Indomethacin sodiumProduct ingredient forIndomethacin

Name
Indomethacin sodium
Drug Entry
Indomethacin

Indometacin, or indomethacin, is a non-steroidal anti-inflammatory drug (NSAID) with anti-inflammatory, analgesic, and antipyretic properties. NSAIDs consist of agents that are structurally unrelated; the NSAID chemical classification of indometacin is an indole-acetic acid derivative with the chemical name 1- (p-chlorobenzoyl)25-methoxy-2-methylindole-3-acetic acid.1The pharmacological effect of indometacin is not fully understood, however, it is thought to be mediated through potent and nonselective inhibition of the enzyme cyclooxygenase (COX), which is the main enzyme responsible for catalyzes the rate-limiting step in prostaglandin and thromboxane biosynthesis via the arachidonic acid (AA) pathway. Indometacin was first discovered in 1963 and it was first approved for use in the U.S. by the Food and Drug Administration in 1965,10along with other acetic acid derivatives such asdiclofenacsulindacthat were also developed during the 1960s.1Since then, indometacin has been extensively studied in clinical trials as one of the most potent NSAIDs in blocking prostaglandin synthesis and was among the first NSAIDs to be used in the symptomatic treatment of migraine and for headaches that eventually became known as “indomethacin-responsive” headache disorders.1

Most commonly used in rheumatoid arthritis, ankylosing spondylitis, osteoarthritis, acute shoulder pains, and acute gouty arthritis, indometacin is currently available as oral capsules as well as other methods of administration, including rectal and intravenous formulations. Intravenous indometacin is administered to close a hemodynamically significant patent ductus arteriosus, as indicated by clinical evidence, in premature infants.14Ophthalmic indometacin has been studied and used in the symptomatic treatment of postoperative ocular inflammation and pain and/or complications after cataract surgery. Although deemed effective in reducing ocular inflammation in clinical studies, topical NSAIDs were also associated with a potential reduction in corneal sensitivity accompanied by an increased risk of superficial punctate keratitis and subjective symptoms of discomfort, including pain, burning or pricking, or a tingling sensation after instillation into the cul‐de‐sac.6

Accession Number
DBSALT001435
Structure
Synonyms
Not Available
UNII
0IMX38M2GG
CAS Number
74252-25-8
Weight
Average: 433.82
单一同位素的:433。090424
Chemical Formula
C19H21ClNNaO7
InChI Key
UHYAQBLOGVNWNT-UHFFFAOYSA-M
InChI
InChI=1S/C19H16ClNO4.Na.3H2O/c1-11-15(10-18(22)23)16-9-14(25-2)7-8-17(16)21(11)19(24)12-3-5-13(20)6-4-12;;;;/h3-9H,10H2,1-2H3,(H,22,23);;3*1H2/q;+1;;;/p-1
IUPAC Name
sodium 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetate trihydrate
SMILES
O.O.O.[Na+].COC1=CC=C2N(C(=O)C3=CC=C(Cl)C=C3)C(C)=C(CC([O-])=O)C2=C1
ChemSpider
137624
ChEMBL
CHEMBL3989410
Wikipedia
Indometacin
Predicted Properties
Property Value
Water Solubility 0.00359 mg/mL ALOGPS
logP 4.46 ALOGPS
logP 3.53 Chemaxon
logS -5 ALOGPS
pKa (Strongest Acidic) 3.8 Chemaxon
pKa (Strongest Basic) -2.3 Chemaxon
Physiological Charge -1 Chemaxon
Hydrogen Acceptor Count 4 Chemaxon
Hydrogen Donor Count 0 Chemaxon
Polar Surface Area 71.36 Å2 Chemaxon
Rotatable Bond Count 4 Chemaxon
Refractivity 105.65 m3·mol-1 Chemaxon
Polarizability 36.21 Å3 Chemaxon
Number of Rings 3 Chemaxon
Bioavailability 1 Chemaxon
Rule of Five Yes Chemaxon
Ghose Filter Yes Chemaxon
Veber's Rule No Chemaxon
MDDR-like规则 No Chemaxon