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Indomethacin Sodium

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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

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 Formula	C₁₉H₁₅ClNNaO₄
Molecular Weight	379.8 g/mol
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	4
Exact Mass	379.0587299 g/mol
Monoisotopic Mass	379.0587299 g/mol
Topological Polar Surface Area	71.4 Å²
Heavy Atom Count	26
Formal Charge	0
Complexity	512
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Indomethacin sodium
Active Ingredient	Indomethacin sodium
Dosage Form	Injectable
Route	Injection
Strength	eq 1mg base/vial
Market Status	Prescription
Company	Eurohlth Intl

2 of 2
Drug Name	Indomethacin sodium
Active Ingredient	Indomethacin sodium
Dosage Form	Injectable
Route	Injection
Strength	eq 1mg base/vial
Market Status	Prescription
Company	Eurohlth 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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