CAS 210631-68-8|topramezone

Introduction：Basic information about CAS 210631-68-8|topramezone, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. topramezone BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Synonyms

Common Name	topramezone
CAS Number	210631-68-8	Molecular Weight	363.388
Density	1.5±0.1 g/cm3	Boiling Point	590.5±60.0 °C at 760 mmHg
Molecular Formula	C₁₆H₁₇N₃O₅S	Melting Point	/
MSDS	ChineseUSA	Flash Point	310.9±32.9 °C
Symbol	GHS08, GHS09	Signal Word	Danger

Names

Name	topramezone
Synonym	More Synonyms

topramezone BiologicalActivity

Description	Topramezone is a potent 4-hydroxyphenylpyruvate dioxygenase (4-HPPD) inhibitor. Topramezone is a herbicide, used for the post-emergence control of broadleaf and grass weeds in corn[1].
In Vitro	Topramezone (5, 10, 20, 30, 45 mg/L; 24-96 h) inhibits algal (C. vulgaris) growth by triggering oxidative stress, damaging cell morphology and photosynthetic activity during the exposure[1]. Topramezone (20 mg/L; 24, 48, 72 and 96 h) disrupts the photosynthetic system, by decreasing the content of photosynthetic pigments, and induces ROS (oxidative stress) with an increase of MDA in a time-dependent manner[1]. Topramezone (20 mg/L; 96 h) compromises the integrity of the cells, damages chloroplasts and membranes in algal cells and triggers apoptosis[1]. Topramezone (0.1 nM-0.1 mM; 30 min) exhibits selectivity and inhibits 4-HPPD (recombinant enzyme protein) activity in vitro, with IC50s of 15 nM (Setaria faberi), 23 nM (Arabidopsis thaliana), and 180 nM (Corn)[2]. topramezone (foliar-applied; containing [14C]topramezone of 0.29 µg; 24 and 48 h) is metabolized faster in corn than in the weeds[2].
References	[1]. Zhao F, et al. Evaluation of the toxicity of herbicide topramezone to Chlorella vulgaris: Oxidative stress, cell morphology and photosynthetic activity. Ecotoxicol Environ Saf. 2017 Sep. 143:129-135. [2]. Grossmann K, et al. On the mechanism of action and selectivity of the corn herbicide topramezone: a new inhibitor of 4-hydroxyphenylpyruvate dioxygenase. Pest Manag Sci. 2007 May. 63(5):429-39.

Description

Topramezone is a potent 4-hydroxyphenylpyruvate dioxygenase (4-HPPD) inhibitor. Topramezone is a herbicide, used for the post-emergence control of broadleaf and grass weeds in corn[1].

In Vitro

Topramezone (5, 10, 20, 30, 45 mg/L; 24-96 h) inhibits algal (C. vulgaris) growth by triggering oxidative stress, damaging cell morphology and photosynthetic activity during the exposure[1]. Topramezone (20 mg/L; 24, 48, 72 and 96 h) disrupts the photosynthetic system, by decreasing the content of photosynthetic pigments, and induces ROS (oxidative stress) with an increase of MDA in a time-dependent manner[1]. Topramezone (20 mg/L; 96 h) compromises the integrity of the cells, damages chloroplasts and membranes in algal cells and triggers apoptosis[1]. Topramezone (0.1 nM-0.1 mM; 30 min) exhibits selectivity and inhibits 4-HPPD (recombinant enzyme protein) activity in vitro, with IC50s of 15 nM (Setaria faberi), 23 nM (Arabidopsis thaliana), and 180 nM (Corn)[2]. topramezone (foliar-applied; containing [14C]topramezone of 0.29 µg; 24 and 48 h) is metabolized faster in corn than in the weeds[2].

References

[1]. Zhao F, et al. Evaluation of the toxicity of herbicide topramezone to Chlorella vulgaris: Oxidative stress, cell morphology and photosynthetic activity. Ecotoxicol Environ Saf. 2017 Sep. 143:129-135.

