Page last updated: 2024-09-21

dichlorprop

Description

dichlorprop: RN given refers to parent cpd without isomeric designation; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

2-(2,4-dichlorophenoxy)propanoic acid : An aromatic ether that is 2-hydroxypropanoic acid in which the hydroxy group at position 2 has been converted to its 2,4-dichlorophenyl ether. [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]

dichlorprop : A racemate comprising equimolar amounts of (R)- and (S)-dichlorprop. It is widely used as a herbicide for killing annual and broad leaf weeds. Only the R-enantiomer has herbicidal activity; the S-enantiomer is inactive. [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]

Cross-References

ID SourceID
PubMed CID8427
CHEMBL ID573221
CHEBI ID75370
SCHEMBL ID54510
MeSH IDM0056151

Synonyms (134)

Synonym
propionic acid,4-dichlorophenoxy)-
hedonal dp
2-(2,4-dp)
2-(2,4-dichlor-phenoxy)-propionsaeure
2-(2,4-dichloor-fenoxy)-propionzuur
cornox rk
dichloroprop
herbizid dp
acido 2-(2,4-dicloro-fenossi)-propionico
seritox 50
.alpha.-(2,4-dichlorophenoxy)propionic acid
kildip
acide 2-(2,4-dichloro-phenoxy)propionique
nsc39624
hormatox
celatox-dp
cornox rd
nsc-39624
propanoic acid,4-dichlorophenoxy)-
2,4-dichlorophenoxy-.alpha.-propionic acid
wln: qvy1 & or bg dg
alpha-(2,4-dichlorophenoxy)propionic acid
2-(2,4-dichlorophenoxy)propanoic acid
alpha-(2,4-dichlorophenoxy) propionic acid
2-(2,4-dichlorophenoxy) propionic acid
weedone 170
textrone m
2-(2,4-dichlor-phenoxy)-propionsaeure [german]
ustilan nk25
bh 2,4-dp
nsc 39624
(+-)-dichlorprop
(+ or -)-2-(2,4-dichlorophenoxy)propionic acid
2,4-dichlorophenoxy-alpha-propionic acid
propionic acid, 2-(2,4-dichlorophenoxy)-
(+-)-2-(2,4-dichlorophenoxy)propionic acid
2-(2,4-(dichlorophenoxy))propionic acid
einecs 204-390-5
tri-cornox sprcial
cornoxynil
2-(2,4-dichloor-fenoxy)-propionzuur [dutch]
weedone dp
hsdb 1575
kyselina 2-(2,4-dichlorfenoxy)propionova [czech]
epa pesticide chemical code 031401
ccris 1468
mayclene
(+-)-2-(2,4-dichlorophenoxy)propanoic acid
brn 2213812
kwas 2,4-dwuchlorofenoksypropionowy [polish]
caswell no. 320
acide 2-(2,4-dichloro-phenoxy) propionique [french]
(+ or -)-2-(2,4-dichlorophenoxy)propanoic acid
af 302
canapur dp
dichlorprop [bsi:iso]
acido 2-(2,4-dicloro-fenossi)-propionico [italian]
dikofag dp
weedone 2,4-dp
oxytril p
(+-)-2,4-dp
cornox rk 64
propanoic acid, 2-(2,4-dichlorophenoxy)-
OPREA1_814579
OPREA1_074381
dichlorprop
2-(2,4-dichlorophenoxy)propionic acid
2,4-dp
120-36-5
NCGC00160666-01
NCGC00160666-02
NCGC00160666-03
STK109691
AKOS000103941
CHEMBL573221
dndi1249371
chebi:75370 ,
D1942
NCGC00160666-04
NCGC00160666-05
CCG-830
AJ-087/13102024
dtxcid20440
cas-120-36-5
tox21_301143
dtxsid0020440 ,
NCGC00255041-01
NCGC00259396-01
tox21_201847
kyselina 2-(2,4-dichlorfenoxy)propionova
acide 2-(2,4-dichloro-phenoxy) propionique
j7yv2rko6q ,
kwas 2,4-dwuchlorofenoksypropionowy
3-06-00-00707 (beilstein handbook reference)
unii-j7yv2rko6q
dichloprop
AM20060495
2-(2,4-dichlorophenoxy)propionicacid
AKOS016353296
BBL023008
SCHEMBL54510
dichlorprop [iso]
(+/-)-2,4-dp
(+/-)-2-(2,4-dichlorophenoxy)propanoic acid
(+/-)-2-(2,4-dichlorophenoxy)propionic acid
(+/-)-dichlorprop
dichlorprop [mi]
dichlorprop, (+/-)-
dichlorprop acid
2,4-dcppa
dicopur dp
(.+/-.)-dichlorprop
2-(2,4-dichlorophenoxy)propanoic acid #
(.+/-.)-2,4-dp
(.+/-.)-2-(2,4-dichlorophenoxy)propanoic acid
(.+/-.)-2-(2,4-dichlorophenoxy)propionic acid
mss 2,4-dp
Q-200185
2,4-dichlorophenoxypropionic acid
DS-1072
F3034-0122
propanoic acid, (2,4-dichlorophenoxy)-
mfcd00002645
dichlorprop, pestanal(r), analytical standard
dichlorprop 10 microg/ml in acetonitrile
dichlorprop 100 microg/ml in acetonitrile
J-008832
FT-0772094
Q148946
carbonochloridothioicacid,5-octylester
EN300-18121
D89953
AB87007
Z57181990

