Adama is developing Dihydropyridine Class Fungicide – IP (Patent) Protected by Dow (Corteva)

Last week, May 28, 2020, Adama got a new PCT Patent application on a combination of “5-FLUORO-4-IMINO-3- METHYL-1-TOSYL-3,4-DIHYDROPYRIMIDIN-2-ONE” with other fungicides.

Adama-Dow Candidate


Development Fungicide Compound:

IUPAC: 5-FLUORO-4-IMINO-3- METHYL-1-TOSYL-3,4-DIHYDROPYRIMIDIN-2-ONE

CAS RN. 1616664-98-2

Chemical Class: dihydropyridine

Indication: Fungicide

Spectrum: ascomycetes, basidiomycetes, deuteromycetes and oomycetes


IP Information:

The compound is originally, covered in Dow patent published in 2014 (WO2014105845). Adama has filed 4 PCT patent applications including instant patent applications.

The said patent discloses the preparation of compound and to the use of these compounds as fungicides. It also discloses methods of controlling a fungal disease such as Septoria tritici, comprising administering an effective amount of the fungicide compound to at least one surface associated with the plant, seed or soil.

Patent Category: Process Patents by Dow AgroSciences LLC

A process for the preparation of fluoroiminoalkylaryl sulfonyldihydropyrimidinone

By: Choy, Nakyen; Ross, Ronald, Jr.
World Intellectual Property Organization, WO2015103142 OR WO2015103144 Assigned to Dow AgroSciences LLC
The patent discloses a process for the preparation of title compounds by sulfonylation of 5-fluorocytosine with benzenesulfonyl chloride followed by alkylation with iodomethane. 

Adama Patents: Four PCT patent applications

Patent Category: Combination / Mixture patent

1. Synergistic fungicidal mixtures for fungal control in cereals

By: Owen, W. John; Yao, Chenglin; Lorsbach, Beth

World Intellectual Property Organization, WO2015103261  OR WO2015103262 OR WO2015103259

The patent discloses the fungicidal composition containing 5-fluoro-4-imino-3-methyl-l-tosyl-3,4-dihydropyrimidin-2(1H)-one, and at least one fungicide selected from the group consisting of: prothioconazole, epoxiconazole, cyproconazole, myclobutanil, metconazole, difenoconazole, propiconazole, fluquinconazole, and flutriafol provides synergistic control.


Patent Category: Derivative 

2. 3-ALKYL-5-FLUORO-4-SUBSTITUTED-IMINO-3,4-DIHYDROPYRIMIDIN-2(1H)-ONE DERIVATIVES AS FUNGICIDES

By: Lorsbach, Beth; Ross, Ronald; Owen, W. John; Webster, Jeffery D.; Stelzer, Lindsay; Yao, Chenglin; Leplae, Paul R., Jr.; Galliford, Chris V.

World Intellectual Property Organization, WO2014105845 A1

The patent ( WO2014105845 A1) discloses methods of controlling a fungal disease such as Septoria tritici, comprising administering an effective amount of the fungicide compound to at least one surface associated with the plant, seed or soil.


Patent Category: Polymorph

3. Polymorphs of 5-fluoro-4-imino-3-methyl-1-tosyl-3,4-dihydropyrimidin-2-one and fungicide mixtures thereof

By: Grabarnick, Michael; Suez, Gal; Nemet, Zoltan

World Intellectual Property Organization, WO2019038583 A1

The Patent discloses a crystalline form of 5-fluoro-4-imino-3-methyl-1-tosyl-3,4-dihydropyrimidin-2-one, wherein the crystalline form is a polymorph, hydrate or solvate. The title compound may also be included in mixtures with other fungicides.


Patent Category: Formulation / Composition Patent
4. Fungicidal compositions comprising 5-fluoro-4-imino-3-methyl-1-tosyl-3,4-dihydropyrimidin-2-one, and methods of use thereof

By: Shabtai, Sami; Sheffer, Noam; Lerner Yardeni, Jenny; Sloan, James

World Intellectual Property Organization, WO2020095181 A1

The patent discloses stable, liquid compositions compound of Formula with a liquid carrier and adjuvant selected from the group consisting of: (i) polyalkylene oxide alkyl ether; (ii) siloxane polyalkyleneoxide copolymer; (iii) esters of fatty acid; (iv) vinylpyrrolidones and derivatives thereof; and (v) sugar-based surfactants.


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