It is also used as a reagent and metal chelator, as a carrier for radio-indium for diagnostic purposes, and its halogenated derivatives are used in addition as topical anti-infective agents and oral antiamebics.
  • Molecular weight: 145.16
  • Formula: C9H7NO
  • CLOGP: 2.08
  • LIPINSKI: 0
  • HAC: 2
  • HDO: 1
  • TPSA: 33.12
  • ALOGS: -1.54
  • ROTB: 0
  • Status: OFP
    • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
80 mg O

ADMET properties:

None

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
azlogd74 LogD at pH 7.4 2.379 High 1
caco2-efflux Caco-2 efflux ratio (BA/AB) 0.530 High 1
caco2-intrinsic-papp Caco-2 intrinsic apparent permeability 48.753 10^-6 cm/s High 1
dh-clint Dog hepatocyte intrinsic clearance 40.644 uL/min/10^6 cells High 1
dppb Dog plasma protein binding (% unbound) 30.480 % High 1
fcs-ppb Fetal calf serum protein binding (% unbound) 38.470 % High 1
herg hERG pIC50 4.317 pIC50 High 1
hh-clint Human hepatocyte intrinsic clearance 196.336 uL/min/10^6 cells High 1
hlm-clint Human liver microsomal intrinsic clearance 105.682 uL/min/mg protein High 1
hppb Human plasma protein binding (% unbound) 14.210 % High 1
kinase-safety-class ACVR1B,ACVR2A,ACVR2B,ALK,AURKA,AURKB,AXL,BRAF,BTK,CAMK2B,CAMK2D,CDK1,CDK5,CDK9,CHEK1,DDR1,DYRK1B,EIF2AK3,EPHB4,ERBB2,FLT3,GRK2,GRK3,GSK3B,ITK,JAK1,JAK2,KIT,MAP2K6,MAP3K1,MAP3K10,MAP3K14,MAP3K21,MAP3K7,MAP4K1,MAP4K3,MAPK12,MAPK7,MAPK9,MARK4,MTOR,NTRK2,PDK1,PDK2,PDK4,PDPK1,PIK3CB,PIK3CD,PIM2,PRKCD,PRKDC,SGK1,SIK2,SIK3,STK33,SYK,TEK,TGFBR1,TTK,ULK1,ULK2 61
kinase-selectivity-class AXL,BRAF,ERBB2,GRK2,PIK3CD,STK33 6
mdck-mdr1-efflux MDCK-MDR1 efflux ratio 1.521 High 1
mh-clint Mouse hepatocyte intrinsic clearance 696.627 High 1
mppb Mouse plasma protein binding (% unbound) 29.520 High 1
nih-mdck-mdr1-efflux NIH MDCK-MDR1 efflux ratio 0.693 High 1
pfas-class PFAS structural alert (1 = True, 0 = False) 0
pppb Pig plasma protein binding (% unbound) 36.260 % High 1
rh-clint Rat hepatocyte intrinsic clearance 216.272 uL/min/10^6 cells High 1
rh-fuinc Rat hepatocyte fraction unbound in incubation 91.020 % High 1
rppb Rat plasma protein binding (% unbound) 24.070 % High 1
solubility-dd Solubility at pH 7.4 in DMSO 19.409 uM High 1

Approvals:

DateAgencyCompanyOrphan
None FDA

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
Allergy to plants 48.39 22.85 10 3146 830 90624461
Elbow deformity 42.54 22.85 10 3146 1501 90623790
Transplant dysfunction 38.34 22.85 12 3144 5270 90620021
Wrist deformity 34.98 22.85 10 3146 3228 90622063
Sleep disorder due to general medical condition, insomnia type 31.62 22.85 30 3126 128664 90496627
Transplant rejection 28.02 22.85 12 3144 12746 90612545
Seronegative arthritis 26.91 22.85 13 3143 18221 90607070
Spondylitis 26.80 22.85 12 3144 14166 90611125
Ovarian cyst 24.51 22.85 12 3144 17306 90607985

FDA Adverse Event Reporting System (Male)

None

FDA Adverse Event Reporting System (Geriatric)

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
Apparent death 139.14 31.03 30 4069 2872 110582328
Intestinal sepsis 131.37 31.03 24 4075 980 110584220
Terminal state 99.57 31.03 26 4073 5641 110579559
Pulmonary thrombosis 96.72 31.03 31 4068 13832 110571368
Red blood cell sedimentation rate increased 87.02 31.03 47 4052 78255 110506945
Photosensitivity reaction 85.21 31.03 33 4066 25556 110559644
Joint arthroplasty 70.77 31.03 18 4081 3519 110581681
C-reactive protein increased 68.73 31.03 60 4039 217859 110367341
Diverticulitis 59.08 31.03 32 4067 53490 110531710
C-reactive protein abnormal 49.71 31.03 40 4059 129655 110455545
Allergy to plants 47.27 31.03 10 4089 873 110584327
Stent placement 45.66 31.03 15 4084 7219 110577981
Stomatitis 45.54 31.03 53 4046 270189 110315011
Elbow deformity 41.92 31.03 10 4089 1500 110583700
Thrombosis 38.45 31.03 32 4067 108630 110476570
Urticaria 35.58 31.03 51 4048 318806 110266394
Sleep disorder due to general medical condition, insomnia type 35.09 31.03 30 4069 105613 110479587
Arthropathy 35.07 31.03 48 4051 287474 110297726
Wrist deformity 34.51 31.03 10 4089 3179 110582021
Herpes zoster 34.42 31.03 30 4069 108349 110476851
Transplant dysfunction 32.25 31.03 12 4087 8316 110576884
Deep vein thrombosis 31.51 31.03 32 4067 139855 110445345
Drug intolerance 31.48 31.03 55 4044 406457 110178743
Knee arthroplasty 31.37 31.03 23 4076 64925 110520275
Intentional product use issue 31.15 31.03 42 4057 247864 110337336

