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MedKoo Cat#: 598185 | Name: Fenpropimorph
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Description:

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

Fenpropimorph is a small moluecule fungicide.

Chemical Structure

Fenpropimorph
Fenpropimorph
CAS#67564-91-4

Theoretical Analysis

MedKoo Cat#: 598185

Name: Fenpropimorph

CAS#: 67564-91-4

Chemical Formula: C20H33NO

Exact Mass: 303.2562

Molecular Weight: 303.49

Elemental Analysis: C, 79.15; H, 10.96; N, 4.62; O, 5.27

Price and Availability

Size Price Availability Quantity
50mg USD 350.00 2 Weeks
100mg USD 650.00 2 Weeks
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Related CAS #
No Data
Synonym
Fenpropimorph; cis-Fenpropimorph; Fenpropimorphe; Mistral; Ro 14-3169/000; Ro14-3169/000; Ro-14-3169/000; BAS 42100F; BAS42100F; BAS-42100F
IUPAC/Chemical Name
(2S,6R)-4-(3-(4-(tert-butyl)phenyl)-2-methylpropyl)-2,6-dimethylmorpholine
InChi Key
RYAUSSKQMZRMAI-ALOPSCKCSA-N
InChi Code
InChI=1S/C20H33NO/c1-15(12-21-13-16(2)22-17(3)14-21)11-18-7-9-19(10-8-18)20(4,5)6/h7-10,15-17H,11-14H2,1-6H3/t15?,16-,17+
SMILES Code
C[C@H]1O[C@@H](C)CN(CC(C)CC2=CC=C(C(C)(C)C)C=C2)C1
Appearance
A neat oil
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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 303.49 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: Houbraken M, Senaeve D, Fevery D, Spanoghe P. Influence of adjuvants on the dissipation of fenpropimorph, pyrimethanil, chlorpyrifos and lindane on the solid/gas interface. Chemosphere. 2015 Nov;138:357-63. doi: 10.1016/j.chemosphere.2015.06.040. Epub 2015 Jun 29. PubMed PMID: 26133697. 2: Kim H, Jang S, Kim S, Yamaoka Y, Hong D, Song WY, Nishida I, Li-Beisson Y, Lee Y. The small molecule fenpropimorph rapidly converts chloroplast membrane lipids to triacylglycerols in Chlamydomonas reinhardtii. Front Microbiol. 2015 Feb 24;6:54. doi: 10.3389/fmicb.2015.00054. eCollection 2015. PubMed PMID: 25759683; PubMed Central PMCID: PMC4338789. 3: 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. 4: Zocco D, Van Aarle IM, Oger E, Lanfranco L, Declerck S. Fenpropimorph and fenhexamid impact phosphorus translocation by arbuscular mycorrhizal fungi. Mycorrhiza. 2011 Jul;21(5):363-374. doi: 10.1007/s00572-010-0344-0. Epub 2010 Nov 18. PubMed PMID: 21085999. 5: Mateo EM, Valle-Algarra FM, Mateo R, Jiménez M, Magan N. Effect of fenpropimorph, prochloraz and tebuconazole on growth and production of T-2 and HT-2 toxins by Fusarium langsethiae in oat-based medium. Int J Food Microbiol. 2011 Dec 15;151(3):289-98. doi: 10.1016/j.ijfoodmicro.2011.09.017. Epub 2011 Oct 2. PubMed PMID: 22015243. 6: 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. 7: 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. 8: Drážovská M, Šiviková K, Holečková B, Dianovský J, Galdíková M, Schwarzbacherová V. Evaluation of potential genotoxic/cytotoxic effects induced by epoxiconazole and fenpropimorph-based fungicide in bovine lymphocytes in vitro. J Environ Sci Health B. 2016 Nov;51(11):769-76. doi: 10.1080/03601234.2016.1198643. Epub 2016 Jul 18. PubMed PMID: 27428828. 9: Campagnac E, Lounès-Hadj Sahraoui A, Debiane D, Fontaine J, Laruelle F, Garçon G, Verdin A, Durand R, Shirali P, Grandmougin-Ferjani A. Arbuscular mycorrhiza partially protect chicory roots against oxidative stress induced by two fungicides, fenpropimorph and fenhexamid. Mycorrhiza. 