Scroll

rofecoxib 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definition	Drug id	CAS RN
selective cyclo-oxygenase inhibitors	2397	162011-90-7

Description:

Molecule	Description
Molfile Inchi Smiles Synonyms: rofecoxib vioxx ceeoxx	a sulfonylphenyl furanone; withdrawn out of concern for TOXICITY Molecular weight: 314.36 Formula: C17H14O4S CLOGP: 1.80 LIPINSKI: 0 HAC: 4 HDO: 0 TPSA: 60.44 ALOGS: -4.47 ROTB: 3 Status: OFM Legend: OFP - off patent OFM - off market ONP - on patent

Molecule

Description

Molfile Inchi Smiles

Synonyms:

rofecoxib
vioxx
ceeoxx

a sulfonylphenyl furanone; withdrawn out of concern for TOXICITY

Molecular weight: 314.36
Formula: C17H14O4S
CLOGP: 1.80
LIPINSKI: 0
HAC: 4
HDO: 0
TPSA: 60.44
ALOGS: -4.47
ROTB: 3

Status: OFM

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

Drug dosage:

Dose	Unit	Route
25	mg	O

ADMET properties:

Show entries

Search:

Property	Value	Reference
BA (Bioavailability)	93 %	Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
t_half (Half-life)	7.50 hours	Lombardo F, Berellini G, Obach RS
MRTD (Maximum Recommended Therapeutic Daily Dose)	2.65 µM/kg/day	Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
CL (Clearance)	2 mL/min/kg	Lombardo F, Berellini G, Obach RS
BDDCS (Biopharmaceutical Drug Disposition Classification System)	2	Benet LZ, Broccatelli F, Oprea TI
Vd (Volume of distribution)	1.30 L/kg	Lombardo F, Berellini G, Obach RS
EoM (Fraction excreted unchanged in urine)	1 %	Benet LZ, Broccatelli F, Oprea TI
fu (Fraction unbound in plasma)	0.13 %	Lombardo F, Berellini G, Obach RS
S (Water solubility)	0.10 mg/mL	Benet LZ, Broccatelli F, Oprea TI

Showing 1 to 9 of 9 entries

Previous1Next

Approvals:

Date	Agency	Company	Orphan
May 20, 1999	FDA

FDA Adverse Event Reporting System (Female)

Show entries

Search:

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	566.91	38.31	293	3212	310394	63175123
Oesophageal spasm	172.83	38.31	39	3466	3084	63482433
Oesophageal pain	166.23	38.31	39	3466	3662	63481855
Stress	161.05	38.31	77	3428	67090	63418427
Lymphoedema	121.81	38.31	39	3466	11653	63473864
Sleep apnoea syndrome	96.87	38.31	42	3463	29091	63456426
Tinnitus	91.85	38.31	43	3462	35585	63449932
Anaphylactic reaction	77.03	38.31	47	3458	66053	63419464
Drug ineffective	72.18	38.31	169	3336	1044596	62440921
Nasopharyngitis	72.14	38.31	79	3426	254178	63231339

Showing 1 to 10 of 26 entries

Previous1 2 3Next

FDA Adverse Event Reporting System (Male)

Show entries

Search:

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
Acne cystic	254.43	55.76	37	937	477	34955480
Abdominal discomfort	99.31	55.76	43	931	59792	34896165
Ankylosing spondylitis	82.31	55.76	21	953	5583	34950374
Drug intolerance	80.17	55.76	37	937	59533	34896424
Insomnia	79.51	55.76	44	930	103863	34852094
Sacroiliitis	73.42	55.76	15	959	1483	34954474
Drug ineffective	70.99	55.76	74	900	456677	34499280

Showing 1 to 7 of 7 entries

Previous1Next

FDA Adverse Event Reporting System (Geriatric)

Show entries

Search:

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	460.88	47.83	233	3216	298683	79442256
Oesophageal spasm	195.21	47.83	42	3407	3414	79737525
Oesophageal pain	186.28	47.83	42	3407	4237	79736702
Stress	163.38	47.83	76	3373	79536	79661403
Lymphoedema	141.89	47.83	42	3407	12371	79728568
Sleep apnoea syndrome	111.01	47.83	46	3403	36432	79704507
Nasopharyngitis	104.90	47.83	87	3362	253794	79487145
Tinnitus	92.90	47.83	43	3406	44290	79696649
Drug ineffective	89.34	47.83	163	3286	1080750	78660189
Cystitis	82.86	47.83	42	3407	52690	79688249

Showing 1 to 10 of 26 entries

Previous1 2 3Next

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

Show entries

Search:

Source	Code	Description
ATC	M01AH02	MUSCULO-SKELETAL SYSTEM ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS Coxibs
CHEBI has role	CHEBI:35475	non-steroidal anti-inflammatory agent
CHEBI has role	CHEBI:50629	COX-2 inhibitor
MeSH PA	D000700	Analgesics
MeSH PA	D018712	Analgesics, Non-Narcotic
MeSH PA	D000893	Anti-Inflammatory Agents
MeSH PA	D000894	Anti-Inflammatory Agents, Non-Steroidal
MeSH PA	D018501	Antirheumatic Agents
MeSH PA	D052246	Cyclooxygenase 2 Inhibitors
MeSH PA	D016861	Cyclooxygenase Inhibitors

Showing 1 to 10 of 13 entries

Previous1 2Next

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

Show entries

Search:

Disease	Relation	SNOMED_ID	DOID
Pain	indication	22253000
Migraine	indication	37796009	DOID:6364
Rheumatoid arthritis	indication	69896004	DOID:7148
Dysmenorrhea	indication	266599000
Osteoarthritis	indication	396275006
Juvenile rheumatoid arthritis	indication	410795001

Showing 1 to 6 of 6 entries

Previous1Next

🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

None

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

Show entries

Search:

Target	Class	Pharos	UniProt	Action	Type	Activity value (-log[M])	Bioact source	MoA source
Prostaglandin G/H synthase 2	Enzyme	P35354	PGH2_HUMAN	INHIBITOR	IC50	6.51	WOMBAT-PK	CHEMBL
Prostaglandin G/H synthase 1	Enzyme	P23219	PGH1_HUMAN		IC50	5.77	CHEMBL
Prostaglandin E2 receptor EP2 subtype	GPCR	P43116	PE2R2_HUMAN		Ki	7.47	PDSP
Cytochrome c oxidase subunit 2	Enzyme	P00403	COX2_HUMAN		IC50	5.52	CHEMBL
Prostaglandin G/H synthase 2	Enzyme		PGH2_MOUSE		IC50	7.92	CHEMBL
Prostaglandin G/H synthase 1	Enzyme		PGH1_SHEEP		IC50	4.63	CHEMBL
Prostaglandin G/H synthase 2	Enzyme		PGH2_BOVIN		IC50	6.37	CHEMBL
Prostaglandin G/H synthase 2	Enzyme		PGH2_RAT		IC50	6.12	CHEMBL
Prostaglandin G/H synthase 1	Enzyme		PGH1_RAT		IC50	4.94	CHEMBL
Prostaglandin G/H synthase 2	Enzyme		PGH2_SHEEP		IC50	6.52	CHEMBL

Showing 1 to 10 of 10 entries

Previous1Next

External reference:

Show entries

Search:

ID	Source
RCX	PDB_CHEM_ID
007787	NDDF
0QTW8Z7MCR	UNII
116095002	SNOMEDCT_US
232158	RXNORM
2893	IUPHAR_LIGAND_ID
30883	MMSL
387008005	SNOMEDCT_US
4021160	VUID
4021160	VANDF

Showing 1 to 10 of 21 entries

Previous1 2 3Next

Pharmaceutical products:

None