[2]. Grossmann K, et al. On the mechanism of action and selectivity of the corn herbicide topramezone: a new inhibitor of 4-hydroxyphenylpyruvate dioxygenase. Pest Manag Sci. 2007 May. 63(5):429-39.

Chemical & Physical Properties

Density	1.5±0.1 g/cm3
Boiling Point	590.5±60.0 °C at 760 mmHg
Molecular Formula	C₁₆H₁₇N₃O₅S
Molecular Weight	363.388
Flash Point	310.9±32.9 °C
Exact Mass	363.088898
PSA	119.23000
LogP	0.96
Vapour Pressure	0.0±1.7 mmHg at 25°C
Index of Refraction	1.670
InChIKey	BPPVUXSMLBXYGG-UHFFFAOYSA-N
SMILES	Cc1c(C(=O)c2c[nH]n(C)c2=O)ccc(S(C)(=O)=O)c1C1=NOCC1

Safety Information

Symbol	GHS08, GHS09
Signal Word	Danger
Hazard Statements	H360-H410
Precautionary Statements	P201-P273-P308 + P313-P501
Personal Protective Equipment	Eyeshields;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,N
Risk Phrases	61-50/53
Safety Phrases	53-45-60-61
RIDADR	UN3077 9/PG 3

Synonyms

4-[2-methyl-3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoyl ]-1-methyl-5-hydroxy-1H-pyrazole

4-[3-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonyl-2-methylbenzoyl]-5-hydroxy-1-methylpyrazole

4-[3-(4,5-dihydro-1,2-oxazol-3-yl)-2-methyl-4-methylsulfonylbenzoyl]-2-methyl-1H-pyrazol-3-one

Methanone, [3-(4,5-dihydro-3-isoxazolyl)-2-methyl-4-(methylsulfonyl)phenyl](5-hydroxy-1-methyl-1H-pyrazol-4-yl)-

[3-(4,5-Dihydroisoxazol-3-yl)-2-methyl-4-(methylsulfonyl)phenyl](5-hydroxy-1-methyl-1H-pyrazol-4-yl)methanone

11322047

T5NO EUTJ ER B1 FSW1 CV- DTNNJ A1 EQ

1-methyl-4-(3-(4,5-dihydroisoxazol-3-yl)-2-methyl-4-methyl-sulfonylbenzoyl)-5-hydroxypyrazole

[3-(4,5-dihydro-3-isoxazolyl)-2-methyl-4-(methylsulfonyl)phenyl](5-hydroxy-1-methyl-1H-pyrazol-4-yl)methanone

[3-(4,5-dihydro-1,2-oxazol-3-yl)-4-(methanesulfonyl)-2-methylphenyl](5-hydroxy-1-methyl-1H-pyrazol-4-yl)methanone

benzuocaotong

[3-(4,5-Dihydro-1,2-oxazol-3-yl)-2-methyl-4-(methylsulfonyl)phenyl](5-hydroxy-1-methyl-1H-pyrazol-4-yl)methanone

4-[3-(4,5-dihydroisoxazol-3-yl)-2-methyl-4-methylsulfonyl-benzoyl]-1-methyl-5-hydroxy-1H-pyrazole

topramezone

[3-(4,5-dihydro-1,2-oxazol-3-yl)-4-mesyl-o-tolyl](5-hydroxy-1-methyl-1H-pyrazole-4-yl)methanone

[3-(4,5-dihydro-1,2-oxazol-3-yl)-4-mesyl-o-tolyl](5-hydroxy-1-methylpyrazol-4-yl)methanone

[3-(4,5-Dihydro-1,2-oxazol-3-yl)-2-methyl-4-(methylsulfonyl)phenyl](5-hydroxy-1-methyl-1H-pyrazol-4-yl)methanon

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