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Norflurazon

Names

[ CAS No. ]:
27314-13-2

[ Name ]:
Norflurazon

[Synonym ]:
4-Chlor-5-(methylamino)-2-[3-(trifluormethyl)phenyl]pyridazin-3(2H)-on
4-Chloro-5-(methylamino)-2-[3-(trifluoromethyl)phenyl]pyridazin-3(2H)-one
4-Chloro-5-(methylamino)-2-(a,a,a-trifluoro-m-tolyl)-3(2H)-pyridazinone
4-Chloro-5-(methylamino)-2-(α,α,α-trifluoro-m-tolyl)-3(2H)-pyridazinone
EINECS 248-397-1
MFCD00128055
3(2H)-Pyridazinone, 4-chloro-5-(methylamino)-2-[3-(trifluoromethyl)phenyl]-
4-chloro-5-methylamino-2-(α,α,α-trifluoro-m-tolyl)pyridazin-3(2H)-one
4-Chloro-5-(methylamino)-2-[3-(trifluoromethyl)phenyl]-3(2H)-pyridazinone
4-Chloro-5-(methylamino)-2-(3-(trifluoromethyl)phenyl)-3(2H)-pyridazinone (9CI)
4-chloro-5-(methylamino)-2-[3-(trifluoromethyl)phenyl]pyridazin-3-one

Biological Activity

[Description]:

Norflurazon (SAN 9789) is a bleaching herbicide. Norflurazon can block carotenoid biosynthesis by inhibiting phytoene desaturase activity[1].

[Related Catalog]:

Research Areas >> Others
Signaling Pathways >> Others >> Others

[References]

[1]. Abrous-Belbachir O, et, al. Evidence that norflurazon affects chloroplast lipid unsaturation in soybean leaves (Glycine max L.). J Agric Food Chem. 2009 Dec 9;57(23):11434-40.  

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
345.2±52.0 °C at 760 mmHg

[ Melting Point ]:
184ºC

[ Molecular Formula ]:
C12H9ClF3N3O

[ Molecular Weight ]:
303.67

[ Flash Point ]:
162.6±30.7 °C

[ Exact Mass ]:
303.038635

[ PSA ]:
46.92000

[ LogP ]:
2.45

[ Appearance of Characters ]:
Crystalline Solid | White

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

[ Index of Refraction ]:
1.567

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UR6150000
CHEMICAL NAME :
3(2H)-Pyridazinone, 4-chloro-5-(methylamino)-2-(alpha,alpha,alpha-trifluo ro-m-tolyl)-
CAS REGISTRY NUMBER :
27314-13-2
BEILSTEIN REFERENCE NO. :
0757115
LAST UPDATED :
199701
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C12-H9-Cl-F3-N3-O
MOLECULAR WEIGHT :
303.69
WISWESSER LINE NOTATION :
T6NNVJ BR CXFFF& DG EM1

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 :
8 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85ARAE "Agricultural Chemicals," Thomson, W.T., 4 vols., Fresno, CA, Thomson Publications, 1976/77 revision Volume(issue)/page/year: 2,108,1977
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
>20 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: 9,624,1991
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Bird - quail
DOSE/DURATION :
>1250 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FMCHA2 Farm Chemicals Handbook. (Meister Pub., 37841 Euclid Ave., Willoughy, OH 44094) Volume(issue)/page/year: -,C221,1991
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Bird - duck
DOSE/DURATION :
>1250 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FMCHA2 Farm Chemicals Handbook. (Meister Pub., 37841 Euclid Ave., Willoughy, OH 44094) Volume(issue)/page/year: -,C221,1991 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989

Safety Information

[ Symbol ]:

GHS09

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H400

[ Precautionary Statements ]:
P273

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

[ Hazard Codes ]:
N: Dangerous for the environment;

[ Risk Phrases ]:
R50

[ Safety Phrases ]:
61

[ RIDADR ]:
UN 3077 9/PG 3

[ RTECS ]:
UR6150000

Synthetic Route

Articles

A new F131V mutation in Chlamydomonas phytoene desaturase locates a cluster of norflurazon resistance mutations near the FAD-binding site in 3D protein models.

PLoS ONE 9(6) , e99894, (2014)

The green alga Chlamydomonas reinhardtii provides a tractable genetic model to study herbicide mode of action using forward genetics. The herbicide norflurazon inhibits phytoene desaturase, which is r...

Novel bioassay for the discovery of inhibitors of the 2-C-methyl-D-erythritol 4-phosphate (MEP) and terpenoid pathways leading to carotenoid biosynthesis.

PLoS ONE 9(7) , e103704, (2014)

The 2-C-methyl-D-erythritol 4-phosphate (MEP) pathway leads to the synthesis of isopentenyl diphosphate in plastids. It is a major branch point providing precursors for the synthesis of carotenoids, t...

Functional characterization of the two ferrochelatases in Arabidopsis thaliana.

Plant Cell Environ. 38(2) , 280-98, (2015)

The enzyme ferrochelatase catalyses the formation of protoheme by inserting Fe(2+) into protoporphyrin IX. Although most organisms express only one ferrochelatase, all land plants analysed so far poss...


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Related Compounds

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