Piroxicam - Moligand™, ≥98%(HPLC) , Inhibitor of COX-1;Inhibitor of COX-2, CAS No.36322-90-4, Inhibitor of COX-1;Inhibitor of COX-2

CAS: 36322-90-4 Cat. No.: P129294 Formula: C₁₅H₁₃N₃O₄S Molecular Weight: 331.35 Beilstein Registry Number: 1876290 EC Number: 252-974-3

GRADE & PURITY Moligand™, ≥98%(HPLC)

Synonyms

4-Hydroxy-2-methyl-N-(pyridin-2-yl)-2H-benzo[e][1,2]thiazine-3-carboxamide 1,1-dioxide | 4-hydroxy-2-methyl-N-pyridin-2-yl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide | Artroxicam | BSPBio_000221 | CHEBI:8249 | Cyten | Felden | PIROXICAM (MART.) | PIRO

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Piroxicam is a non-selective COX inhibitor with an IC50 of 6 mM.
An inhibitor of prostaglandin synthesis as well as Cox-1 and Cox-2.

Specifications

Synonyms

4-Hydroxy-2-methyl-N-(pyridin-2-yl)-2H-benzo[e][1,2]thiazine-3-carboxamide 1,1-dioxide | 4-hydroxy-2-methyl-N-pyridin-2-yl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide | Artroxicam | BSPBio_000221 | CHEBI:8249 | Cyten | Felden | PIROXICAM (MART.) | PIRO

Specifications & Purity

Moligand™, ≥98%(HPLC)

Biochemical and Physiological Mechanisms

Piroxicam is an effective and potent inhibitor of prostaglandin synthesis and a Cox-1 and Cox-2 inhibitor. Studies show that Piroxicam blocks release of platelet ADP, and inhibits Cox-1 (human prostaglandin H synthase isozyme-1, hPGHS-1) more potently tha

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

INHIBITOR

Mechanism of action

Inhibitor of COX-1;Inhibitor of COX-2

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Toxic, refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%(HPLC)

Names and Identifiers

Pubchem Sid

504771339

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504771339

Canonical Smiles

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

IUPAC Name

4-hydroxy-2-methyl-1,1-dioxo-N-pyridin-2-yl-1λ6,2-benzothiazine-3-carboxamide

InChIKey

QYSPLQLAKJAUJT-UHFFFAOYSA-N

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)

Isomeric SMILES

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

WGK Germany

3

RTECS

DL0705000

Molecular Weight

331.35

Beilstein

1876290

Reaxy-Rn

627692

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=627692&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzothiazines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzothiazines
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzothiazines
• Alternative Parents: Alpha amino acids and derivatives Pyridines and derivatives Organosulfonamides 1,2-thiazines Benzenoids Imidolactams Heteroaromatic compounds Secondary carboxylic acid amides Azacyclic compounds Carboximidic acids Hydrocarbon derivatives Carbonyl compounds Organic oxides Organic zwitterions Organonitrogen compounds Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Alpha-amino acid or derivatives - Benzothiazine - Ortho-thiazine - Pyridine - Organosulfonic acid amide - Benzenoid - Imidolactam - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Heteroaromatic compound - Secondary carboxylic acid amide - Carboxylic acid derivative - Carboximidic acid - Azacycle - Hydrocarbon derivative - Organic oxygen compound - Organic nitrogen compound - Organic oxide - Organooxygen compound - Organonitrogen compound - Carbonyl group - Organopnictogen compound - Organic zwitterion - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as benzothiazines. These are organic compounds containing a benzene fused to a thiazine ring (a six-membered ring with four carbon atoms, one nitrogen atom and one sulfur atom).
• External Descriptors: monocarboxylic acid amide - pyridines - benzothiazine

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

PTGS1 Tclin Prostaglandin G/H synthase 1 (1 Activities)

Discover Target: PTGS1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

PTGS2 Tclin Prostaglandin G/H synthase 2 (1 Activities)

Discover Target: PTGS2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Chemical and Physical Properties

• Solubility: Soluble in water (Partly miscible), DMSO (25 mg/mL warm), ethanol (5 mg/mL warm), chloroform, ethyl acetate, DMF (~20 mg/mL), and 1:1 solution of DMSO:PBS(pH 7.2) (~0.5 mg/mL).
• Sensitivity: Heat sensitive,air sensitive
• x_flash_point_drop_fahrenheit: 123.8 °F
• x_flash_point_drop_centigrade: 51 °C
• x_melt_point_char: 198-200°C
• Molecular Weight: 331.300 g/mol
• XLogP3: 3.100
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 331.063 Da
• Monoisotopic Mass: 331.063 Da
• Topological Polar Surface Area: 108.000 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 611.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1