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2-cyano-N-(ethylcarbamoyl)-2-(methoxyimino)acetamide

Cymoxanil

CAS: 57966-95-7

Molecular Formula: C7H10N4O3

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  5. 2-cyano-N-(ethylcarbamoyl)-2-(methoxyimino)acetamide

2-cyano-N-(ethylcarbamoyl)-2-(methoxyimino)acetamide - Names and Identifiers

Name Cymoxanil
Synonyms Curzate
Cymoxanil
1-(2-cyano-2-methoxyiminoacetyl)-3-ethylurea
2-cyano-N-(ethylcarbamoyl)-2-(methoxyimino)acetamide
(2Z)-2-cyano-N-(ethylcarbamoyl)-2-(methoxyimino)ethanamide
2-Cyano-N-[(ethylamino)carbonyl]-2-(methoxyimino)acetamide
(2E)-2-cyano-N-(ethylcarbamoyl)-2-(methoxyimino)ethanamide
1-Cyano-N-[(ethylamino)carbonyl]-2-(methoxyimino)acetamide
CAS 57966-95-7
EINECS 261-043-0
InChI InChI=1/C7H10N4O3/c1-3-9-7(13)10-6(12)5(4-8)11-14-2/h3H2,1-2H3,(H2,9,10,12,13)/b11-5+

2-cyano-N-(ethylcarbamoyl)-2-(methoxyimino)acetamide - Physico-chemical Properties

Molecular FormulaC7H10N4O3
Molar Mass198.18
Density1.27g/cm3
Melting Point160-161°
Boling Point335.48°C (rough estimate)
Flash Point100 °C
Water Solubility890 mg l-1 (pH 5), 780 mg l-1 (pH 7), unstable at pH 9 at 20 °C
Vapor Presure1.5 x 10-4 Pa (20 °C)
Appearancemorphology neat
pKa9.7
Storage Condition0-6°C
Refractive Index1.537
MDLMFCD00137381
Physical and Chemical PropertiesDensity 4.243
melting point 1019°C
UseFor the control of tomato, cucumber and other crops of downy mildew and late blight

2-cyano-N-(ethylcarbamoyl)-2-(methoxyimino)acetamide - Risk and Safety

Hazard SymbolsXn - Harmful
Harmful
N - Dangerous for the environment
Dangerous for the environment
Risk CodesR22 - Harmful if swallowed
R43 - May cause sensitization by skin contact
R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
Safety DescriptionS36/37 - Wear suitable protective clothing and gloves.
S60 - This material and its container must be disposed of as hazardous waste.
S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. 
UN IDsUN 3077
WGK Germany3
RTECSAB5957000
HS Code29269090
Hazard Class9
Packing GroupIII
ToxicityFor 80% formulations, LD50 orally in male rats: 1425 mg/kg; dermally in male rabbits: >3000 mg/kg. LC50 orally in bobwhite quails, mallard ducks: 2847, >10000 ppm. LC50 (96 hr) in bluegill sunfish, rainbow trout (ppm): 13.5, 18.7 (Klopping, Delp).

2-cyano-N-(ethylcarbamoyl)-2-(methoxyimino)acetamide - Upstream Downstream Industry

Raw MaterialsAcetic anhydride
Urea
Cyanoacetic acid

2-cyano-N-(ethylcarbamoyl)-2-(methoxyimino)acetamide - Nature

melting point 160-161°
boiling point 335.48°C (rough estimate)
density 1.3841 (rough estimate)
Vapor pressure 1.5 x 10-4 Pa (20 °C)
refractive index 1.6700 (estimate)
flash point 100 °C
storage conditions 0-6°C
water solubility 890 mg l-1 (pH 5), 780 mg l-1 (pH 7), unstable at pH 9 at 20 °C
acidity coefficient (pKa) 9.7
morphology neat
Merck 14,2765
BRN 2214018
NIST chemical information Acetamide, 2-cyano-n-[(ethylamino)carbonyl]-2-(methoxyimino)-(57966-95-7)
EPA chemical information Cymoxanil (57966-95-7)
Last Update：2024-04-10 22:29:15

