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diflunisal 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | PK/Tox | Related Drugs | BioActivity |
| Stem definition | Drug id | CAS RN |
|---|---|---|
| analgesic anti-inflammatory | 880 | 22494-42-4 |
Description:
| Molecule | Description |
|---|---|
|
Synonyms:
|
A salicylate derivative and anti-inflammatory analgesic with actions and side effects similar to those of ASPIRIN.
Legend: OFP - off patent OFM - off market ONP - on patent |
Drug dosage:
| Dose | Unit | Route |
|---|---|---|
| 0.75 | g | O |
ADMET properties:
| Property | Value | Reference |
|---|---|---|
| BDDCS (Biopharmaceutical Drug Disposition Classification System) | 2 | Benet LZ, Broccatelli F, Oprea TI |
| EoM (Fraction excreted unchanged in urine) | 6 % | Benet LZ, Broccatelli F, Oprea TI |
| MRTD (Maximum Recommended Therapeutic Daily Dose) | 99.92 µM/kg/day | Contrera JF, Matthews EJ, Kruhlak NL, Benz RD |
| BA (Bioavailability) | 85 % | Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H |
| Vd (Volume of distribution) | 0.10 L/kg | Lombardo F, Berellini G, Obach RS |
| CL (Clearance) | 0.10 mL/min/kg | Lombardo F, Berellini G, Obach RS |
| fu (Fraction unbound in plasma) | 0.00 % | Lombardo F, Berellini G, Obach RS |
| t_half (Half-life) | 10 hours | Lombardo F, Berellini G, Obach RS |
Predicted pharmacokinetic/toxicological properties (PK-AZ):
| Property | Description | Value | Unit | Confidence | Similarity |
|---|---|---|---|---|---|
| azlogd74 | LogD at pH 7.4 | 0.721 | Moderate | 0.65 | |
| caco2-efflux | Caco-2 efflux ratio (BA/AB) | 4.853 | Moderate | 0.65 | |
| caco2-intrinsic-papp | Caco-2 intrinsic apparent permeability | 110.917 | 10^-6 cm/s | Moderate | 0.65 |
| dh-clint | Dog hepatocyte intrinsic clearance | 4.385 | uL/min/10^6 cells | Moderate | 0.65 |
| dppb | Dog plasma protein binding (% unbound) | 0.220 | % | Moderate | 0.65 |
| fcs-ppb | Fetal calf serum protein binding (% unbound) | 0.620 | % | Moderate | 0.65 |
| herg | hERG pIC50 | 4.464 | pIC50 | Moderate | 0.65 |
| hh-clint | Human hepatocyte intrinsic clearance | 4.457 | uL/min/10^6 cells | Moderate | 0.65 |
| hlm-clint | Human liver microsomal intrinsic clearance | 3.083 | uL/min/mg protein | Moderate | 0.65 |
| hppb | Human plasma protein binding (% unbound) | 0.350 | % | Moderate | 0.65 |
| kinase-safety-class | ACVR2A,ACVR2B,ACVRL1,ALK,AURKA,AXL,BRAF,BTK,CAMK2B,CAMK2D,CDK5,CDK9,DDR1,DYRK1B,EGFR,EIF2AK3,ERBB2,FLT3,GRK2,GSK3B,IKBKB,ITK,JAK1,JAK2,KDR,KIT,MAP2K6,MAP3K14,MAP3K21,MAP3K7,MAP4K1,MAPK7,MAPK9,MAPKAPK2,MTOR,NTRK2,PDK1,PDK2,PDK4,PIK3CA,PIK3CB,PIK3CD,PIK3CG,PIM1,PIM2,PRKCD,PRKDC,SIK2,SIK3,STK33,SYK,TEK,TGFBR1,TTK,UHMK1,ULK1,ZAP70 | 57 | |||