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC A01AB07 ALIMENTARY TRACT AND METABOLISM
STOMATOLOGICAL PREPARATIONS
STOMATOLOGICAL PREPARATIONS
Antiinfectives and antiseptics for local oral treatment
ATC D08AH03 DERMATOLOGICALS
ANTISEPTICS AND DISINFECTANTS
ANTISEPTICS AND DISINFECTANTS
Quinoline derivatives
ATC G01AC30 GENITO URINARY SYSTEM AND SEX HORMONES
GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS
ANTIINFECTIVES AND ANTISEPTICS, EXCL. COMBINATIONS WITH CORTICOSTEROIDS
Quinoline derivatives
ATC R02AA14 RESPIRATORY SYSTEM
THROAT PREPARATIONS
THROAT PREPARATIONS
Antiseptics
CHEBI has role CHEBI:33282 bactericides
CHEBI has role CHEBI:38157 iron chelating agents
CHEBI has role CHEBI:48218 antiseptics
CHEBI has role CHEBI:86328 anti-fungal agrichemical

Related Drugs by ATC class:

A01AB Antiinfectives and antiseptics for local oral treatment 22 drugs
amphotericin Bbenzoxonium chloridecetylpyridiniumchlorhexidinechlortetracyclineclotrimazoledomiphendoxycyclinehexetidinehydrogen peroxidemepartricinmetronidazole show all 22 →
D08AH Quinoline derivatives 3 drugs
chlorquinaldolclioquinoldequalinium
G01AC Quinoline derivatives 5 drugs
broxyquinolinechlorquinaldolclioquinoldequaliniumdiiodohydroxyquinoline
R02AA Antiseptics 15 drugs
ambazonebenzalkoniumbenzethoniumcetrimoniumcetylpyridiniumchlorhexidinechlorquinaldoldequaliniumdichlorobenzyl alcoholeuflavinehexamidinehexylresorcinol show all 15 →

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

DiseaseRelationSNOMED_IDDOID
Sensation Disturbance of Genitals contraindication




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 9.78 acidic
pKa2 4.73 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
72 kDa type IV collagenase Enzyme IC50 3.89 CHEMBL
Catechol O-methyltransferase Enzyme IC50 5.80 CHEMBL
Histone deacetylase 8 Enzyme EC50 4.96 CHEMBL
Methionine aminopeptidase 2 Enzyme IC50 5.69 CHEMBL
Methionine aminopeptidase 1 Enzyme IC50 4.67 CHEMBL
Catechol O-methyltransferase Enzyme IC50 4.67 CHEMBL
Bacterial leucyl aminopeptidase Enzyme Ki 6.80 CHEMBL

External reference:

IDSource
4018497 VUID
N0000146819 NUI
D02414 KEGG_DRUG
134-31-6 SECONDARY_CAS_RN
4018497 VANDF
4018927 VANDF
4020834 VANDF
4020847 VANDF
C0000665 UMLSCUI
CHEBI:48981 CHEBI
HQI PDB_CHEM_ID
CHEMBL310555 ChEMBL_ID
CHEMBL1697698 ChEMBL_ID
D015125 MESH_DESCRIPTOR_UI
DB11145 DRUGBANK_ID
5UTX5635HP UNII
1923 PUBCHEM_CID
110 RXNORM
20652 MMSL
NOCODE MMSL
003184 NDDF
003908 NDDF
34217006 SNOMEDCT_US
412098000 SNOMEDCT_US
77245001 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Trimo-San HUMAN PRESCRIPTION DRUG LABEL 2 0295-5030 JELLY 0.25 mg VAGINAL unapproved drug other 5 sections
Fem pH HUMAN PRESCRIPTION DRUG LABEL 2 0813-0799 JELLY 0 g VAGINAL unapproved drug other 18 sections
RELEGARD HUMAN PRESCRIPTION DRUG LABEL 2 51674-0130 GEL 0.03 mg TOPICAL unapproved drug other 3 sections
TRIMO SAN HUMAN PRESCRIPTION DRUG LABEL 2 59365-5030 JELLY 0.25 mg VAGINAL unapproved drug other 9 sections