Basic information
- Name:
Indomethacin
- CAS No.:
53-86-1
- Molecular Structure:
- Formula:
- C19H16ClNO4
- Molecular Weight:
- 357.79
- Synonyms:
- Indole-3-aceticacid, 1-(p-chlorobenzoyl)-5-methoxy-2-methyl- (8CI);1-(4-Chlorobenzoyl)-2-methyl-5-methoxyindole-3-acetic acid;1-(p-Chlorobenzoyl)-5-methoxy-2-methylindole-3-acetic acid;Amuno;Chrono-Indocid 75;Confortid;Dolovin;Elmetacin;Flam;Indo-Rectolmin;Indo-Tablinen;IndoRich;Indocid;Indocid(pharmaceutical);Indomecol;Indomee;Indomethine;Indomod;Indoptic;Indoptol;Infrocin;Innamit;Mezolin;Mikametan;Mobilan;NSC 77541;Tannex;Vonum;a-[1-(p-Chlorobenzoyl)-2-methyl-5-methoxy-3-indolyl]aceticacid;
- EINECS:
- 200-186-5
- Density:
- 1.327 g/cm3
- Melting Point:
- 155-162 °C
- Boiling Point:
- 499.363 °C at 760 mmHg
- Flash Point:
- 255.806 °C
- Solubility:
- ethanol: 50 mg/mL
- Appearance:
- White crystalline powder
- Hazard Symbols:
T+, 
Xi- Risk Codes:
- 28-36/37/38
- Safety Description:
- 28-36/37-45-26 Details
- Transport Information:
- UN 2811 6.1/PG 1
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Chemistry
Molecular Structure:
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Molecular Formula: C19H16ClNO4
Molecular Weight: 357.7876
IUPAC Name: 2-[1-(4-Chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid
CAS NO: 53-86-1
Classification Code: Analgesics ; Analgesics, Non-Narcotic; Anti-Inflammatory Agents; Anti-inflammatory; Anti-inflammatory agents, non-steroidal; Antirheumatic Agents; Cardiovascular Agents; Cyclooxygenase inhibitors; Drug / Therapeutic Agent; Enzyme Inhibitors; Gout suppressants; Human Data; Mutation data; Peripheral Nervous System Agents; Reproductive Control Agents; Reproductive Effect; Sensory System Agents; Tocolytic agents; Tumor data
Melting point: 155-162 °C
Index of Refraction: 1.619
Molar Refractivity: 94.59 cm3
Molar Volume: 269.5 cm3
Surface Tension: 47.4 dyne/cm
Density: 1.32 g/cm3
Flash Point: 255.8 °C
Enthalpy of Vaporization: 80.85 kJ/mol
Boiling Point: 499.4 °C at 760 mmHg
Vapour Pressure: 8.61E-11 mmHg at 25 °C
EINECS of Indomethacin (CAS NO.53-86-1): 200-186-5
Uses
Indomethacin (CAS NO.53-86-1) is a non-steroidal anti-inflammatory drug commonly used to reduce fever, pain, stiffness, and swelling. It works by inhibiting the production of prostaglandins, molecules known to cause these symptoms.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| cat | LD50 | oral | 320mg/kg (320mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 30, Pg. 1398, 1980. | |
| cat | LDLo | intravenous | 20200ug/kg (20.2mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 33, Pg. 726, 1983. | |
| dog | LD50 | intravenous | 100mg/kg (100mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 30, Pg. 1398, 1980. | |
| dog | LD50 | oral | 160mg/kg (160mg/kg) | Oyo Yakuri. Pharmacometrics. Vol. 2, Pg. 70, 1968. | |
| guinea pig | LD | skin | > 100mg/kg (100mg/kg) | BEHAVIORAL: EXCITEMENT | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 14, Pg. 3185, 1986. |
| guinea pig | LD50 | intraperitoneal | 143mg/kg (143mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 30, Pg. 1398, 1980. | |
| guinea pig | LD50 | intravenous | 180mg/kg (180mg/kg) | Journal de Pharmacologie. Vol. 2, Pg. 259, 1971. | |
| guinea pig | LD50 | oral | 100mg/kg (100mg/kg) | Oyo Yakuri. Pharmacometrics. Vol. 2, Pg. 70, 1968. | |
| hamster | LD50 | oral | 81mg/kg (81mg/kg) | Archives of Toxicology, Supplement. Vol. 7, Pg. 365, 1984. | |
| human | TDLo | oral | 113mg/kg/8W-I (113mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" GASTROINTESTINAL: OTHER CHANGES | Arzneimittel-Forschung. Drug Research. Vol. 33, Pg. 636, 1983. |
| infant | TDLo | intravenous | 200ug/kg (0.2mg/kg) | BLOOD: HEMORRHAGE | Journal of Pediatrics. Vol. 107, Pg. 312, 1985. |
| infant | TDLo | oral | 400ug/kg/2D-I (0.4mg/kg) | GASTROINTESTINAL: NECROTIC GHANGES | Journal of Pediatrics. Vol. 107, Pg. 484, 1985. |
| mammal (species unspecified) | LD50 | oral | 8mg/kg (8mg/kg) | Indian Journal of Medical Research. Vol. 81, Pg. 621, 1985. | |
| man | LDLo | oral | 15mg/kg/2W-I (15mg/kg) | BLOOD: APLASTIC ANEMIA | Israel Journal of Medical Sciences. Vol. 17, Pg. 433, 1981. |
| man | TDLo | multiple routes | 3557mg/kg/5Y- (3557mg/kg) | SENSE ORGANS AND SPECIAL SENSES: "RETINAL CHANGES (PIGMENTARY DEPOSITIONS, RETINITIS, OTHER): EYE" | American Journal of Ophthalmology. Vol. 73, Pg. 846, 1972. |
| man | TDLo | oral | 714ug/kg (0.714mg/kg) | BEHAVIORAL: GENERAL ANESTHETIC BEHAVIORAL: ATAXIA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Allergy. Vol. 54, Pg. 90, 1999. |
