Flutriafol | CAS#76674-21-0 | demethylation inhibitor | NMDA receptor agonist

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

MedKoo CAT#: 540139

CAS#: 76674-21-0

Description: Flutriafol is a pesticide, demethylation inhibitor, and NMDA receptor agonist that prevents sterol synthesis and disrupts membrane function. It also induces striatal dopamine release and decreases oxidative damage.

Chemical Structure

Flutriafol

CAS# 76674-21-0

Instruction

Theoretical Analysis

MedKoo Cat#: 540139
Name: Flutriafol
CAS#: 76674-21-0
Chemical Formula: C16H13F2N3O
Exact Mass: 301.10
Molecular Weight: 301.290
Elemental Analysis: C, 63.78; H, 4.35; F, 12.61; N, 13.95; O, 5.31

Price and Availability

Size	Price	Availability
100mg	USD 250	2 Weeks
250mg	USD 450	2 Weeks
1g	USD 850	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: Flutriafol; Impact; PP 450; PP450; PP-450; R 152450; R152450; R-152450

IUPAC/Chemical Name: 1-(2-fluorophenyl)-1-(4-fluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethan-1-ol

InChi Key: JWUCHKBSVLQQCO-UHFFFAOYSA-N

InChi Code: InChI=1S/C16H13F2N3O/c17-13-7-5-12(6-8-13)16(22,9-21-11-19-10-20-21)14-3-1-2-4-15(14)18/h1-8,10-11,22H,9H2

SMILES Code: OC(C1=CC=C(F)C=C1)(C2=CC=CC=C2F)CN3N=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 301.29 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: Zhang Q, Hua X, Yang Y, Yin W, Tian M, Shi H, Wang M. Stereoselective degradation of flutriafol and tebuconazole in grape. Environ Sci Pollut Res Int. 2015 Mar;22(6):4350-8. doi: 10.1007/s11356-014-3673-2. Epub 2014 Oct 10. PubMed PMID: 25300182.

2: Zhang Q, Hua XD, Shi HY, Liu JS, Tian MM, Wang MH. Enantioselective bioactivity, acute toxicity and dissipation in vegetables of the chiral triazole fungicide flutriafol. J Hazard Mater. 2015 Mar 2;284:65-72. doi: 10.1016/j.jhazmat.2014.10.033. Epub 2014 Oct 30. PubMed PMID: 25463219.

3: Zhang Q, Tian M, Wang M, Shi H, Wang M. Simultaneous enantioselective determination of triazole fungicide flutriafol in vegetables, fruits, wheat, soil, and water by reversed-phase high-performance liquid chromatography. J Agric Food Chem. 2014 Apr 2;62(13):2809-15. doi: 10.1021/jf405689n. Epub 2014 Mar 19. PubMed PMID: 24611465.

4: Song Y, Zou Z, Gong Y, Shan W, Li W, Han L. Dissipation and residues of flutriafol in wheat and soil under field conditions. Bull Environ Contam Toxicol. 2012 Sep;89(3):611-4. doi: 10.1007/s00128-012-0749-x. Epub 2012 Jul 19. PubMed PMID: 22885544.

5: Tao Y, Dong F, Xu J, Liu X, Cheng Y, Liu N, Chen Z, Zheng Y. Green and sensitive supercritical fluid chromatographic-tandem mass spectrometric method for the separation and determination of flutriafol enantiomers in vegetables, fruits, and soil. J Agric Food Chem. 2014 Nov 26;62(47):11457-64. doi: 10.1021/jf504324t. Epub 2014 Nov 17. PubMed PMID: 25376483.

6: de Oliveira LA, Pacheco HP, Scherer R. Flutriafol and pyraclostrobin residues in Brazilian green coffees. Food Chem. 2016 Jan 1;190:60-3. doi: 10.1016/j.foodchem.2015.05.035. Epub 2015 May 8. PubMed PMID: 26212941.

7: Shen Z, Zhang P, Xu X, Wang X, Zhou Z, Liu D. Gender-related differences in stereoselective degradation of flutriafol in rabbits. J Agric Food Chem. 2011 Sep 28;59(18):10071-7. doi: 10.1021/jf201784r. Epub 2011 Sep 1. PubMed PMID: 21740052.

8: Yu P, Jia C, Song W, Liu F. Dissipation and residues of flutriafol in wheat and soil under field conditions. Bull Environ Contam Toxicol. 2012 Nov;89(5):1040-5. doi: 10.1007/s00128-012-0810-9. Epub 2012 Sep 16. PubMed PMID: 22983725.

9: Zhang Q, Zhou L, Yang Y, Hua X, Shi H, Wang M. Study on the stereoselective degradation of three triazole fungicides in sediment. Ecotoxicol Environ Saf. 2015 Jul;117:1-6. doi: 10.1016/j.ecoenv.2015.03.014. Epub 2015 Mar 24. PubMed PMID: 25814463.

10: Faro LR, Alfonso M, Maués LA, Durán R. Role of ionotropic glutamatergic receptors and nitric oxide in the effects of flutriafol, a triazole fungicide, on the in vivo striatal dopamine release. J Toxicol Sci. 2012;37(6):1135-42. PubMed PMID: 23208429.

11: Gatarayiha MC, Laing MD, Miller RM. In vitro effects of flutriafol and azoxystrobin on Beauvaria bassiana and its efficacy against Tetranychus urticae. Pest Manag Sci. 2010 Jul;66(7):773-8. doi: 10.1002/ps.1941. PubMed PMID: 20533452.

12: Santana MB, Rodrigues KJ, Durán R, Alfonso M, Vidal L, Campos F, De Oliveira IM, Faro LR. Evaluation of the effects and mechanisms of action of flutriafol, a triazole fungicide, on striatal dopamine release by using in vivo microdialysis in freely moving rats. Ecotoxicol Environ Saf. 2009 Jul;72(5):1565-71. doi: 10.1016/j.ecoenv.2009.01.004. Epub 2009 Feb 20. PubMed PMID: 19232726.

13: Ghauch A. Rapid removal of flutriafol in water by zero-valent iron powder. Chemosphere. 2008 Mar;71(5):816-26. doi: 10.1016/j.chemosphere.2007.11.057. Epub 2008 Feb 21. PubMed PMID: 18178235.

14: Faro LR, Alfonso M, Cervantes R, Durán R. Comparative effects of pesticides on in vivo dopamine release in freely moving rats. Basic Clin Pharmacol Toxicol. 2009 Dec;105(6):395-400. doi: 10.1111/j.1742-7843.2009.00468.x. Epub 2009 Oct 12. PubMed PMID: 19821830.

15: White PM, Potter TL, Culbreath AK. Fungicide dissipation and impact on metolachlor aerobic soil degradation and soil microbial dynamics. Sci Total Environ. 2010 Feb 15;408(6):1393-402. doi: 10.1016/j.scitotenv.2009.11.012. Epub 2009 Dec 16. PubMed PMID: 20015538.

16: Uclés A, Herrera López S, Dolores Hernando M, Rosal R, Ferrer C, Fernández-Alba AR. Application of zirconium dioxide nanoparticle sorbent for the clean-up step in post-harvest pesticide residue analysis. Talanta. 2015 Nov 1;144:51-61. doi: 10.1016/j.talanta.2015.05.055. Epub 2015 May 30. PubMed PMID: 26452791.

17: Zayats MF, Leschev SM, Zayats MA. A novel method for the determination of some pesticides in vegetable oils based on dissociation extraction followed by gas chromatography-mass spectrometry. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2016 Aug;33(8):1337-45. doi: 10.1080/19440049.2016.1209575. Epub 2016 Jul 25. PubMed PMID: 27382960.

18: Qiu J, Dai S, Zheng C, Yang S, Chai T, Bie M. Enantiomeric separation of triazole fungicides with 3-μm and 5-μml particle chiral columns by reverse-phase high-performance liquid chromatography. Chirality. 2011 Jul;23(6):479-86. doi: 10.1002/chir.20950. Epub 2011 Apr 19. PubMed PMID: 21506167.

19: Zhou Y, Li L, Lin K, Zhu X, Liu W. Enantiomer separation of triazole fungicides by high-performance liquid chromatography. Chirality. 2009 Apr;21(4):421-7. doi: 10.1002/chir.20607. PubMed PMID: 18570307.

20: Li J, Wang Y, Shi J, Jiang L, Yao X, Fang L. [Determination of 11 triazole fungicides in fruits using solid phase extraction and gas chromatography-tandem mass spectrometry]. Se Pu. 2012 Mar;30(3):262-6. Chinese. PubMed PMID: 22715691.

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