2-cyano-N-(ethylcarbamoyl)-2-(methoxyimino)acetamide - Nature

Toxicity the original drug had acute oral LD501196mg/kg in rats and 1096 mg/kg in guinea pigs. Rabbit acute percutaneous LD50>3000mg/kg. It has mild irritation to eyes and no irritation to skin. Ames test was negative and had no mutagenic effect. Rainbow trout LC5018.7 mg/L(96h), wild duck and quail LC50 were> 10000mg/kg feed and 2847mg/kg feed respectively. No accumulated toxicity.
chemical properties white crystal. M. p.160 ~ 161 ℃, relative density 1.31(25 ℃), vapor pressure about 8 × 10-5Pa (25 ℃). Solubility at 25 ℃: acetone 10.5%, dimethylformamide 18.5%, chloroform 10.3%, methanol 4.1%, benzene 0.2%, hexane 0.1%, water 0.1%. Stable under normal storage conditions.
Last Update：2024-04-10 22:29:15

2-cyano-N-(ethylcarbamoyl)-2-(methoxyimino)acetamide - Security information

category Pesticides
toxicity classification Poisoning
acute toxicity oral-rat LD50: 1100 mg/kg; Abdominal cavity-rat LD50: 166 mg/kg
flammability hazard characteristics Combustible; combustion produces toxic nitrogen oxide smoke
storage and transportation characteristics The warehouse is ventilated and dry at low temperature; it is stored separately from oxidants and alkalis
fire extinguishing agent foam, carbon dioxide, sand, mist water.
Last Update：2024-04-10 22:29:15

2-cyano-N-(ethylcarbamoyl)-2-(methoxyimino)acetamide - Uses and synthesis methods

use high-efficiency fungicide, with internal absorption effect, mixed with protective fungicide can improve residual activity. It is effective for fungi of the order Frostomycetes (Phytophthora, Frostomycetes, and Monoaxomycetes). For example, the recommended dose is 0.9~1.2g/100 m2.
use used to control downy mildew and late blight of tomatoes, cucumbers and other crops
use for the control of cucumber downy mildew
use

cyanogen is a new fungicide, which has obvious control effect on grape downy mildew, potato late blight and other fungal diseases. Cyanogen is used for seed treatment or foliar application to plants to control late blight.

production method N-ethyl urea, cyanoacetic acid and acetic anhydride react to obtain N-cyanoacetate-N-ethyl urea, and N-cyanoacetyl-N-ethyl urea reacts with sodium nitrite for 1h to obtain 2-Cyano-2-oxime acetamide sodium salt. In the sodium salt of 2-cyano-2-oxinylacetamide, dimethyl sulfate is slowly added, and the pH value is continuously adjusted with 50% NaOH solution to keep the pH value at 7-8 to obtain cytosanide.
production method preparation of N-cyanoacetyl-N-ethylurea 98g of N-ethylurea, 94g of cyanoacetic acid and 200g of acetic anhydride were heated to 60 ℃ under stirring, kept at this temperature for 3h, stopped stirring, let stand, precipitate crystallization, and remove acetic acid under reduced pressure (78 ℃/90.4 × 103Pa). Add 130mL of water, evaporate the remaining acid, filter, wash with water, and dry to obtain white fine needle crystals with a melting point of 173 ℃.
Preparation of 2-cyano-2-oxime acetamide 125g of methanol, 125g of water, 77g of N-cyanoacetyl-N-ethylurea and 36g of sodium nitrite were reacted at 40 ℃ for 1h under nitrogen gas flow, 18g of 6mol/L hydrochloric acid was added to make the pH value 5.3 or so, and the reaction was continued at 40 ℃ for 2h, then 7g of 50% NaOH solution was added to adjust. This product exists as a sodium salt in solution.
In the above reactants, 75g of dimethyl sulfate is added slowly, and the pH value is continuously adjusted with 50% NaOH solution to keep the pH value from 7 to 8, react at 40 ℃ for 2h, cool to 5 ℃, filter, wash with water, dry, and recrystallize in anhydrous ethanol.
Last Update：2024-04-10 22:29:15

