Basic Info

Common NameSilthiofam(F06332)
2D Structure
FRCD IDF06332
CAS Number175217-20-6
PubChem CID9881821
FormulaC13H21NOSSi
IUPAC Name

4,5-dimethyl-N-prop-2-enyl-2-trimethylsilylthiophene-3-carboxamide

InChI Key

MXMXHPPIGKYTAR-UHFFFAOYSA-N

InChI

InChI=1S/C13H21NOSSi/c1-7-8-14-12(15)11-9(2)10(3)16-13(11)17(4,5)6/h7H,1,8H2,2-6H3,(H,14,15)

Canonical SMILES

CC1=C(SC(=C1C(=O)NCC=C)[Si](C)(C)C)C

Isomeric SMILES

CC1=C(SC(=C1C(=O)NCC=C)[Si](C)(C)C)C

Synonyms
        
            4,5-dimethyl-N-2-propenyl-2-(trimethylsilyl)-3-thiophenecarboxamide
        
            silthiofam
        
            Silthiopham
        
            175217-20-6
        
            Latitude
        
            UNII-5991I541GW
        
            CHEBI:83393
        
            N-allyl-4,5-dimethyl-2-(trimethylsilyl)thiophene-3-carboxamide
        
            5991I541GW
        
            Silthiofam [ISO]
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassThiophenes
SubclassThiophene carboxylic acids and derivatives
Intermediate Tree NodesNot available
Direct ParentThiophene carboxamides
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsThiophene carboxamide - Alkylarylsilane - Heteroaromatic compound - Carboxamide group - Secondary carboxylic acid amide - Carboxylic acid derivative - Organic metalloid salt - Organic nitrogen compound - Organic salt - Organosilicon compound - Hydrocarbon derivative - Alkylsilane - Organic oxide - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as thiophene carboxamides. These are compounds containing a thiophene ring which bears a carboxamide.

Properties

Property NameProperty Value
Molecular Weight267.462
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count4
Complexity300
Monoisotopic Mass267.111
Exact Mass267.111
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+0.9866
Human Intestinal AbsorptionHIA+0.8310
Caco-2 PermeabilityCaco2+0.5543
P-glycoprotein SubstrateNon-substrate0.6341
P-glycoprotein InhibitorNon-inhibitor0.7837
Non-inhibitor0.8382
Renal Organic Cation TransporterNon-inhibitor0.8149
Distribution
Subcellular localizationMitochondria0.5308
Metabolism
CYP450 2C9 SubstrateNon-substrate0.6770
CYP450 2D6 SubstrateNon-substrate0.7786
CYP450 3A4 SubstrateSubstrate0.5391
CYP450 1A2 InhibitorNon-inhibitor0.5852
CYP450 2C9 InhibitorNon-inhibitor0.7657
CYP450 2D6 InhibitorNon-inhibitor0.9109
CYP450 2C19 InhibitorNon-inhibitor0.6078
CYP450 3A4 InhibitorNon-inhibitor0.8559
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.6158
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9941
Non-inhibitor0.8312
AMES ToxicityNon AMES toxic0.7210
CarcinogensNon-carcinogens0.7566
Fish ToxicityHigh FHMT0.8538
Tetrahymena Pyriformis ToxicityHigh TPT0.9103
Honey Bee ToxicityLow HBT0.5197
BiodegradationNot ready biodegradable0.8724
Acute Oral ToxicityIII0.5390
Carcinogenicity (Three-class)Non-required0.6016

Model Value Unit
Absorption
Aqueous solubility-2.3051LogS
Caco-2 Permeability1.5429LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.6459LD50, mol/kg
Fish Toxicity1.3752pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.3725pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Others (2)0163990European Union0.01*13/11/2014
Others (2)0402990European Union0.02*13/11/2014
Kaki/Japanese persimmons0161060European Union0.01*13/11/2014
Jambuls/jambolans (Acerolas/Barbados cherries, Arbutus berries, Camu camus, Carandas, Coco plums, Grumichamas/Brazil cherries, Hog plums/yellow mombins, Java apples, Otaheite gooseberries, Sea grap...0161070European Union0.01*13/11/2014
Others (2)0161990European Union0.01*13/11/2014
(b) inedible peel, small0162000European Union0.01*13/11/2014
Kiwi fruits (green, red, yellow)0162010European Union0.01*13/11/2014
Litchis/lychees (Longans, Marulas, Salaks/snake fruits, Spanish limes/mamoncillos/genips, Baels,)0162020European Union0.01*13/11/2014
Passionfruits/maracujas (Banana passionfruits, Giant granadillas, Granadillas, Monstera fruits, Wingedstem passionflower fruits,)0162030European Union0.01*13/11/2014
Prickly pears/cactus fruits (Pitayas/dragon fruits, Red pitayas, Saguaro fruits, Yellow pitayas,)0162040European Union0.01*13/11/2014
Star apples/cainitos0162050European Union0.01*13/11/2014
American persimmons/Virginia kaki (Black sapotes, Green sapotes, White sapotes, Yellow sapotes/canistels,)0162060European Union0.01*13/11/2014
Others (2)0162990European Union0.01*13/11/2014
(c) inedible peel, large0163000European Union0.01*13/11/2014
Avocados (Avocados for oil production,)0163010European Union0.01*13/11/2014
Bananas (Cavendishes/grand nains, Cavendishes/grand nains, Cavendishes/grand nains, Dwarf bananas/lady fingers bananas, Plantains, Plantains, Plantains,)0163020European Union0.01*13/11/2014
Mangoes0163030European Union0.01*13/11/2014
Papayas (Akee apples, Feijoas/pineapple guavas, Langsats/lanzones/longkongs, Mangosteens, Naranjillas/lulos, Paw paws, Tamarillos,)0163040European Union0.01*13/11/2014
Granate apples/pomegranates0163050European Union0.01*13/11/2014
Cherimoyas (Elephant apples, Ilamas, Mammey sapotes, Marmeladedos, Pulasans, Rambutans/hairy litchis, Sapodillas, Sweetsops/sugar apples, Wild sweetsops/custard apples,)0163060European Union0.01*13/11/2014