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Compound Summary

piroxicam

Compound Information

piroxicam

Compound Name:	piroxicam
Compound CID:	54676228
Synonyms:	piroxicam 36322-90-4 Feldene Piroxicamum Pyroxycam More...
Iupac Name:	4-hydroxy-2-methyl-1,1-dioxo-N-pyridin-2-yl-1lambda6,2-benzothiazine-3-carboxamide
InChI:	InChI=1S/C15H13N3O4S/c1-18-13(15(20)17-12-8-4-5-9-16-12)14(19)10-6-2-3-7-11(10)23(18,21)22/h2-9,19H,1H3,(H,16,17,20)
InChIKey:	QYSPLQLAKJAUJT-UHFFFAOYSA-N
Canonical Smiles:	CN1C(=C(C2=CC=CC=C2S1(=O)=O)O)C(=O)NC3=CC=CC=N3
Isomeric Smiles:	CN1C(=C(C2=CC=CC=C2S1(=O)=O)O)C(=O)NC3=CC=CC=N3
Molecular Weight:	331.3
Molecular Formula:	C15H13N3O4S

Compound Structure

2D Structure:

3D Structure:

Computed Properties

piroxicam

Molecular Weight:	331.3
Molecular Formula:	C15H13N3O4S
Hydrogen Bond Donor Count:	2
Hydrogen Bond Acceptor Count:	6
Rotatable Bond Count:	2
Heavy Atom Count:	23
Complexity:	611

