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

Stem definitionDrug idCAS RN
3631 3380-34-5

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • triclosan
A diphenyl ether derivative used in cosmetics and toilet soaps as an antiseptic. It has some bacteriostatic and fungistatic action.
  • Molecular weight: 289.54
  • Formula: C12H7Cl3O2
  • CLOGP: 5.23
  • LIPINSKI: 1
  • HAC: 2
  • HDO: 1
  • TPSA: 29.46
  • ALOGS: -4.68
  • ROTB: 2
  • Status: OFM
    • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

None

ADMET properties:

PropertyValueReference
S (Water solubility) 0.05 mg/mL Bocci G, Oprea TI, Benet LZ
BDDCS (Biopharmaceutical Drug Disposition Classification System) 2 Bocci G, Oprea TI, Benet LZ

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
azlogd74 LogD at pH 7.4 4.366 High 1
caco2-efflux Caco-2 efflux ratio (BA/AB) 0.444 High 1
caco2-intrinsic-papp Caco-2 intrinsic apparent permeability 3.412 10^-6 cm/s High 1
dh-clint Dog hepatocyte intrinsic clearance 100.925 uL/min/10^6 cells High 1
dppb Dog plasma protein binding (% unbound) 0.190 % High 1
fcs-ppb Fetal calf serum protein binding (% unbound) 0.440 % High 1
herg hERG pIC50 4.838 pIC50 High 1
hh-clint Human hepatocyte intrinsic clearance 283.139 uL/min/10^6 cells High 1
hlm-clint Human liver microsomal intrinsic clearance 23.605 uL/min/mg protein High 1
hppb Human plasma protein binding (% unbound) 0.680 % High 1
kinase-safety-class ACVR2A,ACVR2B,AKT3,AURKA,AXL,BRAF,BTK,CAMK2D,CDK4,CDK5,CDK9,DDR1,DYRK1B,EGFR,EIF2AK3,EPHB4,ERBB2,GRK2,GSK3B,ITK,JAK2,MAP2K6,MAP3K21,MAP3K7,MAPK10,MAPK7,MAPK9,MAPKAPK2,NTRK2,PDK2,PDK4,PDPK1,PIK3CB,PIK3CD,PIK3CG,PIM2,PRKCD,PRKDC,SIK2,SIK3,STK33,SYK,TEK,TGFBR1,TTK,ZAP70 46
kinase-selectivity-class AXL,GRK2,PDK4,PIK3CB,PIK3CD 5
mdck-mdr1-efflux MDCK-MDR1 efflux ratio 0.176 High 1
mh-clint Mouse hepatocyte intrinsic clearance 161.065 High 1
mppb Mouse plasma protein binding (% unbound) 0.460 High 1
nih-mdck-mdr1-efflux NIH MDCK-MDR1 efflux ratio 0.092 High 1
pfas-class PFAS structural alert (1 = True, 0 = False) 0
pppb Pig plasma protein binding (% unbound) 0.300 % High 1
rh-clint Rat hepatocyte intrinsic clearance 237.684 uL/min/10^6 cells High 1
rh-fuinc Rat hepatocyte fraction unbound in incubation 2.580 % High 1
rppb Rat plasma protein binding (% unbound) 0.340 % High 1
solubility-dd Solubility at pH 7.4 in DMSO 6.561 uM High 1

Approvals:

DateAgencyCompanyOrphan
July 11, 1997 FDA COLGATE PALMOLIVE

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
Joint dislocation 249.91 53.49 128 14289 44454 90569576
Seronegative arthritis 243.15 53.49 96 14321 18138 90595892
Prescribed underdose 202.53 53.49 134 14283 74885 90539145
Joint stiffness 185.87 53.49 129 14288 77913 90536117
Wound infection 179.64 53.49 143 14274 106259 90507771
Walking aid user 179.07 53.49 95 14322 35411 90578619
Retinitis 169.20 53.49 94 14323 38364 90575666
Lupus vulgaris 165.76 53.49 98 14319 44961 90569069
Lupus-like syndrome 153.39 53.49 96 14321 48750 90565280
Laryngitis 152.50 53.49 97 14320 50656 90563374
Upper respiratory tract infection 142.80 53.49 136 14281 128182 90485848
Visual impairment 139.22 53.49 136 14281 132229 90481801
Type 2 diabetes mellitus 136.88 53.49 165 14252 203079 90410951
Sciatica 135.33 53.49 119 14298 101263 90512767
Anti-cyclic citrullinated peptide antibody 134.88 53.49 72 14345 27149 90586881
Osteoporosis 130.23 53.49 114 14303 96417 90517613
Road traffic accident 125.33 53.49 117 14300 107509 90506521
Joint range of motion decreased 123.65 53.49 129 14288 135514 90478516
Hypercholesterolaemia 120.02 53.49 111 14306 100781 90513249
Drug ineffective 113.12 53.49 40 14377 1384258 89229772
Spinal fusion surgery 110.91 53.49 49 14368 12234 90601796
Spondylitis 110.38 53.49 51 14366 14127 90599903
Adjustment disorder with depressed mood 110.35 53.49 83 14334 56670 90557360
Dislocation of vertebra 106.93 53.49 81 14336 55887 90558143
Hip arthroplasty 106.80 53.49 92 14325 76116 90537914
Hepatic cirrhosis 106.64 53.49 85 14332 63168 90550862
Liver function test increased 106.07 53.49 96 14321 84759 90529271
Foot deformity 104.51 53.49 82 14335 59569 90554461
Exostosis 103.96 53.49 78 14339 53056 90560974
Bone erosion 101.88 53.49 77 14340 52944 90561086
Osteoarthritis 100.50 53.49 139 14278 195591 90418439
Red blood cell sedimentation rate increased 94.60 53.49 89 14328 82506 90531524
Lower limb fracture 94.31 53.49 90 14327 84923 90529107
Deep vein thrombosis postoperative 94.21 53.49 83 14334 70726 90543304
Disability 93.77 53.49 66 14351 40679 90573351
Prescribed overdose 92.80 53.49 95 14322 97530 90516500
Pulmonary fibrosis 88.67 53.49 97 14320 107406 90506624
Swollen joint count increased 87.69 53.49 98 14319 111108 90502922
Irritable bowel syndrome 85.73 53.49 133 14284 207315 90406715
Autoimmune disorder 84.65 53.49 81 14336 76663 90537367
Wheezing 83.92 53.49 142 14275 237938 90376092
Ear infection 83.39 53.49 77 14340 69698 90544332
Grip strength decreased 77.15 53.49 84 14333 92492 90521538
Urticaria 75.91 53.49 159 14258 312575 90301455
Knee arthroplasty 70.22 53.49 76 14341 83106 90530924
Oedema 69.93 53.49 119 14298 200176 90413854
Delirium 67.33 53.49 83 14334 104276 90509754
Drug-induced liver injury 63.43 53.49 75 14342 90243 90523787
Injury 63.35 53.49 113 14304 197236 90416794
Fibromyalgia 62.27 53.49 115 14302 206154 90407876
Amnesia 61.63 53.49 81 14336 108424 90505606
Psoriasis 61.37 53.49 95 14322 147659 90466371
Wound 61.03 53.49 143 14274 302837 90311193
Fall 61.02 53.49 4 14413 481806 90132224
Mobility decreased 60.24 53.49 127 14290 250607 90363423
Rheumatic fever 60.20 53.49 96 14321 153025 90461005
Tachycardia 58.11 53.49 96 14321 157577 90456453
Gait inability 57.82 53.49 92 14325 146364 90467666
Liver injury 55.16 53.49 98 14319 170469 90443561
Rheumatoid factor positive 54.71 53.49 98 14319 171552 90442478
Weight increased 54.58 53.49 168 14249 417759 90196271
Muscle injury 53.95 53.49 99 14318 176555 90437475

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
Toxic epidermal necrolysis 175.87 101.05 35 118 26715 42594467

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
Toxic epidermal necrolysis 65.09 33.95 35 4135 56692 110528437
Sciatica 58.84 33.95 39 4131 92360 110492769
Sleep disorder due to general medical condition, insomnia type 58.74 33.95 41 4129 105602 110479527
Type 2 diabetes mellitus 51.56 33.95 47 4123 177185 110407944
Road traffic accident 49.04 33.95 37 4133 107361 110477768
Fibromyalgia 43.32 33.95 42 4128 170867 110414262
Helicobacter infection 41.12 33.95 42 4128 181835 110403294
Osteoarthritis 39.17 33.95 41 4129 182582 110402547
Seronegative arthritis 36.63 33.95 15 4155 13162 110571967
Adverse event 35.88 33.95 31 4139 108778 110476351
Blood cholesterol increased 35.26 33.95 39 4131 184746 110400383
Mobility decreased 35.16 33.95 44 4126 237378 110347751
Adverse drug reaction 34.66 33.95 30 4140 105529 110479600

