Flumorph | CAS# 211867-47-9 | fungicide

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

MedKoo CAT#: 581068

CAS#: 211867-47-9

Description: Flumorph is novel fungicide, disturbing the polar deposition of newly synthesized cell wall materials during cystospore germination and hyphal growth. Flumorph did not inhibit the synthesis of cell wall materials, but disturbed the polar deposition of newly synthesized cell wall materials during cystospore germination and hyphal growth. In flumorph-treated hyphae, the most characteristic change was the development of periodic swelling ("beaded" morphology) and the disruption of tip growth. Upon removing flumorph, normal tip growth and organized F-actin were observed again. Flumorph had induced systemic genotoxicity in mammals as it caused DNA damage in all tested vital organs, especially in brain and spleen.

Chemical Structure

Flumorph

CAS# 211867-47-9

Instruction

Theoretical Analysis

MedKoo Cat#: 581068
Name: Flumorph
CAS#: 211867-47-9
Chemical Formula: C21H22FNO4
Exact Mass: 371.15
Molecular Weight: 371.410
Elemental Analysis: C, 67.91; H, 5.97; F, 5.12; N, 3.77; O, 17.23

Price and Availability

Size	Price	Availability	Quantity
25mg	USD 280
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: Flumorph; SYP-L190; X5977

IUPAC/Chemical Name: 3-(3,4-Dimethoxyphenyl)-3-(4-fluorophenyl)-1-morpholin-4-ylprop-2-en-1-one

InChi Key: BKBSMMUEEAWFRX-NBVRZTHBSA-N

InChi Code: InChI=1S/C21H22FNO4/c1-25-19-8-5-16(13-20(19)26-2)18(15-3-6-17(22)7-4-15)14-21(24)23-9-11-27-12-10-23/h3-8,13-14H,9-12H2,1-2H3/b18-14+

SMILES Code: O=C(N1CCOCC1)/C=C(C2=CC=C(OC)C(OC)=C2)\C3=CC=C(F)C=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 371.41 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: Guan A, Wang M, Yang J, Wang L, Xie Y, Lan J, Liu C. Discovery of a New Fungicide Candidate through Lead Optimization of Pyrimidinamine Derivatives and Its Activity against Cucumber Downy Mildew. J Agric Food Chem. 2017 Dec 13;65(49):10829-10835. doi: 10.1021/acs.jafc.7b03898. Epub 2017 Nov 30. PubMed PMID: 29151354.

2: Guan A, Liu C, Chen W, Yang F, Xie Y, Zhang J, Li Z, Wang M. Design, Synthesis, and Structure-Activity Relationship of New Pyrimidinamine Derivatives Containing an Aryloxy Pyridine Moiety. J Agric Food Chem. 2017 Feb 15;65(6):1272-1280. doi: 10.1021/acs.jafc.6b05580. Epub 2017 Feb 6. PubMed PMID: 28118711.

3: Pang Z, Chen L, Mu W, Liu L, Liu X. Insights into the adaptive response of the plant-pathogenic oomycete Phytophthora capsici to the fungicide flumorph. Sci Rep. 2016 Apr 6;6:24103. doi: 10.1038/srep24103. PubMed PMID: 27050922; PubMed Central PMCID: PMC4822174.

4: Mei X, Yang M, Jiang B, Ding X, Deng W, Dong Y, Chen L, Liu X, Zhu S. Proteomic analysis on zoxamide-induced sensitivity changes in Phytophthora cactorum. Pestic Biochem Physiol. 2015 Sep;123:9-18. doi: 10.1016/j.pestbp.2015.01.012. Epub 2015 Jan 22. PubMed PMID: 26267047.

5: Hua C, Kots K, Ketelaar T, Govers F, Meijer HJ. Effect of Flumorph on F-Actin Dynamics in the Potato Late Blight Pathogen Phytophthora infestans. Phytopathology. 2015 Apr;105(4):419-23. doi: 10.1094/PHYTO-04-14-0119-R. PubMed PMID: 25496300.

6: Ding L, Cai C, Wang D. [Determination of flumorph and dimethomorph residues in vegetables by improved QuEChERS-gas chromatography-mass spectromery]. Se Pu. 2014 Aug;32(8):849-54. Chinese. PubMed PMID: 25434121.

7: Cao X, Yang C, Liu J, Hui X, Yang W, Li S, Tian Y, Cai L. DNA damage and effects on antioxidative enzymes in earthworm (Eisenia fetida) induced by flumorph. Appl Biochem Biotechnol. 2014 Feb;172(4):2276-85. doi: 10.1007/s12010-013-0662-8. Epub 2013 Dec 20. PubMed PMID: 24352618.

