cyhalofop-butyl

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

Description

cyhalofop-butyl: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID Source	ID
PubMed CID	180089
CHEMBL ID	1900438
CHEBI ID	81863
SCHEMBL ID	56020
MeSH ID	M0486334

Synonyms (48)

Synonym
cyhalofop-butyl
122008-85-9
cyhalofop-butyl [iso]
xde 537
NCGC00168299-01
clincher
hsdb 7272
propanoic acid, 2-(4-(4-cyano-2-fluorophenoxy)phenoxy)-, butyl ester, (2r)-
butyl (2r)-2-[4-(4-cyano-2-fluorophenoxy)phenoxy]propanoate
butyl (2r)-2-[4-(4-cyano-2-fluoranyl-phenoxy)phenoxy]propanoate
(2r)-2-[4-(4-cyano-2-fluorophenoxy)phenoxy]propanoic acid butyl ester
A804822
NCGC00168299-02
(2r)-2-(4-(4-cyano-2-fluorophenoxy)-phenoxy)propanic acid butylester
ccris 9267
unii-18hgv9oc6g
(r)-2-[4-(4-cyano-2-fluorophenoxy)phenoxy]propionic acid butyl ester
C2417
butyl (r)-2-[4-(4-cyano-2-fluorophenoxy)phenoxy]propionate
cyhalofop butyl
C18607
dtxsid1034503 ,
cas-122008-85-9
tox21_301029
dtxcid9014503
NCGC00254931-01
18hgv9oc6g ,
AKOS015889006
SCHEMBL56020
cyhalofop butyl ester
(2r)-2-(4-(4-cyano-2-fluorophenoxy)phenoxy)propanoic acid butyl ester
cyhalofop-butyl [mi]
xde-537
cyhalofop-butyl [hsdb]
CHEBI:81863 ,
CHEMBL1900438
clincher; clincher ca;xde 537
J-004751
(r)-butyl 2-(4-(4-cyano-2-fluorophenoxy)phenoxy)propanoate
propanoic acid, 2-[4-(4-cyano-2-fluorophenoxy)phenoxy]-, butyl ester, (2r)-
cyhalofop-butyl, pestanal(r), analytical standard
mfcd01631151
cyhalofop-butyl 10 microg/ml in cyclohexane
Q27155630
xde537
BS-21239
CS-0012875
HY-B0861

Research Excerpts

Toxicity

Excerpt	Reference	Relevance
" Our results demonstrated that cyhalofop-butyl was highly toxic to zebrafish embryos, with concentration-dependent negative effects in embryonic development."	( Cyhalofop-butyl has the potential to induce developmental toxicity, oxidative stress and apoptosis in early life stage of zebrafish (Danio rerio). Chai, T; Mu, X; Qiu, L; Wang, C; Wang, K; Yang, Y; Zhu, L, 2015)	2.15

Dosage Studied

HFFD3 was highly resistant to cyhalofop-butyl and exhibited cross-resistance to metamifop, fenoxaprop-P-ethyl. Whole-plant dose-response experiments showed that the resistance index (RI) of these R? RR, and RRR populations to cy Halfop-Butyl ranged from 2 to 4.

Excerpt	Relevance	Reference
" palustris under three dosage groups."	( The removal of cyhalofop-butyl in soil by surplus Rhodopseudanonas palustris in wastewater purification. Cao, B; Chen, Z; Cui, Y; Hou, Y; Jin, L; Li, N; Mo, W; Song, Y; Wang, Y; Wu, P; Zhang, Y; Zhu, F, 2019)	0.87
" Dose-response tests indicated that five populations (JS3, JS4, JS6, JS7 and JS8) had evolved high-level resistance (26."	( Molecular basis of resistance to ACCase-inhibiting herbicide cyhalofop-butyl in Chinese sprangletop (Leptochloa chinensis (L.) Nees) from China. Cai, J; Chen, Y; Deng, W; Di, Y; Yuan, S; Zhang, J, 2019)	0.76
" Dose-response bioassays revealed that HFFD3 was highly resistant to cyhalofop-butyl and exhibited cross-resistance to metamifop, fenoxaprop-P-ethyl, quizalofop-P-ethyl, and clethodim."	( Cyhalofop-butyl resistance conferred by a novel Trp-2027-Leu mutation of acetyl-CoA carboxylase and enhanced metabolism in Leptochloa chinensis. Cao, H; Gao, Q; Jiang, M; Li, Q; Liao, M; Zhang, J; Zhao, N, 2022)	2.4

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

Drug Classes (1)

