fenobucarb

{{chembox

| verifiedrevid = 443755687

| ImageFile = BPMC.svg

| ImageSize = 170

| ImageAlt = Skeletal formula of fenobucarb

| ImageFile1 = Fenobucarb-3D-balls.png

| ImageSize1 = 220

| ImageAlt1 = Ball-and-stick model of the fenobucarb molecule

| PIN = 2-(Butan-2-yl)phenyl methylcarbamate

| OtherNames = BPMC

| Section1 = {{Chembox Identifiers

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 18452

| KEGG_Ref = {{keggcite|correct|kegg}}

| KEGG = C14425

| InChI = 1/C12H17NO2/c1-4-9(2)10-7-5-6-8-11(10)15-12(14)13-3/h5-9H,4H2,1-3H3,(H,13,14)

| ChEBI_Ref = {{ebicite|correct|EBI}}

| ChEBI = 34304

| SMILES = CNC(=O)Oc1ccccc1C(C)CC

| InChIKey = DIRFUJHNVNOBMY-UHFFFAOYAY

| ChEMBL_Ref = {{ebicite|correct|EBI}}

| ChEMBL = 226650

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C12H17NO2/c1-4-9(2)10-7-5-6-8-11(10)15-12(14)13-3/h5-9H,4H2,1-3H3,(H,13,14)

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = DIRFUJHNVNOBMY-UHFFFAOYSA-N

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo = 3766-81-2

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 5MS2P7M0CF

| PubChem = 19588

}}

| Section2 = {{Chembox Properties

| C=12|H=17|N=1|O=2

| Appearance = Pale yellow or pale red liquid

| Solubility = insoluble

}}

}}

Fenobucarb is a carbamate insecticide, also widely known as BPMC. A pale yellow or pale red liquid, insoluble in water; used as an agricultural insecticide, especially for control of Hemipteran pests, on rice and cotton and moderately toxic for humans.{{cite journal |author1=Takahashi, H. |author2=Miyaoka, T. |author3=Tsuda, S. |author4=Shirasu, Y. | title = Potentiated Toxicity of 2-sec-Butylphenyl Methylcarbamate (BPMC) by O,O-Dimethyl O-(3-Methyl-4-nitrophenyl)phosphorothioate (Fenitrothion) in Mice; Relationship between Acute Toxicity and Metabolism of BPMC | journal = Toxicological Sciences | year = 1984 | volume = 4 | issue = 5 | pages = 718–723 | doi = 10.1093/toxsci/4.5.718 | pmid = 6510602 }}{{ cite web | url = http://npic.orst.edu/RMPP/rmpp_ch5.pdf | publisher = Oregon State University | title = N-Methyl Carbamate Insecticides }}

Synonyms

2-(1-methylpropyl)phenol methylcarbamate; 2-(1-methylpropyl)phenyl methylcarbamate; 2-sec-Butylphenyl N-methylcarbamate; BPMC; fenocarb; N-methyl o-sec-butylphenyl carbamate

Tradenames

Fenobucarb, Osbac, Bassa, Bipvin, Baycarb, etc

LD50

  • Male Mouse 340 mg/kg
  • Male Rat 410 mg/kg

References

{{Reflist}}

{{Insecticides}}

{{Acetylcholine metabolism and transport modulators}}

Category:Acetylcholinesterase inhibitors

Category:Carbamate insecticides

Category:Phenol esters

Category:Aromatic carbamates

Category:Sec-Butyl compounds

{{organic-compound-stub}}