Acemetacin

Acemetacin
Systematic (IUPAC) name

2-[2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetyl]oxyacetic acid
Clinical data
AHFS/Drugs.com	International Drug Names
Legal status	UK: Prescription-only (POM)
Identifiers
CAS Registry Number	53164-05-9^Y
ATC code	M01AB11
PubChem	CID 1981
ChemSpider	1904^Y
UNII	5V141XK28X^Y
KEGG	D01582^Y
ChEBI	CHEBI:31162
ChEMBL	CHEMBL189171^Y
Chemical data
Formula	C₂₁H₁₈Cl N O₆
Molecular mass	415.82372 g/mol
SMILES Clc1ccc(cc1)C(=O)n3c2ccc(OC)cc2c(c3C)CC(=O)OCC(=O)O
InChI InChI=1S/C21H18ClNO6/c1-12-16(10-20(26)29-11-19(24)25)17-9-15(28-2)7-8-18(17)23(12)21(27)13-3-5-14(22)6-4-13/h3-9H,10-11H2,1-2H3,(H,24,25) ^Y Key:FSQKKOOTNAMONP-UHFFFAOYSA-N ^Y
Y (what is this?) (verify)

Acemetacin is a non-steroidal anti-inflammatory drug, used for the treatment of osteoarthritis, rheumatoid arthritis, lower back pain, and relieving post-operative pain. It is manufactured by Merck KGaA under the tradename Emflex, and is available in the UK as a prescription-only drug. Other brand names for acemetacin include Rheutrop (Austria), Acemetadoc, Acephlogont, Azeat, Rantudil (Germany, Mexico, Portugal), Gamespir (Greece), Oldan, Reudol (Spain), Tilur (Switzerland), Ost-map (Egypt).

Acemetacin, a glycolic acid ester of indometacin, acts as a prodrug; in the body, it is metabolized to indometacin, which then acts as an inhibitor of cyclooxygenase, producing the anti-inflammatory effects. An advantage of acemetacin is that it reduces gastric damage when compared to indometacin.

Non-steroidal anti-inflammatory drugs (NSAIDs) (primarily M01A and M02A, also N02BA)

Pyrazolones /
Pyrazolidines

Salicylates

Acetic acid derivatives
and related substances

Oxicams

Propionic acid derivatives
(profens)

Alminoprofen
Benoxaprofen^†
Carprofen^‡
Dexibuprofen
Dexketoprofen
Fenbufen
Fenoprofen
Flunoxaprofen
Flurbiprofen
Ibuprofen^#
Ibuproxam
Indoprofen^†
Ketoprofen
Loxoprofen
Miroprofen
Naproxen
Oxaprozin
Pirprofen
Suprofen
Tarenflurbil
Tepoxalin^‡
Tiaprofenic acid
Vedaprofen^‡
COX-inhibiting nitric oxide donator: Naproxcinod

N-Arylanthranilic acids
(fenamates)

Coxibs

Other

Items listed in bold indicate initially developed compounds of specific groups. ^#WHO-EM ^†Withdrawn drugs. ^‡Veterinary use medications.

Index of muscle

Description	Anatomy head neck arms chest and back diaphragm abdomen genital area legs Muscle tissue Physiology connective tissue

Disease	Myopathy Soft tissue Connective tissue Congenital abdomen muscular dystrophy Neoplasms and cancer Injury Symptoms and signs eponymous

Treatment	Procedures Drugs anti-inflammatory muscle relaxants

Analgesics (N02A, N02B)

Opioids

Opiates/opium	Codeine^# Morphine^# Opium Laudanum Paregoric

Semisynthetic	Acetyldihydrocodeine Benzylmorphine Buprenorphine Desomorphine Diacetylmorphine (heroin) Dihydrocodeine Dihydromorphine Ethylmorphine Hydrocodone Hydromorphinol Hydromorphone Nicocodeine Nicodicodeine Nicomorphine Oxycodone Oxymorphone

Synthetic	Alphaprodine Anileridine Butorphanol Dextromoramide Dextropropoxyphene Dezocine Fentanyl Ketobemidone Levorphanol Meptazinol Methadone Nalbuphine Pentazocine Pethidine Phenazocine Piminodine Piritramide Propiram Tapentadol Tilidine Tramadol

Anilines

NSAIDs

Propionates	Fenoprofen Flurbiprofen Ibuprofen^# Ketoprofen Naproxen Oxaprozin

Oxicams	Meloxicam Piroxicam

Acetates	Diclofenac Indometacin Ketorolac Nabumetone Sulindac Tolmetin

COX-2 inhibitors	Celecoxib Lumiracoxib Parecoxib Rofecoxib Valdecoxib

Fenamates	Meclofenamic acid Mefenamic acid

Salicylates	Aspirin (acetylsalicylic acid)^# (+paracetamol/caffeine) Benorylate Diflunisal Ethenzamide Magnesium salicylate Salicin Salicylamide Salsalate Wintergreen (methyl salicylate)

Pyrazolones	Aminophenazone^‡ Ampyrone Metamizole (dipyrone) Nifenazone Phenazone Propyphenazone

Others	Glafenine

Cannabinoids

Channelergics

Calcium blockers	Gabapentin Gabapentin enacarbil Pregabalin Ziconotide

Sodium blockers	Carbamazepine Lacosamide Local anesthetics (e.g., cocaine, lidocaine) Mexiletine Nefopam Tricyclic antidepressants (e.g., amitriptyline^#)

Potassium openers	Flupirtine

Myorelaxants

Others

Camphor
Capsaicin
Clonidine
Ketamine
Menthol
Methoxyflurane
Nefopam
Proglumide
Tricyclic antidepressants (e.g., amitriptyline^#)

^#WHO-EM
^‡Withdrawn from market
Clinical trials:
- ^†Phase III
- ^§Never to phase III

Index of the central nervous system

Description	Anatomy meninges cortex association fibers commissural fibers lateral ventricles basal ganglia diencephalon mesencephalon pons cerebellum medulla spinal cord tracts Physiology neutrotransmission enzymes intermediates Development

Disease	Cerebral palsy Meningitis Demyelinating diseases Seizures and epilepsy Headache Stroke Sleep Congenital Injury Neoplasms and cancer Other paralytic syndromes ALS Symptoms and signs head and neck eponymous lesions Tests CSF

Treatment	Procedures Drugs general anesthetics analgesics addiction epilepsy cholinergics migraine Parkinson's vertigo other