methiozolin

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Cross-References

ID Source	ID
PubMed CID	11500973
CHEMBL ID	2269868
SCHEMBL ID	271467
MeSH ID	M0590050

Synonyms (16)

Synonym
5-[(2,6-difluorophenyl)methoxymethyl]-5-methyl-3-(3-methylthiophen-2-yl)-4h-1,2-oxazole
CHEMBL2269868
methiozolin [iso]
5-(((2,6-difluorophenyl)methoxy)methyl)-4,5-dihydro-5-methyl-3-(3-methyl-2-thienyl)isoxazole
unii-mk1kz980dk
403640-27-7
methiozolin
(5rs)-5-((2,6-difluorobenzyloxy)methyl)-4,5-dihydro-5-methyl-3-(3-methyl-2-thienyl)-1,2-oxazole
mk1kz980dk ,
isoxazole, 5-(((2,6-difluorophenyl)methoxy)methyl)-4,5-dihydro-5-methyl-3-(3-methyl-2-thienyl)-
SCHEMBL271467
DTXSID30895800
isoxazole, 5-[[(2,6-difluorophenyl)methoxy]methyl]-4,5-dihydro-5-methyl-3-(3-methyl-2-thienyl)-; 5-[[(2,6-difluorophenyl)methoxy]methyl]-4,5-dihydro-5-methyl-3-(3-methyl-2-thienyl)isoxazole
Q27284081
methiozolin 100 microg/ml in acetonitrile
isoxazole, 5-[[(2,6-difluorophenyl)methoxy]methyl]-4,5-dihydro-5-methyl-3-(3-methyl-2-thienyl)-

Research Excerpts

Overview

Methiozolin is a new turf herbicide controlling annual bluegrass in various cool- and warm-season turfgrasses. It is also used to control annual crabgrass (Digitaria sanguinalis (L.) Scop.) in various turfgrass.

Excerpt	Reference	Relevance
"Methiozolin is a novel herbicide for controlling annual bluegrass. "	( Dissipation of Herbicide Methiozolin and Its Metabolites in Aerobic Sediment-Water Systems. An, JY; Hwang, KH; Kim, JH; Koo, SJ; Kwon, YS; Seo, JS, 2020)	2.3
"Methiozolin is an excellent candidate for annual bluegrass management in turfgrasses."	( Methiozolin [5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3,3(3-methylthiophen-2-yl)-1,2-isoxazoline], a new annual bluegrass (Poa annua L.) herbicide for turfgrasses. Cho, NG; Hwang, KH; Jeon, MS; Kim, SH; Koo, SJ; Lee, DG; Lim, J, 2014)	3.29
"Methiozolin is a new turf herbicide controlling annual bluegrass in various cool- and warm-season turfgrasses. "	( Soil metabolism of [14C]methiozolin under aerobic and anaerobic flooded conditions. Chang, HR; Hwang, KH; Kim, JH; Kim, K; Kim, SH; Koo, SJ; Lim, JS, 2013)	2.14
"Methiozolin is a herbicide currently used for annual bluegrass control in golf course putting greens. "	( Methiozolin sorption and mobility in sand-based root zones. Flessner, ML; Howe, JA; McElroy, JS; Wehtje, GR, 2015)	3.3
"Methiozolin is a new herbicide to control annual bluegrass (Poa annua L.) and large crabgrass (Digitaria sanguinalis (L.) Scop.) in various turfgrasses. "	( Developmental toxicity assessment of the new turf herbicide, methiozolin ([5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3,3(3-methylthiophen-2-yl)-1,2-isoxazoline]), in rabbits. Chung, MK; Hwang, KH; Jeong, EJ; Koo, SJ; Lee, J; Song, J; Yu, WJ, 2015)	2.1

Toxicity

Excerpt	Reference	Relevance
" In the current experimental conditions, the no observed adverse effect levels (NOAELs) of methiozolin are considered to be 250 mg/kg/day for does and prenatal development."	( Developmental toxicity assessment of the new turf herbicide, methiozolin ([5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3,3(3-methylthiophen-2-yl)-1,2-isoxazoline]), in rabbits. Chung, MK; Hwang, KH; Jeong, EJ; Koo, SJ; Lee, J; Song, J; Yu, WJ, 2015)	0.88

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (40)

Assay ID	Title	Year	Journal	Article
AID1103557	Toxicity in transplanted Oryza sativa (rice) assessed as visual damage 500 g/ha measured after 5 days after transplanting	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103542	Herbicidal activity against Rotala indica assessed as visual damage 1000 g/ha measured after 3 weeks	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103550	Herbicidal activity against Echinochloa oryzicola assessed as visual damage 125 g/ha measured after 3 weeks	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103537	Herbicidal activity against Murdannia keisak assessed as visual damage 125 g/ha measured after 3 weeks	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103533	Herbicidal activity against Cyperus difformis assessed as visual damage 250 g/ha measured after 3 weeks	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103538	Herbicidal activity against Murdannia keisak assessed as visual damage 250 g/ha measured after 3 weeks	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103545	Herbicidal activity against Monochoria vaginalis assessed as visual damage 500 g/ha measured after 3 weeks	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103530	Herbicidal activity against Ludwigia prostrata assessed as visual damage 1000 g/ha measured after 3 weeks	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103529	Herbicidal activity against Ludwigia prostrata assessed as visual damage 500 g/ha measured after 3 weeks	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103519	Genotoxicity in Cricetulus griseus lung fibroblast assessed as mutation	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103536	Herbicidal activity against Murdannia keisak assessed as visual damage 62.5 g/ha measured after 3 weeks	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103556	Toxicity in transplanted Oryza sativa (rice) assessed as visual damage 250 g/ha measured after 5 days after transplanting	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103558	Toxicity in transplanted Oryza sativa (rice) assessed as visual damage 1000 g/ha measured after 5 days after transplanting	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103531	Herbicidal activity against Cyperus difformis assessed as visual damage 62.5 g/ha measured after 3 weeks	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103544	Herbicidal activity against Monochoria vaginalis assessed as visual damage 250 g/ha measured after 3 weeks	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103552	Herbicidal activity against Echinochloa oryzicola assessed as visual damage 500 g/ha measured after 3 weeks	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103546	Herbicidal activity against Monochoria vaginalis assessed as visual damage 1000 g/ha measured after 3 weeks	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103522	Aquatic toxicity in Daphnia magna	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103532	Herbicidal activity against Cyperus difformis assessed as visual damage 125 g/ha measured after 3 weeks	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103535	Herbicidal activity against Cyperus difformis assessed as visual damage 1000 g/ha measured after 3 weeks	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103553	Herbicidal activity against Echinochloa oryzicola assessed as visual damage 1000 g/ha measured after 3 weeks	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103523	Acute toxicity in Mus musculus (mouse)	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103543	Herbicidal activity against Monochoria vaginalis assessed as visual damage 125 g/ha measured after 3 weeks	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103548	Herbicidal activity against Schoenoplectiella juncoides assessed as visual damage 125 g/ha measured after 3 weeks	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103541	Herbicidal activity against Rotala indica assessed as visual damage 500 g/ha measured after 3 weeks	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103547	Herbicidal activity against Schoenoplectiella juncoides assessed as visual damage 62.5 g/ha measured after 3 weeks	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103527	Herbicidal activity against Ludwigia prostrata assessed as visual damage 125 g/ha measured after 3 weeks	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103551	Herbicidal activity against Echinochloa oryzicola assessed as visual damage 250 g/ha measured after 3 weeks	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103549	Herbicidal activity against Schoenoplectiella juncoides assessed as visual damage 250 g/ha measured after 3 weeks	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103521	Aquatic toxicity in Oryzias latipes (Japanese medaka)	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103539	Herbicidal activity against Rotala indica assessed as visual damage 125 g/ha measured after 3 weeks	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103528	Herbicidal activity against Ludwigia prostrata assessed as visual damage 250 g/ha measured after 3 weeks	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103525	Herbicidal activity against 2 to 3 leaf stage Echinochloa crus-galli (barnyard grass) (barnyardgrass) at 62.5 g/ha	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103554	Toxicity in transplanted Oryza sativa (rice) assessed as visual damage 62.5 g/ha measured after 5 days after transplanting	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103526	Herbicidal activity against Ludwigia prostrata assessed as visual damage 62.5 g/ha measured after 3 weeks	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103524	Herbicidal activity against 4 leaf stage Echinochloa crus-galli (barnyard grass) (barnyardgrass) at 250 g/ha	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103534	Herbicidal activity against Cyperus difformis assessed as visual damage 500 g/ha measured after 3 weeks	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103520	Genotoxicity inCricetulus griseus lung fibroblast assessed as chromosome aberration	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103540	Herbicidal activity against Rotala indica assessed as visual damage 250 g/ha measured after 3 weeks	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
AID1103555	Toxicity in transplanted Oryza sativa (rice) assessed as visual damage 125 g/ha measured after 5 days after transplanting	2005	Journal of agricultural and food chemistry, Nov-02, Volume: 53, Issue:22	5-(2,6-difluorobenzyl)oxymethyl-5-methyl-3-(3-methylthiophen-2-yl)- 1,2-isoxazoline as a useful rice herbicide.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (8)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	1 (12.50)	29.6817
2010's	6 (75.00)	24.3611
2020's	1 (12.50)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 25.26

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

Metric	This Compound (vs All)
Research Demand Index	25.26 (24.57)
Research Supply Index	2.20 (2.92)
Research Growth Index	5.43 (4.65)
Search Engine Demand Index	42.08 (26.88)
Search Engine Supply Index	4.00 (0.95)

This Compound (25.26)

All Compounds (24.57)

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	8 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
thiophenes Thiophenes: A monocyclic heteroarene furan in which the oxygen atom is replaced by a sulfur.. thiophenes : Compounds containing at least one thiophene ring.	3.49	7	mancude organic heteromonocyclic parent; monocyclic heteroarene; thiophenes; volatile organic compound	non-polar solvent
isoxazoles Isoxazoles: Azoles with an OXYGEN and a NITROGEN next to each other at the 1,2 positions, in contrast to OXAZOLES that have nitrogens at the 1,3 positions.. isoxazole : A monocyclic heteroarene with a structure consisting of a 5-membered ring containing three carbon atoms and an oxygen and nitrogen atom adjacent to each other. It is the parent of the class of isoxazoles.. isoxazoles : Oxazoles in which the N and O atoms are adjacent.	3.49	7	isoxazoles; mancude organic heteromonocyclic parent; monocyclic heteroarene
clay Clay: A naturally-occurring rock or soil constituent characterized by particles with a diameter of less than 0.005 mm. It is composed primarily of hydrous aluminum silicates, trace amounts of metal OXIDES, and organic matter.	2.25	1

Condition	Relationship Strength	Studies
Body Weight The mass or quantity of heaviness of an individual. It is expressed by units of pounds or kilograms.	2.11	1
Pregnancy The status during which female mammals carry their developing young (EMBRYOS or FETUSES) in utero before birth, beginning from FERTILIZATION to BIRTH.	2.11	1
Weight Gain Increase in BODY WEIGHT over existing weight.	2.11	1

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