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MedKoo Cat#: 585397 | Name: Ciadox

Description:

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

Ciadox an antibacterial agent used in food animals, such as pigs, chickens, and carp.

Chemical Structure

Ciadox
Ciadox
CAS#65884-46-0

Theoretical Analysis

MedKoo Cat#: 585397

Name: Ciadox

CAS#: 65884-46-0

Chemical Formula: C12H9N5O3

Exact Mass: 271.0705

Molecular Weight: 271.24

Elemental Analysis: C, 53.14; H, 3.34; N, 25.82; O, 17.70

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Synonym
Ciadox; Cyadox; Ciadoxum
IUPAC/Chemical Name
(E)-2-((2-(2-cyanoacetyl)hydrazono)methyl)quinoxaline 1,4-dioxide
InChi Key
MBCZYLSVSCJJJQ-VGOFMYFVSA-N
InChi Code
InChI=1S/C12H9N5O3/c13-6-5-12(18)15-14-7-9-8-16(19)10-3-1-2-4-11(10)17(9)20/h1-4,7-8H,5H2,(H,15,18)/b14-7+
SMILES Code
O=N(C1=C2C=CC=C1)=C(/C=N/NC(CC#N)=O)C=N2=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
>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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 271.24 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: Yu R, Zhang Y, Lu Q, Cui L, Wang Y, Wang X, Cheng G, Liu Z, Dai M, Yuan Z. Differentially expressed genes in response to cyadox in swine liver analyzed by DDRT-PCR. Res Vet Sci. 2018 Jun;118:72-78. doi: 10.1016/j.rvsc.2018.01.014. Epub 2018 Jan 31. PubMed PMID: 29421487. 2: Liu Q, Lei Z, Zhou K, Yu H, Liu S, Sun Q, Wang X, Dai M, Yuan Z. N-O Reduction and ROS-Mediated AKT/FOXO1 and AKT/P53 Pathways Are Involved in Growth Promotion and Cytotoxicity of Cyadox. Chem Res Toxicol. 2018 Nov 19;31(11):1219-1229. doi: 10.1021/acs.chemrestox.8b00194. Epub 2018 Oct 11. PubMed PMID: 30265530. 3: Liu Q, Lei Z, Cui L, Zhang J, Awais I, Dai M, Wang X, Yuan Z. A two-year dietary carcinogenicity study of cyadox in Sprague-Dawley rats. Regul Toxicol Pharmacol. 2017 Jul;87:9-22. doi: 10.1016/j.yrtph.2017.04.011. Epub 2017 Apr 25. PubMed PMID: 28454720. 4: Yan L, Xie S, Chen D, Pan Y, Tao Y, Qu W, Liu Z, Yuan Z, Huang L. Pharmacokinetic and pharmacodynamic modeling of cyadox against Clostridium perfringens in swine. Sci Rep. 2017 Jun 22;7(1):4064. doi: 10.1038/s41598-017-03970-9. PubMed PMID: 28642571; PubMed Central PMCID: PMC5481453. 5: Miao X, Xu L, Li H, Yang Z. Determination of olaquindox, carbadox and cyadox in animal feeds by ultra-performance liquid chromatography tandem mass spectrometry. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2018 Jul;35(7):1257-1265. doi: 10.1080/19440049.2018.1461255. Epub 2018 May 31. PubMed PMID: 29642753. 6: Huang LL, Qiu YM, Sun LL, Li J, Pan YH, Wang YL, Yuan ZH. Dietary exposure assessment of cyadox based on tissue depletion of cyadox and its major metabolites in pigs, chickens, and carp. J Vet Pharmacol Ther. 2018 Feb;41(1):125-136. doi: 10.1111/jvp.12440. Epub 2017 Dec 1. PubMed PMID: 29194660. 7: Cui L, Xing D, Huang D, Li D, Lu Q, Wang X, Wang Y, Huang L, Cheng G, Hao H, Peng D, Liu Z, Dai M, Yuan Z. Signaling pathways involved in the expression of SZNF and the target genes binding with SZNF related to cyadox. Biomed Pharmacother. 2018 Dec;108:1879-1893. doi: 10.1016/j.biopha.2018.09.141. Epub 2018 Oct 26. PubMed PMID: 30453449. 8: Guo J, Cui L, Lu Q, Zhang Y, Liu Q, Wang X, Wang Y, Liu Z, Yuan Z, Dai M. Cyadox regulates the transcription of different genes by activation of the PI3K signaling pathway in porcine primary hepatocytes. J Cell Biochem. 