Compounds > quinomethionate
Page last updated: 2024-12-05

quinomethionate

Description

Quinomethionate, also known as 6-methyl-1,3-dithiolo[4,5-b]quinoxalin-2-one, is a fungicide used to control a variety of fungal diseases in crops. It acts as a protectant fungicide by inhibiting the growth of fungi. The synthesis of quinomethionate involves a multi-step process that begins with the reaction of 2-methyl-3-nitrobenzoic acid with sulfur and ammonia. This reaction produces 2-amino-3-nitro-6-methylbenzothiazole, which is then reacted with 2-chloro-4-nitrophenol to yield quinomethionate. It has been reported to be effective against a wide range of fungal pathogens, including powdery mildew, rust, and leaf spot diseases. The importance of quinomethionate lies in its ability to control fungal diseases in crops, thus reducing crop losses and increasing agricultural productivity. The effectiveness of quinomethionate has led to its widespread use in agriculture. Quinomethionate is studied for its efficacy against specific fungal diseases, its mode of action, its environmental impact, and its potential to develop resistance in fungal populations.'

quinomethionate: an ingredient of Morestan [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

quinomethionate : A dithioloquinoxaline that results from the formal condensation of 6-methylquinoxaline-2,3-dithiol with phosgene. It has been used as a fungicide and acaricide for the control of mites and powdery mildew on citrus, vegetables, and walnuts, but is not approved for use in the EU. [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]

FloraRankFlora DefinitionFamilyFamily Definition
CitrusgenusA plant genus of the family RUTACEAE. They bear the familiar citrus fruits including oranges, grapefruit, lemons, and limes. There are many hybrids which makes the nomenclature confusing.[MeSH]RutaceaeA plant family in the order Sapindales that grows in warmer regions and has conspicuous flowers.[MeSH]

Cross-References

ID SourceID
PubMed CID17109
CHEMBL ID1595865
CHEBI ID34620
SCHEMBL ID21205
MeSH IDM0046686

Synonyms (89)

Synonym
BIDD:ER0431
1,3-dithiolo[4,5-b]quinoxalin-2-one, 6-methyl-
NCI60_003583
6-methyl-2-oxo-1,3-dithio(4,5-b)quinoxaline
ent 25,606
chinomethionate [iso-french]
joust
einecs 219-455-3
carbonic acid, dithio-, cyclic s,s-(6-methyl-2,3-quinoxalinediyl) ester
brn 0526833
bayer 36205
caswell no. 576
forstan
morestan 2
6-methyl-2,3-quinoxaline dithiocarbonate
6-methyl-1,3-dithiolo(4,5-b)quinoxalin-2-one
2,3-quinoxalinedithiol, 6-methyl-, cyclic dithiocarbonate (ester)
epa pesticide chemical code 054101
cetactaelate
bayer 4964
daisonet xl 21
carbonic acid, dithio-, cyclic s,s-ester with 6-methyl-2,3-quinoxalinedithiol
bay 36205
6-methyl-chinoxalin-2,3-dithiol-cyclo-carbonat [german]
ss 2074
nsc 379587
hsdb 1740
ai3-25606
quinomethionate [bsi]
dithiolo(4,5-b)quinoxalin-2-one, 6-methyl-
6-methyl-2-oxo-1,3-dithiolo(4,5-b)quinoxaline
1,3-dithiolo(4,5-b)quinoxalin-2-one, 6-methyl-
6-methyldithiolo(4,5-b)quinoxalin-2-one
cyclic s,s-(6-methyl-2,3-quinoxalinediyl) dithiocarbonate
6-methyl-quinoxaline-2,3-dithiolcyclocarbonate
bayer ss2074
morestane
2439-01-2
nsc379587
quinomethionate
nsc-379587
mqd ,
6-methyl-2,3-quinoxalinedithiol cyclic s,s-dithiocarbonate
chinomethionat
NCGC00166177-01
morestan
6-methyl-2,3-quinoxalinedithiol cyclic dithiocarbonate
chinomethionate
6-methyl[1,3]dithiolo[4,5-b]quinoxalin-2-one
CHEBI:34620 ,
s,s-(6-methylquinoxaline-2,3-diyl) dithiocarbonate
oxythioquinox
6-methyl-2,3-quinoxalinedithiol cyclic carbonate
6-methyl-[1,3]dithiolo[4,5-b]quinoxalin-2-one
FT-0654903
fbqqhugeacobdn-uhfffaoysa-
7-methyl-[1,3]dithiolo[4,5-b]quinoxalin-2-one
inchi=1/c10h6n2os2/c1-5-2-3-6-7(4-5)12-9-8(11-6)14-10(13)15-9/h2-4h,1h3
chinomethionat [iso]
6-methyl-chinoxalin-2,3-dithiol-cyclo-carbonat
unii-888oqa249r
888oqa249r ,
A817262
AKOS015897461
6-methyl(1,3)dithiolo(4,5-b)quinoxalin-2-one
bayer-36205
chinomethionat(e)
oxythioquinox [mi]
chinomethionat [hsdb]
SCHEMBL21205
CHEMBL1595865
tox21_303968
cas-2439-01-2
NCGC00357013-01
dtxcid0012342
dtxsid2032342 ,
6-methyl-1,3-dithiolo[4,5-b]quinoxalin-2-one
FBQQHUGEACOBDN-UHFFFAOYSA-N
ent 25606
quinomethionat
6-methyl-2-oxo-1,3-dithio[4,5-b]quinoxaline
AC-23998
chinomethionate, pestanal(r), analytical standard
chinomethionat 100 microg/ml in cyclohexane
chinomethionat 10 microg/ml in cyclohexane
J-015488
quinomethiolate
Q1074415
CAA43901
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
agrochemicalAn agrochemical is a substance that is used in agriculture or horticulture.
[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 (3)

ClassDescription
quinoxaline acaricide
quinoxaline antifungal agentA compound that has significant antifungal properties whose structure contains a quinoxaline moiety.
dithioloquinoxaline
[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 (17)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, TYROSYL-DNA PHOSPHODIESTERASEHomo sapiens (human)Potency63.09570.004023.8416100.0000AID485290
Chain A, Putative fructose-1,6-bisphosphate aldolaseGiardia intestinalisPotency5.61010.140911.194039.8107AID2451
LuciferasePhotinus pyralis (common eastern firefly)Potency8.48660.007215.758889.3584AID1224835
phosphopantetheinyl transferaseBacillus subtilisPotency17.78280.141337.9142100.0000AID1490
hypoxia-inducible factor 1 alpha subunitHomo sapiens (human)Potency9.27743.189029.884159.4836AID1224846
RAR-related orphan receptor gammaMus musculus (house mouse)Potency4.44860.006038.004119,952.5996AID1159521; AID1159523
GLI family zinc finger 3Homo sapiens (human)Potency2.59190.000714.592883.7951AID1259392
estrogen receptor 2 (ER beta)Homo sapiens (human)Potency5.17140.000657.913322,387.1992AID1259378
nuclear receptor subfamily 1, group I, member 3Homo sapiens (human)Potency10.73800.001022.650876.6163AID1224838; AID1224893
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency3.04660.003041.611522,387.1992AID1159552; AID1159555
retinoid X nuclear receptor alphaHomo sapiens (human)Potency2.05910.000817.505159.3239AID1159527; AID1159531
estrogen-related nuclear receptor alphaHomo sapiens (human)Potency1.63530.001530.607315,848.9004AID1224841
estrogen nuclear receptor alphaHomo sapiens (human)Potency4.60900.000229.305416,493.5996AID1259248
v-jun sarcoma virus 17 oncogene homolog (avian)Homo sapiens (human)Potency3.02070.057821.109761.2679AID1159526; AID1159528
vitamin D3 receptor isoform VDRAHomo sapiens (human)Potency8.91250.354828.065989.1251AID504847
nuclear receptor ROR-gamma isoform 1Mus musculus (house mouse)Potency8.76490.00798.23321,122.0200AID2546; AID2551
histone acetyltransferase KAT2A isoform 1Homo sapiens (human)Potency14.12540.251215.843239.8107AID504327
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (14)

TimeframeStudies, This Drug (%)All Drugs %
pre-19909 (64.29)18.7374
1990's1 (7.14)18.2507
2000's4 (28.57)29.6817
2010's0 (0.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 19.56

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.

MetricThis Compound (vs All)
Research Demand Index19.56 (24.57)
Research Supply Index2.77 (2.92)
Research Growth Index4.70 (4.65)
Search Engine Demand Index15.26 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (19.56)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other15 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
benzo(a)pyrene
Benzo(a)pyrene: A potent mutagen and carcinogen. It is a public health concern because of its possible effects on industrial workers, as an environmental pollutant, an as a component of tobacco smoke.. benzo[a]pyrene : An ortho- and peri-fused polycyclic arene consisting of five fused benzene rings.		2.0410ortho- and peri-fused polycyclic arenecarcinogenic agent;
mouse metabolite
dibutyl phthalate
Dibutyl Phthalate: A plasticizer used in most plastics and found in water, air, soil, plants and animals. It may have some adverse effects with long-term exposure.. dibutyl phthalate : A phthalate ester that is the diester obtained by the formal condensation of the carboxy groups of phthalic acid with two molecules of butan-1-ol. Although used extensively as a plasticiser, it is a ubiquitous environmental contaminant that poses a risk to humans.		2.0410diester;
phthalate ester		EC 3.2.1.20 (alpha-glucosidase) inhibitor;
environmental contaminant;
metabolite;
plasticiser;
teratogenic agent
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.		2.0410diester;
ethyl ester;
organic thiophosphate
quinoxalines
quinoxaline : A naphthyridine in which the nitrogens are at positions 1 and 4.		3.98140mancude organic heterobicyclic parent;
naphthyridine;
ortho-fused heteroarene
captan
Captan: One of the phthalimide fungicides.. captan : A dicarboximide that is 3a,4,7,7a-tetrahydrophthalimide in which the hydrogen attached to the nitrogen is replaced by a trichloromethyl group. A non-systemic fungicide introduced in the 1950s, it is widely used for the control of fungal diseases in fruits, vegetables, and ornamental crops.		1.9710isoindoles;
organochlorine compound;
organosulfur compound;
phthalimide fungicide		antifungal agrochemical
folpet
folpet : A member of the class of phthalimides that is phthalimide in which the hydrogen attached to the nitrogen is replaced by a trichloromethylthio group. An agricultural fungicide, it has been used to control mildew, leaf spot, and other diseases in crops sice the 1950s.		1.9710organochlorine compound;
organosulfur compound;
phthalimide fungicide		antifungal agrochemical
phosmet
Phosmet: An organothiophosphorus insecticide that has been used to control pig mange.		1.9710organic thiophosphate;
organothiophosphate insecticide;
phthalimides		acaricide;
agrochemical;
EC 3.1.1.7 (acetylcholinesterase) inhibitor
daminozide
daminozide: induces tumors		1.9710straight-chain fatty acid
benomyl
[no description available]		1.9710aromatic amide;
benzimidazole fungicide;
benzimidazoles;
benzimidazolylcarbamate fungicide;
carbamate ester		acaricide;
anthelminthic drug;
antifungal agrochemical;
microtubule-destabilising agent;
tubulin modulator
propiconazole
Orbit: Bony cavity that holds the eyeball and its associated tissues and appendages.		1.9710conazole fungicide;
cyclic ketal;
dichlorobenzene;
triazole fungicide;
triazoles		antifungal agrochemical;
EC 1.14.13.70 (sterol 14alpha-demethylase) inhibitor;
environmental contaminant;
xenobiotic
triazoles
Triazoles: Heterocyclic compounds containing a five-membered ring with two carbon atoms and three nitrogen atoms with the molecular formula C2H3N3.. triazoles : An azole in which the five-membered heterocyclic aromatic skeleton contains three N atoms and two C atoms.		1.97101,2,3-triazole
prochloraz
Mirage: a feldspathic porcelain that can be etched & bonded to the tooth. prochloraz : A member of the class of ureas that is 1H-imidazole-1-carboxamide substituted by a propyl and a 2-(2,4,6-trichlorophenoxy)ethyl group at the amino nitrogen atom. A fungicide active against a wide range of diseases affecting field crops, fruit, turf and vegetables.		1.9710amide fungicide;
aromatic ether;
conazole fungicide;
imidazole fungicide;
imidazoles;
trichlorobenzene;
ureas		antifungal agrochemical;
EC 1.14.13.70 (sterol 14alpha-demethylase) inhibitor;
environmental contaminant;
xenobiotic
ConditionIndicatedRelationship StrengthStudiesTrials
Body Weight
The mass or quantity of heaviness of an individual. It is expressed by units of pounds or kilograms.		03.0550
Enlarged Liver
[description not available]		01.9510
chemdatabank.com