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36322-90-4

Basic Information
CAS No.: 36322-90-4
Name: Piroxicam
Article Data: 21
Molecular Structure:
Molecular Structure of 36322-90-4 (Piroxicam)
Formula: C15H13N3O4S
Molecular Weight: 331.352
Synonyms: (4-Hydroxy-2-methyl-1,1-dioxobenzo[e]1,2-thiazin-3-yl)-N-(2-pyridyl)carboxamide;Prestwick_573;Piroxicam (JP14/USP);CP 16171;Feldene;Roxicam;4-Hydroxy-2-methyl-N-2-pyridinyl-2H-1,2-benzothiazine-3-carboxamide, 1,1-dioxide;Piroxicam [USAN:BAN:INN:JAN];2H-1,2-Benzothiazine-3-carboxamide, 4-hydroxy-2-methyl-N-2-pyridinyl-, 1,1-dioxide;Piroftal;Pyroxycam;BAXO;Feldene (TN);Piroxicamum [INN-Latin];4-Hydroxy-2-methyl-N-2-pyridyl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide;4-Hydroxy-2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazin-3-caboxyamid-1,1-dioxid [German];
EINECS: 252-974-3
Density: 1.563 g/cm3
Melting Point: 198-200 °C
Solubility: Soluble in water, ethanol, chloroform, ethyl acetate.
Appearance: Off-white to pale yellow solid
Hazard Symbols: HarmfulXn, FlammableF
Risk Codes: 22
Safety: 26-36
Transport Information: UN 2811
PSA: 107.98000
LogP: 2.67270
Synthetic route
504-29-0

2-aminopyridine

80201-74-7

methoxyethyl 2-methyl-4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide

36322-90-4

Piroxicam

Conditions
ConditionsYield
In xylene for 6h; Heating;97%
504-29-0

2-aminopyridine

80201-73-6

2-methoxyethyl 4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide

36322-90-4

Piroxicam

Conditions
ConditionsYield
In 5,5-dimethyl-1,3-cyclohexadiene96%
504-29-0

2-aminopyridine

107124-73-2

4-Hydroxy-2-methyl-1,1-dioxo-1,2-dihydro-1λ6-benzo[e][1,2]thiazine-3-carboxylic acid 2-ethoxy-ethyl ester

36322-90-4

Piroxicam

Conditions
ConditionsYield
In xylene for 6h; Heating;92%
ethanol-chloroform

ethanol-chloroform

P-phenyl-N,N'-di-2-pyridylphosphonium diamide

P-phenyl-N,N'-di-2-pyridylphosphonium diamide

35511-15-0

methyl 2-methyl-4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide

36322-90-4

Piroxicam

Conditions
ConditionsYield
SiO2 In 5,5-dimethyl-1,3-cyclohexadiene; ethanol75%
SiO2 In ethanol; o-xylene71%
504-29-0

2-aminopyridine

35511-15-0

methyl 2-methyl-4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide

36322-90-4

Piroxicam

Conditions
ConditionsYield
In xylene at 130℃; Condensation;74%
504-29-0

2-aminopyridine

3-Carboxy-4-hydroxy-2-methyl-2H-1,2-benzothiazon-1,1-dioxid-dikalium

36322-90-4

Piroxicam

Conditions
ConditionsYield
With thionyl chloride 1) toluene, 80 degC, 2 h; 2) toluene, 15 min, reflux; Yield given. Multistep reaction;
76780-03-5

4-methoxy-2-methyl-N-(pyridin-2-yl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide

A

4-hydroxy-2-methyl-N-(1-methylpyridin-2-yl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide

B

36322-90-4

Piroxicam

Conditions
ConditionsYield
With potassium iodide In acetone for 57h; Product distribution; Heating; other reaction time (0.5 h);A 78.7 % Chromat.
B 17.7 % Chromat.
With potassium iodide In acetone for 57h; Heating;A 78.7 % Chromat.
B 17.7 % Chromat.
121649-45-4

4-Ethoxy-2-methyl-1,1-dioxo-1,2-dihydro-1λ6-benzo[e][1,2]thiazine-3-carboxylic acid pyridin-2-ylamide

A

C17H17N3O4S

B

36322-90-4

Piroxicam

Conditions
ConditionsYield
With potassium iodide In acetone for 144h; Product distribution; Heating; other reaction time (23 h);A 12.5 % Chromat.
B 1.8 % Chromat.
With potassium iodide In acetone for 144h; Heating;A 12.5 % Chromat.
B 1.8 % Chromat.
65897-46-3

piroxicam

77-78-1

dimethyl sulfate

36322-90-4

Piroxicam

Conditions
ConditionsYield
With sodium hydroxide In methanol; water Ambient temperature;210 mg
6639-62-9

methyl 3-oxo-2,3-dihydrobenzo[d][1,2]thiazol-2-acetate 1,1-dioxide

36322-90-4

Piroxicam

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: CH3ONa / dimethylsulfoxide
3: 74 percent / xylene / 130 °C
View Scheme
Multi-step reaction with 3 steps
1: Na
2: NaOH / 1,2-dichloroethane
3: 92 percent / xylene / 6 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: Na
2: NaOH / 1,2-dichloroethane
3: 97 percent / xylene / 6 h / Heating
View Scheme
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    Density: 1.3664 (rough estimate) Melting point: 198-200 ° C Boiling point: 568.5 ± 60.0 ° C at 760 mmHg Solubility in water, ethanol, chloroform, ethyl acetate Solubility: Practically insoluble in water, soluble in methylene chloride,