Synonyms

piroxicam

piroxicam	piroxicam
piroxicam	36322-90-4
Feldene	Piroxicamum
Pyroxycam	Roxicam
Piroftal	BAXO
CP-16171	4-Hydroxy-2-methyl-N-(pyridin-2-yl)-2H-benzoe1,2thiazine-3-carboxamide 1,1-dioxide
CP 16171	CHF 1251
2H-1,2-Benzothiazine-3-carboxamide, 4-hydroxy-2-methyl-N-2-pyridinyl-, 1,1-dioxide	UNII-13T4O6VMAM
NSC 666076	Piroxicam (Feldene)
4-Hydroxy-2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide	13T4O6VMAM
4-Hydroxy-2-methyl-3-(pyrid-2-yl-carbamoyl)-2H-1,2-benzothiazine 1,1-dioxide	4-Hydroxy-2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazin-3-caboxyamid-1,1-dioxid
4-Hydroxy-2-methyl-N-2-pyridyl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide	MLS000069644
CHEBI:8249	MFCD00057317
NSC666076	4-hydroxy-2-methyl-N-pyridin-2-yl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide
NSC-666076	NCGC00015823-02
Artroxicam	Bruxicam
Caliment	Flogobene
Geldene	Improntal
Larapam	Piroflex
Reudene	Roxiden
Sasulen	SMR000035997
Solocalm	Erazon
Pirkam	piroxicam usp
Riacen	Zunden
Roxam	CP-16,171
CAS-36322-90-4	DSSTox_CID_1170
4-hydroxy-2-methyl-1,1-dioxo-N-pyridin-2-yl-1lambda6,2-benzothiazine-3-carboxamide	DSSTox_RID_75990
DSSTox_GSID_21170	Piroxicamum INN-Latin
Rosiden	Felden
Feldene Fast	Feldene Gel
(4-hydroxy-2-methyl-1,1-dioxobenzoe1,2-thiazin-3-yl)-N-(2-pyridyl)carboxamid e	4-Hydroxy-2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazine-3-carboxamide 1,1-Dioxide
4-hydroxy-2-methyl-N-(pyridin-2-yl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide	4-hydroxy-2-methyl-N-2-pyridinyl-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide
(Z)-3-(hydroxy(pyridin-2-ylamino)methylene)-2-methyl-2H-benzoe1,2thiazin-4(3H)-one 1,1-dioxide	Feldene (TN)
CCRIS 3719	SR-01000000199
EINECS 252-974-3	AK1015
BRN 0627692	4-hydroxy-2-methyl-1,1-dioxo-N-pyridin-2-yl-1?^{6},2-benzothiazine-3-carboxamide
Piroxicam,(S)	Prestwick_573
4-Hydroxy-2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazin-3-caboxyamid-1,1-dioxid German	Piroxicam USAN:USP:INN:BAN:JAN
piroxicam:malonic acid	Spectrum_001115
Tocris-0960	Piroxicam-(methyl-d3)
Opera_ID_442	Piroxicam: Form Alpha1
Piroxicam: Form Alpha2	Prestwick0_000211
Prestwick1_000211	Prestwick2_000211
Prestwick3_000211	Spectrum2_001287
Spectrum3_000780	Spectrum4_000968
Spectrum5_001445	Lopac-P-5654
CHEMBL527	P 5654
BIDD:PXR0154	Lopac0_000900
Oprea1_714707	SCHEMBL13462
SCHEMBL21350	BSPBio_000221
BSPBio_001030	BSPBio_002460
KBioGR_000370	KBioGR_001315
KBioSS_000370	KBioSS_001595
MLS000038002	MLS001148207
MLS001304054	MLS004774122
DivK1c_000369	SPECTRUM1500491
SPBio_001293	SPBio_002142
Piroxicam (JP17/USP/INN)	BPBio1_000245
GTPL7273	Piroxicam, >=98% (TLC)
SCHEMBL3703617	Piroxicam for system suitability
CHEMBL1518938	DTXSID5021170
BCBcMAP01_000176	BDBM85245
HMS501C11	KBio1_000369
KBio2_000370	KBio2_001595
KBio2_002938	KBio2_004163
KBio2_005506	KBio2_006731
KBio3_000719	KBio3_000720
KBio3_001680	NINDS_000369
Piroxicam 1.0 mg/ml in Methanol	Bio1_000363
Bio1_000852	Bio1_001341
Bio2_000355	Bio2_000835
HMS1362D11	HMS1568L03
HMS1792D11	HMS1920H22
HMS1990D11	HMS2089B06
HMS2092A05	HMS2095L03
HMS2231G03	HMS3262D22
HMS3267I03	HMS3369B07
HMS3403D11	HMS3414H17
HMS3429L03	HMS3655C04
HMS3678H15	HMS3712L03
HMS3884C08	Pharmakon1600-01500491
BCP02919	HY-B0253
NSC_4856	Tox21_110231
Tox21_200151	Tox21_500900
BBL016493	CCG-36403
NSC757284	s1713
STK177288	ZINC12466469
ZINC51133897	ZINC87724780
AKOS000714958	AKOS025312555
AKOS026749939	Tox21_110231_1
AM84917	DB00554
KS-5322	LP00900
MCULE-1939282084	NSC-757284
SDCCGSBI-0050875.P005	(4-Hydroxy-2-methyl-1,1-dioxobenzoe1,2-thiazin-3-yl)-N-(2-pyridyl)carboxamide
2H-1,2-Benzothiazine-3-carboxamide,4-hydroxy-2-methyl-N-2-pyridinyl-, 1,1-dioxide	3,4-Dihydro-2-methyl-4-oxo-N-2-pyridyl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide
4-Hydroxy-2-methyl-N-2-pyridinyl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide	IDI1_000369
IDI1_002110	NCGC00015823-01
NCGC00015823-03	NCGC00015823-04
NCGC00015823-05	NCGC00015823-06
NCGC00015823-07	NCGC00015823-08
NCGC00015823-09	NCGC00015823-10
NCGC00015823-11	NCGC00015823-12
NCGC00015823-13	NCGC00015823-14
NCGC00015823-15	NCGC00015823-17
NCGC00015823-18	NCGC00015823-20
NCGC00015823-29	NCGC00021244-03
NCGC00021244-05	NCGC00021244-06
NCGC00021244-07	NCGC00021244-08
NCGC00021244-09	NCGC00188982-01
NCGC00257705-01	NCGC00261585-01
AC-24190	NCI60_022912
ST069379	BCP0726000299
SBI-0050875.P004	AB0011706
CAS_36322-90-4	Piroxicam, meets USP testing specifications
EU-0100900	FT-0630590
FT-0673949	P1905
SW219862-1	EN300-70724
A19556	C01608
D00127	D70554
J10253	AB00052074-21
AB00052074-22	AB00052074_23
AB00052074_24	322P904
Q408676	SR-01000000199-3
SR-01000000199-5	SR-01000000199-9
W-106626	SR-01000000199-12
F0001-2399	Piroxicam, British Pharmacopoeia (BP) Reference Standard
Z1259192069	Piroxicam, European Pharmacopoeia (EP) Reference Standard
Piroxicam, United States Pharmacopeia (USP) Reference Standard	Piroxicam, Pharmaceutical Secondary Standard; Certified Reference Material
4-hydroxy-2-methyl-1,1-dioxo-N-(2-pyridyl)-1$l^{6},2-benzothiazine-3-carboxamide	4-hydroxy-2-methyl-1,1-dioxo-N-(pyridin-2-yl)-2H-1$l^{6},2-benzothiazine-3-carboxamide
4-Hydroxy-2-methyl-3-(2-pyridylcarbamoyl)-2H-1,2-benzothiazine 1,1-Dioxide	4-Hydroxy-2-methyl-N-(2-pyridyl)-2H-1,2-benzo-thiazine-3-carboxamide1,1-dioxide
4-Hydroxy-2-methyl-N-2-pyridinyl-2H-1,2-benzothiazine-3-carboxamide1,1-dioxide	N-(2-pyridyl)-4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide
1044566-76-8	1488516-58-0
3-{hydroxy(pyridin-2-yl)aminomethylidene}-2-methyl-3,4-dihydro-2H-1$l^{6},2-benzothiazine-1,1,4-trione	3-{hydroxy(pyridin-2-yl)aminomethylidene}-2-methyl-3,4-dihydro-2H-1lambda6,2-benzothiazine-1,1,4-trione
4-hydroxy-2-methyl-1,1-dioxo-N-(2-pyridyl)-1,2-dihydro-1lambda,2-benzothiazine-3-carboxamide	4-Hydroxy-2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazine -3-carboxamide-1,1-dioxide malonic acid

