3-Hydroxy Carbofuran

Names

[ Name ]:
3-Hydroxy Carbofuran

[Synonym ]:
methylcarbamic acid 2,2-dimethyl-3-hydroxy-2,3-dihydrobenzofuran-7-yl ester
2,3-dihydro-3-hydroxy-2,2-dimethylbenzofuran-7-yl methylcarbamate
Carbamic acid,methyl-,2,3-dihydro-2,2-dimethyl-3-hydroxy-7-benzofuranyl ester
Methylcarbamic acid 2,3-dihydro-2,2-dimethyl-3-hydroxy-7-benzofuranyl ester
Carbofuran-3-hydroxy solution
T56 BOT&J C1 C1 DQ IOVM1
MFCD00143168
3,7-Benzofurandiol, 2,3-dihydro-2,2-dimethyl-, 7-(methylcarbamate)
Carbofuran-3-hydroxy
2,3-dihydro-2,2-dimethyl-3-hydroxybenzofuran-7-yl methylcarbamate
3-Hydroxy-2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl methylcarbamate
3-Hydroxycarbofuran
3-Hydroxy-2,2-dimethyl-2,3-dihydro-1-benzofur-7-yl-methylcarbamat
3-hydroxy-2,3-dihydro-2,2-dimethylbenzofuran-7-yl methylcarbamate
2,3-Dihydro-2,2-dimethyl-3,7-benzofurandiol 7-(methylcarbamate)

Biological Activity

[Description]:

3-Hydroxycarbofuran, a major metabolite of Carbofuran, is a reversible acetylcholinesterase (AChE) inhibitor[1].

[Related Catalog]:

Research Areas >> Neurological Disease

Signaling Pathways >> Neuronal Signaling >> AChE

[References]

[1]. Duraisamy Kempuraj, et al. Carbofuran pesticide toxicity to the eye. Exp Eye Res. 2023 Feb;227:109355.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
344.7±42.0 °C at 760 mmHg

[ Melting Point ]:
140-148ºC

[ Molecular Formula ]:
C₁₂H₁₅NO₄

[ Molecular Weight ]:
237.25

[ Flash Point ]:
162.2±27.9 °C

[ Exact Mass ]:
237.100113

[ PSA ]:
67.79000

[ LogP ]:
0.21

[ Vapour Pressure ]:
0.0±0.8 mmHg at 25°C

[ Index of Refraction ]:
1.553

[ Storage condition ]:
APPROX 4°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: FB9500000

CHEMICAL NAME :: Carbamic acid, methyl-, 2,3-dihydro-2,2-dimethyl-3-hydroxy-7-benzofuranyl ester

CAS REGISTRY NUMBER :: 16655-82-6

BEILSTEIN REFERENCE NO. :: 1383873

LAST UPDATED :: 199612

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C12-H15-N-O4

MOLECULAR WEIGHT :: 237.28

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 :: 18 mg/kg

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

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 7 mg/kg

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

MUTATION DATA

TYPE OF TEST :: Cytogenetic analysis

TEST SYSTEM :: Human Lymphocyte

DOSE/DURATION :: 100 mg/L

REFERENCE :: TGANAK Tsitologiya i Genetika. Cytology and Genetics. For English translation, see CYGEDX. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1967- Volume(issue)/page/year: 18(1),17,1984

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H300

[ Precautionary Statements ]:
P264-P301 + P310

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges

[ Hazard Codes ]:
T+,Xi,F

[ Risk Phrases ]:
R28

[ Safety Phrases ]:
S28

[ RIDADR ]:
UN 2757

[ RTECS ]:
FB9500000

[ Packaging Group ]:
II

[ Hazard Class ]:
6.1(a)

[ HS Code ]:
2932999099

Synthetic Route

Click to get detail synthetic route

Customs

[ HS Code ]: 2932999099

[ Summary ]:
2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Determination of pesticides in soy-based infant formula using liquid chromatography with electrospray ionization tandem mass spectrometry.

J. AOAC Int. 89(1) , 214-24, (2006)

A sensitive method using liquid chromatography with electrospray ionization tandem mass spectrometry (LC/ESI-MS/MS) was developed and validated to quantify and confirm 13 pesticides, including aldicar...

Metabolism of carbofuran by Aspergillus niger and Fusarium graminearum.

J. Environ. Sci. Health B 33(3) , 253-66, (1998)

Metabolism of carbofuran in pure liquid cultures of A. niger and F. graminearum was investigated. Carbofuran and its metabolites were analyzed by HPLC and TLC. The average recoveries of carbofuran, 3-...

Surprising hair analysis results following acute carbofuran intoxication.

Forensic Sci. Int. 212(1-3) , e10-4, (2011)

We present two non fatal cases of intoxication with carbofuran (CBF) documented by hair analysis. Carbofuran and 3-hydroxycarbofuran (OHCBF, its main metabolite) hair concentrations were determined us...