Bitertanol | CAS#55179-31-2 | pesticide | demethylation inhibitor

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

MedKoo CAT#: 540048

CAS#: 55179-31-2

Description: Bitertanol is a pesticide and demethylation inhibitor that disrupts membrane function and prevents sterol synthesis. It also increases activity of antioxidative enzymes and alters operant behavior in animal models.

Chemical Structure

Bitertanol

CAS# 55179-31-2

Instruction

Theoretical Analysis

MedKoo Cat#: 540048
Name: Bitertanol
CAS#: 55179-31-2
Chemical Formula: C20H23N3O2
Exact Mass: 337.18
Molecular Weight: 337.420
Elemental Analysis: C, 71.19; H, 6.87; N, 12.45; O, 9.48

Price and Availability

Size	Price	Availability	Quantity
250mg	USD 100	2 weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: Biloxazol; Baycor; Sibutol; KWG 0599; KWG0599; KWG-0599;

IUPAC/Chemical Name: 1-([1,1'-biphenyl]-4-yloxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

InChi Key: VGPIBGGRCVEHQZ-UHFFFAOYSA-N

InChi Code: InChI=1S/C20H23N3O2/c1-20(2,3)18(24)19(23-14-21-13-22-23)25-17-11-9-16(10-12-17)15-7-5-4-6-8-15/h4-14,18-19,24H,1-3H3

SMILES Code: OC(C(C)(C)C)C(OC1=CC=C(C2=CC=CC=C2)C=C1)N3N=CN=C3

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:

Instruction:

View handling instruction

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 337.42 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.

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:
In vitro protocol:
In vivo protocol:

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1: Bourgin M, Violleau F, Debrauwer L, Albet J. Kinetic aspects and identification of by-products during the ozonation of bitertanol in agricultural wastewaters. Chemosphere. 2013 Jan;90(4):1387-95. doi: 10.1016/j.chemosphere.2012.08.014. Epub 2012 Sep 20. PubMed PMID: 23000045.

2: Chan PK, Lu SY, Liao JW, Wei CF, Tsai Y, Ueng TH. Induction and inhibition of cytochrome P450-dependent monooxygenases of rats by fungicide bitertanol. Food Chem Toxicol. 2006 Dec;44(12):2047-57. Epub 2006 Aug 8. PubMed PMID: 16971034.

3: Yamazaki Y, Ninomiya T. Determination of bitertanol residues in strawberries by liquid chromatography with fluorescence detection and confirmation by gas chromatography/mass spectrometry. J AOAC Int. 1998 Nov-Dec;81(6):1252-6. PubMed PMID: 9850587.

4: Ghisari M, Long M, Tabbo A, Bonefeld-Jørgensen EC. Effects of currently used pesticides and their mixtures on the function of thyroid hormone and aryl hydrocarbon receptor in cell culture. Toxicol Appl Pharmacol. 2015 May 1;284(3):292-303. doi: 10.1016/j.taap.2015.02.004. Epub 2015 Feb 12. PubMed PMID: 25684042.

5: Laing PW. Possible bitertanol and fuberidazole poisoning in young pheasants. Vet Rec. 2001 Jul 28;149(4):118-20. PubMed PMID: 11504204.

6: Allen AR, MacPhail RC. Bitertanol, a triazole fungicide, increases operant responding but not motor activity. Neurotoxicol Teratol. 1993 Jul-Aug;15(4):237-42. PubMed PMID: 8413077.

7: Lv X, Pan L, Wang J, Lu L, Yan W, Zhu Y, Xu Y, Guo M, Zhuang S. Effects of triazole fungicides on androgenic disruption and CYP3A4 enzyme activity. Environ Pollut. 2017 Mar;222:504-512. doi: 10.1016/j.envpol.2016.11.051. Epub 2016 Dec 21. PubMed PMID: 28012672.

8: Lee WO, Wong SK. Simple and rapid method for simultaneous gas chromatographic determination of bitertanol, metalaxyl, oxadixyl, propiconazole, and triadimefon residues in cucumbers. Analyst. 1995 Oct;120(10):2475-8. PubMed PMID: 8540615.

9: Kjeldsen LS, Ghisari M, Bonefeld-Jørgensen EC. Currently used pesticides and their mixtures affect the function of sex hormone receptors and aromatase enzyme activity. Toxicol Appl Pharmacol. 2013 Oct 15;272(2):453-64. doi: 10.1016/j.taap.2013.06.028. Epub 2013 Jul 16. PubMed PMID: 23871939.

10: Chai T, Yang W, Qiu J, Hou S. Direct enantioseparation of nitrogen-heterocyclic pesticides on cellulose-based chiral column by high-performance liquid chromatography. Chirality. 2015 Jan;27(1):32-8. doi: 10.1002/chir.22385. Epub 2014 Oct 20. PubMed PMID: 25331721.

11: Tanaka Y, Taguchi S, Yoshida S, Hori S, Takagaki Y. [Effects of organonitrogen, carbamate pesticides and others on beta-hexosaminidase release from rat basophilic leukemia cells (RBL-2H3)]. Shokuhin Eiseigaku Zasshi. 2001 Aug;42(4):257-61. Japanese. PubMed PMID: 11817142.

12: Zamora T, Hidalgo C, López FJ, Hernández F. Determination of fungicide residues in fruits by coupled-column liquid chromatography. J Sep Sci. 2004 Jun;27(9):645-52. PubMed PMID: 15387458.

13: Bushnell PJ. Testing for cognitive function in animals in a regulatory context. Neurotoxicol Teratol. 2015 Nov-Dec;52(Pt A):68-77. doi: 10.1016/j.ntt.2014.04.068. Epub 2014 May 9. Review. PubMed PMID: 24815542.

14: Taxvig C, Hadrup N, Boberg J, Axelstad M, Bossi R, Bonefeld-Jørgensen EC, Vinggaard AM. In vitro-in vivo correlations for endocrine activity of a mixture of currently used pesticides. Toxicol Appl Pharmacol. 2013 Nov 1;272(3):757-66. doi: 10.1016/j.taap.2013.07.028. Epub 2013 Aug 14. PubMed PMID: 23954766.

15: Bossi R, Vinggaard AM, Taxvig C, Boberg J, Bonefeld-Jørgensen EC. Levels of pesticides and their metabolites in Wistar rat amniotic fluids and maternal urine upon gestational exposure. Int J Environ Res Public Health. 2013 Jun 4;10(6):2271-81. doi: 10.3390/ijerph10062271. PubMed PMID: 23736656; PubMed Central PMCID: PMC3717736.

16: Gilbert-López B, García-Reyes JF, Molina-Díaz A. Determination of fungicide residues in baby food by liquid chromatography-ion trap tandem mass spectrometry. Food Chem. 2012 Nov 15;135(2):780-6. doi: 10.1016/j.foodchem.2012.04.059. Epub 2012 May 2. PubMed PMID: 22868159.

17: Bagheri H, Es'haghi A, Es-haghi A, Mesbahi N. A high-throughput approach for the determination of pesticide residues in cucumber samples using solid-phase microextraction on 96-well plate. Anal Chim Acta. 2012 Aug 31;740:36-42. doi: 10.1016/j.aca.2012.06.001. Epub 2012 Jun 12. PubMed PMID: 22840648.

18: Glynn NC, Ray R, Edwards SG, Hare MC, Parry DW, Barnett CJ, Beck JJ. Quantitative Fusarium spp. and Microdochium spp. PCR assays to evaluate seed treatments for the control of Fusarium seedling blight of wheat. J Appl Microbiol. 2007 Jun;102(6):1645-53. PubMed PMID: 17578430.

19: Zhang H, Qian M, Wang X, Wang X, Xu H, Wang Q, Wang M. HPLC-MS/MS enantioseparation of triazole fungicides using polysaccharide-based stationary phases. J Sep Sci. 2012 Apr;35(7):773-81. doi: 10.1002/jssc.201100889. PubMed PMID: 22532344.

20: Vadkertiová R, Sláviková E. Influence of pesticides on yeasts colonizing leaves. Z Naturforsch C. 2011 Nov-Dec;66(11-12):588-94. PubMed PMID: 22351984.

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