Cas no 118854-48-1 (Isopropyl 4-Hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-Dioxide (Piroxicam Impurity L))

Isopropyl 4-Hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-Dioxide (Piroxicam Impurity L) is a structurally characterized impurity of Piroxicam, a nonsteroidal anti-inflammatory drug (NSAID). This compound serves as a critical reference standard in pharmaceutical quality control, ensuring compliance with regulatory requirements for impurity profiling. Its well-defined chemical properties facilitate accurate identification and quantification during analytical testing, supporting the validation of manufacturing processes. The impurity's stability and high purity make it suitable for use in HPLC, LC-MS, and other chromatographic methods. Its availability aids in the assessment of drug safety and efficacy by enabling precise monitoring of impurity levels in Piroxicam formulations.
Isopropyl 4-Hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-Dioxide (Piroxicam Impurity L) structure
118854-48-1 structure
Product Name:Isopropyl 4-Hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-Dioxide (Piroxicam Impurity L)
CAS No:118854-48-1
MF:C13H15NO5S
MW:297.326902627945
MDL:MFCD09031311
CID:63391
PubChem ID:54686201
Update Time:2025-06-27

Isopropyl 4-Hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-Dioxide (Piroxicam Impurity L) Chemical and Physical Properties

Names and Identifiers

    • Isopropyl 4-hydroxy-2-methyl-2H-benzo[e][1,2]thiazine-3-carboxylate 1,1-dioxide
    • Isopropyl 4-Hydroxy-2-methyl-
    • 4-Hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylic acid isopropyl ester 1,1-dioxide
    • Isopropyl 2-methyl-4-hydroxy-2H-1,2-benzothiazine-3-carboxylater 1,1-dioxide
    • ISOPROPYL 4-HYDROXY-2-METHYL-2H-1,2-BENZOTHIAZINE-3-CARBOXYLATE 1,1-DIOXIDE (PIROXICAM IMPURITY L)
    • propan-2-yl 4-hydroxy-2-methyl-1,1-dioxo-1λ<sup>6</sup>,2-benzothiazine-3-carboxylate
    • 2-Methyl-4-hydroxy-2H-1,2-benzothiazine-3-carboxylic isopropyl ester-1,1-dioxide
    • isopropyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide
    • Meloxicam Related Compound C
    • Piroxicam Impurity L
    • MeloxicaM IMpurity F
    • Meloxicam Impurity F(EP)
    • Isopropyl 4-Hydroxy-2-methyl- (Piroxicam Impurity L)
    • Isopropyl-4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate-1,1-dioxide
    • 4-HYDROXY-2-METHYL-1H-1,2-BENZOTHIAZINE-3-CARBOXYLICACIDISOPROPYLESTER-1,1-DIOXIDE
    • 1-Methylethyl 4-Hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-Dioxide
    • Q27268152
    • SCHEMBL3419653
    • PIROXICAM IMPURITY L [EP IMPURITY]
    • Meloxicam impurity F [EP]
    • UNII-7EFQ1F465L
    • FT-0670500
    • AKOS015914773
    • propan-2-yl 4-hydroxy-2-methyl-1,1-dioxo-1$l^{6}
    • NSC640233
    • NSC-640233
    • (Piroxicam Impurity L)
    • 118854-48-1
    • Isopropyl4-hydroxy-2-methyl-2H-benzo[e][1,2]thiazine-3-carboxylate1,1-dioxide
    • MELOXICAM IMPURITY F [EP IMPURITY]
    • propan-2-yl 4-hydroxy-2-methyl-1,1-dioxo-1lambda6,2-benzothiazine-3-carboxylate
    • 7EFQ1F465L
    • ZHWSBDIYCSOTBY-UHFFFAOYSA-N
    • 2H-1,2-Benzothiazine-3-carboxylic acid, 4-hydroxy-2-methyl-, 1-methylethyl ester, 1,1-dioxide
    • isopropyl 4-hydroxy-2-methyl-1,1-dioxo-1$l^{6},2-benzothiazine-3-carboxylate
    • Isopropyl 4-Hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-Dioxide (Piroxicam Impurity L)
    • MDL: MFCD09031311
    • Inchi: 1S/C13H15NO5S/c1-8(2)19-13(16)11-12(15)9-6-4-5-7-10(9)20(17,18)14(11)3/h4-8,15H,1-3H3
    • InChI Key: ZHWSBDIYCSOTBY-UHFFFAOYSA-N
    • SMILES: S1(C2C=CC=CC=2C(=C(C(=O)OC(C)C)N1C)O)(=O)=O

