Meloxicam - Moligand™, ≥98% , Inhibitor of COX-1;Inhibitor of COX-2, CAS No.71125-38-7, Inhibitor of COX-1;Inhibitor of COX-2

CAS: 71125-38-7 Cat. No.: M129228 Molecular Weight: 351.4 EC Number: 615-253-8

GRADE & PURITY Moligand™, ≥98%

Synonyms

UH-AC 62XX | Meloxicam (JAN/USP/INN) | Meloxoral | MLS006011422 | QMIIZ ODT | AMOXICILLIN CRYSTALLINE | C14H13N3O4S2 | MELOXICAM [EP MONOGRAPH] | Meloxicam Solution for Injection | VG2QF83CGL | Vivlodex | BIDD:GT0726 | Emdocam | Movatec | Parocin | Metaca

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Meloxicam (Mobic) is a nonsteroidal anti-inflammatory agent with analgesic and fever reducer effects.
An inhibitor of Cox-1 and Cox-2, selective for Cox-2.

Specifications

Synonyms

UH-AC 62XX | Meloxicam (JAN/USP/INN) | Meloxoral | MLS006011422 | QMIIZ ODT | AMOXICILLIN CRYSTALLINE | C14H13N3O4S2 | MELOXICAM [EP MONOGRAPH] | Meloxicam Solution for Injection | VG2QF83CGL | Vivlodex | BIDD:GT0726 | Emdocam | Movatec | Parocin | Metaca

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Meloxicam, a non-steroidal anti-inflammatory agent, has been reported to inhibit the inducible isoform of Cox-2. Meloxicam is an inhibitor selective for Cox-2 (IC50 of 4.7 μM) over Cox-1 (IC50 of 36.6 μM). Studies suggest that Meloxicam is Cox-2 preferent

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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%

Names and Identifiers

• Pubchem Sid: 504771345
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504771345
• Canonical Smiles: CC1=CN=C(S1)NC(=O)C2=C(C3=CC=CC=C3S(=O)(=O)N2C)O
• IUPAC Name: 4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-1,1-dioxo-1λ6,2-benzothiazine-3-carboxamide
• InChIKey: ZRVUJXDFFKFLMG-UHFFFAOYSA-N
• INCHI: 1S/C14H13N3O4S2/c1-8-7-15-14(22-8)16-13(19)11-12(18)9-5-3-4-6-10(9)23(20,21)17(11)2/h3-7,18H,1-2H3,(H,15,16,19)
• Isomeric SMILES: CC1=CN=C(S1)NC(=O)C2=C(C3=CC=CC=C3S(=O)(=O)N2C)O
• RTECS: DL0702000
• UN Number: 2811
• Packing Group: III
• Molecular Weight: 351.4
• Reaxy-Rn: 5886369
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=5886369&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 N-arylamides 2,5-disubstituted thiazoles Organosulfonamides Benzenoids 1,2-thiazines Vinylogous acids Heteroaromatic compounds Secondary carboxylic acid amides Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Alpha-amino acid or derivatives - Benzothiazine - N-arylamide - 2,5-disubstituted 1,3-thiazole - Ortho-thiazine - Benzenoid - Organosulfonic acid amide - Azole - Heteroaromatic compound - Vinylogous acid - Thiazole - Organosulfonic acid or derivatives - Organic sulfonic acid or derivatives - Carboxamide group - Secondary carboxylic acid amide - Azacycle - Carboxylic acid derivative - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organonitrogen compound - Organooxygen compound - 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 - 1,3-thiazole - 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 (6 Activities)

Discover Target: PTGS2

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

Chemical and Physical Properties

• Solubility: H2O: 0.67 mg/mL (1.91 mM; ultrasound assisted dissolution); DMSO: 25 mg/mL (71.14 mM; ultrasound assisted dissolution (<60 ° C); Ethanol:<1 mg/mL
• Sensitivity: Heat sensitive
• Melt Point(°C): 255°C
• Molecular Weight: 351.400 g/mol
• XLogP3: 3.000
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 351.035 Da
• Monoisotopic Mass: 351.035 Da
• Topological Polar Surface Area: 136.000 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 628.000
• 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

