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indomethacin

File:Indometacin_skeletal_formula_from_xtal_2003.svg · Wikimedia Commons · See Wikimedia Commons

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indomethacin

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Also known as Indocid®, Indocin®, 1-(p-chlorobenzoyl)-5-methoxy-2-methylindole-3-acetic acid, Indometacina, {1-[(4-chlorophenyl)carbonyl]-5-methoxy-2-methyl-1H-indol-3-yl}acetic acid, Indometacinum, Aconip

Indometacin, also known as indomethacin, is a nonsteroidal anti-inflammatory drug (NSAID) commonly used as a prescription medication to reduce fever, pain, stiffness, and swelling from inflammation. It works by inhibiting the production of prostaglandins, endogenous signaling molecules known to cause these symptoms. It does this by inhibiting cyclooxygenase, an enzyme that catalyzes the production of prostaglandins.

Key facts

Drug.Watchedfields
changed
Drug.verifiedrevid
460769466
Drug.image
Indometacin skeletal formula from xtal 2003.svg
Drug.image_class
skin-invert-image
Drug.width
225
Drug.image2
Indometacin-from-xtal-2003-ball-and-stick.png
Drug.image_class2
bg-transparent
Drug.USAN
Indomethacin
Drug.tradename
Indocid, Indocin
Drug.DailyMedID
Indomethacin
Drug.pregnancy_AU
C
Drug.routes_of_administration
By mouth, rectal, intravenous, topical
Drug.ATC_prefix
C01
Drug.ATC_suffix
EB03
Drug.ATC_supplemental
, ,
Drug.legal_AU
Schedule 4
Drug.legal_CA
Rx-only
Drug.legal_UK
POM

via Wikipedia infobox

Chemical data

Formula
C19H16ClNO4
Molecular weight
357.8 g/mol
IUPAC name
2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid
SMILES
CC1=C(C2=C(N1C(=O)C3=CC=C(C=C3)Cl)C=CC(=C2)OC)CC(=O)O
InChIKey
CGIGDMFJXJATDK-UHFFFAOYSA-N
XLogP
4.3
Polar surface area
68.5 Ų
H-bond donors
1
H-bond acceptors
4
Formal charge
0

via PubChem

Wikidata facts

Subclass of
indole alkaloid
Has part
chlorine
Mass
357.077
Manufacturer
Pfizer
Has use
medication
Show 11 more facts
medical condition treated
inflammation
chemical formula
C₁₉H₁₆ClNO₄
found in taxon
Aspergillus
canonical SMILES
CC1=C(C2=C(N1C(=O)C3=CC=C(C=C3)Cl)C=CC(=C2)OC)CC(=O)O
World Health Organisation international non-proprietary name
indometacin
physically interacts with
solute carrier family 46 member 1
melting point
160
Commons category
Indometacin
legal status (medicine)
boxed warning
significant drug interaction
furosemide
Sources (6)

via Wikidata · CC0

~13 min read

Encyclopedic overview

8 sections
Contents
  • Medical uses
  • Contraindications
  • Adverse effects
  • Pharmacology
  • Mechanism of action
  • Society and culture
  • Names
  • References

{{Infobox drug | Watchedfields = changed | verifiedrevid = 460769466 | image = Indometacin skeletal formula from xtal 2003.svg | image_class = skin-invert-image | width = 225 | alt = | image2 = Indometacin-from-xtal-2003-ball-and-stick.png | image_class2 = bg-transparent | alt2 = | USAN = Indomethacin

| pronounce = | tradename = Indocid, Indocin | DailyMedID = Indomethacin | Drugs.com = | pregnancy_AU = C | pregnancy_category = | routes_of_administration = By mouth, rectal, intravenous, topical | ATC_prefix = C01 | ATC_suffix = EB03 | ATC_supplemental = , ,

Excerpted from Wikipedia’s “indomethacin” article, available under the CC BY-SA 4.0 licence.

Gallery (3)