SCHEMBL80510
Carbamate 1 was less toxic to honey bees than was amitraz, it was also 4.7-fold less toxic than carbamate 2 to the mites. 2-((2-ethylbutyl)thio)phenyl methylcarbamate, possesses >300-fold selectivity for BmAChE1 and PpAChE over human AChE
General
Type : Carbamate, Sulfur Compound, Insecticide
Chemical_Nomenclature : [2-(2-ethylbutylsulfanyl)phenyl] N-methylcarbamate
Canonical SMILES : CCC(CC)CSC1=CC=CC=C1OC(=O)NC
InChI : InChI=1S\/C14H21NO2S\/c1-4-11(5-2)10-18-13-9-7-6-8-12(13)17-14(16)15-3\/h6-9,11H,4-5,10H2,1-3H3,(H,15,16)
InChIKey : PXYJVFDFHLFFFR-UHFFFAOYSA-N
Other name(s) : CHEMBL2046811 || 2-(2-Ethylbutylthio)Phenyl Methylcarbamate || Carbamate 1 || Compound 2d
MW : 267.39
Formula : C14H21NO2S
CAS_number :
PubChem : 66594038
UniChem : PXYJVFDFHLFFFR-UHFFFAOYSA-N
Target
Families : SCHEMBL80510 ligand of proteins in family
ACHE
Protein :
varde-VdAChE1
phlpp-m1f887
boomi-ACHE1
References (6)
| Title : Mosquito mutations F290V and F331W expressed in acetylcholinesterase of the sand fly Phlebotomus papatasi (Scopoli): biochemical properties and inhibitor sensitivity - Temeyer_2025_Parasit.Vectors_18_57 |
| Author(s) : Temeyer KB , Tong F , Schlechte KG , Chen QH , Carlier PR , Perez de Leon A , Bloomquist JR |
| Ref : Parasit Vectors , 18 :57 , 2025 |
| Abstract : |
| PubMedSearch : Temeyer_2025_Parasit.Vectors_18_57 |
| PubMedID: 39966927 |
| Gene_locus related to this paper: phlpp-m1f887 |
| Title : Testing new compounds for efficacy against Varroa destructor and safety to honey bees (Apis mellifera) - Jack_2022_Pest.Manag.Sci_78_159 |
| Author(s) : Jack CJ , Kleckner K , Demares F , Rault LC , Anderson TD , Carlier PR , Bloomquist JR , Ellis JD |
| Ref : Pest Manag Sci , 78 :159 , 2022 |
| Abstract : |
| PubMedSearch : Jack_2022_Pest.Manag.Sci_78_159 |
| PubMedID: 34464499 |
| Title : Acetylcholinesterase of the sand fly, Phlebotomus papatasi (Scopoli): construction, expression and biochemical properties of the G119S orthologous mutant - Temeyer_2014_Parasit.Vectors_7_577 |
| Author(s) : Temeyer KB , Tong F , Totrov MM , Tuckow AP , Chen QH , Carlier PR , Perez de Leon AA , Bloomquist JR |
| Ref : Parasit Vectors , 7 :577 , 2014 |
| Abstract : |
| PubMedSearch : Temeyer_2014_Parasit.Vectors_7_577 |
| PubMedID: 25491113 |
| Gene_locus related to this paper: phlpp-m1f887 |
| Title : Inhibitor profile of (n)-tacrines -methylcarbamates on acetylcholinesterase from Rhipicephalus (Boophilus) microplus and Phlebotomus papatasi - Swale_2013_Pestic.Biochem.Physiol_106_ |
| Author(s) : Swale DR , Tong F , Temeyer KB , Li A , Lam PC , Totrov MM , Carlier PR , Perez de Leon AA , Bloomquist JR |
| Ref : Pesticide Biochemistry and Physiology , 106 : , 2013 |
| Abstract : |
| PubMedSearch : Swale_2013_Pestic.Biochem.Physiol_106_ |
| PubMedID: 24187393 |
| Gene_locus related to this paper: boomi-ACHE1 , boomi-ACHE2 , boomi-ACHE3 , phlpp-m1f887 |
| Title : Aryl methylcarbamates: Potency and selectivity towards wild-type and carbamate-insensitive (G119S) Anopheles gambiae acetylcholinesterase, and toxicity to G3 strain An. gambiae - Wong_2013_Chem.Biol.Interact_203_314 |
| Author(s) : Wong DM , Li J , Lam PC , Hartsel JA , Mutunga JM , Totrov M , Bloomquist JR , Carlier PR |
| Ref : Chemico-Biological Interactions , 203 :314 , 2013 |
| Abstract : |
| PubMedSearch : Wong_2013_Chem.Biol.Interact_203_314 |
| PubMedID: 22989775 |
| Gene_locus related to this paper: anoga-ACHE1 |
| Title : Re-engineering aryl methylcarbamates to confer high selectivity for inhibition of Anopheles gambiae versus human acetylcholinesterase - Hartsel_2012_Bioorg.Med.Chem.Lett_22_4593 |
| Author(s) : Hartsel JA , Wong DM , Mutunga JM , Ma M , Anderson TD , Wysinski A , Islam R , Wong EA , Paulson SL , Li J , Lam PC , Totrov MM , Bloomquist JR , Carlier PR |
| Ref : Bioorganic & Medicinal Chemistry Lett , 22 :4593 , 2012 |
| Abstract : |
| PubMedSearch : Hartsel_2012_Bioorg.Med.Chem.Lett_22_4593 |
| PubMedID: 22738634 |
| Gene_locus related to this paper: anoga-ACHE1 |