MedKoo Cat#: 540096 | Name: Cyproconazole
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Description:

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

Cyproconazole inhibits ergosterol biosynthesis in fungi.

Chemical Structure

Cyproconazole
Cyproconazole
CAS#94361-06-5

Theoretical Analysis

MedKoo Cat#: 540096

Name: Cyproconazole

CAS#: 94361-06-5

Chemical Formula: C15H18ClN3O2S

Exact Mass: 291.1138

Molecular Weight: 291.77

Elemental Analysis: C, 61.75; H, 6.22; Cl, 12.15; N, 14.40; O, 5.48

Price and Availability

Size Price Availability Quantity
1g USD 250.00 2 Weeks
2g USD 400.00 2 Weeks
5g USD 850.00 2 Weeks
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Related CAS #
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Synonym
Cyproconazol; Alto 100SL; Atemi; HSDB 7706; HSDB-7706; HSDB7706; SAN 619F; SAN-619F; SAN619F; SN 108266; SN108266; SN-108266
IUPAC/Chemical Name
2-(4-chlorophenyl)-3-cyclopropyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol
InChi Key
UFNOUKDBUJZYDE-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H18ClN3O/c1-11(12-2-3-12)15(20,8-19-10-17-9-18-19)13-4-6-14(16)7-5-13/h4-7,9-12,20H,2-3,8H2,1H3
SMILES Code
OC(C(C1CC1)C)(C2=CC=C(Cl)C=C2)CN3N=CN=C3
Appearance
Solid powder
Purity
>98% (mixture of isomers)
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 291.77 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: Kang G, Kim J, Kwon E, Kim TH. Crystal structure of cyproconazole. Acta Crystallogr E Crystallogr Commun. 2015 Nov 28;71(Pt 12):o1007. doi: 10.1107/S2056989015022665. eCollection 2015 Dec 1. PubMed PMID: 26870467; PubMed Central PMCID: PMC4719948. 2: Hester S, Moore T, Padgett WT, Murphy L, Wood CE, Nesnow S. The hepatocarcinogenic conazoles: cyproconazole, epoxiconazole, and propiconazole induce a common set of toxicological and transcriptional responses. Toxicol Sci. 2012 May;127(1):54-65. doi: 10.1093/toxsci/kfs086. Epub 2012 Feb 14. PubMed PMID: 22334560. 3: Peffer RC, Moggs JG, Pastoor T, Currie RA, Wright J, Milburn G, Waechter F, Rusyn I. Mouse liver effects of cyproconazole, a triazole fungicide: role of the constitutive androstane receptor. Toxicol Sci. 2007 Sep;99(1):315-25. Epub 2007 Jun 8. PubMed PMID: 17557908. 4: Theunissen PT, Robinson JF, Pennings JL, de Jong E, Claessen SM, Kleinjans JC, Piersma AH. Transcriptomic concentration-response evaluation of valproic acid, cyproconazole, and hexaconazole in the neural embryonic stem cell test (ESTn). Toxicol Sci. 2012 Feb;125(2):430-8. doi: 10.1093/toxsci/kfr293. Epub 2011 Nov 1. PubMed PMID: 22045034. 5: Di Renzo F, Bacchetta R, Bizzo A, Giavini E, Menegola E. Is the amphibian X. laevis WEC a good alternative method to rodent WEC teratogenicity assay? The example of the three triazole derivative fungicides Triadimefon, Tebuconazole, Cyproconazole. Reprod Toxicol. 2011 Sep;32(2):220-6. doi: 10.1016/j.reprotox.2011.05.001. Epub 2011 May 13. PubMed PMID: 21601633. 6: Zhang W, Cheng C, Chen L, Di S, Liu C, Diao J, Zhou Z. Enantioselective toxic effects of cyproconazole enantiomers against Chlorella pyrenoidosa. Chemosphere. 2016 Sep;159:50-7. doi: 10.1016/j.chemosphere.2016.05.073. Epub 2016 Jun 5. PubMed PMID: 27268794. 7: Wan Ibrahim WA, Warno SA, Aboul-Enein HY, Hermawan D, Sanagi MM. Simultaneous enantioseparation of cyproconazole, bromuconazole, and diniconazole enantiomers by CD-modified MEKC. Electrophoresis. 2009 Jun;30(11):1976-82. doi: 10.1002/elps.200800499. PubMed PMID: 19517438. 8: Buerge IJ, Poiger T, Müller MD, Buser HR. Influence of pH on the stereoselective degradation of the fungicides epoxiconazole and cyproconazole in soils. Environ Sci Technol. 2006 Sep 1;40(17):5443-50. PubMed PMID: 16999123. 9: Huang AG, Tu X, Liu L, Wang GX, Ling F. The oxidative stress response of myclobutanil and cyproconazole on Tetrahymena thermophila. Environ Toxicol Pharmacol. 2016 Jan;41:211-8. doi: 10.1016/j.etap.2015.12.008. Epub 2015 Dec 17. PubMed PMID: 26724607. 10: Zhan J, Stefanato FL, McDonald BA. Selection for increased cyproconazole tolerance in Mycosphaerella graminicola through local adaptation and in response to host resistance. Mol Plant Pathol. 2006 Jul;7(4):259-68. doi: 10.1111/j.1364-3703.2006.00336.x. PubMed PMID: 20507445. 11: Miyauchi T, Mori M, Ito K. Application of solid-phase extraction to quantitatively determine cyproconazole and tebuconazole in treated wood using liquid chromatography with UV detection. J Chromatogr A. 2005 Jan 21;1063(1-2):137-41. PubMed PMID: 15700465. 12: Machera K. Developmental toxicity of cyproconazole, an inhibitor of fungal ergosterol biosynthesis, in the rat. Bull Environ Contam Toxicol. 1995 Mar;54(3):363-9. PubMed PMID: 7749267. 13: Bensoltane S, Youbi M, Djebar H, Djebar MR. Effects of two systemic fungicides: Artea (Propiconazole+cyproconazole) and Punch (Flusilazole) on the physiology and the respiratory metabolism of durum wheat (Triticum durum L.). Commun Agric Appl Biol Sci. 2006;71(3 Pt B):1041-8. PubMed PMID: 17390857. 14: Heise T, Schmidt F, Knebel C, Rieke S, Haider W, Pfeil R, Kneuer C, Niemann L, Marx-Stoelting P. Hepatotoxic effects of (tri)azole fungicides in a broad dose range. Arch Toxicol. 2015 Nov;89(11):2105-17. doi: 10.1007/s00204-014-1336-1. Epub 2014 Sep 3. PubMed PMID: 25182419. 15: Konášová R, Dytrtová JJ, Kašička V. Determination of acid dissociation constants of triazole fungicides by pressure assisted capillary electrophoresis. J Chromatogr A. 2015 Aug 21;1408:243-9. doi: 10.1016/j.chroma.2015.07.005. Epub 2015 Jul 4. PubMed PMID: 26169906. 16: Tamura K, Inoue K, Takahashi M, Matsuo S, Irie K, Kodama Y, Gamo T, Ozawa S, Yoshida M. Involvement of constitutive androstane receptor in liver hypertrophy and liver tumor development induced by triazole fungicides. Food Chem Toxicol. 2015 Apr;78:86-95. doi: 10.1016/j.fct.2015.01.021. Epub 2015 Feb 2. PubMed PMID: 25656644. 17: Marx-Stoelting P, Ganzenberg K, Knebel C, Schmidt F, Rieke S, Hammer H, Schmidt F, Pötz O, Schwarz M, Braeuning A. Hepatotoxic effects of cyproconazole and prochloraz in wild-type and hCAR/hPXR mice. Arch Toxicol. 2017 Jan 6. doi: 10.1007/s00204-016-1925-2. [Epub ahead of print] PubMed PMID: 28058446. 18: Khan MA, Brown CD. Influence of commercial formulation on leaching of four pesticides through soil. Sci Total Environ. 2016 Dec 15;573:1573-1579. doi: 10.1016/j.scitotenv.2016.09.076. Epub 2016 Sep 15. PubMed PMID: 27642073. 19: Tamura K, Inoue K, Takahashi M, Matsuo S, Irie K, Kodama Y, Ozawa S, Nishikawa A, Yoshida M. Dose-response involvement of constitutive androstane receptor in mouse liver hypertrophy induced by triazole fungicides. Toxicol Lett. 2013 Jul 31;221(1):47-56. doi: 10.1016/j.toxlet.2013.05.011. Epub 2013 May 27. PubMed PMID: 23721867. 20: Castro T, Roggia S, Wekesa VW, de Andrade Moral R, Gb Demétrio C, Delalibera I Jr, Klingen I. The effect of synthetic pesticides and sulfur used in conventional and organically grown strawberry and soybean on Neozygites floridana, a natural enemy of spider mites. Pest Manag Sci. 2016 Sep;72(9):1752-7. doi: 10.1002/ps.4204. Epub 2016 Feb 1. PubMed PMID: 26662118.