Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Ester doai
Patent
1994-12-28
1996-11-12
Gupta, Yogendra N.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Ester doai
514506, 514513, 514540, 558234, 558236, 558238, 558413, 558414, 558416, 558418, 560 17, 560 24, 560 29, A01N 3718, C07C27122, C07C33304
Patent
active
055740642
DESCRIPTION:
BRIEF SUMMARY
FIELD OF THE INVENTION
The present invention relates to an amino-acid amide derivative as well as to an agricultural or horticultural fungicide containing the same as an active ingredient. The present invention also relates to a process for preparing the same.
BACKGROUND OF THE ART
Amino-acid amide derivatives have been disclosed as intermediates for medicines in Japanese Patent Application, First Publication Nos. Sho 56-8352 and Sho 62-89696. However, these documents fail to disclose the utility of the amino-acid amide derivatives. Although Japanese Patent Application First Publication Nos. Hei 3-5451, Hei 3-153657, Hei 4-230652, Hei 4-230653, Hei 4-283554, Hei 4-308507, and Hei 4-338372 disclose that some amino-acid amides are useful for biocides, the compounds disclosed in these documents are different from the amino-acid amide derivatives according to the present invention.
DISCLOSURE OF THE INVENTION
The present inventors have synthesized various amino-acid amide derivatives and have carried out extensive research in connection with their effects on the physiological activities of fungi. As a result, we have found that the compounds according to the present invention exhibit a broad spectrum of anti-fungal activity especially against cucumber downy mildew, grape downy mildew, and tomato late blight, and at the same time they do not hinder desirable plant growth.
According to an aspect of the present invention, there is provided an amino-acid amide derivative represented by the formula: ##STR2## wherein R.sup.1 represents a lower alkyl group (optionally having at least one same or different substituent selected from the group consisting of a halogen atom, an alkoxy group, and a cyano group), substituent selected from the group consisting of methyl group and a halogen atom), substituent selected from the group consisting of a methyl group, a cyano group, and a nitro group), substituent selected from the group consisting of a halogen atom, halogen atom, halogen atom,
R.sup.2 represents an ethyl group, an n-propyl group, an isopropyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, an alkenyl group, a cycloalkyl group, a phenyl group (optionally having at least one substituent of halogen atom),
R.sup.3 represents a hydrogen atom or a lower alkyl group,
R.sup.4 represents a hydrogen atom, a lower alkyl group, or a cyano group,
R.sup.5, R.sup.6, and R.sup.7 independently represent a hydrogen atom or a lower alkyl group,
R.sup.8 represents a hydrogen atom, a lower alkyl group, an aralkyl group, a phenyl group, an alkoxycarbonyl group, or a cyano group,
Z.sup.1 and Z.sup.2 independently represent an oxygen atom or a sulfur atom,
Z.sup.3 represents an oxygen atom, a sulfur atom, a group N--R.sup.10 (wherein R.sup.10 represents a hydrogen atom, a methyl group, a methylcarbonyl group, a phenylcarbonyl group, a methoxycarbonyl group, or a methoxymethyl group), a sulfinyl group, a sulfonyl group, a group COO, a group CONR.sup.11 (wherein R.sup.11 represents a hydrogen atom or a lower alkyl group),
Q represents substituent selected from the group consisting of different halogen atom, halogen atom, group consisting of a halogen atom, an alkyl group, a trifluoromethyl group, and a nitro group), or from the group consisting of a halogen atom and a nitro group, containing the same as the active ingredient.
The terms employed in the present invention are defined as follows. The term "alkyl group" is used herein to mean a straight or branched alkyl group possessing 1 to 6 carbon atoms including, but not limited to, a methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, 1-methylbutyl group, 2-methylbutyl group, 3-methylbutyl group, 2,2-dimethylpropyl group, 1,1-dimethylpropyl group, 1-ethylpropyl group, n-hexyl group, or the like.
The term "halogen atom" is used herein to mean a fluorine atom, chlorine atom, bromine atom, or iodine atom.
The term "lower alkenyl group" is used herein to mean a straight or branche
REFERENCES:
Jamontaite et al. CA:437540, 1974.
Analytical Biochemistry, vol. 192, No. 2, Feb. 1, 1991, pp. 419-425, Jair R. Chagas, et al., "Intramolecularly Quenched Fluorogenic Tetrapeptide Substrates for Tissue and Plasma Kallikreins".
Chemical Abstracts, vol. 106, No. 9, Mar. 2, 1987, p. 649, AN-67647s.
Chemical Abstracts, vol. 81, No. 7, Aug. 19, 174, p. 388, AN-37540z.
Acta Chemica Scandinavica, vol. B42, No. 8, 1988, pp. 556-562, Christer Sahlberg, et al., "Synthesis of a Tritiated LPS Inhibitor Derived From 3-Deoxy-D-Manno-2-Octulosonic acid (KDO). A Cautionary Note Regarding Amide Synthesis from Azides Via Phosphine Imines".
Hayashi Shigeru
Kojima Yoshiyuki
Sakai Jun-etsu
Shibata Masaru
Sugiyama Kazuhiko
Gupta Yogendra N.
Ihara Chemical Industry Co. Ltd.
Kumiai Chemical Industry Co. Ltd.
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