Acetamiprid

Iupac Name：N-[(6-chloropyridin-3-yl)methyl]-N'-cyano-N-methylethanimidamide

Molecular Weight：222.67400

Modify Date.: 2022-11-25 02:17

Introduction: 1. Acetamiprid belongs to the same series with imidacloprid. But its nsecticidal spectruma is broader than imidacloprid. It mainly has a better effect on cucumbers aphids, apples aphids, citrus aphids and tobacco aphids. Since the mechanism of acetamiprid is unique, it have a good effect on pests that can cause resistance to organophosphorus, carbamates and pyrethroids pesticides.2. Efficient, broad-spectrum chlorinated insecticides. View more+

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1. Names and Identifiers

1.1 Name: Acetamiprid
1.2 Synonyms: (1E)-N-[(6-chloro-3-pyridinyl)methyl]-N&rsquo-cyano-N-methylethanimidamide (1E)-N-[(6-Chloro-3-pyridinyl)methyl]-N'-cyano-N-methylethanimidamide (1E)-N-[(6-chloropyridin-3-yl)methyl]-N&rsquo-cyano-N-methylethanimidamide (1E)-N-[(6-chloropyridin-3-yl)methyl]-N'-cyano-N-methylethanimidamide (1E)-N-[(6-Chlorpyridin-3-yl)methyl]-N'-cyan-N-methylethanimidamid (E)-N-((6-Chloropyridin-3-yl)methyl)-N'-cyano-N-methylacetimidamide (E)-N-(6-Chloro-3-pyridylmethyl)-N'-cyano-N-methylacetamidine (E)-N-[(6-Chloro-3-pyridinyl)methyl]-N'-cyano-N-methylethanimidamide (E)-N-[(6-Chloropyridin-3-yl)methyl]-N'-cyano-N-methylacetimidamide (E)-N1-[(6-chloro-3-pyridyl)methyl]-N2-cyano-N1-methylacetamidine acetamiprid (iso) ADA 06200 Ethanimidamide, N-(6-chloro-3-pyridinyl)methyl-N-cyano-N-methyl-, (1E)- Ethanimidamide, N-[(6-chloro-3-pyridinyl)methyl]-N'-cyano-N-methyl-, (1E)- MFCD06201842 N-[(6-chloropyridin-3-yl)methyl]-N'-cyano-N-methylethanimidamide NFK 17 Piorun T6NJ BG E1N1Y1&UNCN &&E Form

1.3 CAS No.: 135410-20-7

1.4 CID: 213021

1.5 EINECS(EC#): 603-921-1

1.6 Molecular Formula: C10H11ClN4 (isomer)

1.7 Inchi: InChI=1S/C10H11ClN4/c1-8(14-7-12)15(2)6-9-3-4-10(11)13-5-9/h3-5H,6H2,1-2H3

1.8 InChkey: WCXDHFDTOYPNIE-UHFFFAOYSA-N

1.9 Canonical Smiles: CC(=NC#N)N(C)CC1=CN=C(C=C1)Cl

1.10 Isomers Smiles: CC(=NC#N)N(C)CC1=CN=C(C=C1)Cl

2. Properties

2.1 Density: 1.17

2.1 Melting point: 101-103ºC

2.1 Boiling point: 352.4ºC at 760 mmHg

2.1 Refractive index: 1.57

2.1 Flash Point: 166.9ºC

2.1 Precise Quality: 222.06700

2.1 PSA: 52.28000

2.1 logP: 2.06628

2.1 Solubility: 4200 mg l-1 (25 °C)

2.2 Appearance: white powder

2.3 Storage: 0-6°C

2.4 Chemical Properties: Pale Yellow Solid

2.5 Color/Form: White crystals
White fine powder

2.6 Odor: Odorless

2.7 pKa: -0.44±0.10(Predicted)

2.8 Water Solubility: In water at 25 deg C: 3.48X10+3 mg/L @ pH5; 2.95X10+3 mg/L @ pH 7, 3.96X10+3 mg/L @ pH 9

2.9 Stability: Stable in buffered solutions at pH 4, 5, 7. Degraded slowly at pH 9 and 45 deg C. Stable under sunlight.

2.10 StorageTemp: 0-6°C

3. Use and Manufacturing

3.1 Agricultural Uses: Insecticide: This class of pesticides are chemically related to nicotine and used on corn and soybean seeds and are used to control sucking and chewing insects, and soil insects includingaphids, beetles, fruit moth, leaf-hoppers and-miners, thrips,whiteflies [83] . Also used to control fleas on domestic animals.

3.2 Definition: ChEBI: The (E)-stereoisomer of acetamiprid.

3.3 Usage: 1. Acetamiprid belongs to the same series with imidacloprid. But its nsecticidal spectruma is broader than imidacloprid. It mainly has a better effect on cucumbers aphids, apples aphids, citrus aphids and tobacco aphids. Since the mechanism of acetamiprid is unique, it have a good effect on pests that can cause resistance to organophosphorus, carbamates and pyrethroids pesticides.2. Efficient, broad-spectrum chlorinated insecticides.

4. Safety and Handling

4.1 Symbol: GHS06

4.1 Hazard Codes: T

4.1 Signal Word: Danger

4.1 Risk Statements: R23/25; R57

4.1 Safety Statements: S45

4.1 Packing Group: III

4.1 Octanol/Water Partition Coefficient: log Kow = 0.80 at 25 deg C

4.2 Hazard Class: 6.1(b)

4.2 Hazard Declaration: H301-H330-H412

4.2 DisposalMethods: SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

4.3 RIDADR: UN 2811

4.3 Caution Statement: P260-P273-P284-P301 + P310-P310

4.3 Formulations/Preparations: Trade names: Cezar, Hekplan, Mospildate, Shark, Tenaz, Vapcomore, Mortal, Profil, Assail, Intruder, Tri-star.
Soluble powder, granule.
Types of Formulations: 99.5% technical product, 70% WP end-use product, 70% /water soluble packets/ (WSP) end use product, 0.006% /ready to use/ (RTU) end use product.

