N-((6-Chloro-3-pyridinyl)methyl)-N'-cyano-N-methylethanimidamide (HCID 213021)

Overview

Acetamiprid is a carboxamidine that is acetamidine in which the amino hydrogens are substituted by a (6-chloropyridin-3-yl)methyl and a methyl group while the hydrogen attached to the imino nitrogen is replaced by a cyano group. It has a role as a neonicotinoid insectide, a xenobiotic and an environmental contaminant. It is a nitrile, a carboxamidine and a monochloropyridine. It is functionally related to a 2-chloropyridine.

Names & identifiers

Preferred name: N-((6-Chloro-3-pyridinyl)methyl)-N'-cyano-N-methylethanimidamide
IUPAC: N-[(6-chloro-3-pyridinyl)methyl]-N'-cyano-N-methylethanimidamide
English name: Acetamiprid
Molecular formula: C10H11ClN4
Molecular weight: 222.67

Names & synonyms

160430-64-8DTXSID901015148N-((6-Chloro-3-pyridinyl)methyl)-N'-cyano-N-methylethanimidamideN-[(6-chloro-3-pyridinyl)methyl]-N'-cyano-N-methylethanimidamideRefChem:1090707DTXCID8014300Acetamiprid135410-20-7IntruderMospilanAssailPiorun

Show more names

MORTALMOSPILDATEacetamipriACETAMIPRIISSACETAMIPRID 95%TC(E/Z)-AcetamipridAcetamiprid20%SP/Mospilan20Acetamiprid20%SP/Mospilan20SP

StonkatPrize(E)-N-((6-Chloropyridin-3-yl)methyl)-N'-cyano-N-methylacetimidamideN-[(6-chloropyridin-3-yl)methyl]-N'-cyano-N-methylethanimidamideAcetamiprid [ISO]NI 25(E)-acetamiprid(Z)-acetamiprid

Database identifiers

CAS: 135410-20-7、160430-64-8
PubChem CID: 213021
DTXSID: DTXSID901015148
ChEMBL: CHEMBL3185634
ChEBI: CHEBI:39163
UNII: 5HL5N372P0
EC Number: 682-791-8
Nikkaji: J1.112.167E、J682.238J

Properties

Computed structural properties

XLogP: 1.4
Topological polar surface area: 52.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 3
Heavy atoms: 15
Formal charge: 0
Complexity: 280

Experimental & physicochemical properties

Pesticides · 3 items

Pesticides

Insecticides

Environmental transformation -> Pesticides (parent, predecessor)

LogP0.8

Collision Cross Section · 3 items

155.1 Å² [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID0034300]

150.24 Å² [M+H]+ [CCS Type: TW]

157.86 Å² [M+Na]+

Physicochemical properties

Melting point: 100 · 100-102°C
Boiling point: 352.38 · 352.380±52.00 °C(Press: 760.00 Torr)(predicted)
Density: 1.174 · 1.174±0.14 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
storage temp.: 2 · 2-8°C
pka: -0.44 · -0.440±0.10(predicted)
Major Application: agricultureenvironmental
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/b14-8+
InChIKey: WCXDHFDTOYPNIE-RIYZIHGNSA-N
SMILES: C(/N(CC1=CC=C(Cl)N=C1)C)(=N\C#N)\C
LogP: 0.62 · 0.620 (est)
CAS DataBase Reference: 160430 · 160430-64-8(CAS DataBase Reference)
FDA UNII: 5 HL5N372P0 · 5HL5N372P0
NIST Chemistry Reference: Acetamiprid(160430-64-8)
UNSPSC Code: 41116107 · 41116107
NACRES: 24 · NA.24
Symbol(GHS): 6 · GHS06,GHS09
Signal word: Danger
Hazard statements: 301 · H301-H410
Precautionary statements: 264 · P264-P270-P273-P301+P310-P391-P405
PPE: 2 · Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
Hazard Codes: T
Risk Statements: 23 · 23/25-57
Safety Statements: 45 · 45
RIDADR: 2811 · UN 2811
WGK Germany: 3 · 3
RTECS: 4235200 · KJ4235200
Storage Class: 6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications: 3 OralAquatic · Acute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1Repr. 2
Toxicity: 50 in · LD50 in male, female rats, male, female mice (mg/kg): 217, 146, 198, 184 orally (Takahashi)

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral]

P203, P264, P270, P273, P280, P301+P316, P318, P321, P330, P391, P405, and P501 (click each P-code to see the statement)

Danger

H301 (97.4%): Toxic if swallowed [Danger Acute toxicity, oral]

P260, P264, P270, P271, P273, P284, P301+P316, P304+P340, P316, P320, P321, P330, P403+P233, P405, and P501 (click each P-code to see the statement)

Hazard information

Hazard Classes and Categories · 3 items

Acute Tox. 3 (97.4%)

Acute toxicity (Oral) - Category 3

Repr. 2

Safety data

PPE: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
wgk: 3
rtecs: KJ4235200
ridadr: UN 2811
Toxicity: LD50 in male, female rats, male, female mice (mg/kg): 217, 146, 198, 184 orally (Takahashi)
risk_code: 23/25-57
Signal word: Danger
Symbol(GHS): GHS06,GHS09
hazard_code: T
safety_code: 45
Storage Class: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard statements: H301-H410
Hazard Classifications: Acute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1Repr. 2
Precautionary statements: P264-P270-P273-P301+P310-P391-P405

Chemistry & industry

Uses & manufacturing

Use Classification · 2 items

Insecticides

Environmental transformation -> Pesticides (parent, predecessor)

Applications

UsesInsecticide.

Upstream & downstream products

Upstream raw materials

Suppliers50 total

湖北博杰生物科技有限公司0713-2060728 15629612610

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

合肥翰刚医药科技有限公司+8618062405514 · [email protected]

武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]

河北创海生物科技有限公司+86-86-13131129325 · [email protected]

Additional notes

DefinitionChEBI: A carboxamidine that is acetamidine in which the amino hydrogens are substituted by a (6-chloropyridin-3-yl)methyl and a methyl group while the hydrogen attached to the imino nitrogen is replaced by a cyano group.

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Basic information