| kinase-selectivity-class | ACVR2A,ACVR2B,AURKC,AXL,BRAF,CAMK2B,CAMK2D,CDK1,CDK4,CDK9,DYRK1B,EIF2AK3,EPHB4,ERBB2,GRK2,GSK3A,GSK3B,JAK2,MAP2K6,MAP4K3,MAPK7,MARK4,PRKDC,SIK2,SIK3,STK33,SYK,TEK,TGFBR1,TTK | 30 | |||
| mdck-mdr1-efflux | MDCK-MDR1 efflux ratio | 5.623 | Moderate | 0.65 | |
| mh-clint | Mouse hepatocyte intrinsic clearance | 4.276 | Moderate | 0.65 | |
| mppb | Mouse plasma protein binding (% unbound) | 1.970 | Moderate | 0.65 | |
| nih-mdck-mdr1-efflux | NIH MDCK-MDR1 efflux ratio | 0.337 | Moderate | 0.65 | |
| pfas-class | PFAS structural alert (1 = True, 0 = False) | 0 | |||
| rat-kpuu-brain | Rat brain Kpuu | 0.176 | % | High | 1 |
| pppb | Pig plasma protein binding (% unbound) | 0.460 | % | Moderate | 0.65 |
| rh-clint | Rat hepatocyte intrinsic clearance | 12.106 | uL/min/10^6 cells | Moderate | 0.65 |
| rh-fuinc | Rat hepatocyte fraction unbound in incubation | 49.940 | % | Moderate | 0.65 |
| rppb | Rat plasma protein binding (% unbound) | 0.260 | % | Moderate | 0.65 |
| solubility-dd | Solubility at pH 7.4 in DMSO | 914.113 | uM | Moderate | 0.65 |
Approvals:
| Date | Agency | Company | Orphan |
|---|---|---|---|
| April 19, 1982 | FDA |
FDA Adverse Event Reporting System (Female)
| MedDRA adverse event term | Likelihood ratio | Likelihood ratio threshold | Patients taking drug having adverse event | Patients taking drug not having adverse event | Patients not taking drug having adverse event | Patients not taking drug not having adverse event |
|---|---|---|---|---|---|---|
| Drug hypersensitivity | 33.01 | 26.92 | 25 | 522 | 463584 | 90164316 |
| Myopathy | 28.82 | 26.92 | 8 | 539 | 13510 | 90614390 |
FDA Adverse Event Reporting System (Male)
None
FDA Adverse Event Reporting System (Geriatric)
| MedDRA adverse event term | Likelihood ratio | Likelihood ratio threshold | Patients taking drug having adverse event | Patients taking drug not having adverse event | Patients not taking drug having adverse event | Patients not taking drug not having adverse event |
|---|---|---|---|---|---|---|
| Completed suicide | 35.61 | 27.93 | 21 | 684 | 242360 | 110346234 |
| Urine protein/creatinine ratio increased | 32.40 | 27.93 | 6 | 699 | 1567 | 110587027 |
| Drug hypersensitivity | 29.98 | 27.93 | 24 | 681 | 454066 | 110134528 |
FDA Adverse Event Reporting System (Pediatric)
None
Pharmacologic Action:
| Source | Code | Description |
|---|---|---|
| ATC | N02BA11 | NERVOUS SYSTEM ANALGESICS OTHER ANALGESICS AND ANTIPYRETICS Salicylic acid and derivatives |
| FDA CS | M0001335 | Anti-Inflammatory Agents, Non-Steroidal |
| FDA MoA | N0000000160 | Cyclooxygenase Inhibitors |
| MeSH PA | D000700 | Analgesics |
| MeSH PA | D000893 | Anti-Inflammatory Agents |
| MeSH PA | D000894 | Anti-Inflammatory Agents, Non-Steroidal |
| MeSH PA | D004791 | Enzyme Inhibitors |