4.4 RTECS: KJ4235200

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 4

Hazardous to the aquatic environment, long-term (Chronic) - Category Chronic 3

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Warning
Hazard statement(s)	H302 Harmful if swallowed H412 Harmful to aquatic life with long lasting effects
Precautionary statement(s)
Prevention	P264 Wash ... thoroughly after handling. P270 Do not eat, drink or smoke when using this product. P273 Avoid release to the environment.
Response	P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/\u2026if you feel unwell. P330 Rinse mouth.
Storage	none
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

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6. NMR Spectrum

13C NMR : Predict

1H NMR : Predict

Mass spectrum (electron ionization)

7. Other Information

7.0 The new pesticide: Acetamiprid, also known as mospilan, is a new kind of pesticides. It is nitro methylene heterocyclic compounds. It can act on nicotinic acetylcholine receptor of the insect nervous system synapses, interfere the insect nervous system stimulation conduction, cause neurological pathways obstruction, and result in the accumulation of the neurotransmitter acetylcholine in the synapse. Then it can result in the paralysis of insect and eventually death. Acetamiprid has tag and stomach toxicity effect. Meanwhile it has a strong penetration, readily availability, and long duration.
Acetamiprid can be used for the prevention and control of aphids, planthoppers, thrips, lepidopteron and other pests on the rice, vegetables, fruit, tea bushes. At the concentration of 50 to 100 mg/L, acetamiprid can effectively control aphid, vegetables aphid, peach borer and it can kill eggs.

7.1 Toxicity: According to our pesticide toxicity grading standards, acetamiprid is moderately toxic pesticides. Acute oral LD50 of rat is 146~217mg/kg weight. It has no irritation on the skin and eye. It has no mutagenic effect according to the animal tests. Acetamiprid has low toxicity to human and animal, small lethality to predators, low toxicity to fish and little effect on bees. Acetamiprid can be used to control homopteran pests of fruit trees and vegetables. It can be used to control soil insect when using granules as soil.

7.2 Usage: 1. Control of cucumber aphid. Pesticides should be sprayed during the full incidence beginning period of cucumber aphids. 40~50ml of 3% Acetamiprid, added 50~60kg water can be uniform sprayed. It will have a good effect on melon aphid. The efficacy can remain more than fifty days even in wet years,.
2. Control of apple aphids. 3% Mospilan with 2000~2500 times spray can be used during the apple tree growing period and the full incidence beginning period of aphids. It has a good effect on aphids and has good resistance to rain erosion. The efficacy can remain more than twenty days.
3. Control citrus aphids. 3% Mospilan with 2000~2500 times spray can be used during the full incidence beginning period of aphids. It has a good and persistent effect on citrus. It is safe for citrus. It has no phytotoxicity under normal use.

7.3 Considerations: 1. If there are mulberry fields nearby, acetamiprid should not be sprayed on mulberry leaves because this agent is toxic for the silkworm.
2. Acetamiprid can’t be mixed with strong base agents (bordeaux mixture, lime sulfur, etc.).
3. The toxicity of acetamiprid to human and animal is low. But if it is drinked, one should be taken to the hospital to be given gastric lavage immediately and keep quiet.

7.4 Uses: 1. Acetamiprid belongs to the same series with imidacloprid. But its nsecticidal spectruma is broader than imidacloprid. It mainly has a better effect on cucumbers aphids, apples aphids, citrus aphids and tobacco aphids. Since the mechanism of acetamiprid is unique, it have a good effect on pests that can cause resistance to organophosphorus, carbamates and pyrethroids pesticides.
2. Efficient, broad-spectrum chlorinated insecticides.

7.5 Chemical Properties: Pale Yellow Solid

7.6 Uses: A novel neonicotinid insecticide against Holotrichia consanguinea in sugarcane. Reports show that when exposed to neonicotinid pesticides honeybees have probelms returnign home after foraging and bumb lebee colonies grow poorly and produce fewer queens.

7.7 Definition: ChEBI: The (E)-stereoisomer of acetamiprid.

7.8 Agricultural Uses: Insecticide: This class of pesticides are chemically related to nicotine and used on corn and soybean seeds and are used to control sucking and chewing insects, and soil insects including aphids, beetles, fruit moth, leaf-hoppers and-miners, thrips, whiteflies [83] . Also used to control fleas on domestic animals.

8. Computational chemical data

Molecular Weight: 222.67400g/mol
Molecular Formula: C₁₀H₁₁ClN₄
Compound Is Canonicalized: True
XLogP3-AA: 1.4
Exact Mass: 222.0672241
Monoisotopic Mass: 222.0672241
Complexity: 280
Rotatable Bond Count: 3
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 3
Topological Polar Surface Area: 52.3
Heavy Atom Count: 15
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently-Bonded Unit Count: 1
CACTVS Substructure Key Fingerprint: AAADccBzgAAEAAAAAAAAAAAAAAAAAAAAAAAsAAAAAAAAAAABgAAAHAIAAAAADALBGiQ/gJMIEACwAjJnZACCgCExByAJ2CA4ZpgIIOLB25GEIAhggADIyAYQAAAMAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==

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Acetamiprid