CAS 36322-90-4| Feldene|piroxicam|Roxam|Piroxicam|4-hydroxy-2-methyl-1,1-dioxo-N-(pyridin-2-yl)-2H-1$l^{6},2-benzothiazine-3-carboxamide|Sasulen|4-hydroxy-2-methyl-1,1-dioxo-N-(pyridin-2-yl)-2H-1λ<...

基本信息

化学结构

分子式

C₁₅H₁₃N₃O₄S

分子量

331.34642

精确质量

331.06267691

电荷

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

Canonic Smiles

O=C(C1=C(O)c2ccccc2S(=O)(=O)N1C)Nc1ccccn1

Isomeric Smiles

c1cnc(cc1)NC(=O)C1=C(c2c(S(=O)(=O)N1C)cccc2)O

计算属性

JChem

LogD (pH = 7.4)

-1.28

LogD (pH = 5.5)

0.35

Log P

0.67

可自由旋转的化学键

质子供体

质子受体

里宾斯基五规则

true

Acid pKa

5.06

极化表面积

99.60

极化性

32.19

摩尔折射率

87.04

LOG S

-3.27

数据来源

名称和标识

别名

FeldeneRoxamPiroxicamSasulenCP 16171BruxicamRoxidenBaxoRoxicamArtroxicamCalimentCHF 1251Solocalm4-Hydroxy-2-methyl-N-2-pyridinyl-2H-1,2-benzothiazine-3-carboxamide 1,1-Dioxide4-Hydroxy-2-methyl-N-(pyridin-2-yl)-2H-benzo[e][1,2]thiazine-3-carboxamide 1,1-dioxideReudene;LarapamCycladolFasaxFlamatrolPiroflamBrexinPiroxicamPirozipPiroxImprontal4-Hydroxy-2-methyl-3-(pyrid-2-yl-carbamoyl)-2H-1,2-benzothiazine 1,1-dioxide2-甲基-4-羟基-N-(2-吡啶基)-2H-1,2-苯并噻嗪-3-甲酰胺-1,1-二氧化物4-Hydroxy-2-methyl-3[pyrid-2-yl-carbamoyl]-2H-1,2-benzothiazine 1,1-dioxide吡罗昔康piroxicam4-Hydroxy-2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazin-3-caboxyamid-1,1-dioxidPyroxycamPiroxicam

IUPAC传统名

piroxicam 4-hydroxy-2-methyl-1,1-dioxo-N-(pyridin-2-yl)-2H-1λ⁶,2-benzothiazine-3-carboxamide 4-hydroxy-2-methyl-1,1-dioxo-N-(pyridin-2-yl)-1lambda6,2-benzothiazine-3-carboxamide

IUPAC标准名

4-hydroxy-2-methyl-1,1-dioxo-N-(pyridin-2-yl)-2H-1$l^{6},2-benzothiazine-3-carboxamide 4-hydroxy-2-methyl-1,1-dioxo-N-(pyridin-2-yl)-2H-1λ⁶,2-benzothiazine-3-carboxamide 4-hydroxy-2-methyl-1,1-dioxo-N-(pyridin-2-yl)-2H-1λ⁶,2-benzothiazine-3-carboxamide

商标名

FeldeneFELDENE

国际非专利药品(INN)

piroxicampiroxicamum

名称和标识

数据登录号

PubChem SID

242786411620377122489813257304811

CAS号

MDL号

EC号

Medline Plus

KEGG ID

CHEBI ID

美国药典/FDA物质标识码

维基百科标题

ATC码

S01BC06M02AA07M01AC01

CHEMBL

Chemspider ID

PubChem CID

DrugBank ID

SureChEMBL数据库

PubMed文献链接

281662171114241312154043

BRENDA数据库

5.3.2.11.14.99.12.8.2.12.1.1.672.8.2.41.1.1.1887.2.2.192.7.11.11

BRENDA Ligand数据库

286541211599

专利号

DE1943265US3591584

Drug Central Database

BindingDB数据库

KEGG DRUG Database

BKMS React数据库

Beilstein号

Reaxys Registry

CompTox数据库

ACToR数据库

MetaboLights数据库

HMDB数据库

数据登录号

化合物性质

产品相关信息

安全信息

-20°C

2-8°C

-20°C Freezer

6.1B

有害性 (Xn)

