Isoproturon

Names

[ Name ]:
Isoproturon

[Synonym ]:
N,N-Dimethyl-N'-(4-(1-methylethyl)phenyl)urea
N,N-Dimethyl-N'-[4-(1-methylethyl)phenyl]urea
Protugan
N,N-dimethyl-N’-[4-(1-methylethyl)phenyl]urea
Tolkan
1,1-dimethyl-3-[4-(propan-2-yl)phenyl]urea
I.P.U.
Isoproturon
Graminon
Urea, N,N-dimethyl-N'-[4-(1-methylethyl)phenyl]-
Nocilon
EINECS 251-835-4
MFCD00078684
3-(4-Isopropylphenyl)-1,1-dimethylurea
3-p-Cumenyl-1,1-dimethylurea
Alon
Arelon
Belgran
1,1-dimethyl-3-(4-propan-2-ylphenyl)urea
Zodiac TX
N-(4-Isopropylphenyl)-N',N'-dimethylurea
Arelon R
N,N-dimethyl-N’-[4-(propan-2-yl)phenyl]urea

Biological Activity

[Description]:

Isoproturon belongs to the phenylurea herbicide family and is a systemic and selective herbicide. Isoproturon is widely applied for killing weeds in farmland, which can be used in the control of annual grasses and broad-leaved weeds in spring and winter wheat, winter rye and spring and winter barley[1][2].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[References]

[1]. Feng Fan Lu, et al. Isoproturon-Induced Salicylic Acid Confers Arabidopsis Resistance to Isoproturon Phytotoxicity and Degradation in Plants. J Agric Food Chem. 2018 Dec 19;66(50):13073-13083.

[2]. Mian Muhammad, et al. Determination of Isoproturon in Environmental Samples Using the QuEChERS Extraction-Spectrofluorimetric Method. Environ Toxicol Chem. 2019 Dec;38(12):2614-2620.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
353.2±25.0 °C at 760 mmHg

[ Melting Point ]:
155-156ºC

[ Molecular Formula ]:
C₁₂H₁₈N₂O

[ Molecular Weight ]:
206.284

[ Flash Point ]:
167.4±23.2 °C

[ Exact Mass ]:
206.141907

[ PSA ]:
32.34000

[ LogP ]:
2.32

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

[ Index of Refraction ]:
1.555

[ Storage condition ]:
APPROX 4°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: YT0170000

CHEMICAL NAME :: Urea, 1,1-dimethyl-3-(p-isopropylphenyl)-

CAS REGISTRY NUMBER :: 34123-59-6

LAST UPDATED :: 199612

DATA ITEMS CITED :: 14

MOLECULAR FORMULA :: C12-H18-N2-O

MOLECULAR WEIGHT :: 206.32

WISWESSER LINE NOTATION :: 1Y1&R DMVN1&1

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 :: 1826 mg/kg

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

TYPE OF TEST :: LC50 - Lethal concentration, 50 percent kill

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >670 mg/m3/4H

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 :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >2 gm/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 :: Unreported

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1043 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 :: 3350 mg/kg

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

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: >9 gm/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 :: Bird - pigeon

DOSE/DURATION :: >5 gm/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 :: Bird - quail

DOSE/DURATION :: 3042 mg/kg

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

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 48 gm/kg/10W-I

TOXIC EFFECTS :: Liver - changes in liver weight Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis) Blood - changes in spleen

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 21 gm/kg/3W-I

TOXIC EFFECTS :: Liver - changes in liver weight Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol) Blood - changes in erythrocyte (RBC) count

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 4500 mg/kg

SEX/DURATION :: female 6-15 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured before birth) Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)

TYPE OF TEST :: Micronucleus test

TYPE OF TEST :: Cytogenetic analysis

MUTATION DATA

TEST SYSTEM :: Rodent - mouse

DOSE/DURATION :: 500 mg/kg/5D (Intermittent)

REFERENCE :: IJEBA6 Indian Journal of Experimental Biology. (Publications & Information Directorate, CSIR, Hillside Rd., New Delhi 110 012, India) V.1- 1963- Volume(issue)/page/year: 28,862,1990

Safety Information

[ Symbol ]:

GHS07, GHS08, GHS09

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H332-H351-H410

[ Precautionary Statements ]:
P273-P281-P501

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
Xi:Irritant

[ Risk Phrases ]:
R40;R50/53

[ Safety Phrases ]:
S36/37-S60-S61-S26

[ RIDADR ]:
UN 3077

[ RTECS ]:
YT0170000

[ Packaging Group ]:
III

[ HS Code ]:
2924299039

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2924299039

[ Summary ]:
2924299039. VAT:17.0%. Tax rebate rate:9.0%. Supervision conditions:S(import or export registration certificate for pesticides). MFN tariff:6.5%. General tariff:30.0%

Articles

Environmental friendly method for urban wastewater monitoring of micropollutants defined in the Directive 2013/39/EU and Decision 2015/495/EU.

J. Chromatogr. A. 1418 , 140-9, (2015)

The fate and removal of organic micropollutants in the environment is a demanding issue evidenced by the recent European policy. This work presents an analytical method for the trace quantification of...

Simultaneous extraction and determination of various pesticides in environmental waters.

J. Sep. Sci. 37(24) , 3699-705, (2014)

A simple and rapid method was developed for the simultaneous analysis of nine different pesticides in water samples by gas chromatography with mass spectrometry. A number of parameters that may affect...

Multiresidue method for the determination of 13 pesticides in three environmental matrices: water, sediments and fish muscle.

Talanta 85(3) , 1500-7, (2011)

Pesticides residues in aquatic ecosystems are an environmental concern which requires efficient analytical methods. In this study, we proposed a generic method for the quantification of 13 pesticides ...