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tricyclazole
1,2,4-triazolo(3,4-b)benzothiazole, 5-methyl- (9CI)

Supplier Sponsors

CAS Number: 41814-78-2Picture of molecule3D/inchi
Other(deleted CASRN):1135442-75-9
ECHA EINECS - REACH Pre-Reg:255-559-5
FDA UNII: R7U3MEU7VR
Nikkaji Web:J3.506H
Beilstein Number:0980261
MDL:MFCD00072466
XlogP3:1.70 (est)
Molecular Weight:189.24079000
Formula:C9 H7 N3 S
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:herbicides / pesticides
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
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Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
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)
 water, 136 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
TRICYCLAZOLE 95%
Santa Cruz Biotechnology
For experimental / research use only.
Tricyclazole
Sigma-Aldrich
For experimental / research use only.
Tricyclazole PESTANAL®, analytical standard
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-dog LD50 > 50 mg/kg
Pesticide Manual. Vol. 9, Pg. 846, 1991.

oral-duck LD50 > 100 mg/kg
Pesticide Manual. Vol. 9, Pg. 846, 1991.

oral-mouse LD50 245 mg/kg
Pesticide Manual. Vol. 9, Pg. 846, 1991.

oral-quail LD50 > 100 mg/kg
Pesticide Manual. Vol. 9, Pg. 846, 1991.

oral-rabbit LDLo 320 mg/kg
Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 14, Pg. 407, 1989.

oral-rat LD50 250 mg/kg
"Agricultural Chemicals," Thomson, W.T., 4 vols., Fresno, CA, Thomson Publications, 1976/77 revisionVol. 4, Pg. 120, 1976/1977.

Dermal Toxicity:
skin-rabbit LD50 > 2000 mg/kg
Pesticide Manual. Vol. 9, Pg. 846, 1991.

skin-rat LD50 > 5000 mg/kg
Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 14, Pg. 407, 1989.

Inhalation Toxicity:
inhalation-rat LCLo 3030 mg/m3/1H
LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ATAXIA
National Technical Information Service. Vol. OTS0543093

 
Safety in Use Information:
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.
 
Safety References:
European Food Safety Authority (EFSA) reference(s):

Reasoned opinion on the modification of the existing MRL for tricyclazole in rice
View page or View pdf

Conclusion on the peer review of the pesticide risk assessment of the active substance tricyclazole
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):41814-78-2
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :39040
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
8-methyl-[1,2,4]triazolo[3,4-b][1,3]benzothiazole
Chemidplus:0041814782
 
References:
 8-methyl-[1,2,4]triazolo[3,4-b][1,3]benzothiazole
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):39040
Pubchem (sid):135001110
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C18492
HMDB (The Human Metabolome Database):HMDB31809
FooDB:FDB008483
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
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
 

Articles:

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.
 
Notes:
Rice fungicide Tricyclazole belongs to the family of Benzothiazoles. These are organic compounds containing a benzene fused to a thiazole ring (a five-member ring with four carbon atoms, one nitrogen atom and one sulfur atom).
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