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Chemistry

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Also known as: 7681-54-1, Osmosin, Sodium indomethacin, Indomethacin (sodium), Sodium 2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1h-indol-3-yl)acetate, Indometacin (sodium)
Molecular Formula
C19H15ClNNaO4
Molecular Weight
379.8  g/mol
InChI Key
JMHRGKDWGWORNU-UHFFFAOYSA-M
FDA UNII
1C9D998830

Indomethacin Sodium
A non-steroidal anti-inflammatory agent (NSAID) that inhibits CYCLOOXYGENASE, which is necessary for the formation of PROSTAGLANDINS and other AUTACOIDS. It also inhibits the motility of POLYMORPHONUCLEAR LEUKOCYTES.
1 2D Structure

Indomethacin Sodium

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
sodium;2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetate
2.1.2 InChI
InChI=1S/C19H16ClNO4.Na/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);/q;+1/p-1
2.1.3 InChI Key
JMHRGKDWGWORNU-UHFFFAOYSA-M
2.1.4 Canonical SMILES
CC1=C(C2=C(N1C(=O)C3=CC=C(C=C3)Cl)C=CC(=C2)OC)CC(=O)[O-].[Na+]
2.2 Other Identifiers
2.2.1 UNII
1C9D998830
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Amuno

2. Indocid

3. Indocin

4. Indomet 140

5. Indometacin

6. Indomethacin

7. Indomethacin Hydrochloride

8. Metindol

9. Osmosin

2.3.2 Depositor-Supplied Synonyms

1. 7681-54-1

2. Osmosin

3. Sodium Indomethacin

4. Indomethacin (sodium)

5. Sodium 2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1h-indol-3-yl)acetate

6. Indometacin (sodium)

7. Indocin I.v.

8. Indomethacin Sodium Anhydrous

9. 1h-indole-3-acetic Acid, 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-, Sodium Salt

10. 1c9d998830

11. Sodium;2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetate

12. Sodium 1-(p-chlorobenzoyl)-5-methoxy-2-methylindole-3-acetate

13. Einecs 231-670-4

14. Sodium 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1h-indole-3-acetate

15. Unii-1c9d998830

16. Indomethacinsodium

17. Indole-3-acetic Acid, 1-(p-chlorobenzoyl)-5-methoxy-2-methyl-, Sodium Salt

18. Schembl3772654

19. Dtxsid20227631

20. Akos016014921

21. Ac-13625

22. Hy-15034

23. Cs-0003710

24. Q27252232

25. Sodium,2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetate

26. 1h-indole-3-acetic Acid, 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-, Sodium Salt (1:1)

2.4 Create Date
2008-02-05
3 Chemical and Physical Properties
Molecular Weight 379.8 g/mol
Molecular Formula C19H15ClNNaO4
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Exact Mass379.0587299 g/mol
Monoisotopic Mass379.0587299 g/mol
Topological Polar Surface Area71.4 Ų
Heavy Atom Count26
Formal Charge0
Complexity512
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameIndomethacin sodium
Active IngredientIndomethacin sodium
Dosage FormInjectable
RouteInjection
Strengtheq 1mg base/vial
Market StatusPrescription
CompanyEurohlth Intl

2 of 2  
Drug NameIndomethacin sodium
Active IngredientIndomethacin sodium
Dosage FormInjectable
RouteInjection
Strengtheq 1mg base/vial
Market StatusPrescription
CompanyEurohlth Intl

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Anti-Inflammatory Agents, Non-Steroidal

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)


Cardiovascular Agents

Agents that affect the rate or intensity of cardiac contraction, blood vessel diameter, or blood volume. (See all compounds classified as Cardiovascular Agents.)


Cyclooxygenase Inhibitors

Compounds or agents that combine with cyclooxygenase (PROSTAGLANDIN-ENDOPEROXIDE SYNTHASES) and thereby prevent its substrate-enzyme combination with arachidonic acid and the formation of eicosanoids, prostaglandins, and thromboxanes. (See all compounds classified as Cyclooxygenase Inhibitors.)


Gout Suppressants

Agents that increase uric acid excretion by the kidney (URICOSURIC AGENTS), decrease uric acid production (antihyperuricemics), or alleviate the pain and inflammation of acute attacks of gout. (See all compounds classified as Gout Suppressants.)


Tocolytic Agents

Drugs that prevent preterm labor and immature birth by suppressing uterine contractions (TOCOLYSIS). Agents used to delay premature uterine activity include magnesium sulfate, beta-mimetics, oxytocin antagonists, calcium channel inhibitors, and adrenergic beta-receptor agonists. The use of intravenous alcohol as a tocolytic is now obsolete. (See all compounds classified as Tocolytic Agents.)


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