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  • Piroxicam usp        CAS:36322-90-4

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    36322-90-4

    Piroxicam usp CAS:36322-90-4

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    Name: Piroxicam usp Synonyms: PIROXICAM; 4-hydroxy-2-methyl-n-2-pyridinyl-2h-1,2-benzothiazine-3-carboxamide 1,1-dioxide; (3R)-2-methyl-4-oxo-N-(pyridin-2-yl)-3,4-dihydro-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide; 4-hydroxy-2-methyl-N-(pyridin-

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    Piroxicam usp

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  • Treatment Arthritis Piroxicam (CAS No. 36322-90-4)

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Chemistry

Empirical Formula: C15H13N3O4S
Molecular Weight: 331.3464 g/mol
EINECS: 252-974-3 
Index of Refraction: 1.714
Density: 1.563 g/cm3
Melting point: 198-200 °C
Storage tempreture: 2-8 °C
Appearance: Off-white to pale yellow solid
Structure of Piroxicam (CAS NO.36322-90-4):
                            
IUPAC Name: (3E)-3-[Hydroxy-(pyridin-2-ylamino)methylidene]-2-methyl-1,1-dioxobenzo[e]thiazin-4-one
Product Category of Piroxicam (CAS NO.36322-90-4): Active Pharmaceutical Ingredients;APIs;Piroxicam;All Inhibitors;Inhibitors;Intermediates & Fine Chemicals;Lipid signaling

Uses

 Piroxicam (CAS NO.36322-90-4) is used to relieve the symptoms of rheumatoid and osteoarthritis, primary dysmenorrhoea, postoperative pain; and act as an analgesic, especially where there is an inflammatory component. It is also used in veterinary medicine to treat certain neoplasias expressing cyclooxygenase receptors, such as bladder, colon, and prostate cancers.
 

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo oral 7143ug/kg (7.143mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
BLOOD: APLASTIC ANEMIA
South African Medical Journal. Vol. 66, Pg. 31, 1984.
dog LD50 oral 108mg/kg (108mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 4639, 1980.
guinea pig LD50 oral 388mg/kg (388mg/kg)   Archives of Toxicology, Supplement. Vol. 7, Pg. 365, 1984.
hamster LD50 oral 170mg/kg (170mg/kg)   Archives of Toxicology, Supplement. Vol. 7, Pg. 365, 1984.
man LDLo oral 3714mg/kg/13D (3714mg/kg) BLOOD: AGRANULOCYTOSIS
SKIN AND APPENDAGES (SKIN): "DERMATITIS, ALLERGIC: AFTER SYSTEMIC EXPOSURE"
New England Journal of Medicine. Vol. 309, Pg. 795, 1983.
man TDLo oral 52mg/kg/26W-I (52mg/kg)   Annals of Internal Medicine. Vol. 99, Pg. 282, 1983.
man TDLo oral 7636mg/kg/6W- (7636mg/kg) KIDNEY, URETER, AND BLADDER: INTERSTITIAL NEPHRITIS American Journal of Nephrology. Vol. 5, Pg. 142, 1985.
monkey LD50 oral 1gm/kg (1000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 4639, 1980.
mouse LD50 intraperitoneal 290mg/kg (290mg/kg)   Russian Pharmacology and Toxicology Vol. 49, Pg. 98, 1986.
mouse LD50 oral 250mg/kg (250mg/kg)   European Patent Application. Vol. #0079639,
mouse LD50 subcutaneous 300mg/kg (300mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 4639, 1980.
rat LD50 intraperitoneal 335mg/kg (335mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 4639, 1980.
rat LD50 oral 216mg/kg (216mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 28, Pg. 1714, 1978.
rat LD50 rectal 400mg/kg (400mg/kg) BEHAVIORAL: ANALGESIA Arzneimittel-Forschung. Drug Research. Vol. 31, Pg. 87, 1981.
rat LD50 skin > 5gm/kg (5000mg/kg)   Yakkyoku. Pharmacy. Vol. 37(11), Pg. -, 1986.
rat LD50 subcutaneous 148mg/kg (148mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 4639, 1980.
women LDLo oral 2400ug/kg (2.4mg/kg) LIVER: "HEPATITIS, FIBROUS (CIRRHOSIS, POST-NECROTIC SCARRING)"
LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED"
KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION
British Medical Journal. Vol. 293, Pg. 540, 1986.
women TDLo oral 400ug/kg (0.4mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" Allergy. Vol. 52(Suppl,
women TDLo oral 1200ug/kg/3D- (1.2mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" Journal of Rheumatology. Vol. 11, Pg. 554, 1984.
women TDLo oral 28mg/kg (28mg/kg) BEHAVIORAL: HEADACHE
GASTROINTESTINAL: ULCERATION OR BLEEDING FROM DUODENUM
GASTROINTESTINAL: NAUSEA OR VOMITING
Acta Medica Scandinavica. Vol. 216, Pg. 335, 1984.
 

Safety Profile

Hazard Codes:  Xn,  F
Risk Statements:
22:  Harmful if swallowed 
Safety Statements:
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 

Specification

 Piroxicam , its cas register number is 36322-90-4. It also can be called 4-Hydroxy-2-methyl-N-2-pyridinyl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide .