ALCLOFENAC

Alclofenac
Clinical data
AHFS/ Drugs.com	International Drug Names
ATC code	M01AB06 ( WHO) ;
Identifiers
	IUPAC name 2-(3-chloro-4-prop-2-enoxyphenyl)acetic acid;
CAS Number	22131-79-9;
PubChem CID	30951;
ChemSpider	28714 ;
UNII	M9CP5H21N8;
KEGG	D01252 ;
ChEMBL	ChEMBL94081 ;
CompTox Dashboard ( EPA)	DTXSID4020038 ;
ECHA InfoCard	100.040.709
Chemical and physical data
Formula	C11H11ClO3
Molar mass	226.66 g·mol−1
3D model ( JSmol)	Interactive image;
	SMILES Clc1cc(ccc1OC\C=C)CC(=O)O;
	InChI InChI=1S/C11H11ClO3/c1-2-5-15-10-4-3-8(6-9(10)12)7-11(13)14/h2-4,6H,1,5,7H2,(H,13,14) ; Key:ARHWPKZXBHOEEE-UHFFFAOYSA-N ;
	(verify)

Alclofenac is a nonsteroidal anti-inflammatory drug (NSAID).

Synthesis

References

^ Gaviraghi G, Banfi S, Cornelli U, Pinza M, Pifferi G (April 1977). "Synthesis and antiinflammatory activity of 3-chloro-4-cyclopropylmethoxyphenylacetic acid and its alpha-methyl homologue". Il Farmaco; Edizione Scientifica. 32 (4): 286–95. PMID 862882.
^ CA 831040, Gillet C, Buu HN, Lambelin G, "Substituted Phenylacetic Acids and Processes of Preparation Thereof", published 30 December 1969, assigned to Madan Ag
^ US 3824277, Gillet C, Buu HN, Lambelin G, "4-Allyloxy-3-chloro-phenyl-acetic acid", published 16 July 1974, assigned to Madan Ag

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[pmid862882-1] Gaviraghi G, Banfi S, Cornelli U, Pinza M, Pifferi G (April 1977). "Synthesis and antiinflammatory activity of 3-chloro-4-cyclopropylmethoxyphenylacetic acid and its alpha-methyl homologue". Il Farmaco; Edizione Scientifica. 32 (4): 286–95. PMID 862882.

[2] CA 831040, Gillet C, Buu HN, Lambelin G, "Substituted Phenylacetic Acids and Processes of Preparation Thereof", published 30 December 1969, assigned to Madan Ag

[3] US 3824277, Gillet C, Buu HN, Lambelin G, "4-Allyloxy-3-chloro-phenyl-acetic acid", published 16 July 1974, assigned to Madan Ag

[1]

[2]

[3]

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

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

Synthesis

References

Synthesis

References

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Clinical data

AHFS/ Drugs.com	International Drug Names
ATC code	M01AB06 ( WHO)
Identifiers
IUPAC name 2-(3-chloro-4-prop-2-enoxyphenyl)acetic acid
CAS Number	22131-79-9
PubChem CID	30951
ChemSpider	28714^Y
UNII	M9CP5H21N8
KEGG	D01252^Y
ChEMBL	ChEMBL94081^Y
CompTox Dashboard ( EPA)	DTXSID4020038
ECHA InfoCard	100.040.709
Chemical and physical data
Formula	C₁₁H₁₁ClO₃
Molar mass	226.66 g·mol⁻¹
3D model ( JSmol)	Interactive image
SMILES Clc1cc(ccc1OC\C=C)CC(=O)O
InChI InChI=1S/C11H11ClO3/c1-2-5-15-10-4-3-8(6-9(10)12)7-11(13)14/h2-4,6H,1,5,7H2,(H,13,14)^Y Key:ARHWPKZXBHOEEE-UHFFFAOYSA-N^Y
(verify)