Computed Properties

  • Exact Mass: 297.06700
  • Monoisotopic Mass: 297.06709375g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 3
  • Complexity: 532
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.6
  • Topological Polar Surface Area: 92.3?2

Experimental Properties

  • Density: 1.408
  • Boiling Point: 450.485 °C at 760 mmHg
  • Flash Point: 450.485 °C at 760 mmHg
  • PSA: 92.29000
  • LogP: 2.51760

Isopropyl 4-Hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-Dioxide (Piroxicam Impurity L) Security Information

  • Hazardous Material transportation number:NONH for all modes of transport
  • Hazard Category Code: 36/37/38
  • Safety Instruction: 26
  • Hazardous Material Identification: Xi

Isopropyl 4-Hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-Dioxide (Piroxicam Impurity L) Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Isopropyl 4-Hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-Dioxide (Piroxicam Impurity L) Pricemore >>

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Isopropyl 4-Hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-Dioxide (Piroxicam Impurity L) Production Method

Additional information on Isopropyl 4-Hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-Dioxide (Piroxicam Impurity L)

Comprehensive Analysis of Isopropyl 4-Hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-Dioxide (Piroxicam Impurity L, CAS 118854-48-1)

Isopropyl 4-Hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-Dioxide, commonly referred to as Piroxicam Impurity L, is a critical analytical reference standard in pharmaceutical quality control. With the CAS registry number 118854-48-1, this compound has garnered significant attention due to its role as a degradation product or synthetic byproduct of the widely used nonsteroidal anti-inflammatory drug (NSAID) Piroxicam. The compound's structural features, including the 1,2-benzothiazine core and isopropyl ester moiety, contribute to its unique physicochemical properties and analytical challenges.

In recent years, the pharmaceutical industry has intensified its focus on impurity profiling, driven by stringent regulatory requirements from agencies like the FDA and EMA. Piroxicam Impurity L exemplifies the growing demand for well-characterized reference materials to ensure drug safety. Analytical techniques such as HPLC, LC-MS, and NMR spectroscopy are routinely employed to detect and quantify this impurity at trace levels. Researchers frequently search for "Piroxicam related substances" or "CAS 118854-48-1 specification" when developing stability-indicating methods, reflecting the compound's importance in analytical method validation.

The synthesis pathway of Isopropyl 4-Hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-Dioxide involves multiple steps, including the condensation of appropriate benzothiazine precursors followed by oxidation. Process chemists often investigate "Piroxicam Impurity L synthesis route" to optimize manufacturing processes and minimize its formation. The compound's molecular weight of 297.31 g/mol and logP value influence its chromatographic behavior, making it a challenging analyte in reverse-phase separations. Recent publications have explored novel stationary phases for improved resolution of this impurity from other Piroxicam degradation products.

Stability studies reveal that Piroxicam Impurity L can form under various stress conditions, including thermal, photolytic, and oxidative environments. This has led to increased searches for "forced degradation studies of Piroxicam" and "ICH guidelines for impurities". The compound's UV absorption characteristics at 254 nm make it particularly suitable for detection in standard pharmaceutical analysis systems. Quality control laboratories frequently require certificates of analysis with detailed chromatographic purity data and structural confirmation by spectroscopic methods.

From a regulatory perspective, the threshold for Piroxicam Impurity L is typically set below 0.15% of the active pharmaceutical ingredient (API), in accordance with ICH Q3B guidelines. This has spurred interest in "validation of impurity methods" and "specification setting for Piroxicam". The compound's crystalline properties and solubility profile in common organic solvents like methanol and acetonitrile are frequently investigated parameters for method development scientists.

Emerging trends in pharmaceutical analysis have highlighted the importance of Isopropyl 4-Hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-Dioxide as a marker compound for assessing drug product stability. Recent literature searches show growing interest in "green chemistry approaches to impurity control" and "QbD principles in impurity method development". The compound serves as an excellent case study for demonstrating the application of Design of Experiments (DoE) in optimizing analytical conditions for trace impurity detection.

In conclusion, Piroxicam Impurity L (CAS 118854-48-1) represents a pharmaceutically significant compound that continues to challenge and inspire analytical scientists. Its comprehensive characterization supports the broader goals of drug quality assurance and patient safety. The ongoing research into this benzothiazine derivative reflects the pharmaceutical industry's commitment to continuous improvement in impurity control strategies and analytical technologies.

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