Fenobucarb: Difference between revisions

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			{{chembox
	{{Redirect\|BPMC\|the bank\|Banque Populaire Maroco Centrafricaine}}
			\| verifiedrevid = 443755687

			\| ImageFile = BPMC.svg
	{{Chembox new
	\| ~~ImageFile~~ = ~~BPMC.svg~~		\| ImageSize = 170
			\| ImageAlt = Skeletal formula of fenobucarb
⚫	\| ~~IUPACName~~ = (2-Butan-2-~~ylphenyl~~) ~~''N''-~~methylcarbamate
			\| 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		\| Section1 = {{Chembox Identifiers
			\| ChemSpiderID_Ref = {{chemspidercite\|correct\|chemspider}}
⚫	\| CASNo = 3766-81-2
	\| ~~PubChem~~ = ~~19588~~		\| 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		\| Section2 = {{Chembox Properties
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	}}		}}

	'''Fenobucarb''' is a ] ]. A pale yellow or pale red liquid, insoluble in water; used as an agricultural ] on ] and ] and ~~highly~~ toxic for humans<ref>{{cite journal		'''Fenobucarb''' is a ] ], also widely known as '''BPMC'''. A pale yellow or pale red liquid, insoluble in water; used as an agricultural ], especially for control of ]n pests, on ] and ] and moderately toxic for humans.<ref>{{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 = ] \| year = 1984 \| volume = 4 \| issue = 5 \| pages = 718–723 \| doi = 10.1093/toxsci/4.5.718 \| pmid = 6510602 }}</ref><ref>{{ cite web \| url = http://npic.orst.edu/RMPP/rmpp_ch5.pdf \| publisher = Oregon State University \| title = N-Methyl Carbamate Insecticides }}</ref>
	\| title = Potentiated Toxicity of 2-sec-Butylphenyl Methylcarbamate (BPMC)
	\| journal = Toxocological Sciences
	\| volume = 4 \| issue = 5
	\| pages = 718–723 \| doi = 10.1093/toxsci/4.5.718
	\| accessdate = 10 December \| accessyear = 2007
	\| year = 1984
	\| author = Takahashi, HIROAKI}}</ref><ref></ref>.

	==Synonyms==		==Synonyms==
	2-(1-methylpropyl)phenol methylcarbamate; 2-(1-methylpropyl)phenyl methylcarbamate; 2-sec-Butylphenyl N-methylcarbamate; BPMC; fenocarb; N-methyl O-sec-~~butylPhenyl~~ carbamate		2-(1-methylpropyl)phenol methylcarbamate; 2-(1-methylpropyl)phenyl methylcarbamate; 2-sec-Butylphenyl N-methylcarbamate; BPMC; fenocarb; ''N''-methyl ''o''-''sec''-butylphenyl carbamate

	==Tradenames==		==Tradenames==
	Fenobucarb, Osbac, Bassa		Fenobucarb, Osbac, Bassa, Bipvin, Baycarb, etc

	==LD50 ==		==LD50 ==
	*Male Mouse ~~340mg~~/kg		*Male Mouse 340 mg/kg
	*Male Rat ~~410mg~~/kg		*Male Rat 410 mg/kg

	==References==		==References==
	{{~~reflist~~}}		{{Reflist}}

			{{Insecticides}}
			{{Acetylcholine metabolism and transport modulators}}

			]
	]		]
	]		]
			]

			]

	{{organic-compound-stub}}		{{organic-compound-stub}}

	]
	]

Latest revision as of 16:38, 19 December 2023

Fenobucarb
Names


Preferred IUPAC name 2-(Butan-2-yl)phenyl methylcarbamate
Other names BPMC
Identifiers
CAS Number	3766-81-2
3D model (JSmol)	Interactive image
ChEBI	CHEBI:34304
ChEMBL	ChEMBL226650
ChemSpider	18452
ECHA InfoCard	100.021.081
KEGG	C14425
PubChem CID	19588
UNII	5MS2P7M0CF
CompTox Dashboard (EPA)	DTXSID4058077
InChI InChI=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)Key: DIRFUJHNVNOBMY-UHFFFAOYSA-N 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)Key: DIRFUJHNVNOBMY-UHFFFAOYAY
SMILES CNC(=O)Oc1ccccc1C(C)CC
Properties
Chemical formula	C₁₂H₁₇NO₂
Molar mass	207.273 g·mol
Appearance	Pale yellow or pale red liquid
Solubility in water	insoluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Y verify (what is ?) Infobox references

Chemical compound

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.