Class	Description
aromatic ether	Any ether in which the oxygen is attached to at least one aryl substituent.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (13)

Potency Measurements

Protein	Taxonomy	Measurement	Average (µ)	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
SMAD family member 2	Homo sapiens (human)	Potency	27.3707	0.1737	34.3047	61.8120	AID1346859
SMAD family member 3	Homo sapiens (human)	Potency	27.3707	0.1737	34.3047	61.8120	AID1346859
GLI family zinc finger 3	Homo sapiens (human)	Potency	24.1881	0.0007	14.5928	83.7951	AID1259369; AID1259392
AR protein	Homo sapiens (human)	Potency	24.7156	0.0002	21.2231	8,912.5098	AID588516; AID743036; AID743054; AID743063
progesterone receptor	Homo sapiens (human)	Potency	54.1504	0.0004	17.9460	75.1148	AID1346795
retinoid X nuclear receptor alpha	Homo sapiens (human)	Potency	17.7296	0.0008	17.5051	59.3239	AID1159527; AID1159531
estrogen-related nuclear receptor alpha	Homo sapiens (human)	Potency	27.1395	0.0015	30.6073	15,848.9004	AID1259403
farnesoid X nuclear receptor	Homo sapiens (human)	Potency	31.6228	0.3758	27.4851	61.6524	AID588527
estrogen nuclear receptor alpha	Homo sapiens (human)	Potency	19.3770	0.0002	29.3054	16,493.5996	AID743075
peroxisome proliferator-activated receptor delta	Homo sapiens (human)	Potency	17.2698	0.0010	24.5048	61.6448	AID743215
vitamin D (1,25- dihydroxyvitamin D3) receptor	Homo sapiens (human)	Potency	15.8489	0.0237	23.2282	63.5986	AID588541
thyroid stimulating hormone receptor	Homo sapiens (human)	Potency	17.8660	0.0016	28.0151	77.1139	AID1224843; AID1224895; AID1259385; AID1259395
nuclear factor erythroid 2-related factor 2 isoform 1	Homo sapiens (human)	Potency	4.3013	0.0006	27.2152	1,122.0200	AID743202
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (42)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	4 (9.52)	29.6817
2010's	19 (45.24)	24.3611
2020's	19 (45.24)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 36.51

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 strong demand-to-supply ratio for research on this compound.

Metric	This Compound (vs All)
Research Demand Index	36.51 (24.57)
Research Supply Index	3.76 (2.92)
Research Growth Index	5.35 (4.65)
Search Engine Demand Index	67.98 (26.88)
Search Engine Supply Index	2.85 (0.95)

This Compound (36.51)

All Compounds (24.57)

