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Acetamiprid

CAT: 0013-GTR19156864-04Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19156864-04Size:500 mg
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Description
Acetamiprid is a nicotinic acetylcholine receptor (nAChR) agonist. Acetamiprid is a neonicotinoid insecticide used worldwide. It is shown to be associated with neuromuscular and reproductive disorders. Acetamiprid decreases in body weight and mildly affected spermatogenesis. Acetamiprid disrupts subsequent testosterone biosynthesis by decreasing the rate of conversion of cholesterol to testosterone and by preventing cholesterol from entering the mitochondria within the Leydig cells. These effects caused reproductive damage to the rats. Acetamiprid decreases the expression of testosterone-metabolism genes, nAChR subunit genes, and proliferation-associated genes in mice.
CAS Number
135410-20-7
Purity
>98% (HPLC)
Solubility
DMSO:97 mg/mL (435.62mM)
Smiles
CN (Cc1ccc (Cl) nc1) C (C) =NC#N
Molecular Formula
C10H11ClN4
Molecular Weight
222.67
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

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

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.

CAS Number135410-20-7
PubChem CID213021
IUPAC NameN-[(6-chloro-3-pyridinyl)methyl]-N'-cyano-N-methylethanimidamide
Molecular FormulaC10H11ClN4
Molecular Weight222.67
XLogP1.4
Topological Polar Surface Area52.3
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Heavy Atom Count15
Formal Charge0
Complexity280
SMILES
CC(=NC#N)N(C)CC1=CN=C(C=C1)Cl
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
InChIKey
WCXDHFDTOYPNIE-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of N-((6-Chloro-3-pyridinyl)methyl)-N'-cyano-N-methylethanimidamide
CAS: 135410-20-7
CID: 213021
Formula: C10H11ClN4
MW: 222.67
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight222.67
XLogP31.4
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Exact Mass222.0672241
Monoisotopic Mass222.0672241
Topological Polar Surface Area52.3 Ų
Heavy Atom Count15
Formal Charge0
Complexity280
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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