| man | TDLo | oral | 4286ug/kg/2D- (4.286mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" | Postgraduate Medical Journal. Vol. 72, Pg. 186, 1996. |
| man | TDLo | oral | 22500ug/kg/3W (22.5mg/kg) | LIVER: "HEPATITIS, FIBROUS (CIRRHOSIS, POST-NECROTIC SCARRING)" LIVER: OTHER CHANGES | British Medical Journal. Vol. 3, Pg. 155, 1967. |
| man | TDLo | oral | 22500ug/kg/3W (22.5mg/kg) | GASTROINTESTINAL: ULCERATION OR BLEEDING FROM LARGE INTESTINE | Annals of Pharmacotherpy. Vol. 29, Pg. 883, 1994. |
| man | TDLo | rectal | 2586mg/kg/3.5 (2586mg/kg) | SENSE ORGANS AND SPECIAL SENSES: "RETINAL CHANGES (PIGMENTARY DEPOSITIONS, RETINITIS, OTHER): EYE" | American Journal of Ophthalmology. Vol. 73, Pg. 846, 1972. |
| man | TDLo | unreported | 499mg/kg/87W- (499mg/kg) | BEHAVIORAL: STIFFNESS KIDNEY, URETER, AND BLADDER: HEMATURIA | Arthritis and Rheumatism. Vol. 20, Pg. 917, 1977. |
| mouse | LD50 | intramuscular | 18200ug/kg (18.2mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 30, Pg. 1398, 1980. | |
| mouse | LD50 | intraperitoneal | 10mg/kg (10mg/kg) | Archivos de Farmacologia y Toxicologia. Vol. 8, Pg. 201, 1982. | |
| mouse | LD50 | intravenous | 30mg/kg (30mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 19, Pg. 1198, 1969. | |
| mouse | LD50 | oral | 11841ug/kg (11.841mg/kg) | German Offenlegungsschrift Patent Document. Vol. #3005827, | |
| mouse | LD50 | subcutaneous | 18300ug/kg (18.3mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 30, Pg. 1398, 1980. | |
| rabbit | LD50 | oral | 135mg/kg (135mg/kg) | Drugs in Japan Vol. 6, Pg. 90, 1982. | |
| rat | LD | skin | > 250mg/kg (250mg/kg) | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 14, Pg. 3185, 1986. | |
| rat | LD50 | intramuscular | 26300ug/kg (26.3mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 30, Pg. 1398, 1980. | |
| rat | LD50 | intraperitoneal | 13mg/kg (13mg/kg) | Toxicology and Applied Pharmacology. Vol. 38, Pg. 127, 1976. | |
| rat | LD50 | intravenous | 21mg/kg (21mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 31, Pg. 655, 1981. | |
| rat | LD50 | oral | 2420ug/kg (2.42mg/kg) | GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH | Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1526, 1975. |
| rat | LD50 | rectal | 31900ug/kg (31.9mg/kg) | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 14, Pg. 2259, 1986. | |
| rat | LD50 | subcutaneous | 12mg/kg (12mg/kg) | Oyo Yakuri. Pharmacometrics. Vol. 2, Pg. 70, 1968. | |
| women | TDLo | oral | 2098ug/kg/1D- (2.098mg/kg) | KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED | Southern Medical Journal. Vol. 78, Pg. 1390, 1985. |
| women | TDLo | oral | 10mg/kg (10mg/kg) | BEHAVIORAL: COMA | Japanese Journal of Toxicology. Vol. 12, Pg. 337, 1999. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
A poison by ingestion, intravenous, intraperitoneal, and subcutaneous routes. Human systemic effects by ingestion: aplastic anemia, changes in kidney tubules, decreased urine volume, diarrhea, fibrous hepatitis, hemorrhage, hypermotility, liver changes, necrotic stomach changes, retinal changes. Human teratogenic effects by ingestion and intravenous routes: developmental abnormalities of the respiratory system and urogenital system, homeostasis, other neonatal effects. Experimental teratogenic and reproductive effects. Mutation data reported. When heated to decomposition it emits very toxic Cl− and NOx.
Hazard Codes of Indomethacin (CAS NO.53-86-1): 
T+,
Xi
Risk Statements: 28-36/37/38
R28: Very toxic if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 28-36/37-45-26
S28: After contact with skin, wash immediately with plenty of soap-suds.
S36/37: Wear suitable protective clothing and gloves.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR: UN 2811 6.1/PG 1
WGK Germany: 3
F: 8-10
HazardClass: 6.1
PackingGroup: I
Specification
Synonyms of Indomethacin (CAS NO.53-86-1) are (1-p-Chlorobenzoyl-5-methoxy-2-methylindol-3-yl)acetic acid ; 1-(p-Chlorbenzoyl)-5-methoxy-2-methylindol-3-essigsaeure ; 1-(p-Chlorbenzoyl)-5-methoxy-2-methylindol-3-essigsaeure [German] ; 1-(p-Chlorobenzoyl)-2-methyl-5-methoxyindole-3-acetic acid ; 1-(p-Chlorobenzoyl)-5-methoxy-2-methylindole-3-acetic acid ; 1-p-Cloro-benzoil-5-metoxi-2-metilindol-3-acido acetico ; 1H-Indole-3-acetic acid, 1-(4-chlorobenzoyl)-5-methoxy-2-methyl- ; Indole-3-acetic acid, 1-(p-chlorobenzoyl)-5-methoxy-2-methyl- .