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MedKoo Cat#: 591900 | Name: Ampyrone
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Description:

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

Ampyrone is a metabolite of AMINOPYRINE with analgesic and anti-inflammatory properties. It is used as a reagent for biochemical reactions producing peroxides or phenols. Ampyrone stimulates LIVER MICROSOMES and is also used to measure extracellular water.

Chemical Structure

Ampyrone
Ampyrone
CAS#83-07-8 (free base)

Theoretical Analysis

MedKoo Cat#: 591900

Name: Ampyrone

CAS#: 83-07-8 (free base)

Chemical Formula: C11H13N3O

Exact Mass: 203.1059

Molecular Weight: 203.25

Elemental Analysis: C, 65.01; H, 6.45; N, 20.68; O, 7.87

Price and Availability

Size Price Availability Quantity
5g USD 250.00 2 Weeks
25g USD 450.00 2 Weeks
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Related CAS #
22198-72-7 (HCl) 83-07-8 (free base)
Synonym
Ampyrone; NSC 60242; NSC-60242; NSC60242; 4-Aminophenazone; 4-AA
IUPAC/Chemical Name
3H-Pyrazol-3-one, 4-amino-1,2-dihydro-1,5-dimethyl-2-phenyl-
InChi Key
RLFWWDJHLFCNIJ-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H13N3O/c1-8-10(12)11(15)14(13(8)2)9-6-4-3-5-7-9/h3-7H,12H2,1-2H3
SMILES Code
O=C1N(C2=CC=CC=C2)N(C)C(C)=C1N
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
>3 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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 203.25 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
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PubMed PMID: 28458547; PubMed Central PMCID: PMC5404494. 4: Simonetti S, Compañy AD, Brizuela G, Juan A. β-Cristobalite (001) surface as 4-formaminoantipyrine adsorbent: First principle study of the effect on adsorption of surface modification. Colloids Surf B Biointerfaces. 2016 Dec 1;148:287-292. doi: 10.1016/j.colsurfb.2016.09.006. Epub 2016 Sep 5. PubMed PMID: 27619181. 5: Burmańczuk A, Kowalski C, Giorgi M, Owen H, Grabowski T. Pharmacokinetic investigations of the marker active metabolites 4-methylamino-antipyrine and 4-amino-antipyrine after intramuscular injection of metamizole in healthy piglets. J Vet Pharmacol Ther. 2016 Dec;39(6):616-620. doi: 10.1111/jvp.12317. Epub 2016 May 20. PubMed PMID: 27199202. 6: Berno CR, Rós Bde T, da Silveira IO, Coelho HR, Antoniolli AC, Beatriz A, de Lima DP, Monreal AC, Sousa FG, da Silva Gomes R, Oliveira RJ. 4-Aminoantipyrine reduces toxic and genotoxic effects of doxorubicin, cisplatin, and cyclophosphamide in male mice. Mutat Res Genet Toxicol Environ Mutagen. 2016 Jul;805:19-24. doi: 10.1016/j.mrgentox.2016.05.009. Epub 2016 May 20. PubMed PMID: 27402479. 7: Ariza A, García-Martín E, Salas M, Montañez MI, Mayorga C, Blanca-Lopez N, Andreu I, Perkins J, Blanca M, Agúndez JA, Torres MJ. Pyrazolones metabolites are relevant for identifying selective anaphylaxis to metamizole. Sci Rep. 2016 Mar 31;6:23845. doi: 10.1038/srep23845. PubMed PMID: 27030298; PubMed Central PMCID: PMC4814906. 8: Vinagre AM, Collares EF. Effect of selective β-adrenoceptor blockade and surgical resection of the celiac-superior mesenteric ganglion complex on delayed liquid gastric emptying induced by dipyrone, 4-aminoantipyrine, and antipyrine in rats. Braz J Med Biol Res. 2016 Mar;49(3). pii: S0100-879X2016000300603. doi: 10.1590/1414-431X20155011. Epub 2016 Feb 2. PubMed PMID: 26840714; PubMed Central PMCID: PMC4763818. 