Page last updated: 2024-12-07

dimethomorph

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

Description

Dimethomorph is a fungicide belonging to the morpholine class. It is used to control fungal diseases, particularly oomycetes, in a variety of crops including grapes, potatoes, tomatoes, and cucumbers. Dimethomorph acts by inhibiting the biosynthesis of ergosterol, an essential component of fungal cell membranes. The compound is typically applied as a foliar spray and exhibits both preventive and curative activity. It has a relatively short half-life in the environment and is considered to be moderately toxic to aquatic organisms. Dimethomorph has been studied extensively for its efficacy in controlling fungal diseases, its environmental fate, and its potential impact on non-target organisms.'

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

(Z)-dimethomorph : An enamide resulting from the formal condensation of (2Z)-3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)acrylic acid with the amino group of morpholine. The agricultural fungicide dimethomorph is a mixture of (E)- and (Z)-dimethomorph; only the Z isomer has fungicidal activity. [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]

dimethomorph : A mixture of (E)- and (Z)-dimethomorph in an unspecified ratio. It is used as a systemic fungicide used on vines, potatoes, and greenhouse crops; only the Z isomer has fungicidal activity. [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 CID86298
CHEMBL ID3138617
SCHEMBL ID54189
PubMed CID5463781
CHEBI ID83427
MeSH IDM0204915

Synonyms (54)

Synonym
FT-0667213
SCHEMBL54189
CHEMBL3138617
3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)acrylic acid morpholide
3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-acrylic acid morpholide
AKOS030228018
dimethomorph isomer 2
Q27155626
SY107482
AC-18035
morpholine, 4-(3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-oxo-2-propenyl)-
hsdb 6915
4-(3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-oxo-2-propenyl)morpholine
cme 151
einecs annex i index 613-102-00-0
110488-70-5
dimethomorph
(z)-3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-morpholin-4-ylprop-2-en-1-one
2-propen-1-one, 3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-(4-morpholinyl)-
dimethomorph, (z)-
morpholine, 3-(3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-oxo-2-propenyl)-
4-(3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)acryloyl)morpholine
ec 404-200-2
unii-3exl2158gv
3exl2158gv ,
dimethomorph [iso]
AKOS016014939
dimethomorph z
unii-37v7980rbv
(z)-dimethomorph
z-dimethomorph
morpholine, 4-((2z)-3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-oxo-2-propenyl)-
2-propen-1-one, 3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-(4-morpholinyl)-, (2z)-
morpholine, 4-(3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-oxo-2-propenyl)-, (z)-
113210-98-3
37v7980rbv ,
3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-morpholinoprop-2-en-1-one
dimethomorph-1
QNBTYORWCCMPQP-JXAWBTAJSA-N
(2z)-3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-(morpholin-4-yl)prop-2-en-1-one
CHEBI:83427
J-002433
mfcd01632781
4-[3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl) acryloyl]morpholine
(z)-dimethomorph 100 microg/ml in acetonitrile
(e)-3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-(morpholin-4-yl)prop-2-en-1-one
Q27156817
DTXSID101017883
CS-0012860
dimethomorf
4-[3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)acryloyl]morpholine
3-aminopropylmethyl-bis-(trimethylsiloxy)silane
D95072
HY-B0846

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" In search of an environmentally safe compound, 53 chemicals were screened against the developed heavy cyanobacteria bloom Microcystis aeruginosa using coexistence culture system assay."( Aquatic environmental safety assessment and inhibition mechanism of chemicals for targeting Microcystis aeruginosa.
Hao, K; Ling, F; Wang, GX; Yu, XB, 2014
)
0.4

Dosage Studied

ExcerptRelevanceReference
" Dams were orally exposed from gestational day 7 (dimethomorph and imazalil) or 13 (linuron) until birth, then until end of dosing at early postnatal life."( Exposure to the pesticides linuron, dimethomorph and imazalil alters steroid hormone profiles and gene expression in developing rat ovaries.
Boberg, J; Christiansen, S; Cramer, J; Draskau, MK; Franssen, D; Johansson, HKL; Parent, AS; Pedersen, M; Svingen, T, 2023
)
0.91
" The purpose of this study was to screen the biocontrol bacteria, reduce the dosage of fungicides and increase the stability of biocontrol bacteria, and to find the mixing ratio of biocontrol bacteria and fungicides giving the best control effect."( Additive effect of the Streptomyces albus XJC2-1 and dimethomorph control pepper blight (Capsicum annuum L.).
Chen, S; Fan, G; Guo, L; Li, S; Liu, C; Long, M; Ma, G; Ma, H; Sun, X; Wang, Q; Yang, Y, 2023
)
0.91
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
xenobioticA xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
environmental contaminantAny minor or unwanted substance introduced into the environment that can have undesired effects.
antifungal agrochemicalAny substance used in acriculture, horticulture, forestry, etc. for its fungicidal properties.
[role 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]

Drug Classes (6)

ClassDescription
mixtureA mixture is a chemical substance composed of multiple molecules, at least two of which are of a different kind.
morpholine fungicideAny morpholine antifungal agent used as a fungicide.
aromatic etherAny ether in which the oxygen is attached to at least one aryl substituent.
monochlorobenzenesAny member of the class of chlorobenzenes containing a mono- or poly-substituted benzene ring in which only one substituent is chlorine.
morpholine fungicideAny morpholine antifungal agent used as a fungicide.
tertiary carboxamideA carboxamide resulting from the formal condensation of a carboxylic acid with a secondary amine; formula RC(=O)NHR(1)R(2).
enamideAn alpha,beta-unsaturated carboxylic acid amide of general formula R(1)R(2)C=CR(3)-C(=O)NR(4)R(5) in which the amide C=O function is conjugated to a C=C double bond at the alpha,beta position.
[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]

Bioassays (19)

Assay IDTitleYearJournalArticle
AID1082470In vivo antifungal activity against Phytophthora infestans zoospores infected tomato seedlings assessed as control of tomato late blight disease development at 10 ug/ml treated 1 day before spore inoculation measured 3 days after inoculation2011Journal of agricultural and food chemistry, Oct-26, Volume: 59, Issue:20
Nematicidal and antifungal activities of annonaceous acetogenins from Annona squamosa against various plant pathogens.
AID1082469In vivo antifungal activity against Phytophthora infestans zoospores infected tomato seedlings assessed as control of tomato late blight disease development at 2 ug/ml treated 1 day before spore inoculation measured 3 days after inoculation2011Journal of agricultural and food chemistry, Oct-26, Volume: 59, Issue:20
Nematicidal and antifungal activities of annonaceous acetogenins from Annona squamosa against various plant pathogens.
AID1080689Antifungal activity against Phytophthora infestans infected compound pre-treated tomato plant seedlings assessed as tomato late blight disease control efficacy at 2 ug/mL measured after 2 days under greenhouse conditions2009Journal of agricultural and food chemistry, Jul-08, Volume: 57, Issue:13
Antifungal activity of CHE-23C, a dimeric sesquiterpene from Chloranthus henryi.
AID1081526Fungicidal activity against Pseudomonas syringae pv. lachrymans in cucumber plant two seed leaves stage assessed as inhibition of mycelial growth at 500 ug/mL at 18 to 30 degC and above 80%RH relative to control2010Journal of agricultural and food chemistry, May-12, Volume: 58, Issue:9
Synthesis and biological activity of some novel trifluoromethyl-substituted 1,2,4-triazole and bis(1,2,4-triazole) Mannich bases containing piperazine rings.
AID1110771Insecticidal activity against Myzus persicae (green peach aphid) at 300 g ai/ha2004Bioorganic & medicinal chemistry, Jun-01, Volume: 12, Issue:11
Design, synthesis, and biological activity of novel 4-(3,4-dimethoxyphenyl)-2-methylthiazole-5-carboxylic acid derivatives.
AID1081093Inhibition of intact mycelial respiration of Phytophthora capsici at 100 ug/mL2010Journal of agricultural and food chemistry, Mar-10, Volume: 58, Issue:5
Study of inhibitory effects and action mechanism of the novel fungicide pyrimorph against Phytophthora capsici.
AID1110769Fungicidal activity against tomato late blight disease-causing Phytophthora infestans at 300 g ai/ha2004Bioorganic & medicinal chemistry, Jun-01, Volume: 12, Issue:11
Design, synthesis, and biological activity of novel 4-(3,4-dimethoxyphenyl)-2-methylthiazole-5-carboxylic acid derivatives.
AID1081083Inhibition of intact mycelial respiration of Phytophthora capsici assessed as superpose rate of oxygen consumption at 100 ug/mL in presence of sodium phosphate2010Journal of agricultural and food chemistry, Mar-10, Volume: 58, Issue:5
Study of inhibitory effects and action mechanism of the novel fungicide pyrimorph against Phytophthora capsici.
AID1081085Inhibition of intact mycelial respiration of Phytophthora capsici assessed as superpose rate of oxygen consumption at 100 ug/mL in presence of malonic acid2010Journal of agricultural and food chemistry, Mar-10, Volume: 58, Issue:5
Study of inhibitory effects and action mechanism of the novel fungicide pyrimorph against Phytophthora capsici.
AID1081092Inhibition of intact mycelial respiration of Phytophthora capsici at 100 ug/mL in presence of malonic acid2010Journal of agricultural and food chemistry, Mar-10, Volume: 58, Issue:5
Study of inhibitory effects and action mechanism of the novel fungicide pyrimorph against Phytophthora capsici.
AID1081524Fungicidal activity against Pseudoperonospora cubensis in cucumber plant two seed leaves stage assessed as inhibition of mycelial growth at 500 ug/mL at 18 to 30 degC and above 80%RH relative to control2010Journal of agricultural and food chemistry, May-12, Volume: 58, Issue:9
Synthesis and biological activity of some novel trifluoromethyl-substituted 1,2,4-triazole and bis(1,2,4-triazole) Mannich bases containing piperazine rings.
AID1080688Antifungal activity against Phytophthora infestans infected compound pre-treated tomato plant seedlings assessed as tomato late blight disease control efficacy at 10 ug/mL measured after 2 days under greenhouse conditions2009Journal of agricultural and food chemistry, Jul-08, Volume: 57, Issue:13
Antifungal activity of CHE-23C, a dimeric sesquiterpene from Chloranthus henryi.
AID1081525Fungicidal activity against Ascochyta citrallina in cucumber plant two seed leaves stage assessed as inhibition of mycelial growth at 500 ug/mL at 18 to 30 degC and above 80%RH relative to control2010Journal of agricultural and food chemistry, May-12, Volume: 58, Issue:9
Synthesis and biological activity of some novel trifluoromethyl-substituted 1,2,4-triazole and bis(1,2,4-triazole) Mannich bases containing piperazine rings.
AID1081523Fungicidal activity against Sclerotinia sclerotiorum in cucumber plant two seed leaves stage assessed as inhibition of mycelial growth at 500 ug/mL at 18 to 30 degC and above 80%RH relative to control2010Journal of agricultural and food chemistry, May-12, Volume: 58, Issue:9
Synthesis and biological activity of some novel trifluoromethyl-substituted 1,2,4-triazole and bis(1,2,4-triazole) Mannich bases containing piperazine rings.
AID1081090Inhibition of intact mycelial respiration of Phytophthora capsici at 100 ug/mL in presence of sodium phosphate2010Journal of agricultural and food chemistry, Mar-10, Volume: 58, Issue:5
Study of inhibitory effects and action mechanism of the novel fungicide pyrimorph against Phytophthora capsici.
AID1110770Insecticidal activity against Empoasca fabae (potato leafhopper) at 300 g ai/ha2004Bioorganic & medicinal chemistry, Jun-01, Volume: 12, Issue:11
Design, synthesis, and biological activity of novel 4-(3,4-dimethoxyphenyl)-2-methylthiazole-5-carboxylic acid derivatives.
AID1081084Inhibition of intact mycelial respiration of Phytophthora capsici assessed as superpose rate of oxygen consumption at 100 ug/mL in presence of iodoacetic acid2010Journal of agricultural and food chemistry, Mar-10, Volume: 58, Issue:5
Study of inhibitory effects and action mechanism of the novel fungicide pyrimorph against Phytophthora capsici.
AID1081527Fungicidal activity against Corynespora cassiicola in cucumber plant two seed leaves stage assessed as inhibition of mycelial growth at 500 ug/mL at 18 to 30 degC and above 80%RH relative to control2010Journal of agricultural and food chemistry, May-12, Volume: 58, Issue:9
Synthesis and biological activity of some novel trifluoromethyl-substituted 1,2,4-triazole and bis(1,2,4-triazole) Mannich bases containing piperazine rings.
AID1081091Inhibition of intact mycelial respiration of Phytophthora capsici at 100 ug/mL in presence of iodoacetic acid2010Journal of agricultural and food chemistry, Mar-10, Volume: 58, Issue:5
Study of inhibitory effects and action mechanism of the novel fungicide pyrimorph against Phytophthora capsici.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (51)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (1.96)18.2507
2000's12 (23.53)29.6817
2010's26 (50.98)24.3611
2020's12 (23.53)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 37.71

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.

MetricThis Compound (vs All)
Research Demand Index37.71 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.30 (4.65)
Search Engine Demand Index91.74 (26.88)
Search Engine Supply Index3.76 (0.95)

This Compound (37.71)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Reviews1 (2.08%)6.00%
Case Studies0 (0.00%)4.05%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Observational0 (0.00%)0.25%
Other5 (100.00%)84.16%
Other47 (97.92%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]