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MedKoo Cat#: 329319 | Name: Aminophenazone
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Description:

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

Aminophenazone, also known as aminopyrine, is a non-steroidal anti-inflammatory drugs used to treat pain and inflammation.

Chemical Structure

Aminophenazone
Aminophenazone
CAS#58-15-1 (free)

Theoretical Analysis

MedKoo Cat#: 329319

Name: Aminophenazone

CAS#: 58-15-1 (free)

Chemical Formula: C13H17N3O

Exact Mass: 231.1372

Molecular Weight: 231.30

Elemental Analysis: C, 67.51; H, 7.41; N, 18.17; O, 6.92

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 #
58-15-1 (free) 23635-43-0 (ascorbate) 747-30-8 (cyclamate) 93841-78-2 (gentisate)
Synonym
Aminophenazone; Dipyrine; Pyramidon; aminopyrine; NSC 4993; NSC-4993; NSC4993
IUPAC/Chemical Name
4-(dimethylamino)-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one
InChi Key
RMMXTBMQSGEXHJ-UHFFFAOYSA-N
InChi Code
InChI=1S/C13H17N3O/c1-10-12(14(2)3)13(17)16(15(10)4)11-8-6-5-7-9-11/h5-9H,1-4H3
SMILES Code
O=C1N(C2=CC=CC=C2)N(C)C(C)=C1N(C)C
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

