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MedKoo Cat#: 461374 | Name: Fenpropidin
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Description:

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

Fenpropidin is a morpholine class antifungal that is a specific inhibitor of sterol 14-reductase.

Chemical Structure

Fenpropidin
Fenpropidin
CAS#67306-00-7

Theoretical Analysis

MedKoo Cat#: 461374

Name: Fenpropidin

CAS#: 67306-00-7

Chemical Formula: C19H31N

Exact Mass: 273.2457

Molecular Weight: 273.46

Elemental Analysis: C, 83.45; H, 11.43; N, 5.12

Price and Availability

Size Price Availability Quantity
50mg USD 450.00 2 Weeks
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Synonym
Fenpropidin; Patrol; Fenpropidine; Ro 12-3049; Ro-12-3049; Ro12-3049;
IUPAC/Chemical Name
1-(3-(4-(tert-butyl)phenyl)-2-methylpropyl)piperidine
InChi Key
MGNFYQILYYYUBS-UHFFFAOYSA-N
InChi Code
InChI=1S/C19H31N/c1-16(15-20-12-6-5-7-13-20)14-17-8-10-18(11-9-17)19(2,3)4/h8-11,16H,5-7,12-15H2,1-4H3
SMILES Code
CC(CC1=CC=C(C(C)(C)C)C=C1)CN2CCCCC2
Appearance
Liquid or Viscous Liquid
Purity
>95% (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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 273.46 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: Zhao H, Xue J, Jiang N, Peng W, Liu F. Dissipation and residue of fenpropidin in wheat and soil under field conditions. Ecotoxicol Environ Saf. 2012 Mar;77:52-6. doi: 10.1016/j.ecoenv.2011.10.017. Epub 2011 Nov 9. PubMed PMID: 22078112. 2: Buerge IJ, Krauss J, López-Cabeza R, Siegfried W, Stüssi M, Wettstein FE, Poiger T. Stereoselective Metabolism of the Sterol Biosynthesis Inhibitor Fungicides Fenpropidin, Fenpropimorph, and Spiroxamine in Grapes, Sugar Beets, and Wheat. J Agric Food Chem. 2016 Jul 6;64(26):5301-9. doi: 10.1021/acs.jafc.6b00919. Epub 2016 Jun 24. PubMed PMID: 27248479. 3: Feigenbrugel V, Le Calvé S, Mirabel P. Molar absorptivities of 2,4-D, cymoxanil, fenpropidin, isoproturon and pyrimethanil in aqueous solution in the near-UV. Spectrochim Acta A Mol Biomol Spectrosc. 2006 Jan;63(1):103-10. Epub 2005 Oct 26. PubMed PMID: 16256424. 4: Jachak GR, Ramesh R, Sant DG, Jorwekar SU, Jadhav MR, Tupe SG, Deshpande MV, Reddy DS. Silicon Incorporated Morpholine Antifungals: Design, Synthesis, and Biological Evaluation. ACS Med Chem Lett. 2015 Sep 22;6(11):1111-6. doi: 10.1021/acsmedchemlett.5b00245. eCollection 2015 Nov 12. PubMed PMID: 26617963; PubMed Central PMCID: PMC4645241. 5: Bro E, Devillers J, Millot F, Decors A. Residues of plant protection products in grey partridge eggs in French cereal ecosystems. Environ Sci Pollut Res Int. 2016 May;23(10):9559-73. doi: 10.1007/s11356-016-6093-7. Epub 2016 Feb 3. PubMed PMID: 26841780; PubMed Central PMCID: PMC4871908. 6: Bedos C, Rousseau-Djabri MF, Loubet B, Durand B, Flura D, Briand O, Barriuso E. Fungicide volatilization measurements: inverse modeling, role of vapor pressure, and state of foliar residue. Environ Sci Technol. 2010 Apr 1;44(7):2522-8. doi: 10.1021/es9030547. PubMed PMID: 20199019. 