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	1 (2.38%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	41 (97.62%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
1-butanol 1-Butanol: A four carbon linear hydrocarbon that has a hydroxy group at position 1.. butan-1-ol : A primary alcohol that is butane in which a hydrogen of one of the methyl groups is substituted by a hydroxy group. It it produced in small amounts in humans by the gut microbes.	2.07	1	alkyl alcohol; primary alcohol; short-chain primary fatty alcohol	human metabolite; mouse metabolite; protic solvent
glycine [no description available]	2.25	1	alpha-amino acid; amino acid zwitterion; proteinogenic amino acid; serine family amino acid	EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitor; fundamental metabolite; hepatoprotective agent; micronutrient; neurotransmitter; NMDA receptor agonist; nutraceutical
nitrous oxide Nitrous Oxide: Nitrogen oxide (N2O). A colorless, odorless gas that is used as an anesthetic and analgesic. High concentrations cause a narcotic effect and may replace oxygen, causing death by asphyxia. It is also used as a food aerosol in the preparation of whipping cream.. dinitrogen oxide : A nitrogen oxide consisting of linear unsymmetrical molecules with formula N2O. While it is the most used gaseous anaesthetic in the world, its major commercial use, due to its solubility under pressure in vegetable fats combined with its non-toxicity in low concentrations, is as an aerosol spray propellant and aerating agent for canisters of 'whipped' cream.	3.14	1	gas molecular entity; nitrogen oxide	analgesic; bacterial metabolite; food packaging gas; food propellant; general anaesthetic; greenhouse gas; inhalation anaesthetic; NMDA receptor antagonist; raising agent; refrigerant; vasodilator agent
1-anilino-8-naphthalenesulfonate 1-anilino-8-naphthalenesulfonate: RN given refers to parent cpd. 8-anilinonaphthalene-1-sulfonic acid : A naphthalenesulfonic acid that is naphthalene-1-sulfonic acid substituted by a phenylamino group at position 8.	2.07	1	aminonaphthalene; naphthalenesulfonic acid	fluorescent probe
diuron Diuron: A pre-emergent herbicide.. diuron : A member of the class of 3-(3,4-substituted-phenyl)-1,1-dimethylureas that is urea in which both of the hydrogens attached to one nitrogen are substituted by methyl groups, and one of the hydrogens attached to the other nitrogen is substituted by a 3,4-dichlorophenyl group.	2.07	1	3-(3,4-substituted-phenyl)-1,1-dimethylurea; dichlorobenzene	environmental contaminant; mitochondrial respiratory-chain inhibitor; photosystem-II inhibitor; urea herbicide; xenobiotic
malathion Malathion: A wide spectrum aliphatic organophosphate insecticide widely used for both domestic and commercial agricultural purposes.. malathion : A racemate comprising equimolar amounts of (R) and (S)-malathion. It is a broad spectrum organophosphate proinsecticide used to control a wide range of pests including Coleoptera, Diptera, fruit flies, mosquitos and spider mites.. diethyl 2-[(dimethoxyphosphorothioyl)thio]succinate : A diester that is diethyl succinate in which position 2 is substituted by a (dimethoxyphosphorothioyl)thio group.	2.6	1	diester; ethyl ester; organic thiophosphate
propanil Propanil: A chlorinated anilide that is used as an herbicide.. propanil : An anilide resulting from the formal condensation of the carboxy group of propanoic acid with the amino group of 3,4-dichloroaniline. It is a herbicide used for the treatment of numerous grasses and broad-leaved weeds in rice, potatoes, and wheat.	2.02	1	anilide; dichlorobenzene	herbicide
acetonitrile acetonitrile: RN given refers to unlabeled cpd. acetonitrile : A nitrile that is hydrogen cyanide in which the hydrogen has been replaced by a methyl group.	2.07	1	aliphatic nitrile; volatile organic compound	EC 3.5.1.4 (amidase) inhibitor; NMR chemical shift reference compound; polar aprotic solvent
quinoxalines quinoxaline : A naphthyridine in which the nitrogens are at positions 1 and 4.	3.27	1	mancude organic heterobicyclic parent; naphthyridine; ortho-fused heteroarene
2-methyl-4-chlorophenoxyacetic acid 2-Methyl-4-chlorophenoxyacetic Acid: A powerful herbicide used as a selective weed killer.. (4-chloro-2-methylphenoxy)acetic acid : A chlorophenoxyacetic acid that is (4-chlorophenoxy)acetic acid substituted by a methyl group at position 2.	2.31	1	chlorophenoxyacetic acid; monochlorobenzenes	environmental contaminant; phenoxy herbicide; synthetic auxin
benzoxazoles 1,3-benzoxazole : A benzoxazole in which the benzene ring is fused to a 1,3-oxazole ring across positions 4 and 5.. benzoxazole : Compounds based on a fused 1,2- or 1,3-oxazole and benzene bicyclic ring skeleton.	3.27	1	1,3-benzoxazoles; mancude organic heterobicyclic parent
oxazoles Oxazoles: Five-membered heterocyclic ring structures containing an oxygen in the 1-position and a nitrogen in the 3-position, in distinction from ISOXAZOLES where they are at the 1,2 positions.. 1,3-oxazole : A five-membered monocyclic heteroarene that is an analogue of cyclopentadiene with O in place of CH2 at position 1 and N in place of CH at position 3.. oxazole : An azole based on a five-membered heterocyclic aromatic skeleton containing one N and one O atom.	3.27	1	1,3-oxazoles; mancude organic heteromonocyclic parent; monocyclic heteroarene
zinc oxide Zinc Oxide: A mild astringent and topical protectant with some antiseptic action. It is also used in bandages, pastes, ointments, dental cements, and as a sunblock.	2.06	1	zinc molecular entity
titanium Titanium: A dark-gray, metallic element of widespread distribution but occurring in small amounts with atomic number, 22, atomic weight, 47.867 and symbol, Ti; specific gravity, 4.5; used for fixation of fractures.	2.06	1	titanium group element atom
titanium dioxide titanium dioxide: used medically as protectant against externally caused irritation & sunlight; high concentrations of dust may cause irritation to respiratory tract; RN given refers to titanium oxide (TiO2); structure. titanium dioxide : A titanium oxide with the formula TiO2. A naturally occurring oxide sourced from ilmenite, rutile and anatase, it has a wide range of applications.	2.06	1	titanium oxides	food colouring
procymidone procymidone : An azabicycloalkane that is 1,5-dimethyl-3-azabicyclo[3.1.0]hexane-2,4-dione in which the amino hydrogen is replaced by a 3,5-dichlorophenyl group. A fungicide widely used in horticulture as a seed dressing, pre-harvest spray or post-harvest dip for the control of various diseases.	2.07	1
dichlorfop-methyl dichlorfop-methyl: structure; herbicide for control of wild oat & foxtails in cereal crops. diclofop-methyl : A racemate composed of equimolar amounts of (R)- and (S)-diclofop-methyl. A proherbicide for diclofop, it is used for the control of wild oats and annual weeds in wheat, barley, rye and broad-leaved crops.. methyl 2-[4-(2,4-dichlorophenoxy)phenoxy]propanoate : A methyl ester resulting from the formal condensation of the carboxylic acid group of 2-[4-(2,4-dichlorophenoxy)phenoxy]propanoic acid with methanol.	3.27	1	aromatic ether; dichlorobenzene; diether; methyl ester
fenoxaprop ethyl Puma: A genus in the family FELIDAE comprising one species, Puma concolor. It is a large, long-tailed, feline of uniform color. The names puma, cougar, and mountain lion are used interchangeably for this species. There are more than 20 subspecies.	4.13	3	aromatic ether
haloxyfop haloxyfop: RN given refers to parent cpd. haloxyfop : A racemate comprising equimolar amounts of haloxyfop-P (the more active, R enantiomer) and (S)-haloxyfop (the less active enantiomer). A post-emergence herbicide used to control annual and perennial grass weeds. Commercial use of the racemate was phased out in favour of the most active enantiomer, used as the proherbicide esters haloxyfop-P-methyl and haloxyfop-P-etotyl.. 2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoic acid : A monocarboxylic acid that is 2-phenoxypropanoic acid in which the hydrogen at the para position of the phenyl ring has been replaced by a [3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy group.	3.27	1	aromatic ether; monocarboxylic acid; organochlorine compound; organofluorine compound; pyridines
quizalofop-ethyl quizalofop-ethyl: RN given refers to parent cpd. quizalofop-ethyl : A racemate coprising equimolar amounts of quizalofop-P-ethyl and its enantiomer, (S)-quizalofop-ethyl. A proherbicide for quizalofop.. ethyl 2-{4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy}propanoate : An ethyl ester resulting from the formal condensation of the carboxy group of 2-{4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy}propanoic acid with ethanol.	3.27	1	aromatic ether; ethyl ester; organochlorine compound; quinoxaline derivative
fluazifop fluazifop: RN given for parent cpd without isomeric designation; structure given in first source. fluazifop : A racemate comprising equimolar amounts of (R)-fluazipop (the active enantiomer, also known as fluazifop-P) and (S)-fluazifop (the inactive enantiomer). Both fluazifop and fluazifop-P have been used (generally as the corresponidng n-butyl esters, known as fluazifop-butyl and fluazifop-P-butyl, respectively) as herbicides for the pre-emergence control of grass weeds in a variety of crops.. 2-(4-{[5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoic acid : A monocarboxylic acid that is propanoic acid substituted by a 4-{[5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy group at position 2.	3.27	1	aromatic ether; monocarboxylic acid; organofluorine compound; pyridines
lgc 40863 LGC 40863: one of the pyrimidinyl-oxy-benzoate herbicides; structure given in first source	2.6	1
dihydropyridines Dihydropyridines: Pyridine moieties which are partially saturated by the addition of two hydrogen atoms in any position.	3.27	1
2-(4-(6-chloro-1,3-benzoxazol-2-yloxy)phenoxy)-2'-fluoro-n-methylpropionanilide 2-(4-(6-chloro-1,3-benzoxazol-2-yloxy)phenoxy)-2'-fluoro-N-methylpropionanilide: metamifop is the (R)-isomer; an herbicide; structure in first source	3.27	1	2-{4-[(6-chloro-1,3-benzoxazol-2-yl)oxy]phenoxy}-N-(2-fluorophenyl)-N-methylpropanamide	EC 6.4.1.2 (acetyl-CoA carboxylase) inhibitor; phenoxy herbicide
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.	2.04	1

Condition	Indicated	Relationship Strength	Studies	Trials
Acute Liver Injury, Drug-Induced [description not available]	0	2.9	2	0
Chemical and Drug Induced Liver Injury A spectrum of clinical liver diseases ranging from mild biochemical abnormalities to ACUTE LIVER FAILURE, caused by drugs, drug metabolites, herbal and dietary supplements and chemicals from the environment.	0	2.9	2	0

chemdatabank.com