Fenobucarb

Names

[ Name ]:
Fenobucarb

[Synonym ]:
(RS)-2-sec-butylphenyl methylcarbamate
Fenobucarb
Phenol, 2-(1-methylpropyl)-, methylcarbamate
Carvil
EINECS 223-188-8
Fenocarb
(2-butan-2-ylphenyl) N-methylcarbamate
2-sec-Butylphenyl methylcarbamate
Bassa
2-(1-methylpropyl)phenyl methylcarbamate
Osbac
rac-2-[(2R)-butan-2-yl]phenyl methylcarbamate
Baycarb
Hopcin
O-(sec-butyl)phenyl N-methylcarbamate
fenobcarb
2-sec-butyl-phenyl N-methyl-carbamate
2-(butan-2-yl)phenyl methylcarbamate
MFCD00053081
Barizon
BPMC
2-(1-methylpropyl)phenyl N-methylcarbamate
2-(Sec-butyl)phenyl methylcarbamate

Biological Activity

[Description]:

Fenobucarb is an extensively used carbamate insecticide. Fenobucarb induces zebrafish developmental neurotoxicity through pathways involved in inflammation, oxidative stress, degeneration and apoptosis. Fenobucarb is a possible risk factor to cardiovascular and cerebrovascular systems in animals[1][2].

[Related Catalog]:

Research Areas >> Cardiovascular Disease

Signaling Pathways >> Others >> Others

Research Areas >> Neurological Disease

[References]

[1]. Xiao-Yu Zhu, et al. Fenobucarb-induced developmental neurotoxicity and mechanisms in zebrafish. Neurotoxicology. 2020 Jul;79:11-19.

[2]. Xiao-Yu Zhu, et al. Fenobucarb induces heart failure and cerebral hemorrhage in zebrafish. Aquat Toxicol. 2019 Apr;209:34-41.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
282.5±23.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₂H₁₇NO₂

[ Molecular Weight ]:
207.269

[ Flash Point ]:
124.7±22.6 °C

[ Exact Mass ]:
207.125931

[ PSA ]:
38.33000

[ LogP ]:
3.04

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.505

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: FB5425000

CHEMICAL NAME :: Carbamic acid, methyl-, o-sec-butylphenyl ester

CAS REGISTRY NUMBER :: 3766-81-2

LAST UPDATED :: 199710

DATA ITEMS CITED :: 11

MOLECULAR FORMULA :: C12-H17-N-O2

MOLECULAR WEIGHT :: 207.30

WISWESSER LINE NOTATION :: 4R BOVM1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 350 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - dyspnea Gastrointestinal - changes in structure or function of salivary glands

REFERENCE :: NNGADV Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) V.1- 1976- Volume(issue)/page/year: 8,41,1983

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >5 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,371,1991

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 173 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: SPEADM Special Publication of the Entomological Society of America. (4603 Calvert Rd., College Park, MD 20740) Volume(issue)/page/year: 78-1,57,1978

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 340 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: BESAAT Bulletin of the Entomological Society of America. (Entomological Soc. of America, 4603 Calvert Rd., College Park, MD 20740) V.1- 1955- Volume(issue)/page/year: 15,132,1969

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 140 mg/kg

TOXIC EFFECTS :: Behavioral - tremor Behavioral - muscle contraction or spasticity Gastrointestinal - changes in structure or function of salivary glands

REFERENCE :: FAATDF Fundamental and Applied Toxicology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1981- Volume(issue)/page/year: 4,724,1984

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 42 mg/kg

TOXIC EFFECTS :: Behavioral - tremor Behavioral - muscle contraction or spasticity Gastrointestinal - changes in structure or function of salivary glands

REFERENCE :: FAATDF Fundamental and Applied Toxicology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1981- Volume(issue)/page/year: 4,724,1984

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Bird - quail

DOSE/DURATION :: 141 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - ataxia Gastrointestinal - changes in structure or function of salivary glands

REFERENCE :: OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 51,137,1996 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-JAPAN:TWA 5 mg/m3;Skin JAN 1993

Safety Information

[ Symbol ]:

GHS07, GHS09

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H410

[ Precautionary Statements ]:
P273-P501

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xn: Harmful;N: Dangerous for the environment;T: Toxic;F: Flammable;

[ Risk Phrases ]:
R22;R50/53

[ Safety Phrases ]:
S60-S61-S45-S24-S16-S7

[ RIDADR ]:
UN 2811

[ RTECS ]:
FB5425000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)

[ HS Code ]:
2922499915

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2924199090

[ Summary ]:
2924199090. other acyclic amides (including acyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles

QSAR study on permeability of hydrophobic compounds with artificial membranes.

Bioorg. Med. Chem. 15 , 3756-67, (2007)

We previously reported a classical quantitative structure-activity relationship (QSAR) equation for permeability coefficients (P(app-pampa)) by parallel artificial membrane permeation assay (PAMPA) of...

The role of methanol addition to water samples in reducing analyte adsorption and matrix effects in liquid chromatography-tandem mass spectrometry.

J. Chromatogr. A. 1389 , 76-84, (2015)

Liquid chromatography-tandem mass spectrometry (LC-MS/MS) analysis coupled simply with water filtering before injection has proven to be a simple, economic and time-saving method for analyzing trace-l...

[Effects of rice cleaning and cooking process on the residues of flutolanil, fenobucarb, silafluofen and buprofezin in rice].

Shokuhin Eiseigaku Zasshi 44(1) , 7-12, (2003)

We studied the effect of cleaning and cooking on the residues of flutolanil, fenobucarb, silafluofen and buprofezin in rice. The rice had been sprayed in a paddy field in Wakayama city, with 3 kinds o...