化合物性质

分子相关蛋白质

暂无数据

点击上传数据

分子图谱

暂无数据

点击上传数据

描述信息

Selleck Chemicals

S1713

Research Area: Inflammtion
Biological Activity:
Piroxicam (Feldene) is a non-selective COX inhibitor with an IC50 of 6 mM. It is a non-steroidal anti-inflammatory drug used to relieve the symptoms of rheumatoid and osteoarthritis, primary dysmenorrhoea, postoperative pain; and acts as an analgesic, especially where there is an inflammatory component. [1][2]References on Piroxicam (Feldene)[] Life Sciences , 2003, 73:333–1346

MP Biomedicals

02156277

Cyclooxygenase inhibitor

Wikipedia

Piroxicam

Sigma Aldrich

P0847

Biochem/physiol Actions
环加氧酶抑制剂。

P5654

Biochem/physiol Actions
Non-steroidal anti-inflamatory agent (NSAID) shown to be effective in the prevention of colon cancer.
环加氧酶抑制剂。

TRC

P510000

Non-steroidal anti-inflammatory with long half-life. Cyclooxygenase inhibitor. Clinically useful NSAID.

ChEBI

CHEBI:8249

A monocarboxylic acid amide resulting from the formal condensation of the carboxy group of 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylic acid 1,1-dioxide with the exocyclic nitrogen of 2-aminopyridine. A non-steroidal anti-inflammatory drug of the oxicam class, it is used to relieve pain and works by preventing the production of endogenous prostaglandins involved in the mediation of pain, stiffness, tenderness and swelling.

描述信息

参考文献

PubChem文献

数据源提供

• Oyanagui Y et al. Life Sci. 2003 Jul 25; 73(10)

• Brogden, R.N., et al.: Drugs, 22, 165 (1980)

• Carty, T.J., et al.: Prostaglandins, 47, 55 (1980)

• Mihalic, M., et al.: Anal. Profiles Drug Subs., 15, 509 (1980)

• Laneauville., O., et al.: J. Pharmacol. Exp. Ther., 271, 927 (1980)

• Bernhard, E. et al., Arzneim.-Forsch., 1984, 34, 647, (pKa)

• Takcs-Novk, K. et al., Helv. Chim. Acta, 1995, 78, 553, (props, bibl)

• Brogden, R.N. et al., Drugs, 1984, 28, 292, (rev, pharmacol)

• Mihalic, M. et al., Anal. Profiles Drug Subst., 1986, 15, 509, (rev, synth, anal)

• Lee, C.R. et al., Drugs, 1994, 48, 907, (rev)

• Lombardino, J.G. et al., J. Med. Chem., 1973, 16, 493, (synth, pharmacol)

• Negwer, M., Organic-Chemical Drugs and their Synonyms, 7th edn., Akademie-Verlag, 1994, 4443, (synonyms)

• Maya, M.T. et al., J. Pharm. Biomed. Anal., 1995, 13, 319; 785, (hplc)

• U.S. Pat., 1984, 4 434 164; CA, 100, 191894, (salts)

• Wiseman, E.H. et al., Pharmacol. Biochem. Prop. Drug Subst., 1981, 3, 524, (rev, pharmacol)

• Martindale, The Extra Pharmacopoeia, 32nd edn., Pharmaceutical Press, 1999, 80

• Whipple, E.B., Org. Magn. Reson., 1977, 10, 23, (cmr)

• Kojic-Prodic, B. et al., Acta Cryst. B, 1982, 38, 2948, (cryst struct)

• Bordner, J. et al., Acta Cryst. C, 1984, 40, 989, (cryst struct)

• Svoboda, J. et al., Coll. Czech. Chem. Comm., 1986, 51, 1133, (synth)

• Tsai, R. et al., Helv. Chim. Acta, 1993, 76, 842, (props)