| MeSH PA | D016861 | Cyclooxygenase Inhibitors |
| MeSH PA | D018501 | Antirheumatic Agents |
| MeSH PA | D018689 | Sensory System Agents |
| MeSH PA | D018712 | Analgesics, Non-Narcotic |
| FDA EPC | N0000175722 | Nonsteroidal Anti-inflammatory Drug |
| CHEBI has role | CHEBI:35475 | non-steroidal anti-inflammatory drug |
| CHEBI has role | CHEBI:35480 | analgesic |
| CHEBI has role | CHEBI:35481 | non-narcotic analgesic |
| CHEBI has role | CHEBI:35526 | hypoglycemic agent |
| CHEBI has role | CHEBI:35842 | antirheumatic drug |
Related Drugs by ATC class:
N02BA Salicylic acid and derivatives 11 drugs
Drug Use | Suggest Off label Use Form| |View source of the data|
| Disease | Relation | SNOMED_ID | DOID |
|---|---|---|---|
| Pain | indication | 22253000 | |
| Rheumatoid arthritis | indication | 69896004 | DOID:7148 |
| Chronic pain | indication | 82423001 | |
| Osteoarthritis | indication | 396275006 | |
| Arthritis | off-label use | 3723001 | DOID:848 |
| Vascular headache | off-label use | 128187005 | |
| Peptic ulcer | contraindication | 13200003 | DOID:750 |
| Myocardial infarction | contraindication | 22298006 | DOID:5844 |
| Hypertensive disorder | contraindication | 38341003 | DOID:10763 |
| Gastrointestinal ulcer | contraindication | 40845000 | |
| Chronic heart failure | contraindication | 48447003 | |
| Disorder of cardiovascular system | contraindication | 49601007 | DOID:1287 |
| Blood coagulation disorder | contraindication | 64779008 | DOID:1247 |
| Gastrointestinal hemorrhage | contraindication | 74474003 | |
| Kidney disease | contraindication | 90708001 | DOID:557 |
| Coronary artery bypass graft | contraindication | 232717009 | |
| Disease of liver | contraindication | 235856003 | DOID:409 |
| Pregnancy, function | contraindication | 289908002 | |
| Cardiovascular event risk | contraindication | 395112001 | |
| Breastfeeding (mother) | contraindication | 413712001 | |
| Smokes tobacco daily | contraindication | 449868002 |
🐶 Veterinary Drug Use
None
🐶 Veterinary products
None
Acid dissociation constants calculated using MoKa v3.0.0
| Dissociation level | Dissociation constant | Type (acidic/basic) |
|---|---|---|
| pKa1 | 2.81 | acidic |
| pKa2 | 12.64 | acidic |
Orange Book patent data (new drug applications)
None
Orange Book exclusivity data (new drug applications)
None
Bioactivity Summary:
| Target | Class | Pharos | UniProt | Action | Type | Activity value (-log[M]) | Mechanism action | Bioact source | MoA source |
|---|---|---|---|---|---|---|---|---|---|
| Prostaglandin G/H synthase 2 | Enzyme | INHIBITOR | IC50 | 5.09 | WOMBAT-PK | CHEMBL | |||
| Prostaglandin G/H synthase 1 | Enzyme | INHIBITOR | IC50 | 4.40 | WOMBAT-PK | CHEMBL | |||
| Carbonic anhydrase 2 | Enzyme | Ki | 5.03 | CHEMBL | |||||
