Tricyclazole

Basic Info

Common NameTricyclazole(F05665)
2D Structure
FRCD IDF05665
CAS Number41814-78-2
PubChem CID39040
FormulaC9H7N3S
IUPAC Name

8-methyl-[1,2,4]triazolo[3,4-b][1,3]benzothiazole

InChI Key

DQJCHOQLCLEDLL-UHFFFAOYSA-N

InChI

InChI=1S/C9H7N3S/c1-6-3-2-4-7-8(6)12-5-10-11-9(12)13-7/h2-5H,1H3

Canonical SMILES

CC1=C2C(=CC=C1)SC3=NN=CN23

Isomeric SMILES

CC1=C2C(=CC=C1)SC3=NN=CN23

Synonyms
        
            Pilarblas
        
            TRICYCLAZOLE
        
            41814-78-2
        
            Tricyclazone
        
            Blascide
        
            Beam
        
            Sivic
        
            Tizole
        
            Trizole
        
            Elanco 291
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassBenzotriazoles
SubclassTriazolobenzothiazoles
Intermediate Tree NodesNot available
Direct ParentTriazolobenzothiazoles
Alternative Parents
Molecular FrameworkAromatic heteropolycyclic compounds
SubstituentsTriazolobenzothiazole - 1,3-benzothiazole - Triazolothiazole - Benzenoid - Heteroaromatic compound - 1,2,4-triazole - Thiazole - Azole - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Aromatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as triazolobenzothiazoles. These are compound containing a triazole ring fused to the benzene or the thiazole moiety of the benzothiazole ring system.

Properties

Property NameProperty Value
Molecular Weight189.236
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Complexity211
Monoisotopic Mass189.036
Exact Mass189.036
XLogP1.7
Formal Charge0
Heavy Atom Count13
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9419
Human Intestinal AbsorptionHIA+1.0000
Caco-2 PermeabilityCaco2+0.5175
P-glycoprotein SubstrateNon-substrate0.7220
P-glycoprotein InhibitorNon-inhibitor0.8467
Non-inhibitor0.9319
Renal Organic Cation TransporterNon-inhibitor0.7960
Distribution
Subcellular localizationMitochondria0.5578
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8287
CYP450 2D6 SubstrateNon-substrate0.8803
CYP450 3A4 SubstrateNon-substrate0.7058
CYP450 1A2 InhibitorInhibitor0.9177
CYP450 2C9 InhibitorNon-inhibitor0.8624
CYP450 2D6 InhibitorNon-inhibitor0.9472
CYP450 2C19 InhibitorNon-inhibitor0.8765
CYP450 3A4 InhibitorNon-inhibitor0.8386
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.5718
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9369
Non-inhibitor0.9577
AMES ToxicityNon AMES toxic0.7004
CarcinogensNon-carcinogens0.8778
Fish ToxicityHigh FHMT0.9865
Tetrahymena Pyriformis ToxicityHigh TPT0.8874
Honey Bee ToxicityLow HBT0.5137
BiodegradationNot ready biodegradable0.9801
Acute Oral ToxicityII0.7459
Carcinogenicity (Three-class)Non-required0.4713
Model Value Unit
Absorption
Aqueous solubility-2.1325LogS
Caco-2 Permeability1.4572LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.8480LD50, mol/kg
Fish Toxicity1.2406pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.5426pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Stem vegetables0270000European Union0.01*30/06/2017
Shallots (French grey shallots, Persian shallots,)0220030European Union0.01*30/06/2017
Spring onions/green onions and Welsh onions (Tree onions/Egyptian walking onions, Green garlic,)0220040European Union0.01*30/06/2017
Others (2)0220990European Union0.01*30/06/2017
Fruiting vegetables0230000European Union0.01*30/06/2017
(a) Solanaceae and Malvaceae0231000European Union0.01*30/06/2017
Sweet peppers/bell peppers (Chili peppers,)0231020European Union0.01*30/06/2017
Aubergines/eggplants (Antroewas/African eggplants/gboma, Ethiopian eggplants/gilo', Pepinos, Thorn apples, Turkey berries/devil's figs/pea eggplants/pea aubergines, Kangaroo apples/poroporo,)0231030European Union0.01*30/06/2017
Okra/lady's fingers0231040European Union0.01*30/06/2017
Others (2)0231990European Union0.01*30/06/2017
(b) cucurbits with edible peel0232000European Union0.01*30/06/2017
Cucumbers (Armenian cucumbers, Dosakayi/Indian curry cucumbers,)0232010European Union0.01*30/06/2017
Gherkins (Bur gherkins,)0232020European Union0.01*30/06/2017
Courgettes (Angled luffas/teroi, Bottle gourds/calabashes/lauki, Chayotes/christophines, Ivy gourds, Pointed gourds/parwals, Snake gourds, Sopropos/bitter melons/balsam pears, Summer squashes/zucch...0232030European Union0.01*30/06/2017
Others (2)0232990European Union0.01*30/06/2017
(c) cucurbits with inedible peel0233000European Union0.01*30/06/2017
Melons (Kiwanos/horned melons,)0233010European Union0.01*30/06/2017
Pumpkins (Butternut squashes, Winter melons/winter gourds/white gourds, Winter squashes/red kuri squashes/marrows (late varieties),)0233020European Union0.01*30/06/2017
Watermelons0233030European Union0.01*30/06/2017
(e) other fruiting vegetables0239000European Union0.01*30/06/2017