8: Zhang T, Zhao Q, Zhang Y, Ning J. Assessment of genotoxic effects of flumorph by the comet assay in mice organs. Hum Exp Toxicol. 2014 Mar;33(3):224-9. doi: 10.1177/0960327111417268. Epub 2013 Apr 24. PubMed PMID: 23615708.

9: Pang Z, Shao J, Chen L, Lu X, Hu J, Qin Z, Liu X. Resistance to the novel fungicide pyrimorph in Phytophthora capsici: risk assessment and detection of point mutations in CesA3 that confer resistance. PLoS One. 2013;8(2):e56513. doi: 10.1371/journal.pone.0056513. Epub 2013 Feb 19. PubMed PMID: 23431382; PubMed Central PMCID: PMC3576395.

10: Chen L, Zhu S, Lu X, Pang Z, Cai M, Liu X. Assessing the risk that Phytophthora melonis can develop a point mutation (V1109L) in CesA3 conferring resistance to carboxylic acid amide fungicides. PLoS One. 2012;7(7):e42069. doi: 10.1371/journal.pone.0042069. Epub 2012 Jul 27. PubMed PMID: 22848705; PubMed Central PMCID: PMC3407118.

11: Wang Y, Fan S, Cui X, He M, Zhang F, Yang C, Zhang C, Ma J. A sensitive and selective method for the determination of flumorph residues in vegetables and fruits by HPLC-ESI-MS/MS. Talanta. 2011 Oct 30;86:221-6. doi: 10.1016/j.talanta.2011.09.004. Epub 2011 Sep 19. PubMed PMID: 22063534.

12: Chai B, Liu C. (Z)-3-(3,4-Dimeth-oxy-phen-yl)-3-(4-fluoro-phen-yl)-1-morpholino-prop-2-en-1-one. Acta Crystallogr Sect E Struct Rep Online. 2011 Jul 1;67(Pt 7):o1780. doi: 10.1107/S1600536811022008. Epub 2011 Jun 22. PubMed PMID: 21837155; PubMed Central PMCID: PMC3151755.

13: Bi Y, Cui X, Lu X, Cai M, Liu X, Hao JJ. Baseline sensitivity of natural population and resistance of mutants in Phytophthora capsici to zoxamide. Phytopathology. 2011 Sep;101(9):1104-11. doi: 10.1094/PHYTO-01-11-0010. PubMed PMID: 21692644.

14: Lu XH, Zhu SS, Bi Y, Liu XL, Hao JJ. Baseline sensitivity and resistance-risk assessment of Phytophthora capsici to iprovalicarb. Phytopathology. 2010 Nov;100(11):1162-8. doi: 10.1094/PHYTO-12-09-0351. PubMed PMID: 20932164.

15: Wang H, Sun H, Stammler G, Ma J, Zhou M. Generation and characterization of isolates of Peronophythora litchii resistant to carboxylic acid amide fungicides. Phytopathology. 2010 May;100(5):522-7. doi: 10.1094/PHYTO-100-5-0522. PubMed PMID: 20373974.

16: Zhao J, Cai L, Wang J, Wu Y, Yao B, Zhang L. Uterotrophic assay, Hershberger assay, and repeated 28-day oral toxicity study of flumorph based on the Organization for Economic Co-operation and Development draft protocols. Exp Toxicol Pathol. 2011 Jan;63(1-2):143-9. doi: 10.1016/j.etp.2009.11.001. Epub 2009 Dec 5. PubMed PMID: 19963360.

17: Hu JY, Liu C, Zhang X, Qin DM, Liu CL. Photodegradation of flumorph in aqueous solutions and natural water under abiotic conditions. J Agric Food Chem. 2009 Oct 28;57(20):9629-33. doi: 10.1021/jf902182m. PubMed PMID: 19807099.

18: Hu JY, Zhang YC, Yan H. Determination of flumorph residues in vegetables, soil, and natural water by solid-phase extraction cleanup and high-performance liquid chromatography with UV detection. J AOAC Int. 2008 Nov-Dec;91(6):1459-66. PubMed PMID: 19202809.

19: Sheng Zhu S, Li Liu X, Fei Liu P, Li Y, Qiang Li J, Min Wang H, Kui Yuan S, Guo Si N. Flumorph Is a Novel Fungicide That Disrupts Microfilament Organization in Phytophthora melonis. Phytopathology. 2007 May;97(5):643-9. doi: 10.1094/PHYTO-97-5-0643. PubMed PMID: 18943584.

20: Hu JY, Liu C, Yan H. Degradation of flumorph in soils, aqueous buffer solutions, and natural waters. J Agric Food Chem. 2008 Sep 24;56(18):8574-9. doi: 10.1021/jf801630t. Epub 2008 Aug 20. PubMed PMID: 18712878.

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