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Indomethacin

Indomethacin structure

CAS No:
53-86-1
Formula:
C19H16ClNO4
Chemical Name:
Indomethacin
Synonyms:
1H-Indole-3-acetic acid,1-(4-chlorobenzoyl)-5-methoxy-2-methyl-;Indole-3-acetic acid,1-(p-chlorobenzoyl)-5-methoxy-2-methyl-;1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid;Amuno;1-(p-Chlorobenzoyl)-5-methoxy-2-methylindole-3-acetic acid;1-(p-Chlorobenzoyl)-2-methyl-5-methoxyindole-3-acetic acid;α-[1-(p-Chlorobenzoyl)-2-methyl-5-methoxy-3-indolyl]acetic acid;Indocid;Indocin;Indometacin;Indomethacin;Indomethacine;Metindol;N-(p-Chlorobenzoyl)-2-methyl-5-methoxy-3-indolylacetic acid;1-(p-Chlorobenzoyl)-5-methoxy-2-methyl-3-indolylacetic acid;Artrinovo;Artrivia;Confortid;Idomethine;Inacid;Indomed;Indomee;Infrocin;Mezolin;Methazine;Indacin;1-(4-Chlorobenzoyl)-5-methoxy-2-methylindole-3-acetic acid;Indomecol;Metacen;Metartril;Dolovin;Indo-Rectolmin;Reumacide;Sadoreum;1-(4-Chlorobenzoyl)-2-methyl-5-methoxyindole-3-acetic acid;Indometacine;1-(p-Chlorobenzoyl)-2-methyl-5-methoxy-3-indolylacetic acid;Indren;Inteban;Chrono-Indocid 75;Dolcidium PL;Bonidon Gel;Imbrilon;Indomod;Indo-Phlogont;Indo-Tablinen;Dolcidium;Bonidin;Mobilan;Indomethine;Inflazon;Elmetacin;Indoxen;Vonum;Tannex;Durametacin;Indoptic;Argun;Mikametan;Catlep;Indoptol;Chrono-Indicid;Lausit;Rheumacin LA;Inteban SP;Chibro-Amuno;Artracin;Indorektal;Indocid (pharmaceutical);Innamit;Indonol;[1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetic acid;Vital Vitacid;IndoRich;Flam;Globa;NSC 77541;Indocollyre;Endol;37242-43-6;91853-74-6;503560-73-4
Categories:
Active Pharmaceutical Ingredients > Antipyretic Analgesics

Description

Indomethacin is a potent and nonselective inhibitor of COX1 and COX2, with IC50s of 18 nM and 26 nM for human COX-1 and COX-2, respectively, in CHO cells.

Indomethacin Basic Attributes

Molecular Weight：

357.79

Exact Mass：

357.79

EC Number：

200-186-5

HScode：

29339900

Characteristics

PSA：

68.5

XLogP3：

3.4

Appearance：

Crystals. (NTP, 1992)

Density：

1.38 g/cm³

Melting Point：

158 °C

Boiling Point：

499.4ºC at 760 mmHg

Flash Point：

255.8ºC

Water Solubility：

soluble in acetone (40 mg/mL - clear, yellow solution), ethanol (20 mg/mL), ether, castor oil; soluble in chloroform (50 mg/mL - clear, yellow, extremely viscous solution); decomposed by strong alkali but stable in neutral or slightly acidic media; insoluble in water.ethanol: 50 mg/mL, clear, yellow-green

Storage Conditions：

Store at RT

Vapor Pressure：

9.89X10-11 mm Hg at 25 deg C (est)

Toxicity：

Oral-Rat LD50 2.42 mg/kg; Oral-Mouse LD50: 11.84 mg/kg

Flammability characteristics：

Open flame is flammable; high heat decomposes toxic chloride and nitrogen oxide gas

Odor：

Odorless, or has slight odor

Taste：

Slight, bitter

PKA：

4.5None

Safety Information

Packing level：

Hazard category：

6.1

Transport codes：

UN 2811 6.1/PG 1

wgk germany：

hazard class code：

28-36/37/38-39/23/24/25-23/24/25

safety instructions：

28-36/37-45-36-26

RTECS Number：

NL3500000

Marks：

T+,Xi,T

Storage features：

Treasury is ventilated at low temperature and dry; stored separately from oxidants and food additives

Stability/Shelf Life：

Stable. Incompatible with strong oxidizing agents.

Precautionary statement(s)：

Missing Phrase - N15.00950417

Hazard Statements：

H300

Toxicity

Toxicity class：

most toxic

Indomethacin Use and Manufacturing

Methods of Manufacturing

After diazotization, reduction, acidification, hydrolysis, and cyclization, p-aminoanisole can obtain indomethacin.

