Basic Info

Common NameDimethachlor(F06266)
2D Structure
FRCD IDF06266
CAS Number50563-36-5
PubChem CID39722
FormulaC13H18ClNO2
IUPAC Name

2-chloro-N-(2,6-dimethylphenyl)-N-(2-methoxyethyl)acetamide

InChI Key

SCCDDNKJYDZXMM-UHFFFAOYSA-N

InChI

InChI=1S/C13H18ClNO2/c1-10-5-4-6-11(2)13(10)15(7-8-17-3)12(16)9-14/h4-6H,7-9H2,1-3H3

Canonical SMILES

CC1=C(C(=CC=C1)C)N(CCOC)C(=O)CCl

Isomeric SMILES

CC1=C(C(=CC=C1)C)N(CCOC)C(=O)CCl

Synonyms
        
            DIMETHACHLOR
        
            50563-36-5
        
            2-Chloro-N-(2,6-dimethylphenyl)-N-(2-methoxyethyl)acetamide
        
            Dimethachlore
        
            Teridox
        
            Dimethachlor [BSI:ISO]
        
            Dimethachlore [ISO-French]
        
            UNII-3G91ARZ496
        
            Acetamide, 2-chloro-N-(2,6-dimethylphenyl)-N-(2-methoxyethyl)-
        
            EINECS 256-625-6
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassAnilides
Intermediate Tree NodesNot available
Direct ParentAnilides
Alternative Parents
Molecular FrameworkAromatic homomonocyclic compounds
SubstituentsAnilide - Xylene - M-xylene - Tertiary carboxylic acid amide - Chloroacetamide - Carboxamide group - Carboxylic acid derivative - Dialkyl ether - Ether - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Organochloride - Organohalogen compound - Alkyl halide - Alkyl chloride - Organic nitrogen compound - Carbonyl group - Organopnictogen compound - Hydrocarbon derivative - Organic oxide - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as anilides. These are organic heterocyclic compounds derived from oxoacids RkE(=O)l(OH)m (l not 0) by replacing an OH group by the NHPh group or derivative formed by ring substitution.

Properties

Property NameProperty Value
Molecular Weight255.742
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count5
Complexity238
Monoisotopic Mass255.103
Exact Mass255.103
XLogP2.3
Formal Charge0
Heavy Atom Count17
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+0.9937
Human Intestinal AbsorptionHIA+0.9946
Caco-2 PermeabilityCaco2+0.6535
P-glycoprotein SubstrateNon-substrate0.6042
P-glycoprotein InhibitorNon-inhibitor0.7238
Inhibitor0.5836
Renal Organic Cation TransporterNon-inhibitor0.6388
Distribution
Subcellular localizationMitochondria0.6738
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7515
CYP450 2D6 SubstrateNon-substrate0.6520
CYP450 3A4 SubstrateSubstrate0.7446
CYP450 1A2 InhibitorNon-inhibitor0.5164
CYP450 2C9 InhibitorNon-inhibitor0.9038
CYP450 2D6 InhibitorNon-inhibitor0.6928
CYP450 2C19 InhibitorInhibitor0.5183
CYP450 3A4 InhibitorNon-inhibitor0.5819
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.7054
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.8315
Non-inhibitor0.5421
AMES ToxicityAMES toxic0.6391
CarcinogensNon-carcinogens0.6609
Fish ToxicityHigh FHMT0.7292
Tetrahymena Pyriformis ToxicityHigh TPT0.9653
Honey Bee ToxicityLow HBT0.9034
BiodegradationNot ready biodegradable0.9548
Acute Oral ToxicityIII0.7982
Carcinogenicity (Three-class)Non-required0.5631

Model Value Unit
Absorption
Aqueous solubility-3.1635LogS
Caco-2 Permeability1.6112LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.1726LD50, mol/kg
Fish Toxicity0.6492pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.5906pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Beans (with pods) (Azuki beans, Black eyed peas/cowpeas, Broad beans/fava beans/horse beans/tic beans, Borlotti beans/cannelini beans/common beans/flageolets/French beans/slicing beans/snap beans, ...0260010European Union0.02*01/09/2008
Cultivated fungi (Common mushrooms/button mushrooms/champignons mushrooms, Corn smuts/ Mexican truffles, Enokitake/winter mushrooms, Fusarium venenatum, Horse mushrooms, Jew's ears/hirneola, Nameko...0280010European Union0.02*01/09/2008
Rice (African rice, Hybrid Nerica®, Indian rice/wild rice,)0500060European Union0.02*01/09/2008
Wheat (Durum wheat, Einkorn wheat/small spelt/one-grain wheat, Emmer wheat, Khorasan wheat, Spelt, Triticale, Other species of genus Triticum, not elsewhere mentioned,)0500090European Union0.02*01/09/2008
Rose (Almond, Bee balm, Bitter orange/sour orange, Black locust, Cat’s foot, Chrysanthemum, Cinnamon, Clary sage, Cornflower, Cowslip/primrose, Daisy, Dyer’s broom, Elder, Field poppy, Great mullei...0631030European Union0.02*01/09/2008
Blackberries0153010European Union0.02*01/09/2008
Oat0500050European Union0.02*01/09/2008
FRUITS, FRESH or FROZEN; TREE NUTS0100000European Union0.02*01/09/2008
Citrus fruits0110000European Union0.02*01/09/2008
Grapefruits (Natsudaidais, Shaddocks/pomelos, Sweeties/oroblancos, Tangelolos, Tangelos (except minneolas)/Ugli®, Other hybrids of Citrus paradisi, not elsewhere mentioned,)0110010European Union0.02*01/09/2008
Oranges (Bergamots, Bitter oranges/sour oranges, Blood oranges, Cara caras, Chinottos, Trifoliate oranges, Other hybrids of Citrus sinensis, not elsewhere mentioned,)0110020European Union0.02*01/09/2008
Lemons (Buddha's hands/Buddha's fingers, Citrons,)0110030European Union0.02*01/09/2008
Limes (Indian sweet limes/Palestine sweet limes, Kaffir limes, Sweet limes/mosambis, Tahiti limes, Limequats,)0110040European Union0.02*01/09/2008
Mandarins (Calamondins, Clementines, Cleopatra mandarins, Minneolas, Satsumas/clausellinas, Tangerines/dancy mandarins, Tangors, Other hybrids of Citrus reticulata, not elsewhere mentioned,)0110050European Union0.02*01/09/2008
Others (2)0110990European Union0.02*01/09/2008
Tree nuts0120000European Union0.02*01/09/2008
Almonds (Apricot kernels, Bitter almonds, Canarium nuts/galip nuts, Pili nuts, Okari nuts,)0120010European Union0.02*01/09/2008
Brazil nuts0120020European Union0.02*01/09/2008
Cashew nuts0120030European Union0.02*01/09/2008
Chestnuts0120040European Union0.02*01/09/2008