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MedKoo Cat#: 329012 | Name: Dipyrone sodium hydrate
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Dipyrone, also known as Anador and NSC-73205, is a nonsteroidal anti-inflammatory drug used to treat pain (postoperative, colic, cancer, and migraine).

Chemical Structure

Dipyrone sodium hydrate
Dipyrone sodium hydrate
CAS#5907-38-0 (sodium hydrate)

Theoretical Analysis

MedKoo Cat#: 329012

Name: Dipyrone sodium hydrate

CAS#: 5907-38-0 (sodium hydrate)

Chemical Formula: C13H18N3NaO5S

Exact Mass: 0.0000

Molecular Weight: 351.35

Elemental Analysis: C, 44.44; H, 5.16; N, 11.96; Na, 6.54; O, 22.77; S, 9.12

Price and Availability

Size Price Availability Quantity
100mg USD 250.00 2 Weeks
250mg USD 500.00 2 Weeks
1g USD 1,250.00 2 weeks
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Related CAS #
50567-35-6 (free acid) 68-89-3 (sodium) 5907-38-0 (sodium hydrate) 6150-97-6 (magnesium)
Synonym
Dipyrone; NSC-73205; NSC 73205; NSC73205; Anador; Novalgin
IUPAC/Chemical Name
sodium ((1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)(methyl)amino)methanesulfonate hydrate
InChi Key
UNZIDPIPYUMVPA-UHFFFAOYSA-M
InChi Code
InChI=1S/C13H17N3O4S.Na.H2O/c1-10-12(14(2)9-21(18,19)20)13(17)16(15(10)3)11-7-5-4-6-8-11;;/h4-8H,9H2,1-3H3,(H,18,19,20);;1H2/q;+1;/p-1
SMILES Code
O=S(CN(C1=C(C)N(C)N(C2=CC=CC=C2)C1=O)C)([O-])=O.[Na+].O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Metamizole sodium hydrate is a potent analgesic drug that has been demonstrated to inhibit cyclooxygenase (COX).
In vitro activity:
In the pancreatic cancer cell line Panc-1, proliferation was significantly inhibited with concentrations of 1 μM, 10 μM, 100 μM, and 250 μM of metamizole (Fig. 1a). Reference: BMC Pharmacol Toxicol. 2017 Dec 6;18(1):77. https://pubmed.ncbi.nlm.nih.gov/29208039/
In vivo activity:
These behavioral results provide evidence that repeated intraperitoneal administration of metamizole diminishes the development of neuropathic pain symptoms in rats. Simultaneously, these findings provide evidence that metamizole diminishes the expression of pronociceptive interleukins (IL-1beta, IL-6, and IL-18) and chemokines (CCL2, CCL4, and CCL7) in DRG measured 7 days after sciatic nerve injury. These assays indicate, for the first time, that metamizole exerts antinociceptive effects on nerve injury-induced neuropathic pain at the DRG level. Reference: Pharmacol Rep. 2020 Oct;72(5):1310-1322. https://pubmed.ncbi.nlm.nih.gov/32691345/
Solvent mg/mL mM
Solubility
Water 100.0 284.61
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 351.35 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Cecílio NT, Souza GR, Alves-Filho JC, Cunha FQ, Cunha TM. The PI3Kγ/AKT signaling pathway mediates peripheral antinociceptive action of dipyrone. Fundam Clin Pharmacol. 2021 Apr;35(2):364-370. doi: 10.1111/fcp.12606. Epub 2020 Oct 10. PMID: 32979233. 2. Malsy M, Graf B, Bundscherer A. Effects of metamizole, MAA, and paracetamol on proliferation, apoptosis, and necrosis in the pancreatic cancer cell lines PaTu 8988 t and Panc-1. BMC Pharmacol Toxicol. 2017 Dec 6;18(1):77. doi: 10.1186/s40360-017-0185-y. PMID: 29208039; PMCID: PMC5717838. 