Details
Stereochemistry | ACHIRAL |
Molecular Formula | C9H7N3S |
Molecular Weight | 189.237 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1=CC=CC2=C1N3C=NN=C3S2
InChI
InChIKey=DQJCHOQLCLEDLL-UHFFFAOYSA-N
InChI=1S/C9H7N3S/c1-6-3-2-4-7-8(6)12-5-10-11-9(12)13-7/h2-5H,1H3
Tricyclazole is a systemic fungicide for control of Pyricularia oryzae on rice. Tricyclazole protects plants from infection by P. oryzae by preventing penetration of the epidermis by the fungus. The compound acts by inhibiting melanization within the appressorium, thus causing a lack of rigidity in the appressorial wall. Tricyclazole has no apparent effect on spore germination although sporulation is reduced. Tricyclazole is not curative but is protective in its activity. Tricyclazole can influence the pathogenic ability of aspergillus aculeatus by damaging the cell structure of hyphae and conidia, reducing the melanin production, and altering the expression of pathogenic-related gene. Tricyclazole toxin can impair testosterone secretion and the testicular structure in mice, leaving an adversely effect on sperm production system.
Approval Year
PubMed
Title | Date | PubMed |
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1,8-Dihydroxynaphthalene monoglucoside, a new metabolite of Sclerotinia sclerotiorum, and the effect of tricyclazole on its production. | 2002 Apr |
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Synthesis and antifungal action of new tricyclazole analogues. | 2004 Apr 7 |
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Characterization of the melanin pigment of a cosmopolitan fungal endophyte. | 2004 Aug |
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[Techniques of diseases, insect pests and weeds control and their efficacy in bio-rational rice production]. | 2004 Jan |
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Evidence for 1,8-dihydroxynaphthalene melanin in three halophilic black yeasts grown under saline and non-saline conditions. | 2004 Mar 19 |
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Changes in dissolved organic carbon of soil amendments with aging: effect on pesticide adsorption behavior. | 2004 Sep 8 |
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Studies on the interaction of tricyclazole with beta-cyclodextrin and human serum albumin by spectroscopy. | 2006 May |
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Univariate near infrared methods for determination of pesticides in agrochemicals. | 2006 Oct 2 |
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Ionizing radiation changes the electronic properties of melanin and enhances the growth of melanized fungi. | 2007 May 23 |
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Identification, Cloning, and Characterization of l-Phenylserine Dehydrogenase from Pseudomonas syringae NK-15. | 2010 Mar 25 |
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Determination of triazole fungicides in environmental water samples by high performance liquid chromatography with cloud point extraction using polyethylene glycol 600 monooleate. | 2010 Nov 8 |
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EPA PESTICIDE CODE |
120201
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C041191
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255-559-5
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DB02891
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tricyclazole
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SUB180339
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DTXSID7037478
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39040
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m11744
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100000166271
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SUBSTANCE RECORD