References

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2. Zhong-Xia Wang, Kai-Qi Liu, Xiang-Ying Meng, Feng Li, Heng-Ye Li, Hang Gao, Wei Wang.  (2023)  An eco-friendly fluorometric assay for high-sensitive meloxicam quantitation in biological matrices.  ANALYST,  148  (18): (4339-4345).  [PMID:37580992] [10.1039/D3AN01211E]

3. Meizhu Qin, Xinping Hu, Jingyan Guo.  (2023)  Preparation of a New Type of Expansion Flame Retardant and Application in Polystyrene.  Coatings,  13  (4): (733).  [PMID:] [10.3390/coatings13040733]

4. Jiana Lin, Xiaoyan Ouyang, Yuling Hu, Gongke Li, Qisheng Zhong.  (2023)  Primary amide-functionalized cyclotricatechylene covalent organic frameworks membrane for efficient enrichment of melamine and its derivatives in migration solution of food contact materials.  JOURNAL OF SEPARATION SCIENCE,  46  (6): (202200862).  [PMID:36680331] [10.1002/jssc.202200862]

5. Chenghua Song, Ruichao Wen, Jiaxuan Zhou, Xiaoyan Zeng, Zi Kou, Yufeng Li, Feng Yun, Rongqian Wu.  (2022)  UV C Light from a Light-Emitting Diode at 275 Nanometers Shortens Wound Healing Time in Bacterium- and Fungus-Infected Skin in Mice.  Microbiology Spectrum,      [PMID:36453911] [10.1128/spectrum.03424-22]

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8. Ya Xu, Ru Zhou, Jingjing Mu, Yanming Ding, Juncheng Jiang.  (2022)  Synergistic flame retardancy of linear low-density polyethylene with surface modified intumescent flame retardant and zinc borate.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2022.128400]

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11. Ru Zhou, Jingjing Mu, Xiaoyan Sun, Yanming Ding, Juncheng Jiang.  (2020)  Application of intumescent flame retardant containing aluminum diethyphosphinate, neopentyl glycol, and melamine for polyethylene.  SAFETY SCIENCE,      [PMID:] [10.1016/j.ssci.2020.104849]

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14. Shouwu Yu, Shujuan Xiao, Zewen Zhao, Xiaowen Huo, Junfu Wei.  (2019)  Microencapsulated ammonium polyphosphate by polyurethane with segment of dipentaerythritol and its application in flame retardant polypropylene.  CHINESE JOURNAL OF CHEMICAL ENGINEERING,      [PMID:] [10.1016/j.cjche.2019.04.023]

15. Sung Rae Kim, Myoung Jin Ho, Sang Hyun Kim, Ha Ra Cho, Han Sol Kim, Yong Seok Choi, Young Wook Choi, Myung Joo Kang.  (2016)  Increased localized delivery of piroxicam by cationic nanoparticles after intra-articular injection.  Drug Design Development and Therapy,      [PMID:27895468] [10.2147/DDDT.S118145]

16. Wang Yu, Gao Lei, Qin Dongli, Chen Ligang.  (2016)  Analysis of Melamine in Milk Powder by CNT-MIP with Matrix Solid Phase Dispersion and LC-MS/MS.  Food Analytical Methods,  10  (5): (1386-1396).  [PMID:] [10.1007/s12161-016-0705-1]

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18. Rongli Zhang, Sheng Xu, Ye Zhu, Wei Zhao, Jing Luo, Xiaoya Liu, Dingxing Tang.  (2016)  Molecularly imprinted nanohybrids based on dopamine-modified poly(γ-glutamic acid) for electrochemical sensing of melamine.  BIOSENSORS & BIOELECTRONICS,      [PMID:27196255] [10.1016/j.bios.2016.05.030]

19. Xu Xiuzhu, Chen Shuixia, Zhuang Linzhou, Zheng Chunhao, Wu Yingzhu.  (2014)  Establishment of a novel surface-imprinting system for melamine recognition and mechanism of template–matrix interactions.  JOURNAL OF MATERIALS SCIENCE,  49  (7): (2853-2863).  [PMID:] [10.1007/s10853-013-7991-4]

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