tricyclazole
1,2,4-triazolo(3,4-b)benzothiazole, 5-methyl- (9CI)
Identification
| Name | tricyclazole |
| CAS Number | 41814-78-2 |
| EINECS | 255-559-5 |
| FDA UNII | R7U3MEU7VR |
| Molecular Formula | C9 H7 N3 S |
| Molecular Weight | 189.24079000 |
| MDL Number | MFCD00072466 |
| Nikkaji Number | J3.506H |
| Beilstein | 0980261 |
| XlogP3 | 1.70 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 187.00 °C. @ 760.00 mm Hg |
| Boiling Point | 275.00 °C. @ 760.00 mm Hg |
| Flash Point | 32.00 °F. TCC ( 0.00 °C. ) (est) |
| logP (o/w) | 1.700 |
| Soluble in | water, 1600 mg/L @ 25 °C (exp) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | oral-dog LD50 > 50 mg/kg |
| Dermal Toxicity | skin-rabbit LD50 > 2000 mg/kg |
| Inhalation Toxicity | inhalation-rat LCLo 3030 mg/m3/1H |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | herbicides / pesticides |
| Recommendation for tricyclazole usage levels up to | not for fragrance use. |
| Recommendation for tricyclazole flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
blascide
8-
methyl-[1,2,4]triazolo[3,4-b][1,3]benzothiazole
5-
methyl-1,2,4-triazole(3,4-b)benzothiazole
5-
methyl-1,2,4-triazole(3,4-β)benzothiazole
5-
methyl-1,2,4-triazolo(3,4-b)(1,3)benzothiazole
5-
methyl-1,2,4-triazolo(3,4-b)benzo-1,3-thiazole
5-
methyl-1,2,4-triazolo(3,4-b)benzothiazole (9CI)
5-
methyl-1,2,4-triazolo[3,4-b]benzo-1,3-thiazole
5-
methyl-1,2,4-triazolo[3,4-b]benzothiazole
5-
methyl-4-hydro-1,2,4-triazolo[3,4-b]benzothiazole
5-
methyl-benzo[4,5]thiazolo[2,3-c][1,2,4]triazole
5-
methyl[1,2,4]triazolo[3,4-b][1,3]benzothiazol
5-
méthyl[1,2,4]triazolo[3,4-b][1,3]benzothiazole
pilarblas
1,2,4-
triazolo(3,4-b)benzothiazole, 5-methyl- (9CI)
1,2,4-
triazolo[3,4-b]benzothiazole, 5-methyl-
tricyclazol
trizole
PubMed:
Singlet molecular oxygen generation by light-activated DHN-melanin of the fungal pathogen Mycosphaerella fijiensis in black Sigatoka disease of bananas.
PubMed:
DOPA and DHN pathway orchestrate melanin synthesis in Aspergillus species.
PubMed:
Effect of soil organic amendments on the behavior of bentazone and tricyclazole.
PubMed:
An engineered multidomain fungicidal peptide against plant fungal pathogens.
PubMed:
Melanin is crucial for growth of the black yeast Hortaea werneckii in its natural hypersaline environment.
PubMed:
Laboratory and field dissipation of penoxsulam, tricyclazole and profoxydim in rice paddy systems.
PubMed:
Distribution and persistence of tricyaclazole in agricultural field soils.
PubMed:
Impact of tricyclazole and azoxystrobin on growth, sporulation and secondary infection of the rice blast fungus, Magnaporthe oryzae.
PubMed:
Characterization of melanin pigment produced by Aspergillus nidulans.
PubMed:
Occurrence and distribution study of residues from pesticides applied under controlled conditions in the field during rice processing.
PubMed:
Determination of tricyclazole content in paddy rice by surface enhanced Raman spectroscopy.
PubMed:
Physicochemical characterization and antioxidant activity of melanin from a novel strain of Aspergillus bridgeri ICTF-201.
PubMed:
Trace analysis of pesticides in paddy field water by direct injection using liquid chromatography-quadrupole-linear ion trap-mass spectrometry.
PubMed:
Pyrazolo[3,4-c]isothiazole and isothiazolo[4,3-d]isoxazole derivatives as antifungal agents.
PubMed:
Synthesis of new compounds related to the commercial fungicide tricyclazole.
PubMed:
Fungal pigments inhibit the matrix-assisted laser desorption/ionization time-of-flight mass spectrometry analysis of darkly pigmented fungi.
PubMed:
Determination of triazole fungicides in environmental water samples by high performance liquid chromatography with cloud point extraction using polyethylene glycol 600 monooleate.
PubMed:
Ecotoxicological effects of rice field waters on selected planktonic species: comparison between conventional and organic farming.
PubMed:
A multi-residue method for pesticide residue analysis in rice grains using matrix solid-phase dispersion extraction and high-performance liquid chromatography-diode array detection.
PubMed:
Melanin in Fonsecaea pedrosoi: a trap for oxidative radicals.
PubMed:
Melanin synthesis by Sclerotinia sclerotiorum.
PubMed:
Growth conditions influence melanization of Brazilian clinical Sporothrix schenckii isolates.
PubMed:
Daily variation of pesticides in surface water of a small river flowing through paddy field area.
PubMed:
Physiological effects of tricyclazole on zebrafish (Danio rerio) and post-exposure recovery.
PubMed:
Conidiation color mutants of Aspergillus fumigatus are highly pathogenic to the heterologous insect host Galleria mellonella.
PubMed:
Behavior of sprayed tricyclazole in rice paddy lysimeters.
PubMed:
Multiresidue analysis of 47 pesticides in cooked wheat flour and polished rice by liquid chromatography with tandem mass spectrometry.