9: Premnath D, Enoch IV, Selvakumar PM, Indiraleka M, Vennila JJ. Design, Synthesis, Spectral Analysis, In Vitro Anticancer Evaluation and Molecular Docking Studies of Some Fluorescent 4-Amino-2, 3-Dimethyl-1-Phenyl-3-Pyrazolin-5-One, Ampyrone Derivatives. Interdiscip Sci. 2017 Mar;9(1):130-139. doi: 10.1007/s12539-015-0138-3. Epub 2016 Jan 2. PubMed PMID: 26725054. 10: Santoro C, Soavi F, Serov A, Arbizzani C, Atanassov P. Self-powered supercapacitive microbial fuel cell: The ultimate way of boosting and harvesting power. Biosens Bioelectron. 2016 Apr 15;78:229-235. doi: 10.1016/j.bios.2015.11.026. Epub 2015 Nov 14. PubMed PMID: 26615513. 11: Premnath D, Selvakumar PM, Ravichandiran P, Selvan GT, Indiraleka M, Vennila JJ. Synthesis and spectroscopic characterization of fluorescent 4-aminoantipyrine analogues: Molecular docking and in vitro cytotoxicity studies. Spectrochim Acta A Mol Biomol Spectrosc. 2016 Jan 15;153:118-23. doi: 10.1016/j.saa.2015.08.008. Epub 2015 Aug 10. PubMed PMID: 26298678. 12: Lülsdorf N, Vojcic L, Hellmuth H, Weber TT, Mußmann N, Martinez R, Schwaneberg U. A first continuous 4-aminoantipyrine (4-AAP)-based screening system for directed esterase evolution. Appl Microbiol Biotechnol. 2015 Jun;99(12):5237-46. doi: 10.1007/s00253-015-6612-3. Epub 2015 May 7. PubMed PMID: 25947243. 13: Nagai T, Takata N, Shinohara Y, Hirase H. Adaptive changes of extracellular amino acid concentrations in mouse dorsal striatum by 4-AP-induced cortical seizures. Neuroscience. 2015 Jun 4;295:229-36. doi: 10.1016/j.neuroscience.2015.03.043. Epub 2015 Mar 25. PubMed PMID: 25818552. 14: Zeng Z, Tian L, Li Z, Jia L, Zhang X, Xia M, Hu Y. Whole-cell method for phenol detection based on the color reaction of phenol with 4-aminoantipyrine catalyzed by CotA laccase on endospore surfaces. Biosens Bioelectron. 2015 Jul 15;69:162-6. doi: 10.1016/j.bios.2015.02.032. Epub 2015 Feb 20. PubMed PMID: 25725465. 15: Ihsan A, Katsiev H, Alyami N, Anjum DH, Khan WS, Hussain I. From porous gold nanocups to porous nanospheres and solid particles--a new synthetic approach. J Colloid Interface Sci. 2015 May 15;446:59-66. doi: 10.1016/j.jcis.2014.12.091. Epub 2015 Jan 13. PubMed PMID: 25656560. 16: Mnguni MJ, Lemmerer A. A structural study of 4-aminoantipyrine and six of its Schiff base derivatives. Acta Crystallogr C Struct Chem. 2015 Feb;71(Pt 2):103-9. doi: 10.1107/S2053229614027247. Epub 2015 Jan 12. PubMed PMID: 25652276. 17: Kim HY, Lee HJ, Chang SK. Reaction-based colorimetric signaling of Cu(2+) ions by oxidative coupling of phenols with 4-aminoantipyrine. Talanta. 2015 Jan;132:625-9. doi: 10.1016/j.talanta.2014.09.048. Epub 2014 Oct 14. PubMed PMID: 25476354. 18: He SB, Wu GW, Deng HH, Liu AL, Lin XH, Xia XH, Chen W. Choline and acetylcholine detection based on peroxidase-like activity and protein antifouling property of platinum nanoparticles in bovine serum albumin scaffold. Biosens Bioelectron. 2014 Dec 15;62:331-6. doi: 10.1016/j.bios.2014.07.005. Epub 2014 Jul 9. PubMed PMID: 25038538. 19: Arshad N, Ahmad M, Ashraf MZ, Nadeem H. Spectroscopic, electrochemical DNA binding and in vivo anti-inflammatory studies on newly synthesized Schiff bases of 4-aminophenazone. J Photochem Photobiol B. 2014 Sep 5;138:331-46. doi: 10.1016/j.jphotobiol.2014.06.014. Epub 2014 Jul 3. PubMed PMID: 25036662. 20: Selwin Joseyphus R, Shiju C, Joseph J, Justin Dhanaraj C, Arish D. Synthesis and characterization of metal complexes of Schiff base ligand derived from imidazole-2-carboxaldehyde and 4-aminoantipyrine. Spectrochim Acta A Mol Biomol Spectrosc. 2014 Dec 10;133:149-55. doi: 10.1016/j.saa.2014.05.050. Epub 2014 May 29. PubMed PMID: 24934973.