2-cyano-N-(ethylcarbamoyl)-2-(methoxyimino)acetamide - Security information

dangerous goods mark Xn;N,N,Xn
hazard category code 22-43-50/53
safety instructions 36/37-60-61
dangerous goods transport number UN 3077
WGK Germany 3
RTECS number AB5957000
HazardClass 9
PackingGroup III
customs code 29269090
toxic substance data 57966-95-7(Hazardous Substances Data)
Toxicity For 80% formulations, LD50 orally in male rats: 1425 mg/kg; dermally in male rabbits: >3000 mg/kg. LC50 orally in bobwhite quails, mallard ducks: 2847, >10000 ppm. LC50 (96 hr) in bluegill sunfish, rainbow trout (ppm): 13.5, 18.7 (Klopping, Delp).
Last Update：2024-04-10 22:29:15

2-cyano-N-(ethylcarbamoyl)-2-(methoxyimino)acetamide - Security information

symptoms of poisoning has a slight stimulating effect on the eyes.
emergency treatment after skin and eyes are contaminated, you must rinse with plenty of clear water, especially for eyes for 15 minutes. For accidental poisoning, you should be sent to the hospital for symptomatic treatment.
precautions It is widely used to improve the control effect by mixing with other fungicides. Avoid contact with alkaline substances
Last Update：2024-04-10 22:29:15
2-cyano-N-(ethylcarbamoyl)-2-(methoxyimino)acetamide
Supplier List
Nanjing Hike Biological Technology Co., Ltd.
Featured ProductsSpot supply
Product Name: Cymoxanil Request for quotation
CAS: 57966-95-7
Tel: +86-25-52110956
Email: sam@liskonchem.com
Mobile: +8615161118236
QQ: 2698028200 Click to send a QQ message
Wechat: 17372769668
Descriptions:
Pesticide and fungicide, 98% of the original Frost urea cyanide


Nantong Reform Petro-Chemical CO., LTD.
Spot supply
Product Name: Cymoxanil Request for quotation
CAS: 57966-95-7
Tel: +86-17551318830
Email: r@reformchem.com­
Mobile: +86-17551318830
QQ: 3785839865 Click to send a QQ messageSend QQ message
Descriptions:
Pesticide and fungicide, 98% of the original Frost urea cyanide


Guangzhou Yuanda New Material Co.,Ltd
Product Name: Cymoxanil Request for quotation
CAS: 57966-95-7
Tel: +86 19849939632
Email: 2470479589@qq.com
Mobile: +86 19849939632
QQ: 2470479589 Click to send a QQ message
Wechat: +86 19849939632
Descriptions:
Pesticide and fungicide, 98% of the original Frost urea cyanide


Jiangsu Pules Biotechnology Co.,Ltd.
Product Name: Cymoxanil Request for quotation
CAS: 57966-95-7
Tel: 17505222756
Email: pules.cn@gmail.com
Mobile: +86-17551318830
Wechat: 17505222756
Descriptions:
Pesticide and fungicide, 98% of the original Frost urea cyanide


Hefei TNJ Chemical Industry Co.,Ltd.
Product Name: Cymoxanil Request for quotation
CAS: 57966-95-7
Tel: 0086-551-65418684
Email: sales@tnjchem.com
　　　　 info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840 Click to send a QQ message
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Descriptions:
Pesticide and fungicide, 98% of the original Frost urea cyanide


Product List: View Catalog

Shanghai Yuanye Bio-Technology Co., Ltd.
Multiple SpecificationsSpot supply
Product Name: Cymoxanil Visit Supplier Webpage Request for quotation
CAS: 57966-95-7
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409 Click to send a QQ message
Wechat: 18301782025
Descriptions:
Pesticide and fungicide, 98% of the original Frost urea cyanide