Uses

antiinflammatory, antipyretic, analgesic.The product has anti-inflammatory and antipyretic effects, and is mainly used for rheumatoid arthritis, ankylosing spondylitis, osteoarthritis, etc., which are not easy to tolerate or have no significant effect on salicylic acid drugs. Uses are non-hormonal anti-inflammatory analgesics. Uses are cyclooxygenase (COX) inhibitors, which selectively inhibit COX-1; block the biosynthesis of prostate cord. It has anti-inflammatory and antipyretic effects in medicine. It is mainly used for rheumatoid arthritis, ankylosing spondylitis, osteoarthritis, etc., which are not easy to tolerate or have no significant effect on salicylic acid drugs.

Computed Properties

Molecular Weight:357.8
XLogP3:4.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:357.0767857
Monoisotopic Mass:357.0767857
Topological Polar Surface Area:68.5
Heavy Atom Count:25
Complexity:506
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Drug Function and Efficacy

It reduces the synthesis of prostaglandins by inhibiting hypothalamic cyclooxygenase, relieves the inflammatory and pain-inducing effects of bradykinin and histamine, and the formation of pain nerve impulses in inflammatory tissues, thereby producing anti-inflammatory and analgesic effects.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Indomethacin Salbutamol Suppositories
Ingredients	This product is a compound preparation, its components are 70 mg of indomethacin and 1.2 mg of salbutamol sulfate.
Indication	1. When this product is used in combination with heparin and oral anticoagulants, the anticoagulant effect is enhanced, thus increasing the risk of bleeding. 2. When this product is used in combination with oral hypoglycemic drugs, it can enhance the hypoglycemic effect, and the dosage of hypoglycemic drugs must be adjusted. 3. When used in combination with triamterene, it can cause renal dysfunction. 4. When used in combination with theophylline drugs, adverse reactions may be increased.
Specifications	Indomethacin 70mg, Salbutamol sulfate 1.2mg
Manufacturer	Beijing Shuangji Pharmaceutical Co., Ltd.

Indomethacin Enteric-coated Tablets
Ingredients	The main ingredients of this product and their chemical names are: The main ingredient of this product is indomethacin, and its chemical name is 2-methyl-1-(4-chlorobenzoyl)-5-methoxy-1H-indole-3-acetic acid.
Indication	1 Long-term co-use with acetaminophen can increase renal toxicity, and the incidence of gastrointestinal ulcers increases when used with other non-steroidal anti-inflammatory drugs. 2 When used with aspirin or other salicylates, it does not enhance the therapeutic effect, but the gastrointestinal adverse reactions increase significantly. Due to the enhanced inhibition of platelet aggregation, the bleeding tendency may increase. 3 Drinking alcohol or using it with corticosteroids and adrenocorticotropic hormone may increase the risk of gastrointestinal ulcers or bleeding. 4 When used with digitalis drugs, this product can increase the blood concentration of digitalis (due to inhibiting clearance from the kidneys) and increase toxicity, so the dose of digitalis needs to be adjusted. 5 Use with heparin, oral anticoagulants and
Specifications	25mg
Manufacturer	Dandong Yichuang Pharmaceutical Co., Ltd.

Indomethacin Enteric-coated Tablets
Ingredients	The main ingredients of this product and their chemical names are: The main ingredient of this product is indomethacin, and its chemical name is 2-methyl-1-(4-chlorobenzoyl)-5-methoxy-1H-indole-3-acetic acid.
Indication	1 Long-term co-use with acetaminophen can increase renal toxicity, and the incidence of gastrointestinal ulcers increases when used with other non-steroidal anti-inflammatory drugs. 2 When used with aspirin or other salicylates, it does not enhance the therapeutic effect, but the gastrointestinal adverse reactions increase significantly. Due to the enhanced inhibition of platelet aggregation, the bleeding tendency may increase. 3 Drinking alcohol or using it with corticosteroids and adrenocorticotropic hormone may increase the risk of gastrointestinal ulcers or bleeding. 4 When used with digitalis drugs, this product can increase the blood concentration of digitalis (due to inhibiting clearance from the kidneys) and increase toxicity, so the dose of digitalis needs to be adjusted. 5 Use with heparin, oral anticoagulants and
Specifications	25mg

See More Related Drugs

Registered Holders

AURORE LIFE SCIENCES PRIVATE LTD

United States
Active
CSPC OUYI PHARMACEUTICAL CO LTD

United States
Active
CSPC Ouyi Pharmaceutical Co.,Ltd.

Japan
Active

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