3. Passoni MT, Krebs Ribeiro DC, França de Almeida SC, Furtado da Costa B, Grechi N, Lima Tolouei SE, Curi TZ, Degraf Cavallin M, Romano RM, Romano MA, Spercoski KM, Carvalho Dos Santos A, Carvalho Souza RI, Dalsenter PR, Martino-Andrade AJ. The Analgesic Dipyrone Affects Pregnancy Outcomes and Endocrine-Sensitive Endpoints in Female and Male Offspring Rats. Toxicol Sci. 2022 Apr 26;187(1):80-92. doi: 10.1093/toxsci/kfac016. PMID: 35171999. 4. Zajaczkowska R, Kwiatkowski K, Pawlik K, Piotrowska A, Rojewska E, Makuch W, Wordliczek J, Mika J. Metamizole relieves pain by influencing cytokine levels in dorsal root ganglia in a rat model of neuropathic pain. Pharmacol Rep. 2020 Oct;72(5):1310-1322. doi: 10.1007/s43440-020-00137-8. Epub 2020 Jul 20. PMID: 32691345; PMCID: PMC7550285.
In vitro protocol:
1. Cecílio NT, Souza GR, Alves-Filho JC, Cunha FQ, Cunha TM. The PI3Kγ/AKT signaling pathway mediates peripheral antinociceptive action of dipyrone. Fundam Clin Pharmacol. 2021 Apr;35(2):364-370. doi: 10.1111/fcp.12606. Epub 2020 Oct 10. PMID: 32979233. 2. Malsy M, Graf B, Bundscherer A. Effects of metamizole, MAA, and paracetamol on proliferation, apoptosis, and necrosis in the pancreatic cancer cell lines PaTu 8988 t and Panc-1. BMC Pharmacol Toxicol. 2017 Dec 6;18(1):77. doi: 10.1186/s40360-017-0185-y. PMID: 29208039; PMCID: PMC5717838.
In vivo protocol:
1. Passoni MT, Krebs Ribeiro DC, França de Almeida SC, Furtado da Costa B, Grechi N, Lima Tolouei SE, Curi TZ, Degraf Cavallin M, Romano RM, Romano MA, Spercoski KM, Carvalho Dos Santos A, Carvalho Souza RI, Dalsenter PR, Martino-Andrade AJ. The Analgesic Dipyrone Affects Pregnancy Outcomes and Endocrine-Sensitive Endpoints in Female and Male Offspring Rats. Toxicol Sci. 2022 Apr 26;187(1):80-92. doi: 10.1093/toxsci/kfac016. PMID: 35171999. 2. Zajaczkowska R, Kwiatkowski K, Pawlik K, Piotrowska A, Rojewska E, Makuch W, Wordliczek J, Mika J. Metamizole relieves pain by influencing cytokine levels in dorsal root ganglia in a rat model of neuropathic pain. Pharmacol Rep. 2020 Oct;72(5):1310-1322. doi: 10.1007/s43440-020-00137-8. Epub 2020 Jul 20. PMID: 32691345; PMCID: PMC7550285.
1: Hearn L, Derry S, Moore RA. Single dose dipyrone (metamizole) for acute postoperative pain in adults. Cochrane Database Syst Rev. 2016 Apr 20;4:CD011421. doi: 10.1002/14651858.CD011421.pub2. Review. PubMed PMID: 27096578. 2: Gencer A, Gunduz O, Ulugol A. Involvement of Descending Serotonergic and Noradrenergic Systems and their Spinal Receptor Subtypes in the Antinociceptive Effect of Dipyrone. Drug Res (Stuttg). 2015 Dec;65(12):645-9. doi: 10.1055/s-0034-1398550. Epub 2015 Feb 3. PubMed PMID: 25647230. 3: Polzin A, Richter S, Schrör K, Rassaf T, Merx MW, Kelm M, Hohlfeld T, Zeus T. Prevention of dipyrone (metamizole) induced inhibition of aspirin antiplatelet effects. Thromb Haemost. 2015 Jul;114(1):87-95. doi: 10.1160/TH14-11-0922. Epub 2015 Mar 19. PubMed PMID: 25789542. 4: Zanuzzo FS, Teixeira-Neto FJ, Thomazini CM, Takahira RK, Conner B, Diniz MS. Effects of dipyrone, meloxicam, or the combination on hemostasis in conscious dogs. J Vet Emerg Crit Care (San Antonio). 2015 Jul-Aug;25(4):512-20. doi: 10.1111/vec.12336. Epub 2015 Jun 25. PubMed PMID: 26112345. 5: Crunfli F, Vilela FC, Giusti-Paiva A. Cannabinoid CB1 receptors mediate the effects of dipyrone. Clin Exp Pharmacol Physiol. 2015 Mar;42(3):246-55. doi: 10.1111/1440-1681.12347. PubMed PMID: 25430877. 