2018 Nov 11. doi: 10.1002/jcb.28037. [Epub ahead of print] PubMed PMID: 30417433. 9: Wang X, Zhou W, Ihsan A, Chen D, Cheng G, Hao H, Liu Z, Wang Y, Yuan Z. Assessment of thirteen-week subchronic oral toxicity of cyadox in Beagle dogs. Regul Toxicol Pharmacol. 2015 Nov;73(2):652-9. doi: 10.1016/j.yrtph.2015.09.023. Epub 2015 Sep 25. PubMed PMID: 26408151. 10: Sattar A, Chen D, Jiang L, Pan Y, Tao Y, Huang L, Liu Z, Xie S, Yuan Z. Preparation, characterization and pharmacokinetics of cyadox nanosuspension. Sci Rep. 2017 May 23;7(1):2289. doi: 10.1038/s41598-017-02523-4. PubMed PMID: 28536446; PubMed Central PMCID: PMC5442105. 11: Ding MX, Wang YL, Zhu HL, Yuan ZH. Effects of cyadox and olaquindox on intestinal mucosal immunity and on fecal shedding of Escherichia coli in piglets. J Anim Sci. 2006 Sep;84(9):2367-73. PubMed PMID: 16908639. 12: Harnud S, Zhang A, Yuan Z. Synthesis of tritium-labeled cyadox, a promising antimicrobial growth-promoting agent with high specific activity. Appl Radiat Isot. 2018 Sep;139:244-250. doi: 10.1016/j.apradiso.2018.05.018. Epub 2018 May 23. PubMed PMID: 29864742. 13: Huang Q, Ihsan A, Guo P, Luo X, Cheng G, Hao H, Chen D, Jamil F, Tao Y, Wang X, Yuan Z. Evaluation of the safety of primary metabolites of cyadox: Acute and sub-chronic toxicology studies and genotoxicity assessment. Regul Toxicol Pharmacol. 2016 Feb;74:123-36. doi: 10.1016/j.yrtph.2015.11.011. Epub 2015 Nov 23. PubMed PMID: 26617409. 14: Hao H, Guo W, Iqbal Z, Cheng G, Wang X, Dai M, Huang L, Wang Y, Peng D, Liu Z, Yuan Z. Impact of cyadox on human colonic microflora in chemostat models. Regul Toxicol Pharmacol. 2013 Dec;67(3):335-43. doi: 10.1016/j.yrtph.2013.08.011. Epub 2013 Aug 22. PubMed PMID: 23973379. 15: Farag MR, Alagawany M, Tufarelli V. In vitro antioxidant activities of resveratrol, cinnamaldehyde and their synergistic effect against cyadox-induced cytotoxicity in rabbit erythrocytes. Drug Chem Toxicol. 2017 Apr;40(2):196-205. doi: 10.1080/01480545.2016.1193866. Epub 2016 Jun 17. PubMed PMID: 27314888. 16: Zheng M, Jiang J, Wang J, Tang X, Ouyang M, Deng Y. The mechanism of enzymatic and non-enzymatic N-oxide reductive metabolism of cyadox in pig liver. Xenobiotica. 2011 Nov;41(11):964-71. doi: 10.3109/00498254.2011.593207. Epub 2011 Jul 11. PubMed PMID: 21745143. 17: Huang C, Lei H, Zhao X, Tang H, Wang Y. Metabolic influence of acute cyadox exposure on Kunming mice. J Proteome Res. 2013 Jan 4;12(1):537-45. doi: 10.1021/pr301033a. Epub 2012 Dec 21. PubMed PMID: 23234330. 18: Chen C, Cheng G, Hao H, Dai M, Wang X, Huang L, Liu Z, Yuan Z. Mechanism of porcine liver xanthine oxidoreductase mediated N-oxide reduction of cyadox as revealed by docking and mutagenesis studies. PLoS One. 2013 Sep 9;8(9):e73912. doi: 10.1371/journal.pone.0073912. eCollection 2013. PubMed PMID: 24040113; PubMed Central PMCID: PMC3767608. 19: Retraction. Pharmacokinetics and tissue depletion of cyadox and its two metabolites in pigs and broilers. J Agric Food Chem. 2012 Mar 28;60(12):3329. doi: 10.1021/jf201604t. PubMed PMID: 21790182. 20: Ding MX, Yuan ZH, Wang YL, Zhu HL, Fan SX. Olaquindox and cyadox stimulate growth and decrease intestinal mucosal immunity of piglets orally inoculated with Escherichia coli. J Anim Physiol Anim Nutr (Berl). 2006 Jun;90(5-6):238-43. PubMed PMID: 16684145.