Suprofen

Suprofen
Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
Routes of; administration	Oral, eye drops
ATC code	M01AE07 (WHO) ;
Legal status
Legal status	Discontinued;
Pharmacokinetic data
Protein binding	20%
Identifiers
	IUPAC name (RS)-2-[4-(2-thienylcarbonyl)phenyl]propanoic acid;
CAS Number	40828-46-4 ;
PubChem CID	5359;
IUPHAR/BPS	7298;
DrugBank	DB00870 ;
ChemSpider	5166 ;
UNII	988GU2F9PE;
KEGG	D00452 ;
ChEBI	CHEBI:9362 ;
ChEMBL	ChEMBL956 ;
CompTox Dashboard (EPA)	DTXSID5045469 ;
ECHA InfoCard	100.050.071
Chemical and physical data
Formula	C14H12O3S
Molar mass	260.31 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(c1ccc(cc1)C(C(=O)O)C)c2sccc2;
	InChI InChI=1S/C14H12O3S/c1-9(14(16)17)10-4-6-11(7-5-10)13(15)12-3-2-8-18-12/h2-9H,1H3,(H,16,17) ; Key:MDKGKXOCJGEUJW-UHFFFAOYSA-N ;
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Suprofen is a nonsteroidal anti-inflammatory drug (NSAID) developed by Janssen Pharmaceutica^[1] that was marketed as 1% eye drops under the trade name Profenal.

Uses

Suprofen was originally used as tablet, but oral uses have been discontinued due to renal effects.^[2] It was subsequently used exclusively as a topical ophthalmic solution, typically to prevent miosis during and after ophthalmic surgery.^[3] This application has been discontinued as well, at least in the US.^[4]

References

^ DE 2353357, Janssen PA, Van Daele GH, Boey JM, "Antiphlogistic aroyl-substituted phenylacetic acid derivatives", issued 1974
^ Nies AS (1988). "Renal Effects of Nonsteroidal Anti-Inflammatory Drugs". Basis for Variability of Response to Anti-Rheumatic Drugs. Vol. 24. pp. 95–106. doi:10.1007/978-3-0348-9160-8_9 (inactive 1 November 2024). ISBN 978-3-0348-9931-4. PMID 3142236. {{cite book}}: |journal= ignored (help)CS1 maint: DOI inactive as of November 2024 (link)
^ "Pharmacy Compounding". Guidance for FDA Staff and Industry Compliance Policy Guides Manual. U.S. Food and Drug Administration. Archived from the original on 1 January 2009.
^ "Suprofen ophthalmic". Drugs.com. Archived from the original on 2021-09-09. Retrieved 2018-01-23.

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[1] DE 2353357, Janssen PA, Van Daele GH, Boey JM, "Antiphlogistic aroyl-substituted phenylacetic acid derivatives", issued 1974

[2] Nies AS (1988). "Renal Effects of Nonsteroidal Anti-Inflammatory Drugs". Basis for Variability of Response to Anti-Rheumatic Drugs. Vol. 24. pp. 95–106. doi:10.1007/978-3-0348-9160-8_9 (inactive 1 November 2024). ISBN 978-3-0348-9931-4. PMID 3142236. {{cite book}}: |journal= ignored (help)CS1 maint: DOI inactive as of November 2024 (link)

[3] "Pharmacy Compounding". Guidance for FDA Staff and Industry Compliance Policy Guides Manual. U.S. Food and Drug Administration. Archived from the original on 1 January 2009.

[4] "Suprofen ophthalmic". Drugs.com. Archived from the original on 2021-09-09. Retrieved 2018-01-23.