Experimental Data

piroxicam

Species	Dose	Unit	Control(Avg days)	Treatment(Avg days)	Avg/Med Lifespan Change(%)	Significant	Strain	Gender	PubMed	Avg/Med Lifespan Change tab
Caenorhabditis elegans	100.000000000000000	umol/L	15.990000000000000	16.350000000000000	2.194000000000000	NS	N2		33008901	Inactive
Drosophila melanogaster	200.000000000000000	umol/L	42.220000000000000	43.940000000000000	4.080000000000000	NS		MALES	33008901	Inactive
Drosophila melanogaster	20.000000000000000	umol/L	47.990000000000000	52.680000000000000	9.770000000000000	NS		FEMALES	33008901	Inactive
Caenorhabditis elegans	10.000000000000000	umol/L	16.180000000000000	15.730000000000000	-2.757000000000000	NS	N2		33008901	Inactive
Caenorhabditis elegans	33.000000000000000	umol/L			-2.000000000000000	NS	N2		24134630	Inactive

Experimental Data Visualization

piroxicam

Statistics Data

piroxicam

Species	Avg/Med Lifespan Change(%)	Max Lifespan Change(%)	Count Reference	Count Data point
Caenorhabditis elegans	2.194000000000000		2	3
Drosophila melanogaster	9.770000000000000		1	2

Statistics Data Visualization

piroxicam

Compound Name:

piroxicam

Compound CID:

54676228

Synonyms:

piroxicam 36322-90-4 Feldene Piroxicamum Pyroxycam More...

Iupac Name:

4-hydroxy-2-methyl-1,1-dioxo-N-pyridin-2-yl-1lambda6,2-benzothiazine-3-carboxamide

InChI:

InChI=1S/C15H13N3O4S/c1-18-13(15(20)17-12-8-4-5-9-16-12)14(19)10-6-2-3-7-11(10)23(18,21)22/h2-9,19H,1H3,(H,16,17,20)

InChIKey:

QYSPLQLAKJAUJT-UHFFFAOYSA-N

Canonical Smiles:

CN1C(=C(C2=CC=CC=C2S1(=O)=O)O)C(=O)NC3=CC=CC=N3

Isomeric Smiles:

CN1C(=C(C2=CC=CC=C2S1(=O)=O)O)C(=O)NC3=CC=CC=N3

Molecular Weight:

331.3

Molecular Formula:

C15H13N3O4S

Molecular Weight:

331.3

Molecular Formula:

C15H13N3O4S

Hydrogen Bond Donor Count:

2

Hydrogen Bond Acceptor Count:

6

Rotatable Bond Count:

2

Heavy Atom Count:

23

Complexity:

611

piroxicam

36322-90-4

Feldene

Piroxicamum

Pyroxycam

Roxicam

Piroftal

BAXO

CP-16171

4-Hydroxy-2-methyl-N-(pyridin-2-yl)-2H-benzoe1,2thiazine-3-carboxamide 1,1-dioxide

CP 16171

CHF 1251

2H-1,2-Benzothiazine-3-carboxamide, 4-hydroxy-2-methyl-N-2-pyridinyl-, 1,1-dioxide

UNII-13T4O6VMAM

NSC 666076

Piroxicam (Feldene)

4-Hydroxy-2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide

13T4O6VMAM

4-Hydroxy-2-methyl-3-(pyrid-2-yl-carbamoyl)-2H-1,2-benzothiazine 1,1-dioxide

4-Hydroxy-2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazin-3-caboxyamid-1,1-dioxid

4-Hydroxy-2-methyl-N-2-pyridyl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide

MLS000069644

CHEBI:8249

MFCD00057317

NSC666076

4-hydroxy-2-methyl-N-pyridin-2-yl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide

NSC-666076

NCGC00015823-02

Artroxicam

Bruxicam

Caliment

Flogobene

Geldene

Improntal

Larapam

Piroflex

Reudene

Roxiden

Sasulen

SMR000035997

Solocalm

Erazon

Pirkam

piroxicam usp

Riacen

Zunden

piroxicam

36322-90-4

Feldene

Piroxicamum

Pyroxycam

More...