Shanghai Worldyang Chemical Co.,Ltd.
Product Name: Cymoxanil Request for quotation
CAS: 57966-95-7
Tel: +86-21-56795779
Email: charles7788@worldyachem.com
Mobile: +86-13651600618
QQ: 2850607228 Click to send a QQ message
Wechat: 13651600618
WhatsApp: +8613651600618
Descriptions:
Pesticide and fungicide, 98% of the original Frost urea cyanide


NanJing Liskon Biological Technology Co.,ltd
Product Name: Cymoxanil Request for quotation
CAS: 57966-95-7
Tel: 025-52110956
Email: lvmu@lskhsw.com
Mobile: 15195951328
QQ: 2468914230 Click to send a QQ messageSend QQ message
Descriptions:
Pesticide and fungicide, 98% of the original Frost urea cyanide


Nanjing Hike Biological Technology Co., Ltd.
Featured ProductsSpot supply
Product Name: Cymoxanil Request for quotation
CAS: 57966-95-7
Tel: +86-25-52110956
Email: sam@liskonchem.com
Mobile: +8615161118236
QQ: 2698028200 Click to send a QQ message
Wechat: 17372769668
Descriptions:
Pesticide and fungicide, 98% of the original Frost urea cyanide


Nantong Reform Petro-Chemical CO., LTD.
Spot supply
Product Name: Cymoxanil Request for quotation
CAS: 57966-95-7
Tel: +86-17551318830
Email: r@reformchem.com­
Mobile: +86-17551318830
QQ: 3785839865 Click to send a QQ messageSend QQ message
Descriptions:
Pesticide and fungicide, 98% of the original Frost urea cyanide


Guangzhou Yuanda New Material Co.,Ltd
Product Name: Cymoxanil Request for quotation
CAS: 57966-95-7
Tel: +86 19849939632
Email: 2470479589@qq.com
Mobile: +86 19849939632
QQ: 2470479589 Click to send a QQ message
Wechat: +86 19849939632
Descriptions:
Pesticide and fungicide, 98% of the original Frost urea cyanide


Jiangsu Pules Biotechnology Co.,Ltd.
Product Name: Cymoxanil Request for quotation
CAS: 57966-95-7
Tel: 17505222756
Email: pules.cn@gmail.com
Mobile: +86-17551318830
Wechat: 17505222756
Descriptions:
Pesticide and fungicide, 98% of the original Frost urea cyanide


Hefei TNJ Chemical Industry Co.,Ltd.
Product Name: Cymoxanil Request for quotation
CAS: 57966-95-7
Tel: 0086-551-65418684
Email: sales@tnjchem.com
　　　　 info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840 Click to send a QQ message
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Descriptions:
Pesticide and fungicide, 98% of the original Frost urea cyanide


Product List: View Catalog

Shanghai Yuanye Bio-Technology Co., Ltd.
Multiple SpecificationsSpot supply
Product Name: Cymoxanil Visit Supplier Webpage Request for quotation
CAS: 57966-95-7
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409 Click to send a QQ message
Wechat: 18301782025
Descriptions:
Pesticide and fungicide, 98% of the original Frost urea cyanide


Shanghai Worldyang Chemical Co.,Ltd.
Product Name: Cymoxanil Request for quotation
CAS: 57966-95-7
Tel: +86-21-56795779
Email: charles7788@worldyachem.com
Mobile: +86-13651600618
QQ: 2850607228 Click to send a QQ message
Wechat: 13651600618
WhatsApp: +8613651600618
Descriptions:
Pesticide and fungicide, 98% of the original Frost urea cyanide


NanJing Liskon Biological Technology Co.,ltd
Product Name: Cymoxanil Request for quotation
CAS: 57966-95-7
Tel: 025-52110956
Email: lvmu@lskhsw.com
Mobile: 15195951328
QQ: 2468914230 Click to send a QQ messageSend QQ message
Descriptions:
Pesticide and fungicide, 98% of the original Frost urea cyanide


View History
2-cyano-N-(ethylcarbamoyl)-2-(methoxyimino)acetamide
Raw Materials for 2-cyano-N-(ethylcarbamoyl)-2-(methoxyimino)acetamide
Acetic anhydride
Urea
Cyanoacetic acid
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