Preparing Stock Solutions

The following data is based on the product molecular weight 231.30 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
1: Pijls KE, de Vries H, Nikkessen S, Bast A, Wodzig WK, Koek GH. Critical appraisal of 13C breath tests for microsomal liver function: aminopyrine revisited. Liver Int. 2014 Apr;34(4):487-94. doi: 10.1111/liv.12451. Review. PubMed PMID: 24428683. 2: Montijo-Barrios E, Cadena F, Ramírez-Mayans JA, Gutiérrez-Castrellón P. [Clinical trial on the effect of buphenine, aminophenazone and diphenylpyraline hydrochloride in treating the common cold in children of 6 to 24 months of age]. Rev Invest Clin. 2011 Jul-Aug;63(4):335-43. Spanish. PubMed PMID: 22364032. 3: Asiri AM, Khan SA. Synthesis and anti-bacterial activities of some novel Schiff bases derived from aminophenazone. Molecules. 2010 Oct 8;15(10):6850-8. doi: 10.3390/molecules15106850. PubMed PMID: 20938399. 4: Li Y, Yang ZY, Li TR, Liu ZC, Wang BD. Synthesis, characterization, DNA binding properties and antioxidant activity of Ln(III) complexes with Schiff base ligand derived from 3-carbaldehyde chromone and aminophenazone. J Fluoresc. 2011 May;21(3):1091-102. doi: 10.1007/s10895-010-0782-2. PubMed PMID: 21161345. 5: Miftode AM, Stefanache A, Dorneanu V. The study of aminophenazone radical cation and its interaction with some antioxidants. Rev Med Chir Soc Med Nat Iasi. 2010 Oct-Dec;114(4):1215-8. PubMed PMID: 21495460. 6: Schütte K, Seidensticker R, Milbradt O, Bornschein J, Kandulski A, Pech M, Kropf S, Ricke J, Malfertheiner P. Assessment and monitoring of liver function by ¹³C-aminopyrine breath test after selective transarterial chemoembolisation of hepatocellular carcinoma. Z Gastroenterol. 2015 Jan;53(1):21-7. doi: 10.1055/s-0034-1385230. PubMed PMID: 25594703. 7: Afolabi P, Wright M, Wootton SA, Jackson AA. 13C-aminopyrine demethylation is decreased in cirrhotic patients with normal biochemical markers. Isotopes Environ Health Stud. 2013;49(3):346-56. doi: 10.1080/10256016.2013.803098. PubMed PMID: 23799253. 8: 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. PubMed PMID: 25036662. 9: Kodaira C, Uchida S, Yamade M, Nishino M, Ikuma M, Namiki N, Sugimoto M, Watanabe H, Hishida A, Furuta T. Influence of different proton pump inhibitors on activity of cytochrome P450 assessed by [(13)C]-aminopyrine breath test. J Clin Pharmacol. 2012 Mar;52(3):432-9. doi: 10.1177/0091270010397728. PubMed PMID: 21415279. 10: Giannini EG, Savarino V. Relationship between 13C-aminopyrine breath test and the MELD score and its long-term prognostic use in patients with cirrhosis. Dig Dis Sci. 2013 Oct;58(10):3024-8. doi: 10.1007/s10620-013-2739-1. PubMed PMID: 23817924. 11: Caviglia GP, Ciancio A, Rosso C, Abate ML, Olivero A, Pellicano R, Touscoz GA, Smedile A, Rizzetto M. Non-invasive methods for the assessment of hepatic fibrosis: transient elastography, hyaluronic acid, 13C-aminopyrine breath test and cytokeratin 18 fragment. Ann Hepatol. 2013 Jan-2014 Feb;13(1):91-7. PubMed PMID: 24378271. 12: Wutzke KD, Wigger M. Effect of alcohol consumption on the liver detoxication capacity as measured by [13C2]aminopyrine and L-[1-13C]phenylalanine breath tests. Isotopes Environ Health Stud. 2009 Sep;45(3):185-91. doi: 10.1080/10256010902871911. PubMed PMID: 19507081. 13: Rocco A, de Nucci G, Valente G, Compare D, D'Arienzo A, Cimino L, Perri F, Nardone G. 13C-aminopyrine breath test accurately predicts long-term outcome of chronic hepatitis C. J Hepatol. 2012 Apr;56(4):782-7. doi: 10.1016/j.jhep.2011.10.015. PubMed PMID: 22173159. 14: Afolabi P, Wright M, Wootton S, Jackson AA. A comparison of the reproducibility of the parameters of the ¹³C-aminopyrine breath test for the assessment of hepatic function. Isotopes Environ Health Stud. 2011 Sep;47(3):390-9. doi: 10.1080/10256016.2011.595791. PubMed PMID: 21745035. 15: Link A, Radau G. [Detection of phenol by means of 4-aminophenazone according to Emerson]. Pharmazie. 2006 Sep;61(9):801-2. German. PubMed PMID: 17020161. 16: Moeller EM, Steiner JM, Williams DA, Tetrick M, Burr J. Comparison of various doses of carbon 13-labeled aminopyrine for a carbon 13-labeled aminopyrine demethylation blood test in healthy dogs. Am J Vet Res. 2006 Jul;67(7):1110-4. PubMed PMID: 16817729. 17: Costa D, Vieira A, Fernandes E. Dipyrone and aminopyrine are effective scavengers of reactive nitrogen species. Redox Rep. 2006;11(3):136-42. PubMed PMID: 16805969. 18: de Campos F, Corrêa R, de Souza MM, Yunes RA, Nunes RJ, Cechinel-Filho V. Studies on new cyclic imides obtained from aminophenazone with analgesic properties. Potent effects of a 3,4-dichloromaleimide derivative. Arzneimittelforschung. 2002;52(6):455-61. PubMed PMID: 12109046. 19: Dou Y, Mi H, Zhao L, Ren Y, Ren Y. Determination of compound aminopyrine phenacetin tablets by using artificial neural networks combined with principal components analysis. Anal Biochem. 2006 Apr 15;351(2):174-80. PubMed PMID: 16359633. 20: Moeller EM, Steiner JM, Williams DA, Tetrick M, Burr J. Kinetic analysis of demethylation of 13C-aminopyrine in healthy dogs. Am J Vet Res. 2004 Feb;65(2):159-62. PubMed PMID: 14974572.