2010 Mar;20(3):167-78. doi: 10.1007/s00572-009-0267-9. Epub 2009 Sep 16. PubMed PMID: 19756779. 10: Campagnac E, Fontaine J, Lounès-Hadj Sahraoui A, Laruelle F, Durand R, Grandmougin-Ferjani A. Fenpropimorph slows down the sterol pathway and the development of the arbuscular mycorrhizal fungus Glomus intraradices. Mycorrhiza. 2009 Aug;19(6):365-374. doi: 10.1007/s00572-009-0238-1. Epub 2009 Apr 2. PubMed PMID: 19340463. 11: Campagnac E, Fontaine J, Sahraoui AL, Laruelle F, Durand R, Grandmougin-Ferjani A. Differential effects of fenpropimorph and fenhexamid, two sterol biosynthesis inhibitor fungicides, on arbuscular mycorrhizal development and sterol metabolism in carrot roots. Phytochemistry. 2008 Dec;69(17):2912-9. doi: 10.1016/j.phytochem.2008.09.009. Epub 2008 Nov 12. PubMed PMID: 19007946. 12: Kelly DE, Rose ME, Kelly SL. Investigation of the role of sterol delta 8-->7-isomerase in the sensitivity of Saccharomyces cerevisiae to fenpropimorph. FEMS Microbiol Lett. 1994 Oct 1;122(3):223-6. PubMed PMID: 7988864. 13: Crowley JH, Lorenz RT, Parks LW. Fenpropimorph affects uptake of uracil and cytosine in Saccharomyces cerevisiae. Antimicrob Agents Chemother. 1994 May;38(5):1004-7. PubMed PMID: 8067730; PubMed Central PMCID: PMC188141. 14: Stolz J, Sauer N. The fenpropimorph resistance gene FEN2 from Saccharomyces cerevisiae encodes a plasma membrane H+-pantothenate symporter. J Biol Chem. 1999 Jun 25;274(26):18747-52. PubMed PMID: 10373490. 15: Sajbidor J, Lamacka M, Baláz S, Huong LM, Ciesarova Z. Influence of new fenpropimorph fungicides on the growth and sterol composition in Saccharomyces cerevisiae: relationship between structure and activity. J Pharm Pharmacol. 1998 Mar;50(3):297-301. PubMed PMID: 9600722. 16: Corio-Costet MF, Gerst N, Benveniste P, Schuber F. Inhibition by the fungicide fenpropimorph of cholesterol biosynthesis in 3T3 fibroblasts. Biochem J. 1988 Dec 15;256(3):829-34. PubMed PMID: 3223956; PubMed Central PMCID: PMC1135490. 17: Leistra M, Smelt JH, Weststrate JH, van den Berg F, Aalderink R. Volatilization of the pesticides chlorpyrifos and fenpropimorph from a potato crop. Environ Sci Technol. 2006 Jan 1;40(1):96-102. PubMed PMID: 16433338. 18: Zocco D, Fontaine J, Lozanova E, Renard L, Bivort C, Durand R, Grandmougin-Ferjani A, Declerck S. Effects of two sterol biosynthesis inhibitor fungicides (fenpropimorph and fenhexamid) on the development of an arbuscular mycorrhizal fungus. Mycol Res. 2008 May;112(Pt 5):592-601. doi: 10.1016/j.mycres.2007.11.010. Epub 2007 Dec 7. PubMed PMID: 18396024. 19: Leistra M, Smelt JH, van den Berg F. Measured and computed volatilisation of the fungicide fenpropimorph from a sugar beet crop. Pest Manag Sci. 2005 Feb;61(2):151-8. PubMed PMID: 15619709. 20: Hajipour AR, Fontanilla D, Chu UB, Arbabian M, Ruoho AE. Synthesis and characterization of N,N-dialkyl and N-alkyl-N-aralkyl fenpropimorph-derived compounds as high affinity ligands for sigma receptors. Bioorg Med Chem. 2010 Jun 15;18(12):4397-404. doi: 10.1016/j.bmc.2010.04.078. Epub 2010 Apr 29. PubMed PMID: 20493718; PubMed Central PMCID: PMC3565575.

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PROTAC-12

PROTAC-12