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

别名

IUPAC传统名

piroxicam 4-hydroxy-2-methyl-1,1-dioxo-N-(pyridin-2-yl)-2H-1λ⁶,2-benzothiazine-3-carboxamide 4-hydroxy-2-methyl-1,1-dioxo-N-(pyridin-2-yl)-1lambda6,2-benzothiazine-3-carboxamide

IUPAC标准名

商标名

FeldeneFELDENE

国际非专利药品(INN)

piroxicampiroxicamum

数据登录号

PubChem SID

242786411620377122489813257304811

CAS号

MDL号

EC号

Medline Plus

KEGG ID

CHEBI ID

美国药典/FDA物质标识码

维基百科标题

ATC码

S01BC06M02AA07M01AC01

CHEMBL

Chemspider ID

PubChem CID

DrugBank ID

SureChEMBL数据库

PubMed文献链接

281662171114241312154043

BRENDA数据库

5.3.2.11.14.99.12.8.2.12.1.1.672.8.2.41.1.1.1887.2.2.192.7.11.11

BRENDA Ligand数据库

286541211599

专利号

DE1943265US3591584

Drug Central Database

BindingDB数据库

KEGG DRUG Database

BKMS React数据库

Beilstein号

Reaxys Registry

CompTox数据库

ACToR数据库

MetaboLights数据库

HMDB数据库

描述信息

S1713

Cyclooxygenase inhibitor

Wikipedia

Piroxicam

Sigma Aldrich

P0847

Biochem/physiol Actions
环加氧酶抑制剂。

P5654

Biochem/physiol Actions
Non-steroidal anti-inflamatory agent (NSAID) shown to be effective in the prevention of colon cancer.
环加氧酶抑制剂。

TRC

P510000

Non-steroidal anti-inflammatory with long half-life. Cyclooxygenase inhibitor. Clinically useful NSAID.

ChEBI

CHEBI:8249

参考文献

PubChem文献

数据源提供

• Oyanagui Y et al. Life Sci. 2003 Jul 25; 73(10)

• Brogden, R.N., et al.: Drugs, 22, 165 (1980)

• Carty, T.J., et al.: Prostaglandins, 47, 55 (1980)

• Mihalic, M., et al.: Anal. Profiles Drug Subs., 15, 509 (1980)

• Laneauville., O., et al.: J. Pharmacol. Exp. Ther., 271, 927 (1980)

• Bernhard, E. et al., Arzneim.-Forsch., 1984, 34, 647, (pKa)

• Takcs-Novk, K. et al., Helv. Chim. Acta, 1995, 78, 553, (props, bibl)

• Brogden, R.N. et al., Drugs, 1984, 28, 292, (rev, pharmacol)

• Mihalic, M. et al., Anal. Profiles Drug Subst., 1986, 15, 509, (rev, synth, anal)

• Lee, C.R. et al., Drugs, 1994, 48, 907, (rev)

• Lombardino, J.G. et al., J. Med. Chem., 1973, 16, 493, (synth, pharmacol)

• Negwer, M., Organic-Chemical Drugs and their Synonyms, 7th edn., Akademie-Verlag, 1994, 4443, (synonyms)

• Maya, M.T. et al., J. Pharm. Biomed. Anal., 1995, 13, 319; 785, (hplc)

• U.S. Pat., 1984, 4 434 164; CA, 100, 191894, (salts)

• Wiseman, E.H. et al., Pharmacol. Biochem. Prop. Drug Subst., 1981, 3, 524, (rev, pharmacol)

• Martindale, The Extra Pharmacopoeia, 32nd edn., Pharmaceutical Press, 1999, 80

• Whipple, E.B., Org. Magn. Reson., 1977, 10, 23, (cmr)

• Kojic-Prodic, B. et al., Acta Cryst. B, 1982, 38, 2948, (cryst struct)

• Bordner, J. et al., Acta Cryst. C, 1984, 40, 989, (cryst struct)

• Svoboda, J. et al., Coll. Czech. Chem. Comm., 1986, 51, 1133, (synth)

• Tsai, R. et al., Helv. Chim. Acta, 1993, 76, 842, (props)

生物活性

PubChem BioAssay

化合物性质

产品相关信息

安全信息

-20°C

2-8°C

-20°C Freezer

6.1B

有害性 (Xn)

化合物信息

ID:72791