[1]

[2]

[3]

[4]

v t e Non-steroidal anti-inflammatory drugs (NSAIDs) (primarily M01A and M02A, also N02BA)
pyrazolones / pyrazolidines	Aminophenazone Ampyrone Azapropazone Clofezone Difenamizole Famprofazone Feprazone Kebuzone Metamizole Mofebutazone Morazone Nifenazone Oxyphenbutazone Phenazone Phenylbutazone Propyphenazone Sulfinpyrazone Suxibuzone^‡
salicylates	Aspirin (acetylsalicylic acid)^# Aloxiprin Benorylate Carbasalate calcium Diflunisal Dipyrocetyl Ethenzamide Guacetisal Magnesium salicylate Methyl salicylate Salsalate Salicin Salicylamide Salicylic acid (salicylate) Sodium salicylate
acetic acid derivatives and related substances	Aceclofenac Acemetacin Alclofenac Amfenac Bendazac Bromfenac Bufexamac Bumadizone Diclofenac Difenpiramide Etodolac Felbinac Fenclozic acid Fentiazac Indometacin Indometacin farnesil Isoxepac Ketorolac Lonazolac Mofezolac Oxametacin Prodolic acid Proglumetacin Sulindac Tiopinac Tolmetin Zomepirac^†
oxicams	Ampiroxicam Droxicam Isoxicam Lornoxicam Meloxicam Piroxicam Pivoxicam Tenoxicam
propionic acid derivatives (profens)	Alminoprofen Benoxaprofen^† Carprofen^‡ Dexibuprofen Dexketoprofen Fenbufen Fenoprofen Flunoxaprofen Flurbiprofen Ibuprofen^# Ibuproxam Indoprofen^† Ketoprofen Loxoprofen Miroprofen Naproxen Oxaprozin Pelubiprofen Piketoprofen Pirprofen Suprofen Tarenflurbil Tepoxalin^‡ Tiaprofenic acid Vedaprofen^‡ Zaltoprofen COX-inhibiting nitric oxide donator: Naproxcinod
n-arylanthranilic acids (fenamates)	Azapropazone Clonixin Etofenamate Floctafenine Flufenamic acid Flunixin Flutiazin Glafenine^† Meclofenamic acid Mefenamic acid Morniflumate Niflumic acid Tolfenamic acid
COX-2 inhibitors (coxibs)	Apricoxib Celecoxib (+tramadol) Cimicoxib^‡ Deracoxib^‡ Etoricoxib Firocoxib^‡ Lumiracoxib^† Mavacoxib^‡ Parecoxib Robenacoxib^‡ Rofecoxib^† Valdecoxib^†
other	Aminopropionitrile Benzydamine Chondroitin sulfate Diacerein Fluproquazone Glucosamine Glycosaminoglycan Hyperforin Nabumetone Nimesulide Oxaceprol Proquazone Superoxide dismutase / orgotein Tenidap
NSAID combinations	Ibuprofen/famotidine Ibuprofen/hydrocodone Ibuprofen/oxycodone Ibuprofen/paracetamol Meloxicam/bupivacaine Naproxen/diphenhydramine Naproxen/esomeprazole
Key: underline indicates initially developed first-in-class compound of specific group; ^#WHO-Essential Medicines; ^†withdrawn drugs; ^‡veterinary use.
category commons portal

Clinical data

AHFS/Drugs.com	Micromedex Detailed Consumer Information
Routes of administration	Oral, eye drops
ATC code	M01AE07 (WHO)
Legal status
Legal status	Discontinued
Pharmacokinetic data
Protein binding	20%
Identifiers
IUPAC name (RS)-2-[4-(2-thienylcarbonyl)phenyl]propanoic acid
CAS Number	40828-46-4^Y
PubChem CID	5359
IUPHAR/BPS	7298
DrugBank	DB00870^Y
ChemSpider	5166^N
UNII	988GU2F9PE
KEGG	D00452^Y
ChEBI	CHEBI:9362^N
ChEMBL	ChEMBL956^N
CompTox Dashboard (EPA)	DTXSID5045469
ECHA InfoCard	100.050.071
Chemical and physical data
Formula	C₁₄H₁₂O₃S
Molar mass	260.31 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C(c1ccc(cc1)C(C(=O)O)C)c2sccc2
InChI InChI=1S/C14H12O3S/c1-9(14(16)17)10-4-6-11(7-5-10)13(15)12-3-2-8-18-12/h2-9H,1H3,(H,16,17)^N Key:MDKGKXOCJGEUJW-UHFFFAOYSA-N^N
^NY (what is this?) (verify)