PubMed:
Two homologous fungal carbonyl reductases with different substrate specificities.
PubMed:
Simulated rainfall removal of tricyclazole sprayed on rice foliage.
PubMed:
The negative interaction between the degradation of phenanthrene and tricyclazole in medium, soil and soil/compost mixture.
PubMed:
The influence of ortho- and para-diphenoloxidase substrates on pigment formation in black yeast-like fungi.
PubMed:
Synthetic pyrazole derivatives as growth inhibitors of some phytopathogenic fungi.
PubMed:
Univariate near infrared methods for determination of pesticides in agrochemicals.
PubMed:
Organic amendments affecting sorption, leaching and dissipation of fungicides in soils.
PubMed:
Effects of tricyclazole (5-methyl-1,2,4-triazol[3,4] benzothiazole), a specific DHN-melanin inhibitor, on the morphology of Fonsecaea pedrosoi conidia and sclerotic cells.
PubMed:
Studies on the interaction of tricyclazole with beta-cyclodextrin and human serum albumin by spectroscopy.
PubMed:
Mercury(II) ion-selective polymeric membrane sensors for analysis of mercury in hazardous wastes.
PubMed:
Emerging antifungal azoles and effects on Magnaporthe grisea.
PubMed:
Inhibition of melanin synthesis pathway by tricyclazole increases susceptibility of Fonsecaea pedrosoi against mouse macrophages.
PubMed:
Isolation and antifungal activity of 4-phenyl-3-butenoic acid from Streptomyces koyangensis strain VK-A60.
PubMed:
Monitoring tricyclazole residues in rice paddy watersheds.
PubMed:
Appressorium turgor pressure of Colletotrichum kahawae might have a role in coffee cuticle penetration.
PubMed:
Characterization of the melanin pigment of a cosmopolitan fungal endophyte.
PubMed:
Changes in dissolved organic carbon of soil amendments with aging: effect on pesticide adsorption behavior.
PubMed:
Identification of 1,8-dihydroxynaphthalene melanin in Monosporascus cannonballus and the analysis of hexaketide and pentaketide compounds produced by wild-type and pigmented isolates of the fungus.
PubMed:
The disruption of a Galpha subunit sheds new light on the pathogenicity of Stagonospora nodorum on wheat.
PubMed:
[Techniques of diseases, insect pests and weeds control and their efficacy in bio-rational rice production].
PubMed:
Synthesis and antifungal action of new tricyclazole analogues.
PubMed:
Evidence for 1,8-dihydroxynaphthalene melanin in three halophilic black yeasts grown under saline and non-saline conditions.
PubMed:
1,8-dihydroxynaphthalene (DHN)-melanin biosynthesis inhibitors increase erythritol production in Torula corallina, and DHN-melanin inhibits erythrose reductase.
PubMed:
Melanin biosynthesis in the fungus Curvularia lunata (teleomorph: Cochliobolus lunatus).
PubMed:
Development of new fungicides against Magnaporthe grisea: synthesis and biological activity of pyrazolo[3,4-d][1,3]thiazine, pyrazolo[1,5-c][1,3,5]thiadiazine, and pyrazolo[3,4-d]pyrimidine derivatives.
PubMed:
The role of melanin in the antagonistic interaction between the apple scab pathogen Venturia inaequalis and Microsphaeropsis ochracea.
PubMed:
1,8-Dihydroxynaphthalene monoglucoside, a new metabolite of Sclerotinia sclerotiorum, and the effect of tricyclazole on its production.
PubMed:
Sphaerolone and dihydrosphaerolone, two bisnaphthyl-pigments from the fungus Sphaeropsidales sp. F-24'707.
PubMed:
The second naphthol reductase of fungal melanin biosynthesis in Magnaporthe grisea: tetrahydroxynaphthalene reductase.
PubMed:
Extraction of tricyclazole from soil and sediment with subcritical water.
PubMed:
Biosynthesis and functions of melanin in Sporothrix schenckii.
PubMed:
Biosynthesis of cladospirone bisepoxide, a member of the spirobisnaphthalene family.
PubMed:
Invasive hyphal growth in Wangiella dermatitidis is induced by stab inoculation and shows dependence upon melanin biosynthesis.
PubMed:
Isolation, antifungal activity, and structure elucidation of the glutarimide antibiotic, streptimidone, produced by Micromonospora coerulea.
PubMed:
Synthesis and antifungal activities of N-aryl-4-phenyl-3-(4-phenoxyphenyl)butanamides.
PubMed:
Trihydroxynaphthalene reductase from Magnaporthe grisea: realization of an active center inhibitor and elucidation of the kinetic mechanism.
PubMed:
Potential interference by free fatty acids in determination of tricyclazole in brown rice by gas chromatography with flame thermionic detection.
PubMed:
Crystal structure of the ternary complex of 1,3,8-trihydroxynaphthalene reductase from Magnaporthe grisea with NADPH and an active-site inhibitor.
PubMed:
Crystallization and preliminary x-ray diffraction study of 1 ,3,8-trihydroxynaphthalene reductase from Magnaporthe grisea.
PubMed:
Melanin production by a filamentous soil fungus in response to copper and localization of copper sulfide by sulfide-silver staining.
PubMed:
Gas chromatographic determination of systemic fungicide tricyclazole in soil and water.
PubMed:
Ultrastructure and composition of the conidial wall of Cladosporium cladosporioides.
PubMed:
Determination of the fungicide trycyclazole in river water, soil and animal samples.
PubMed:
Melanin biosynthesis and the metabolism of flaviolin and 2-hydroxyjuglone in Wangiella dermatitidis.
PubMed:
Differentiation and melanin production in hyaline and pigmented strains of Microdochium bolleyi.