Metamizole (sodium salt)

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Cat No: 15771

Biochemicals - Small Molecule Inhibitors

Metamizole is a nonopioid prodrug that is rapidly hydrolyzed to the analgesic and antipyretic metabolites 4-methylaminoantipyrine (MAA) and 4-aminoantipyrine (AA).{25749} It inhibits COX-1 and COX-2 activity (IC50 = ~150 µg/ml for both in cell-free as...

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Territorial Availability: Available through Bertin Technologies only in France

Synonyms:

1-[(2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl)methylamino]-methanesulfonic acid, monosodium salt

Correlated keywords:

50567-35-6 57904-?20-?8 NSAIDs nonsteroidal anti-inflammatory antiinflammatory drugs nociceptives anti-nociceptives antinociceptives analgesics antipyretics anti-pyretics pyretics prodrugs arachidonoyl amides metabolites 4-methylaminoantipyrine MAA 4-aminoantipyrine AA cyclooxygenase1 COX-1 COX- cannabinoids CBs COXs COX1 COX2 central peripheral receptors CB1 CB2TRPV1 agranulocytosis nonspecific non-specific non specific inhibitors inhibits inhibitions pains inflammation ARPF algocalmin algocalmin algopyrin anador analgin analgine andolor conmel siprofarn gifaril lisador metamizol metapyrin methampyrone methylmelubrin metilon narone neo-melubrine neomelubrine neo melubrine noramidopyrine noraminophenazone novalgetol novalgin novaamidazophen novaminophenazone novaminsulfone restriva sodium salts sulpin sulpyrin sulpyrine dipyrone novalgin algozone algocalmin algopyrin analgin optalgin cyclooxygenase nonopioids non opioids non-opioids Dipirona Metamizol

Product Overview:
Metamizole is a nonopioid prodrug that is rapidly hydrolyzed to the analgesic and antipyretic metabolites 4-methylaminoantipyrine (MAA) and 4-aminoantipyrine (AA).{25749} It inhibits COX-1 and COX-2 activity (IC50 = ~150 µg/ml for both in cell-free assays), as well as reduces increases in intracellular calcium levels induced by the TRPA1 agonist AITC in isolated rat and mouse dorsal root ganglia and IMR-90 human fibroblasts (IC50s = 30-91 µM in patch-clamp assays).{46639,46640} Metamizole (6, 12, and 25 µg/ml) inhibits ADP- and epinephrine-induced platelet aggregation in human platelet-rich plasma (hPRP).{46641} It prevents fever induced by LPS, TNF-α, and IL-6, but not arachidonic acid (Item Nos. 90010
90010.1
10006607) or prostaglandin E2 (PGE2; Item No. 14010), in rats when administered at a dose of 120 mg/kg.{46642} Metamizole (250 and 500 mg/kg) increases the paw withdrawal threshold in the paw pressure test, indicating analgesic activity, in rat models of carrageenan-induced acute pain and postoperative incision pain.{46643}

Size	25 g
Shipping	dry ice
CAS Number	68-89-3
Molecular Formula	C₁₃H₁₆N₃O₄S • Na
SMILES	CN(CS([O-])(=O)=O)C1=C(C)N(C)N(C2=CC=CC=C2)C1=O.[Na+]
Molecular Weight	333,3
Formulation	A crystalline solid
Purity	≥98%
Custom Code	2930.90
UNSPSC code	12352100

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Cayman Chemical's mission is to help make research possible by supplying scientists worldwide with the basic research tools necessary for advancing human and animal health. Our utmost commitment to healthcare researchers is to offer the highest quality products with an affordable pricing policy.

Our scientists are experts in the synthesis, purification, and characterization of biochemicals ranging from small drug-like heterocycles to complex biolipids, fatty acids, and many others. We are also highly skilled in all aspects of assay and antibody development, protein expression, crystallization, and structure determination.

Over the past thirty years, Cayman developed a deep knowledge base in lipid biochemistry, including research involving the arachidonic acid cascade, inositol phosphates, and cannabinoids. This knowledge enabled the production of reagents of exceptional quality for cancer, oxidative injury, epigenetics, neuroscience, inflammation, metabolism, and many additional lines of research.

Our organic and analytical chemists specialize in the rapid development of manufacturing processes and analytical methods to carry out clinical and commercial GMP-API production. Pre-clinical drug discovery efforts are currently underway in the areas of bone restoration and repair, muscular dystrophy, oncology, and inflammation. A separate group of Ph.D.-level scientists are dedicated to offering Hit-to-Lead Discovery and Profiling Services for epigenetic targets. Our knowledgeable chemists can be contracted to perform complete sample analysis for analytes measured by the majority of our assays. We also offer a wide range of analytical services using LC-MS/MS, HPLC, GC, and many other techniques.

Accreditations
ISO/IEC 17025:2005
ISO Guide 34:2009

Cayman is a leader in the field of emerging drugs of abuse, providing high-purity Schedule I-V Controlled Substances to federally-licensed laboratories and qualified academic research institutions for forensic analyses. We are certified by ACLASS Accreditation Services with dual accreditation to ISO/IEC 17025:2005 and ISO Guide 34:2009.