Research Excerpts

Overview

ExcerptReference
"Dichlorprop (2, 4-DCPP) is a widely used typical broad-spectrum chiral aryloxyphenoxy propionic acid (AOPP) herbicide."( Jin, M; Lu, T; Qian, H; Qu, Q; Ye, Y; Yu, Y; Zhang, Q, 2021)

Drug Classes (3)

ClassDescription
monocarboxylic acidAn oxoacid containing a single carboxy group.
aromatic etherAny ether in which the oxygen is attached to at least one aryl substituent.
dichlorobenzeneAny member of the class of chlorobenzenes carrying two chloro groups at unspecified positions.
[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 (6)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
AR proteinHomo sapiens (human)Potency44.17730.000221.22318,912.5098AID1259247; AID743036
retinoid X nuclear receptor alphaHomo sapiens (human)Potency24.52920.000817.505159.3239AID1159527
estrogen-related nuclear receptor alphaHomo sapiens (human)Potency24.41080.001530.607315,848.9004AID1224841; AID1259401
estrogen nuclear receptor alphaHomo sapiens (human)Potency20.18660.000229.305416,493.5996AID588514; AID743075
peroxisome proliferator-activated receptor deltaHomo sapiens (human)Potency53.25470.001024.504861.6448AID588534; AID743212
aryl hydrocarbon receptorHomo sapiens (human)Potency65.05800.000723.06741,258.9301AID743085; AID743122
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (28)

