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Name	Piroxicam	EINECS	252-974-3
CAS No.	36322-90-4	Density	1.563 g/cm³
PSA	107.98000	LogP	2.67270
Solubility	Soluble in water, ethanol, chloroform, ethyl acetate.	Melting Point	198-200 °C
Formula	C₁₅H₁₃N₃O₄S	Boiling Point	N/A
Molecular Weight	331.352	Flash Point	N/A
Transport Information	UN 2811	Appearance	Off-white to pale yellow solid
Safety	26-36	Risk Codes	22
Molecular Structure		Hazard Symbols	Xn, F
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];	Article Data	21

Piroxicam 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

Conditions	Yield
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

Conditions	Yield
In 5,5-dimethyl-1,3-cyclohexadiene	96%

: 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

Conditions	Yield
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

Conditions	Yield
SiO2 In 5,5-dimethyl-1,3-cyclohexadiene; ethanol	75%
SiO2 In ethanol; o-xylene	71%

: 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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Piroxicam Chemical Properties

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

Piroxicam 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.

Piroxicam 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.

Piroxicam 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

Piroxicam 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 .

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