Piroxicam supplier | CasNO.36322-90-4

Name
Piroxicam
EINECS 252-974-3
CAS No. 36322-90-4
Article Data21
CAS DataBase
Density 1.563 g/cm³
Solubility Soluble in water, ethanol, chloroform, ethyl acetate.
Melting Point 198-200 °C
Formula C₁₅H₁₃N₃O₄S
Boiling Point
Molecular Weight 331.352
Flash Point
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];
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

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%

...Expand

: 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

: 128-44-9
saccharin sodium salt

2-Cl-6-F-C6H3-CH2-X (X = halide or tosylate): 2-Cl-6-F-C6H3-CH2-X (X = halide or tosylate)

: 36322-90-4
Piroxicam

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 2: CH3ONa / dimethylsulfoxide 4: 74 percent / xylene / 130 °C View Scheme

: 35511-14-9
methyl 4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide

: 36322-90-4
Piroxicam

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: 74 percent / xylene / 130 °C View Scheme

: 504-29-0
2-aminopyridine

: 36322-90-4
Piroxicam

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: CHCl3 2: 25 percent / sodium isopropoxide / propan-2-ol / 0.67 h / 140 °C 3: 210 mg / 0.94N NaOH / H2O; methanol / Ambient temperature View Scheme

: 66366-28-7
3-Oxo-1,2-benzoisothiazoline-2acetamide 1,1-Dioxide

: 36322-90-4
Piroxicam

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 25 percent / sodium isopropoxide / propan-2-ol / 0.67 h / 140 °C 2: 210 mg / 0.94N NaOH / H2O; methanol / Ambient temperature View Scheme

: 52188-11-1
2-(1,1-dioxido-3-oxobenzo[d]isothiazol-2(3H)-yl)acetic acid

: 36322-90-4
Piroxicam

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: thionyl chloride / CHCl3; dimethylformamide / 12 h / Ambient temperature 2: CHCl3 3: 25 percent / sodium isopropoxide / propan-2-ol / 0.67 h / 140 °C 4: 210 mg / 0.94N NaOH / H2O; methanol / Ambient temperature View Scheme

: 61020-33-5
2-[1,1-dioxide-3-oxo-1,2-benzisothiazole-2(3H)-yl] acetic acid chloride

: 36322-90-4
Piroxicam

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: CHCl3 2: 25 percent / sodium isopropoxide / propan-2-ol / 0.67 h / 140 °C 3: 210 mg / 0.94N NaOH / H2O; methanol / Ambient temperature View Scheme

: 80201-73-6
2-methoxyethyl 4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide

: 36322-90-4
Piroxicam

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaOH / 1,2-dichloroethane 2: 97 percent / xylene / 6 h / Heating View Scheme

: 107124-71-0
4-Hydroxy-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
Multi-step reaction with 2 steps 1: NaOH / 1,2-dichloroethane 2: 92 percent / xylene / 6 h / Heating View Scheme

: 86048-60-4
2-[(Pyridin-2-ylcarbamoylmethyl)-sulfamoyl]-benzoic acid methyl ester

: 36322-90-4
Piroxicam

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium isopropoxide / propan-2-ol / 140 °C 2: 210 mg / 0.94N NaOH / H2O; methanol / Ambient temperature View Scheme

: 107124-72-1
Bis(2-methoxyethyl) 2-(N-carboxymethylsulfamoyl)benzoate

: 36322-90-4
Piroxicam

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: Na, 2-methoxyethanol 2: NaOH / 1,2-dichloroethane 3: 97 percent / xylene / 6 h / Heating View Scheme

: 80201-72-5
(1,1,3-Trioxo-1,3-dihydro-1λ6-benzo[d]isothiazol-2-yl)-acetic acid 2-methoxy-ethyl ester

: 36322-90-4
Piroxicam

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: CaH2 2: Na, 2-methoxyethanol 3: NaOH / 1,2-dichloroethane 4: 97 percent / xylene / 6 h / Heating View Scheme
Multi-step reaction with 3 steps 1: Na, 2-methoxyethanol/toluene / 15 min, 120 deg C 2: NaOH / 1,2-dichloroethane 3: 97 percent / xylene / 6 h / Heating View Scheme

: 107124-70-9
(1,1,3-Trioxo-1,3-dihydro-1λ6-benzo[d]isothiazol-2-yl)-acetic acid 2-ethoxy-ethyl ester

: 36322-90-4
Piroxicam

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: Na, 2-methoxyethanol/toluene / 15 min, 120 deg C 2: NaOH / 1,2-dichloroethane 3: 92 percent / xylene / 6 h / Heating View Scheme

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

: 36322-90-4
Piroxicam

Conditions

Conditions	Yield
With sodium hydroxide In water	91%.

: 15448-99-4
N-methylsaccharin

: 5221-37-4
2-chloro-N-pyridin-2-ylacetamide

: 36322-90-4
Piroxicam

Conditions

Conditions	Yield
With hydrogenchloride In N-methyl-acetamide

: 15448-99-4
N-methylsaccharin

: 36322-90-4
Piroxicam

: 504-29-0
2-aminopyridine

: 118854-48-1
isopropyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide

: 36322-90-4
Piroxicam

Conditions

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

: 65897-46-3
piroxicam

: 74-88-4
methyl iodide

: 36322-90-4
Piroxicam

Conditions

Conditions	Yield
In N-methyl-acetamide

: 29139-90-0
2-methyl-1,1,4-trioxo-1,2,3,4-tetrahydro-1λ6-benzo[e][1,2]thiazine-3-carboxylic acid pyridin-2-ylamide

: 36322-90-4
Piroxicam

Conditions

Conditions	Yield
With sodium hydroxide In ethanol	146 g

: 612541-13-6
4-chloro-2-methoxybenzene-1-sulfonyl chloride

: 36322-90-4
Piroxicam

: 2-methyl-1,1-dioxo-3-(pyridine-2-ylcarbamoyl)-2H-benzo[e][1,2]thiazin-4-yl 4-chloro-2-methoxybenzenesulfonate

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃;	95.9%

: 36322-90-4
Piroxicam

: 594-44-5
Ethanesulfonyl chloride

: (2-methyl-1,1-dioxido-3-(pyridin-2-ylcarbamoyl)-2H-benzo[e][1,2]thiazin-4-yl ethanesulfonate)

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 12h;	95%
With triethylamine In tetrahydrofuran at 20℃;

: 13454-96-1
platinum(IV) chloride

: 36322-90-4
Piroxicam

: C30H24Cl2N6O8PtS2

Conditions

Conditions	Yield
Stage #1: Piroxicam With sodium hydroxide In ethanol Stage #2: platinum(IV) chloride In ethanol for 3h; Reflux;	95%

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 .

Product Name

Piroxicam

Synthetic route

Piroxicam Chemical Properties

Piroxicam Uses

Piroxicam Toxicity Data With Reference

Piroxicam Safety Profile

Piroxicam Specification

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