Assay IDTitleYearJournalArticle
AID1092051Phytotoxicity against Zea mays (maize) assessed as inhibition of seed germination at 0.5 mg/L and at 25 degC/20 degC day/night temperature 14 hr photoperiod for 3 days2011Journal of agricultural and food chemistry, Apr-27, Volume: 59, Issue:8
Enantioselective oxidative damage of chiral pesticide dichlorprop to maize.
AID1092058Phytotoxicity against Zea mays (maize) assessed as inhibition of fresh weight at 0.05 mg/L and at 25 degC/20 degC day/night temperature 14 hr photoperiod for 3 days2011Journal of agricultural and food chemistry, Apr-27, Volume: 59, Issue:8
Enantioselective oxidative damage of chiral pesticide dichlorprop to maize.
AID1092054Phytotoxicity against Zea mays (maize) assessed as inhibition of fresh weight at 0.1 mg/L and at 25 degC/20 degC day/night temperature 14 hr photoperiod for 3 days2011Journal of agricultural and food chemistry, Apr-27, Volume: 59, Issue:8
Enantioselective oxidative damage of chiral pesticide dichlorprop to maize.
AID439611Antagonist activity at mouse T1R2/T1R3 receptor expressed in HEK293E cells assessed as inhibition of sucralose-induced intracellular calcium mobilization2009Journal of medicinal chemistry, Nov-12, Volume: 52, Issue:21
Phenoxy herbicides and fibrates potently inhibit the human chemosensory receptor subunit T1R3.
AID1092052Phytotoxicity against Zea mays (maize) assessed as inhibition of shoot height at 0.1 mg/L and at 25 degC/20 degC day/night temperature 14 hr photoperiod for 3 days2011Journal of agricultural and food chemistry, Apr-27, Volume: 59, Issue:8
Enantioselective oxidative damage of chiral pesticide dichlorprop to maize.
AID1092038Induction of hydroxyl radical production in Zea mays (maize) root assessed as PBN adducts formation at 1 mg/L measured after 3 days by EPR analysis2011Journal of agricultural and food chemistry, Apr-27, Volume: 59, Issue:8
Enantioselective oxidative damage of chiral pesticide dichlorprop to maize.
AID1092047Phytotoxicity against Zea mays (maize) assessed as inhibition of seed germination at 1 mg/L and at 25 degC/20 degC day/night temperature 14 hr photoperiod for 3 days2011Journal of agricultural and food chemistry, Apr-27, Volume: 59, Issue:8
Enantioselective oxidative damage of chiral pesticide dichlorprop to maize.
AID1092060Phytotoxicity against Zea mays (maize) assessed as inhibition of shoot height at 0.02 mg/L and at 25 degC/20 degC day/night temperature 14 hr photoperiod for 3 days2011Journal of agricultural and food chemistry, Apr-27, Volume: 59, Issue:8
Enantioselective oxidative damage of chiral pesticide dichlorprop to maize.
AID1092053Phytotoxicity against Zea mays (maize) assessed as inhibition of root length at 0.1 mg/L and at 25 degC/20 degC day/night temperature 14 hr photoperiod for 3 days2011Journal of agricultural and food chemistry, Apr-27, Volume: 59, Issue:8
Enantioselective oxidative damage of chiral pesticide dichlorprop to maize.
AID1092061Phytotoxicity against Zea mays (maize) assessed as inhibition of root length at 0.02 mg/L and at 25 degC/20 degC day/night temperature 14 hr photoperiod for 3 days2011Journal of agricultural and food chemistry, Apr-27, Volume: 59, Issue:8
Enantioselective oxidative damage of chiral pesticide dichlorprop to maize.
AID439612Antagonist activity at human T1R2/T1R3 receptor expressed in HEK293E cells assessed as inhibition of sucralose-induced intracellular calcium mobilization2009Journal of medicinal chemistry, Nov-12, Volume: 52, Issue:21
Phenoxy herbicides and fibrates potently inhibit the human chemosensory receptor subunit T1R3.
AID1092039Induction of hydroxyl radical production in Zea mays (maize) root assessed as ROS adducts formation at 1 mg/L measured after 3 days by EPR analysis2011Journal of agricultural and food chemistry, Apr-27, Volume: 59, Issue:8
Enantioselective oxidative damage of chiral pesticide dichlorprop to maize.
AID1092040Induction of POD activity in Zea mays (maize) root at 0.05 mg/L measured after 3 days2011Journal of agricultural and food chemistry, Apr-27, Volume: 59, Issue:8
Enantioselective oxidative damage of chiral pesticide dichlorprop to maize.
AID1092046Phytotoxicity against Zea mays (maize) assessed as inhibition of fresh weight at 1 mg/L and at 25 degC/20 degC day/night temperature 14 hr photoperiod for 3 days2011Journal of agricultural and food chemistry, Apr-27, Volume: 59, Issue:8
Enantioselective oxidative damage of chiral pesticide dichlorprop to maize.