7: Nørgaard KB, Cedergreen N. Pesticide cocktails can interact synergistically on aquatic crustaceans. Environ Sci Pollut Res Int. 2010 May;17(4):957-67. doi: 10.1007/s11356-009-0284-4. Epub 2010 Jan 15. PubMed PMID: 20077025. 8: Marcireau C, Guyonnet D, Karst F. Construction and growth properties of a yeast strain defective in sterol 14-reductase. Curr Genet. 1992 Oct;22(4):267-72. PubMed PMID: 1394506. 9: Ellis MC, Lane AG, O'Sullivan CM, Miller PC. Investigations into the source of two fungicides measured in the air for 24 hours following application to a cereal crop. Commun Agric Appl Biol Sci. 2009;74(1):37-46. PubMed PMID: 20218509. 10: Verrengia Guerrero NR, Taylor MG, Davies NA, Lawrence MA, Edwards PA, Simkiss K, Wider EA. Evidence of differences in the biotransformation of organic contaminants in three species of freshwater invertebrates. Environ Pollut. 2002;117(3):523-30. PubMed PMID: 11926182. 11: Steel CC. Radio-detection high-performance liquid chromatographic enzyme assay for inhibitors of fungal sterol delta 14-reductase. J Chromatogr. 1991 May 31;566(2):435-43. PubMed PMID: 1939455. 12: Liu X, Fu J, Yun Y, Yin Y, Ma Z. A sterol C-14 reductase encoded by FgERG24B is responsible for the intrinsic resistance of Fusarium graminearum to amine fungicides. Microbiology. 2011 Jun;157(Pt 6):1665-75. doi: 10.1099/mic.0.045690-0. Epub 2011 Mar 24. PubMed PMID: 21436218. 13: 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. 14: Lichiheb N, Personne E, Bedos C, Van den Berg F, Barriuso E. Implementation of the effects of physicochemical properties on the foliar penetration of pesticides and its potential for estimating pesticide volatilization from plants. Sci Total Environ. 2016 Apr 15;550:1022-1031. doi: 10.1016/j.scitotenv.2016.01.058. Epub 2016 Feb 6. PubMed PMID: 26855355. 15: Engels AJ, Holub EF, Swart K, De Waard MA. Genetic analysis of resistance to fenpropimorph in Aspergillus niger. Curr Genet. 1998 Feb;33(2):145-50. PubMed PMID: 9506903. 16: Schäfer RB, Mueller R, Brack W, Wenzel KD, Streck G, Ruck W, Liess M. Determination of 10 particle-associated multiclass polar and semi-polar pesticides from small streams using accelerated solvent extraction. Chemosphere. 2008 Feb;70(11):1952-60. Epub 2007 Nov 7. PubMed PMID: 17991510. 17: Lorenz RT, Parks LW. Physiological effects of fenpropimorph on wild-type Saccharomyces cerevisiae and fenpropimorph-resistant mutants. Antimicrob Agents Chemother. 1991 Aug;35(8):1532-7. PubMed PMID: 1929324; PubMed Central PMCID: PMC245214. 18: Hesselink PG, Kerkenaar A, Witholt B. Inhibition of microbial cholesterol oxidases by dimethylmorpholines. J Steroid Biochem. 1990 Jan;35(1):107-13. PubMed PMID: 2308321. 19: Lai MH, Bard M, Pierson CA, Alexander JF, Goebl M, Carter GT, Kirsch DR. The identification of a gene family in the Saccharomyces cerevisiae ergosterol biosynthesis pathway. Gene. 1994 Mar 11;140(1):41-9. PubMed PMID: 8125337. 20: Genet JL, Jaworska G. Baseline sensitivity to proquinazid in Blumeria graminis f. sp. tritici and Erysiphe necator and cross-resistance with other fungicides. Pest Manag Sci. 2009 Aug;65(8):878-84. doi: 10.1002/ps.1768. PubMed PMID: 19418441.