| Transthyretin | Secreted | Kd1 | 7.13 | WOMBAT-PK | |||||
| Carbonic anhydrase 1 | Enzyme | Ki | 5.07 | CHEMBL | |||||
| Dihydrofolate reductase | Enzyme | INHIBITOR | Ki | 4.47 | IUPHAR | ||||
| Stromal cell-derived factor 1 | Cytokine | Kd | 6.10 | CHEMBL | |||||
| High mobility group protein B1 | Nuclear other | Kd | 4.80 | CHEMBL | |||||
| 2-amino-3-carboxymuconate-6-semialdehyde decarboxylase | Enzyme | Ki | 5.59 | CHEMBL |
External reference:
| ID | Source |
|---|---|
| 4017950 | VUID |
| N0000146300 | NUI |
| D00130 | KEGG_DRUG |
| 3393 | RXNORM |
| 4017950 | VANDF |
| C0012228 | UMLSCUI |
| CHEBI:39669 | CHEBI |
| 1FL | PDB_CHEM_ID |
| CHEMBL898 | ChEMBL_ID |
| DB00861 | DRUGBANK_ID |
| D004061 | MESH_DESCRIPTOR_UI |
| 3059 | PUBCHEM_CID |
| 7162 | IUPHAR_LIGAND_ID |
| 3774 | INN_ID |
| 7C546U4DEN | UNII |
| 1247 | MMSL |
| 4595 | MMSL |
| d00208 | MMSL |
| 001599 | NDDF |
| 20865003 | SNOMEDCT_US |
| 387116004 | SNOMEDCT_US |
| 7C546U4DEN | INXIGHT DRUGS |
Pharmaceutical products:
| Product | Category | Ingredients | NDC | Form | Quantity | Route | Marketing | Label |
|---|---|---|---|---|---|---|---|---|
| Diflunisal | HUMAN PRESCRIPTION DRUG LABEL | 1 | 0093-9222 | TABLET, FILM COATED | 500 mg | ORAL | ANDA | 25 sections |
| diflunisal | HUMAN PRESCRIPTION DRUG LABEL | 1 | 14539-673 | TABLET, FILM COATED | 500 mg | ORAL | ANDA | 21 sections |
| diflunisal | HUMAN PRESCRIPTION DRUG LABEL | 1 | 14539-703 | TABLET, FILM COATED | 250 mg | ORAL | ANDA | 21 sections |
| diflunisal | HUMAN PRESCRIPTION DRUG LABEL | 1 | 14539-704 | TABLET, FILM COATED | 375 mg | ORAL | ANDA | 21 sections |
| DIFLUNISAL | HUMAN PRESCRIPTION DRUG LABEL | 1 | 52959-379 | TABLET, FILM COATED | 500 mg | ORAL | ANDA | 13 sections |
| Diflunisal | HUMAN PRESCRIPTION DRUG LABEL | 1 | 54868-3049 | TABLET, FILM COATED | 500 mg | ORAL | ANDA | 14 sections |
| Diflunisal | HUMAN PRESCRIPTION DRUG LABEL | 1 | 62135-456 | TABLET, FILM COATED | 500 mg | ORAL | ANDA | 21 sections |
| Diflunisal | HUMAN PRESCRIPTION DRUG LABEL | 1 | 68151-0848 | TABLET, FILM COATED | 500 mg | ORAL | ANDA | 27 sections |
| Diflunisal | HUMAN PRESCRIPTION DRUG LABEL | 1 | 68382-530 | TABLET | 500 mg | ORAL | ANDA | 15 sections |
| Diflunisal | HUMAN PRESCRIPTION DRUG LABEL | 1 | 70771-1083 | TABLET | 500 mg | ORAL | ANDA | 17 sections |
| Dolobid | HUMAN PRESCRIPTION DRUG LABEL | 1 | 74157-009 | TABLET, FILM COATED | 250 mg | ORAL | ANDA | 14 sections |
| Dolobid | HUMAN PRESCRIPTION DRUG LABEL | 1 | 74157-009 | TABLET, FILM COATED | 250 mg | ORAL | ANDA | 14 sections |
| Dolobid | HUMAN PRESCRIPTION DRUG LABEL | 1 | 74157-101 | TABLET, FILM COATED | 375 mg | ORAL | ANDA | 14 sections |
| Dolobid | HUMAN PRESCRIPTION DRUG LABEL | 1 | 74157-101 | TABLET, FILM COATED | 375 mg | ORAL | ANDA | 14 sections |