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC D08AE04 DERMATOLOGICALS
ANTISEPTICS AND DISINFECTANTS
ANTISEPTICS AND DISINFECTANTS
Phenol and derivatives
ATC D09AA06 DERMATOLOGICALS
MEDICATED DRESSINGS
MEDICATED DRESSINGS
Medicated dressings with antiinfectives
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000891 Anti-Infective Agents, Local
MeSH PA D000960 Hypolipidemic Agents
MeSH PA D000963 Antimetabolites
MeSH PA D054872 Fatty Acid Synthesis Inhibitors
CHEBI has role CHEBI:24127 fungicide
CHEBI has role CHEBI:33282 antibacterial agent
CHEBI has role CHEBI:35703 xenobiotic
CHEBI has role CHEBI:38068 antimalarial
CHEBI has role CHEBI:50683 EC 1.5.1.3 (dihydrofolate reductase) inhibitor
CHEBI has role CHEBI:77853 persistent organic pollutant
CHEBI has role CHEBI:88188 drug allergen
CHEBI has role CHEBI:139512 EC 1.3.1.9 [enoyl-[acyl-carrier-protein] reductase (NADH)] inhibitor

Related Drugs by ATC class:

D08AE Phenol and derivatives 5 drugs
biphenylolchloroxylenolhexachlorophenephenolpolicresulen
D09AA Medicated dressings with antiinfectives 11 drugs
aluminium chlorohydratebenzalkoniumcetylpyridiniumchlorhexidineclioquinolframycetinfusidic acidiodoformnitrofurazonephenylmercuric nitratepovidone-iodine

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

DiseaseRelationSNOMED_IDDOID
Conduction disorder of the heart contraindication 44808001
Decreased respiratory function contraindication 80954004
Open wound contraindication 125643001
Seizure disorder contraindication 128613002
Denuded skin contraindication 418242004




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 8.67 acidic

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
Carbonyl reductase [NADPH] 1 Enzyme Ki 7.22 CHEMBL
Transthyretin Secreted Kd 6.32 CHEMBL
78 kDa glucose-regulated protein Cytosolic other IC50 4 CHEMBL
Enoyl-[acyl-carrier-protein] reductase [NADH] FabI Enzyme INHIBITOR IC50 6.37 CHEMBL CHEMBL
Enoyl-[acyl-carrier-protein] reductase [NADH] Enzyme Ki 6.70 CHEMBL
Enoyl-[acyl-carrier-protein] reductase [NADPH] FabI Enzyme IC50 7.15 CHEMBL
Enoyl-acyl-carrier protein reductase Enzyme Ki 10.28 CHEMBL
Enoyl-[acyl-carrier-protein] reductase [NADH] FabI Enzyme IC50 6.30 CHEMBL
Enoyl-acyl carrier reductase; Enoyl-acyl carrier reductase ENR Enzyme IC50 7.82 CHEMBL
Enoyl-ACP reductase Enzyme IC50 6.70 CHEMBL
Enoyl-[acyl-carrier-protein] reductase [NADPH] Enzyme IC50 7.23 CHEMBL
Enoyl-[acyl-carrier-protein] reductase [NADH] Enzyme IC50 5.89 CHEMBL
Enoyl-[acyl-carrier-protein] reductase [NADH] Enzyme Ki 6.70 CHEMBL

External reference:

IDSource
4020553 VUID
N0000148259 NUI
D06226 KEGG_DRUG
4020553 VANDF
C0040958 UMLSCUI
CHEBI:164200 CHEBI
TCL PDB_CHEM_ID
CHEMBL849 ChEMBL_ID
DB08604 DRUGBANK_ID
D014260 MESH_DESCRIPTOR_UI
5564 PUBCHEM_CID
14492 IUPHAR_LIGAND_ID
2988 INN_ID
4NM5039Y5X UNII
10795 RXNORM
5622 MMSL
003179 NDDF
125577003 SNOMEDCT_US
387054001 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
STUDIO 35SPRING MORNING HUMAN OTC DRUG LABEL 1 0363-3701 LIQUID 1.50 mg TOPICAL OTC monograph not final 11 sections
Medicated Soft N Sure Healthcare Personnel Handwash HUMAN OTC DRUG LABEL 1 0519-1229 LIQUID 0.50 g TOPICAL OTC MONOGRAPH NOT FINAL 12 sections
Kindest Kare Antimicrobial Foaming Handwash Healthcare Personnel Handwash HUMAN OTC DRUG LABEL 1 0519-1452 LIQUID 0.75 g TOPICAL OTC MONOGRAPH NOT FINAL 12 sections
CV Medicated HUMAN OTC DRUG LABEL 1 0519-6262 SOAP 0.50 g TOPICAL OTC monograph not final 12 sections
Moist SURE HUMAN OTC DRUG LABEL 1 0699-5720 LIQUID 7.50 mg TOPICAL OTC MONOGRAPH FINAL 10 sections
Moist SURE HUMAN OTC DRUG LABEL 1 0699-5725 LIQUID 5 mg TOPICAL OTC MONOGRAPH FINAL 10 sections
Moist SURE HUMAN OTC DRUG LABEL 1 0699-5726 LIQUID 5 mg TOPICAL OTC MONOGRAPH FINAL 10 sections
Moist SURE HUMAN OTC DRUG LABEL 1 0699-5727 LIQUID 5 mg TOPICAL OTC MONOGRAPH FINAL 10 sections
ClearskinPore Penetrating Cleanser HUMAN OTC DRUG LABEL 1 10096-0199 GEL 0.50 mL TOPICAL OTC monograph not final 9 sections
Naturals Cucumber and MelonAnti Bacterial Hand HUMAN OTC DRUG LABEL 1 10096-0208 LIQUID 2 mg TOPICAL OTC monograph not final 11 sections
Naturals Pomegranate and MangoAnti-Bacterial Hand HUMAN OTC DRUG LABEL 1 10096-0209 LIQUID 2 mg TOPICAL OTC monograph not final 11 sections
NaturalsAntibacterial Liquid Soap Vanilla HUMAN OTC DRUG LABEL 1 10096-0212 LIQUID 0.50 mL TOPICAL OTC monograph not final 10 sections
Astound Antibacterial HUMAN OTC DRUG LABEL 1 11084-020 LIQUID 0.30 mL TOPICAL OTC monograph not final 9 sections
AntiBac Foam Wash HUMAN OTC DRUG LABEL 1 11084-053 LIQUID 0.30 mL TOPICAL OTC monograph not final 9 sections
DebMed Antimicrobial Body Wash and Shampoo HUMAN OTC DRUG LABEL 1 11084-061 LIQUID 0.70 mL TOPICAL OTC monograph not final 8 sections
SBS UltraGreen HUMAN OTC DRUG LABEL 1 11084-075 GEL 0.15 mL TOPICAL OTC monograph not final 8 sections
Deb Gold HUMAN OTC DRUG LABEL 1 11084-076 LIQUID 0.15 mL TOPICAL OTC monograph not final 8 sections
SBS UltraPink HUMAN OTC DRUG LABEL 1 11084-077 GEL 0.15 mL TOPICAL OTC monograph not final 8 sections
Appeal Antibacterial Hand Wash HUMAN OTC DRUG LABEL 1 11084-105 LIQUID 0.30 mL TOPICAL OTC monograph not final 9 sections
Panache Antibacterial Body Wash HUMAN OTC DRUG LABEL 1 11084-115 LIQUID 0.55 mL TOPICAL OTC monograph not final 8 sections
Deb Med Antibacterial Foam Hand Wash HUMAN OTC DRUG LABEL 1 11084-116 LIQUID 0.30 mL TOPICAL OTC monograph not final 9 sections
Antibacterial Liquid Hand HUMAN OTC DRUG LABEL 1 11344-541 LIQUID 0.12 kg TOPICAL OTC monograph not final 11 sections
Antibacterial Body WashMoisturizing HUMAN OTC DRUG LABEL 1 11673-801 SOAP 0.15 mL TOPICAL OTC monograph not final 11 sections
Fresh Citrus HUMAN OTC DRUG LABEL 1 11673-954 SOAP 0.12 kg TOPICAL OTC monograph not final 11 sections
RITE AID RENEWALPEAR HUMAN OTC DRUG LABEL 1 11822-1120 LIQUID 4.60 mg TOPICAL OTC monograph not final 11 sections
RITE AID RENEWALWHITE TEA HUMAN OTC DRUG LABEL 1 11822-1130 LIQUID 4.60 mg TOPICAL OTC monograph not final 11 sections
Rite AidFoaming Hand HUMAN OTC DRUG LABEL 1 11822-1683 SOAP 0.60 mL TOPICAL OTC monograph not final 10 sections
RITE AID RENEWALANTIBACTERIAL HUMAN OTC DRUG LABEL 1 11822-1770 LIQUID 4.60 mg TOPICAL OTC monograph not final 11 sections
RITE AID RENEWALANTIBACTERIAL HUMAN OTC DRUG LABEL 1 11822-1773 LIQUID 0.46 mg TOPICAL OTC monograph not final 11 sections
RITE AID RENEWAL HUMAN OTC DRUG LABEL 1 11822-1793 LIQUID 4.60 mg TOPICAL OTC monograph not final 11 sections