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Phenmedipham

Substrate of artox-phhyd. Herbicide Manufacturers: KVK Agro, AgrEvo, Esbjerg Kemi. Also inhibitor of fatty acid amide hydrolase (FAAH) (not alpha/beta hydrolase) Vincent et al. 2009 Bioorg Med Chem Lett. 2009 Dec 1;19(23):6793-6 PMID:19850474

General

Type : Carbamate,Herbicide,Not A\/B H target,FAAH inhibitor

Chemical_Nomenclature : [3-(methoxycarbonylamino)phenyl] N-(3-methylphenyl)carbamate

Canonical SMILES : CC1=CC(=CC=C1)NC(=O)OC2=CC=CC(=C2)NC(=O)OC

InChI : InChI=1S\/C16H16N2O4\/c1-11-5-3-6-12(9-11)18-16(20)22-14-8-4-7-13(10-14)17-15(19)21-2\/h3-10H,1-2H3,(H,17,19)(H,18,20)

InChIKey : IDOWTHOLJBTAFI-UHFFFAOYSA-N

Other name(s) : Herbasan,Betanal,Betasana,3-((Methoxycarbonyl)amino)phenyl (3-methylphenyl)carbamate,3-(Carbomethoxyamino)phenyl 3-methylcarbanilate,3-(Methylphenyl)carbamic acid 3-((methoxycarbonyl)amino)phenyl ester,3-Methoxycarbonylaminophenyl N-3'-methylphenylcarbamate

MW : 300.31

Formula : C16H16N2O4

CAS_number : 13684-63-4

PubChem : 24744

UniChem : IDOWTHOLJBTAFI-UHFFFAOYSA-N

Target

Families : Phenmedipham ligand of proteins in family
ACHE BCHE

References (4)

Title : Biochemical characterization of cholinesterases in Enchytraeus albidus and assessment of in vivo and in vitro effects of different soil properties, copper and phenmedipham - Howcroft_2011_Ecotoxicology_20_119
Author(s) : Howcroft CF , Gravato C , Amorim MJ , Novais SC , Soares AM , Guilhermino L
Ref : Ecotoxicology , 20 :119 , 2011
Abstract : Howcroft_2011_Ecotoxicology_20_119
ESTHER : Howcroft_2011_Ecotoxicology_20_119
PubMedSearch : Howcroft_2011_Ecotoxicology_20_119
PubMedID: 21080225

Title : Biological monitoring of phenmedipham: determination of m-toluidine in urine - Schettgen_2001_Arch.Toxicol_75_145
Author(s) : Schettgen T , Weiss T , Angerer J
Ref : Archives of Toxicology , 75 :145 , 2001
Abstract : Schettgen_2001_Arch.Toxicol_75_145
ESTHER : Schettgen_2001_Arch.Toxicol_75_145
PubMedSearch : Schettgen_2001_Arch.Toxicol_75_145
PubMedID: 11409536

Title : Purification and properties of an Arthrobacter oxydans P52 carbamate hydrolase specific for the herbicide phenmedipham and nucleotide sequence of the corresponding gene - Pohlenz_1992_J.Bacteriol_174_6600
Author(s) : Pohlenz HD , Boidol W , Schuttke I , Streber WR
Ref : Journal of Bacteriology , 174 :6600 , 1992
Abstract : Pohlenz_1992_J.Bacteriol_174_6600
ESTHER : Pohlenz_1992_J.Bacteriol_174_6600
PubMedSearch : Pohlenz_1992_J.Bacteriol_174_6600
PubMedID: 1400211
Gene_locus related to this paper: artox-phhyd

Title : [Radiometric determination of 11 carbamate pesticides in the nanogram and subnanongram ranges by means of cholinesterase inhibition] - Schmid_1977_Nahrung_21_311
Author(s) : Schmid ER , Damboritz W , Markl P
Ref : Nahrung , 21 :311 , 1977
Abstract : Schmid_1977_Nahrung_21_311
ESTHER : Schmid_1977_Nahrung_21_311
PubMedSearch : Schmid_1977_Nahrung_21_311
PubMedID: 406567 
Array
(
    [id] => 5427
    [inhibitor] => Phenmedipham
    [type] => Array
        (
            [0] => Carbamate
            [1] => Herbicide
            [2] => Not A\/B H target
            [3] => FAAH inhibitor
        )

    [other_name] => Array
        (
            [0] => Herbasan
            [1] => Betanal
            [2] => Betasana
            [3] => 3-((Methoxycarbonyl)amino)phenyl (3-methylphenyl)carbamate
            [4] => 3-(Carbomethoxyamino)phenyl 3-methylcarbanilate
            [5] => 3-(Methylphenyl)carbamic acid 3-((methoxycarbonyl)amino)phenyl ester
            [6] => 3-Methoxycarbonylaminophenyl N-3'-methylphenylcarbamate
        )

    [chemical_nomenclature] => [3-(methoxycarbonylamino)phenyl] N-(3-methylphenyl)carbamate
    [formula] => C16H16N2O4
    [cas_number] => 13684-63-4
    [mw] => 300.31
    [pick_me_to_call] => display_script
    [kinetic_parameter] => 
    [paper] => Schmid_1977_Nahrung_21_311 || Pohlenz_1992_J.Bacteriol_174_6600 || Howcroft_2011_Ecotoxicology_20_119 || Schettgen_2001_Arch.Toxicol_75_145
    [comment] => Substrate of artox-phhyd<\/A>. Herbicide Manufacturers: KVK Agro, AgrEvo, Esbjerg Kemi. Also inhibitor of fatty acid amide hydrolase (FAAH) (not alpha\/beta hydrolase) Vincent et al. 2009 Bioorg Med Chem Lett. 2009 Dec 1\;19(23):6793-6 PMID:19850474
    [gene_locus] => 
    [kin_inhibitor] => 
    [cid] => 24744
    [family] => ACHE || BCHE
    [inchikey] => IDOWTHOLJBTAFI-UHFFFAOYSA-N
    [canonicalsmiles] => CC1=CC(=CC=C1)NC(=O)OC2=CC=CC(=C2)NC(=O)OC
    [inchi] => InChI=1S\/C16H16N2O4\/c1-11-5-3-6-12(9-11)18-16(20)22-14-8-4-7-13(10-14)17-15(19)21-2\/h3-10H,1-2H3,(H,17,19)(H,18,20)
    [wikipedia] => 
    [iupharlig] => 
    [structure] => 
    [substrate] => 
    [interact_gene_locus] => 
    [mutation] => 
    [comment2] => 
    [extoxnet] => 
    [news] => 
    [theoretical_model] => 
)