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

Takahashi, H.; Miyaoka, T.; Tsuda, S.; Shirasu, Y. (1984). "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". Toxicological Sciences. 4 (5): 718–723. doi:10.1093/toxsci/4.5.718. PMID 6510602.
"N-Methyl Carbamate Insecticides" (PDF). Oregon State University.

v t e Pest control: Insecticides
Carbamates	Aldicarb Aminocarb Bendiocarb Butocarboxim Carbaryl Carbofuran Carbosulfan m-Cumenyl methylcarbamate Ethienocarb Fenobucarb Isoprocarb Methomyl Metolcarb Oxamyl Promecarb Propoxur
Inorganic compounds	Aluminium phosphide Boric acid Chromated copper arsenate Copper(II) arsenate Copper(I) cyanide Cryolite Diatomaceous earth Lead hydrogen arsenate Paris Green Scheele's Green
Insect growth regulators	Benzoylureas Diflubenzuron Flufenoxuron Hydroprene Lufenuron Methoprene Noviflumuron Pyriproxyfen
Neonicotinoids	Acetamiprid Clothianidin Dinotefuran Imidacloprid Imidaclothiz Nitenpyram Nithiazine Paichongding Thiacloprid Thiamethoxam
Organochlorides	Aldrin Beta-HCH Carbon tetrachloride Chlordane Cyclodiene 1,2-DCB 1,4-DCB 1,1-DCE 1,2-DCE DDD DDE DDT DFDT Dicofol Dieldrin Endosulfan Endrin Heptachlor Kepone Lindane Methoxychlor Mirex Tetradifon Toxaphene
Organophosphorus	Acephate Azamethiphos Azinphos-methyl Bensulide Chlorethoxyfos Chlorfenvinphos Chlorpyrifos Chlorpyrifos-methyl Coumaphos Demeton-S-methyl Diazinon Dichlorvos Dicrotophos Diisopropyl fluorophosphate Dimefox Dimethoate Dioxathion Disulfoton Ethion Ethoprop Fenamiphos Fenitrothion Fenthion Fosthiazate Isoxathion Malathion Methamidophos Methidathion Mevinphos Mipafox Monocrotophos Naled Omethoate Oxydemeton-methyl Parathion Parathion-methyl Phenthoate Phorate Phosalone Phosmet Phoxim Pirimiphos-methyl Quinalphos R-16661 Schradan Temefos Tebupirimfos Terbufos Tetrachlorvinphos Tribufos Trichlorfon
Pyrethroids	Acrinathrin Allethrins Bifenthrin Bioallethrin Cyfluthrin Cyhalothrin Cypermethrin Cyphenothrin Deltamethrin Empenthrin Esfenvalerate Etofenprox Fenpropathrin Fenvalerate Flumethrin Fluvalinate Imiprothrin Metofluthrin Permethrin Phenothrin Prallethrin Pyrethrin (I, II; chrysanthemic acid) Pyrethrum Resmethrin Silafluofen Tefluthrin Tetramethrin Tralomethrin Transfluthrin
Diamides	Chlorantraniliprole Cyantraniliprole Flubendiamide
Other chemicals	Afoxolaner Amitraz Azadirachtin Bensultap Buprofezin Cartap Chlordimeform Chlorfenapyr Cyromazine Fenazaquin Fenoxycarb Fipronil Fluralaner Hydramethylnon Indoxacarb Limonene Lotilaner (+milbemycin oxime) Pyridaben Pyriprole Sarolaner Adjuvants (Piperonyl butoxide, Sesamex) Spinosad Sulfluramid Tebufenozide Tebufenpyrad Veracevine Xanthone Metaflumizone Ryanodine Ryanodol
Metabolites	Oxon Malaoxon Paraoxon TCPy
Biopesticides	Bacillus thuringiensis Baculovirus Beauveria bassiana Beauveria brongniartii Isaria fumosorosea Metarhizium acridum Metarhizium anisopliae Nomuraea rileyi Lecanicillium lecanii Paenibacillus popilliae Purpureocillium lilacinum Spinosad