6: Maione S, Radanova L, De Gregorio D, Luongo L, De Petrocellis L, Di Marzo V, Imming P. Effects of metabolites of the analgesic agent dipyrone (metamizol) on rostral ventromedial medulla cell activity in mice. Eur J Pharmacol. 2015 Feb 5;748:115-22. doi: 10.1016/j.ejphar.2014.12.022. Epub 2014 Dec 31. PubMed PMID: 25557763. 7: Zapater P, Llanos L, Barquero C, Bellot P, Pascual S, Carnicer F, Palazón JM, Gimenez P, Esteban A, Llorca L, Francés R, Horga JF, Such J. Acute effects of dipyrone on renal function in patients with cirrhosis: a randomized controlled trial. Basic Clin Pharmacol Toxicol. 2015 Mar;116(3):257-63. doi: 10.1111/bcpt.12312. Epub 2014 Oct 8. PubMed PMID: 25154757. 8: Ertin IH, Gunduz O, Ulugol A. Contribution of nociceptin/orphanin FQ receptors to the anti-nociceptive and hypothermic effects of dipyrone. Acta Neuropsychiatr. 2015 Feb;27(1):48-52. doi: 10.1017/neu.2014.38. Epub 2014 Dec 3. PubMed PMID: 25467825. 9: dos Santos GG, Dias EV, Teixeira JM, Athie MC, Bonet IJ, Tambeli CH, Parada CA. The analgesic effect of dipyrone in peripheral tissue involves two different mechanisms: neuronal K(ATP) channel opening and CB(1) receptor activation. Eur J Pharmacol. 2014 Oct 15;741:124-31. doi: 10.1016/j.ejphar.2014.07.019. Epub 2014 Jul 21. PubMed PMID: 25058903. 10: Hoffmann F, Meinecke P, Freitag MH, Glaeske G, Schulze J, Schmiemann G. Who gets dipyrone (metamizole) in Germany? Prescribing by age, sex and region. J Clin Pharm Ther. 2015 Jun;40(3):285-8. doi: 10.1111/jcpt.12261. Epub 2015 Mar 16. PubMed PMID: 25776531. 11: Malvar Ddo C, Aguiar FA, Vaz Ade L, Assis DC, de Melo MC, Jabor VA, Kalapothakis E, Ferreira SH, Clososki GC, de Souza GE. Dipyrone metabolite 4-MAA induces hypothermia and inhibits PGE2 -dependent and -independent fever while 4-AA only blocks PGE2 -dependent fever. Br J Pharmacol. 2014 Aug;171(15):3666-79. doi: 10.1111/bph.12717. PubMed PMID: 24712707; PubMed Central PMCID: PMC4128064. 12: Nassini R, Fusi C, Materazzi S, Coppi E, Tuccinardi T, Marone IM, De Logu F, Preti D, Tonello R, Chiarugi A, Patacchini R, Geppetti P, Benemei S. The TRPA1 channel mediates the analgesic action of dipyrone and pyrazolone derivatives. Br J Pharmacol. 2015 Jul;172(13):3397-411. doi: 10.1111/bph.13129. Epub 2015 Apr 24. PubMed PMID: 25765567; PubMed Central PMCID: PMC4500374. 13: Shiang JC, Jan RL, Tsai MK, Hsieh CC, Kuo HF, Kuo CH, Yang SN, Huang MY, Chen LC, Hung CH. Dipyrone & 2,5-dimethylcelecoxib suppress Th2-related chemokine production in monocyte. Indian J Med Res. 2014 Jul;140(1):109-15. PubMed PMID: 25222785; PubMed Central PMCID: PMC4181142. 14: Moore RA, Derry S, Wiffen PJ, Straube S. Effects of food on pharmacokinetics of immediate release oral formulations of aspirin, dipyrone, paracetamol and NSAIDs - a systematic review. Br J Clin Pharmacol. 2015 Sep;80(3):381-8. doi: 10.1111/bcp.12628. Epub 2015 Jul 6. Review. PubMed PMID: 25784216; PubMed Central PMCID: PMC4574824. 15: Stammschulte T, Ludwig WD, Mühlbauer B, Bronder E, Gundert-Remy U. Metamizole (dipyrone)-associated agranulocytosis. An analysis of German spontaneous reports 1990-2012. Eur J Clin Pharmacol. 2015 Sep;71(9):1129-38. doi: 10.1007/s00228-015-1895-y. Epub 2015 Jul 15. PubMed PMID: 26169297.

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