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]
Flora | Rank | Flora Definition | Family | Family Definition |
---|---|---|---|---|
Citrus | genus | A 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] | Rutaceae | A plant family in the order Sapindales that grows in warmer regions and has conspicuous flowers.[MeSH] |
ID Source | ID |
---|---|
PubMed CID | 17109 |
CHEMBL ID | 1595865 |
CHEBI ID | 34620 |
SCHEMBL ID | 21205 |
MeSH ID | M0046686 |
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 |
Role | Description |
---|---|
agrochemical | An 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] |
Class | Description |
---|---|
quinoxaline acaricide | |
quinoxaline antifungal agent | A 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 | Taxonomy | Measurement | Average (µ) | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
Chain A, TYROSYL-DNA PHOSPHODIESTERASE | Homo sapiens (human) | Potency | 63.0957 | 0.0040 | 23.8416 | 100.0000 | AID485290 |
Chain A, Putative fructose-1,6-bisphosphate aldolase | Giardia intestinalis | Potency | 5.6101 | 0.1409 | 11.1940 | 39.8107 | AID2451 |
Luciferase | Photinus pyralis (common eastern firefly) | Potency | 8.4866 | 0.0072 | 15.7588 | 89.3584 | AID1224835 |
phosphopantetheinyl transferase | Bacillus subtilis | Potency | 17.7828 | 0.1413 | 37.9142 | 100.0000 | AID1490 |
hypoxia-inducible factor 1 alpha subunit | Homo sapiens (human) | Potency | 9.2774 | 3.1890 | 29.8841 | 59.4836 | AID1224846 |
RAR-related orphan receptor gamma | Mus musculus (house mouse) | Potency | 4.4486 | 0.0060 | 38.0041 | 19,952.5996 | AID1159521; AID1159523 |
GLI family zinc finger 3 | Homo sapiens (human) | Potency | 2.5919 | 0.0007 | 14.5928 | 83.7951 | AID1259392 |
estrogen receptor 2 (ER beta) | Homo sapiens (human) | Potency | 5.1714 | 0.0006 | 57.9133 | 22,387.1992 | AID1259378 |
nuclear receptor subfamily 1, group I, member 3 | Homo sapiens (human) | Potency | 10.7380 | 0.0010 | 22.6508 | 76.6163 | AID1224838; AID1224893 |
retinoic acid nuclear receptor alpha variant 1 | Homo sapiens (human) | Potency | 3.0466 | 0.0030 | 41.6115 | 22,387.1992 | AID1159552; AID1159555 |
retinoid X nuclear receptor alpha | Homo sapiens (human) | Potency | 2.0591 | 0.0008 | 17.5051 | 59.3239 | AID1159527; AID1159531 |
estrogen-related nuclear receptor alpha | Homo sapiens (human) | Potency | 1.6353 | 0.0015 | 30.6073 | 15,848.9004 | AID1224841 |
estrogen nuclear receptor alpha | Homo sapiens (human) | Potency | 4.6090 | 0.0002 | 29.3054 | 16,493.5996 | AID1259248 |
v-jun sarcoma virus 17 oncogene homolog (avian) | Homo sapiens (human) | Potency | 3.0207 | 0.0578 | 21.1097 | 61.2679 | AID1159526; AID1159528 |
vitamin D3 receptor isoform VDRA | Homo sapiens (human) | Potency | 8.9125 | 0.3548 | 28.0659 | 89.1251 | AID504847 |
nuclear receptor ROR-gamma isoform 1 | Mus musculus (house mouse) | Potency | 8.7649 | 0.0079 | 8.2332 | 1,122.0200 | AID2546; AID2551 |
histone acetyltransferase KAT2A isoform 1 | Homo sapiens (human) | Potency | 14.1254 | 0.2512 | 15.8432 | 39.8107 | AID504327 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 9 (64.29) | 18.7374 |
1990's | 1 (7.14) | 18.2507 |
2000's | 4 (28.57) | 29.6817 |
2010's | 0 (0.00) | 24.3611 |
2020's | 0 (0.00) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
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.
| This Compound (19.56) All Compounds (24.57) |
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 | 15 (100.00%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |