| Identification | Back Directory | [Name]
Chinomethionate | [CAS]
2439-01-2 | [Synonyms]
MQD
QUINO
erade
joust
ss2074
SS 2074
B-36205
Morstan
Forstan
erazidon
bay36205
MORESTAN
ENT 25606
ent25,606
BAY 36205
morestan2
Morestane
bayer4964
Bayer 4964
BAYER 36205
Quinoxalines
BAYER SS2074
cetactaelate
daisonetxl21
dithioquinox
Oxythioquinox
MORESTAN R(R)
CHINOMETHIONAT
quinomethionat
QUINOMETHIONATE
CHINOMETHIONATE
OXYTHIOQUINOX(R)
CHINOMETHIONAT(R)
quinomethionate (bsi)
chinomethionat (e-iso)
Chinomethionate Standard
QUINOMETHIONATE, 250MG, NEAT
Chinomethionate,Oxythioquinox
6-METHYLQUINOXALIN-2,3-DITHIOCARBONATE
6-METHYL-2-OXO-1,3-DITHIOLOQUINOXALINE
6-methyldithiolo(4,5-b)quinoxalin-2-one
5-b)quinoxalin-2-one,6-methyl-dithiolo(
6-methyl-2,3-quinoxalinedithiocarbonate
CHINOMETHIONAT PESTANAL (6-METHYL- 1,3-D
5-b)quinoxalin-2-one,6-methyl-3-dithiolo(4
6-METHYL-2-OXO-1,3-DITHIO[4,5-B]QUINOXALINE
1,3-DITHIOLO[4,5-B]-6-METHYLQUIUOXALIN-2-ONE
6-methyl-1,3-dithiolo(4,5-b)quinoxalin-2-one
6-Methyl-1,3-Dithiolo[4,5-b]quinoxalin-2-one
6-Methyl-1,3-dithiolo[4,5-b]quiuoxalin-2-one
3-quinoxalinedithiol,6-methyl-cycliccarbonate
6-methyl-2-oxo-1,3-dithiolo(4,5-b)quinoxaline
7-methyl-[1,3]dithiolo[4,5-b]quinoxalin-2-one
6-methyl-chinoxalin-2,3-dithiol-cyclo-carbonat
6-methyl-2,3-quinoxalinedithiolcycliccarbonate
6-methyl-quinoxaline-2,3-dithiolcyclocarbonate
1,3-Dithiolo[4,5-b]quinoxalin-2-one, 6-methyl-
6-Methyl-2,3-quinoxalinedithiol cyclic carbonate
6-Methyl-2H-[1,3]dithiolo[4,5-b]quinoxalin-2-one
S,S-(6-Methylquinoxaline-2,3-diyl)dithiocarbonate
6-Methyl-1.3-dithia-4.9-diazacylopenta-b-naphth...
6-methyl-2,3-quinoxalinedithiolcyclicdithiocarbonate
6-Methyl-2,3-quinoxalinedithiol cyclic dithiocarbonate
cyclics,s-(6-methyl-2,3-quinoxalinediyl)dithiocarbonate
3-quinoxalinedithiol,6-methyl-cyclicdithiocarbonate(ester)
6-METHYL-2,3-QUINOXALINEDITHIOL CYCLIC-S,S-DITHIOCARBONATE
carbonicacid,dithio-,cyclics,s-(6-methyl-2,3-quinoxalinediyl)ester
carbonicacid,dithio-,cyclics,s-esterwith6-methyl-2,3-quinoxalinedithiol
Carbonic acid, dithio-, cyclic S,S-(6-methyl-2,3-quinoxalinediyl) ester
quinomethionate chinomethionat (ISO) 6-methyl-1,3-dithiolo(4,5-b)quinoxalin-2-one
6-METHYLQUINOXALIN-2,3-DITHIOCARBONATE, 6-methyl-1,3-dithiolo(4,5-b)quinoxalin-2-one, chinomethionat (ISO), quinomethionate | [EINECS(EC#)]
219-455-3 | [Molecular Formula]
C10H6N2OS2 | [MDL Number]
MFCD00055387 | [MOL File]
2439-01-2.mol | [Molecular Weight]
234.3 |
| Chemical Properties | Back Directory | [Appearance]
Tan to yellow crystals. Solu-
ble in benzene, toluene, and dioxane; insoluble in
water.
| [Melting point ]
172° | [Boiling point ]
476.6±55.0 °C(Predicted) | [density ]
1.4147 (rough estimate) | [vapor pressure ]
2.6 x 10-5 Pa (20 °C) | [refractive index ]
1.6800 (estimate) | [storage temp. ]
0-6°C | [solubility ]
Chloroform (Slightly), Methanol (Slightly, Heated) | [form ]
Solid | [pka]
-5.28±0.20(Predicted) | [Water Solubility ]
1 mg l-1 (20 °C) | [color ]
Yellow crystals | [Merck ]
13,7048 | [Henry's Law Constant]
1.6×102 mol/(m3Pa) at 25℃, HSDB (2015) | [InChI]
1S/C10H6N2OS2/c1-5-2-3-6-7(4-5)12-9-8(11-6)14-10(13)15-9/h2-4H,1H3 | [InChIKey]
FBQQHUGEACOBDN-UHFFFAOYSA-N | [SMILES]
Cc1ccc2nc3SC(=O)Sc3nc2c1 | [LogP]
3.78 at 20℃ | [NIST Chemistry Reference]
Quinomethionate(2439-01-2) | [EPA Substance Registry System]
1,3-Dithiolo[4,5- b]quinoxalin-2-one, 6-methyl-(2439-01-2) |
| Hazard Information | Back Directory | [Definition]
ChEBI: 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 appro
ed for use in the EU. | [Uses]
Acaricide; agricultural fungicide. | [General Description]
Yellow crystals. Non-corrosive. Used as a selective fungicide. | [Air & Water Reactions]
Hydrolyzed in alkaline solution. | [Reactivity Profile]
A member of the quinoxaline, dithiolane family. | [Hazard]
Toxic by ingestion and inhalation. | [Description]
Chinomethionate is a quinoxaline fungicide and acaricide introduced in 1968 to control powdery mildew and spider mites on fruits, ornamentals, cucurbits, cotton, coffee, tea, tobacco, walnuts, vegetables and glasshouse crops. It is nonsystemic, with contact activity only. | [Chemical Properties]
Chinomethionate is a tan to yellow crystals. Soluble in benzene, toluene, and dioxane; insoluble in water. It has been shown to have low toxicity to mammals, birds and bees, but is highly toxic to fish and some aquatic invertebrates. | [Flammability and Explosibility]
Notclassified | [Safety Profile]
Moderately toxic by intraperitoneal, ingestion, and skin contact routes. A pesticide. When heated to decomposition it emits very toxic fumes of NOx and SOx. | [Synthesis]
Chinomethionate is synthesised from p-toluenamine as the starting material, via condensation of 6-methylquinoxaline-2,3-dithiol with phosgene, yielding a dithiol quinoxaline compound. The reaction formula is as follows:
 | [Environmental Fate]
Chemical/Physical. Reacts with ammonia forming 6-methyl-2,3-quinoxalinedithiol. | [Metabolic pathway]
Limited information is available to describe the degradation and metabolic
fate of chinomethionat. Hydrolytic cleavage of the dithiocarbonate
ring is the primary degradation reaction in water, plants and animals. | [Degradation]
Chinomethionat was degraded at pH 4,7 and 9 at 22 °C with DT50 values
of 10 days, 3.3 days and 3.6 hours, respectively. It is degraded under
alkaline conditions to yield 6-methyl-2,3-quinoxalinedithiol (2) (PM) as
shown in Scheme 1. Clark and Loeffler (1980) reported the extensive
photodegradation of chinomethionat in benzene in a nitrogen atmosphere
under UV light to yield dimeric condensation products and benzene
insertion products. | [Mode of action]
Chinomethionate reacts with sulfur-containing amino acids in proteins, thereby disrupting the function of many enzymes and other proteins. Because there is no single target site, target site resistance is unlikely. | [Pesticide Type]
Fungicide; Acaricide; Miticide; Insecticide |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,N | [Risk Statements ]
20/21/22-36-43-48/22-50/53-62 | [Safety Statements ]
24-37-60-61 | [RIDADR ]
UN3077 9/PG 3 | [WGK Germany ]
WGK 3 | [RTECS ]
FG1400000 | [REACH Registrations]
Active | [HS Code ]
29349990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Eye Irrit. 2
Repr. 2
Skin Sens. 1A
STOT RE 2 Oral | [Hazardous Substances Data]
2439-01-2(Hazardous Substances Data) | [Toxicity]
LD50 in male, female rats (mg/kg): 1800, 1100 orally (Gaines) |
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