AID1092057Phytotoxicity against Zea mays (maize) assessed as inhibition of root length at 0.05 mg/L and at 25 degC/20 degC day/night temperature 14 hr photoperiod for 3 days2011Journal of agricultural and food chemistry, Apr-27, Volume: 59, Issue:8
Enantioselective oxidative damage of chiral pesticide dichlorprop to maize.
AID1092045Phytotoxicity against Zea mays (maize) assessed as inhibition of root length at 1 mg/L and at 25 degC/20 degC day/night temperature 14 hr photoperiod for 3 days2011Journal of agricultural and food chemistry, Apr-27, Volume: 59, Issue:8
Enantioselective oxidative damage of chiral pesticide dichlorprop to maize.
AID1092049Phytotoxicity against Zea mays (maize) assessed as inhibition of root length at 0.5 mg/L and at 25 degC/20 degC day/night temperature 14 hr photoperiod for 3 days2011Journal of agricultural and food chemistry, Apr-27, Volume: 59, Issue:8
Enantioselective oxidative damage of chiral pesticide dichlorprop to maize.
AID1092043Phytotoxicity against Zea mays (maize) assessed as inhibition of shoot height at 1 mg/L and at 25 degC/20 degC day/night temperature 14 hr photoperiod for 3 days2011Journal of agricultural and food chemistry, Apr-27, Volume: 59, Issue:8
Enantioselective oxidative damage of chiral pesticide dichlorprop to maize.
AID1513955Positive allosteric modulation of GABA-A alpha1beta3gamma2S receptor (unknown origin) expressed in Xenopus laevis oocytes assessed as increase in GABA-induced chloride current at 30 uM after 5 mins at -70 mV holding potential by two-microelectrode voltage
AID1092048Phytotoxicity against Zea mays (maize) assessed as inhibition of shoot height at 0.5 mg/L and at 25 degC/20 degC day/night temperature 14 hr photoperiod for 3 days2011Journal of agricultural and food chemistry, Apr-27, Volume: 59, Issue:8
Enantioselective oxidative damage of chiral pesticide dichlorprop to maize.
AID1092044Induction of SOD activity in Zea mays (maize) root at 0.02 mg/L measured after 3 days2011Journal of agricultural and food chemistry, Apr-27, Volume: 59, Issue:8
Enantioselective oxidative damage of chiral pesticide dichlorprop to maize.
AID1513956Positive allosteric modulation of GABA-A alpha1beta3gamma2S receptor (unknown origin) expressed in Xenopus laevis oocytes assessed as increase in GABA-induced chloride current at 100 uM after 5 mins at -70 mV holding potential by two-microelectrode voltag
AID1092059Phytotoxicity against Zea mays (maize) assessed as inhibition of seed germination at 0.05 mg/L and at 25 degC/20 degC day/night temperature 14 hr photoperiod for 3 days2011Journal of agricultural and food chemistry, Apr-27, Volume: 59, Issue:8
Enantioselective oxidative damage of chiral pesticide dichlorprop to maize.
AID1092055Phytotoxicity against Zea mays (maize) assessed as inhibition of seed germination at 0.1 mg/L and at 25 degC/20 degC day/night temperature 14 hr photoperiod for 3 days2011Journal of agricultural and food chemistry, Apr-27, Volume: 59, Issue:8
Enantioselective oxidative damage of chiral pesticide dichlorprop to maize.
AID1092063Phytotoxicity against Zea mays (maize) assessed as inhibition of seed germination at 0.02 mg/L and at 25 degC/20 degC day/night temperature 14 hr photoperiod for 3 days2011Journal of agricultural and food chemistry, Apr-27, Volume: 59, Issue:8
Enantioselective oxidative damage of chiral pesticide dichlorprop to maize.
AID1092050Phytotoxicity against Zea mays (maize) assessed as inhibition of fresh weight at 0.5 mg/L and at 25 degC/20 degC day/night temperature 14 hr photoperiod for 3 days2011Journal of agricultural and food chemistry, Apr-27, Volume: 59, Issue:8
Enantioselective oxidative damage of chiral pesticide dichlorprop to maize.
AID1092062Phytotoxicity against Zea mays (maize) assessed as inhibition of fresh weight at 0.02 mg/L and at 25 degC/20 degC day/night temperature 14 hr photoperiod for 3 days2011Journal of agricultural and food chemistry, Apr-27, Volume: 59, Issue:8
Enantioselective oxidative damage of chiral pesticide dichlorprop to maize.
AID1092056Phytotoxicity against Zea mays (maize) assessed as inhibition of shoot height at 0.05 mg/L and at 25 degC/20 degC day/night temperature 14 hr photoperiod for 3 days2011Journal of agricultural and food chemistry, Apr-27, Volume: 59, Issue:8
Enantioselective oxidative damage of chiral pesticide dichlorprop to maize.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (110)

TimeframeStudies, This Drug (%)All Drugs %
pre-199018 (16.36)18.7374
1990's19 (17.27)18.2507
2000's29 (26.36)29.6817
2010's35 (31.82)24.3611
2020's9 (8.18)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (0.88%)5.53%
Reviews1 (0.88%)6.00%
Case Studies3 (2.65%)4.05%
Observational0 (0.00%)0.25%
Other108 (95.58%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research Highlights

Safety/Toxicity (7)

ArticleYear
Phytotoxicity of the chiral herbicide dichlorprop: Cross-talk between nitric oxide, reactive oxygen species and phytohormones.
The Science of the total environment, Sep-20, Volume: 788
2021
Dichlorprop induced structural changes of LHCⅡ chiral macroaggregates associated with enantioselective toxicity to Scnedesmus obliquus.
Aquatic toxicology (Amsterdam, Netherlands), Volume: 206
2019
Enantioselective Phytotoxicity of Dichlorprop to Arabidopsis thaliana: The Effect of Cytochrome P450 Enzymes and the Role of Fe.
Environmental science & technology, Oct-17, Volume: 51, Issue: 20
2017
Stomatal behaviors reflect enantioselective phytotoxicity of chiral herbicide dichlorprop in Arabidopsis thaliana.
The Science of the total environment, 08-15, Volume: 562
2016
Triketone toxicity: a report on two cases of sulcotrione poisoning.
Human & experimental toxicology, Volume: 32, Issue: 7
2013
Evaluation of the role of the glutathione redox cycle in Cu(II) toxicity to green algae by a chiral perturbation approach.
Aquatic toxicology (Amsterdam, Netherlands), Sep-15, Volume: 120-121
2012
Enantioselectivity in toxicity and degradation of dichlorprop-methyl in algal cultures.
Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes, Volume: 43, Issue: 4
2008
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioavailability (1)

ArticleYear
Effect of chitosan on the enantioselective bioavailability of the herbicide dichlorprop to Chlorella pyrenoidosa.
Environmental science & technology, Jul-01, Volume: 44, Issue: 13
2010
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Dosage (3)

ArticleYear
Evaluation of the role of the glutathione redox cycle in Cu(II) toxicity to green algae by a chiral perturbation approach.
Aquatic toxicology (Amsterdam, Netherlands), Sep-15, Volume: 120-121
2012
[Comparative studies on the embryotoxicity of 2-methyl-4-chlorophenoxyacetic acid, mecoprop and dichlorprop in NMRI mice].
Arzneimittel-Forschung, Volume: 33, Issue: 10
1983
Toxicokinetics of the herbicide dichlorprop and its leucinate and their action on liver mixed function oxidase in rats.
Archives of toxicology. Supplement. = Archiv fur Toxikologie. Supplement, Volume: 8
1985
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Interactions (1)

ArticleYear
Determination of bentazone, dichlorprop, and MCPA in different soils by sodium hydroxide extraction in combination with solid-phase preconcentration.
Journal of agricultural and food chemistry, Volume: 49, Issue: 9
2001
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]