References

TitleJournalDatePubmed ID
Probabilistic dietary risk assessment of pesticide residues in foods for theGerman population based on food monitoring data from 2009 to 2014.J Expo Sci Environ Epidemiol2018 Jan28677675
Richness and density of aquatic benthic macroinvertebrates after exposure tofungicides and insecticides in rice paddy fields.An Acad Bras Cienc2017 Jan-Mar28273247
Occurrence of commonly used pesticides in personal air samples and theirassociated health risk among paddy farmers.Sci Total Environ2017 Dec 1528633115
Cytogenotoxicity of rice crop water after application of the tricyclazolefungicide.An Acad Bras Cienc2017 Apr-Jun28489188
Method Development for Simultaneous Determination of 41 Pesticides in Rice Using LC-MS/MS Technique and Its Application for the Analysis of 60 Rice SamplesCollected from Tehran Market.Iran J Pharm Res2014 Summer25276193
Pesticide residue analysis of soil, water, and grain of IPM basmati rice.Environ Monit Assess2014 Dec25213562
Impact of tricyclazole and azoxystrobin on growth, sporulation and secondaryinfection of the rice blast fungus, Magnaporthe oryzae.Pest Manag Sci2013 Feb22933369
Occurrence and distribution study of residues from pesticides applied undercontrolled conditions in the field during rice processing.J Agric Food Chem2012 May 922497619
Determination of tricyclazole content in paddy rice by surface enhanced Ramanspectroscopy.J Food Sci2012 May22489549
Synthetic pyrazole derivatives as growth inhibitors of some phytopathogenicfungi.J Agric Food Chem2007 Dec 1218001038
Changes in dissolved organic carbon of soil amendments with aging: effect onpesticide adsorption behavior.J Agric Food Chem2004 Sep 815373404
[Techniques of diseases, insect pests and weeds control and their efficacy inbio-rational rice production].Ying Yong Sheng Tai Xue Bao2004 Jan15139200
Synthesis and antifungal action of new tricyclazole analogues.J Agric Food Chem2004 Apr 715053543
Development of new fungicides against Magnaporthe grisea: synthesis andbiological activity of pyrazolo[3,4-d][1,3]thiazine,pyrazolo[1,5-c][1,3,5]thiadiazine, and pyrazolo[3,4-d]pyrimidine derivatives.J Agric Food Chem2002 Aug 1412166969