(NE)-N-[1-[(6-chloro-3-pyridinyl)methyl]imidazolidin-2-ylidene]nitramide

C9H10ClN5O2

CAS138261-41-3
GHS06 Gefahrensymbol: Giftig – Totenkopf mit Knochen
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
138261-41-3
EC Number
428-040-8
UN Number
3077
Index Number
612-252-00-4
PubChem CID
86287518

Physical-chemical properties

Molecular Formula
C9H10ClN5O2
Molar Mass
255.66 g/mol
IUPAC Name
(NE)-N-[1-[(6-chloro-3-pyridinyl)methyl]imidazolidin-2-ylidene]nitramide

Chemical Identifiers

InChI
InChI=1S/C9H10ClN5O2/c10-8-2-1-7(5-12-8)6-14-4-3-11-9(14)13-15(16)17/h1-2,5H,3-4,6H2,(H,11,13)
InChI Key
YWTYJOPNNQFBPC-UHFFFAOYSA-N

Overview

(NE)-N-[1-[(6-chloro-3-pyridinyl)methyl]imidazolidin-2-ylidene]nitramide (CAS 138261-41-3) is a neonicotinoid insecticide with systemic activity and selective neurotoxicity to insects. This chlorinated pyridine derivative, commonly known as imidacloprid, represents one of the most widely used neonicotinoid insecticides in modern agricultural and pest control applications. With the molecular formula C9H10ClN5O2 and a molecular weight of 255.66 g/mol, this compound exhibits excellent systemic properties that allow it to be absorbed by plant tissues and transported throughout the plant system. The substance acts as a nicotinic acetylcholine receptor agonist, specifically targeting insect nervous systems while showing significantly lower toxicity to mammals. The compound presents notable safety considerations, classified under GHS pictograms GHS06 and GHS09, indicating acute toxicity (Category 3) and severe aquatic environmental hazards (Acute Category 1, Chronic Category 1). Its ADR Class 9 designation requires careful handling and transport protocols. Unlike structurally different compounds such as 2-(trichloromethylsulfanyl)isoindole-1,3-dione, this neonicotinoid demonstrates exceptional water solubility and systemic translocation properties. Primary industrial applications include agricultural crop protection, particularly for seed treatment and foliar applications against sucking insects, professional pest control in urban environments, and veterinary flea control formulations. The compound's persistence and bioaccumulation potential necessitate strict regulatory compliance and environmental monitoring protocols. The substance's imidazolidinyl-nitroguanidine structure provides optimal binding affinity to insect nicotinic receptors while maintaining chemical stability under normal storage conditions. Its efficacy at low application rates and broad spectrum activity against aphids, whiteflies, and other economically important pests have established it as a cornerstone molecule in integrated pest management programs. OYSI maintains reliable supply chains for this technical grade active ingredient, supporting formulation partners across European markets with comprehensive regulatory documentation and quality assurance protocols.

Safety & Classification

Danger
Classification:

Acute Tox. 3; Aquatic Acute 1; Aquatic Chronic 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H301

Toxic if swallowed.

H400

Very toxic to aquatic life.

H410

Very toxic to aquatic life with long lasting effects.

Classification according to CLP Regulation (EC) No 1272/2008. The complete list of hazard and precautionary statements can be found in the Safety Data Sheet (SDS).

First Aid Measures

Ingestion

Toxic

Measures if substance is accidentally swallowed

First Aid Actions

  • +P301IF SWALLOWED:
  • +P330Rinse mouth.
  • +P331Do NOT induce vomiting.
  • +P310Immediately call a POISON CENTER/doctor.

Related hazard statements:

General Measures

Emergency 112 | Poison Control: +49 30 19240 (DE), +33 1 45 42 59 59 (FR), +31 30 274 88 88 (NL)

First aid measures are based on CLP classification and associated P-statements. They do not replace the Safety Data Sheet (SDS). In case of emergency, always consult the full SDS and a physician.

Transport (ADR)

UN Number3077
ADR Class9
Packing GroupIII
Tunnel Code-
Proper Shipping NameImidacloprid (ISO)
Marine PollutantNo

Frequently Asked Questions

What is (NE)-N-[1-[(6-chloro-3-pyridinyl)methyl]imidazolidin-2-ylidene]nitramide?

(NE)-N-[1-[(6-chloro-3-pyridinyl)methyl]imidazolidin-2-ylidene]nitramide is a synthetic organic compound with the molecular formula C9H10ClN5O2 and CAS number 138261-41-3. This chemical features a complex heterocyclic structure containing pyridine, imidazolidine, and nitramide functional groups. With a molecular weight of 255.66 g/mol, it is classified as a hazardous substance requiring careful handling due to its acute toxicity and environmental risks to aquatic life.

What are the physicochemical properties of (NE)-N-[1-[(6-chloro-3-pyridinyl)methyl]imidazolidin-2-ylidene]nitramide?

(NE)-N-[1-[(6-chloro-3-pyridinyl)methyl]imidazolidin-2-ylidene]nitramide has a molecular weight of 255.66 g/mol and molecular formula C9H10ClN5O2. While specific physical properties like melting point, boiling point, and solubility data are not provided in available technical specifications, the compound's structure suggests it is likely a solid at room temperature. Its heterocyclic nature with polar functional groups indicates potential solubility in polar solvents.

What is (NE)-N-[1-[(6-chloro-3-pyridinyl)methyl]imidazolidin-2-ylidene]nitramide used for?

(NE)-N-[1-[(6-chloro-3-pyridinyl)methyl]imidazolidin-2-ylidene]nitramide is primarily used as an active ingredient in insecticide formulations and pest control applications. Its chemical structure, featuring neonicotinoid-like properties, makes it effective against various insect pests. The compound is utilized in agricultural and professional pest management sectors, where precise application and handling protocols are essential due to its toxicological profile and environmental impact on aquatic ecosystems.

How to handle (NE)-N-[1-[(6-chloro-3-pyridinyl)methyl]imidazolidin-2-ylidene]nitramide safely?

(NE)-N-[1-[(6-chloro-3-pyridinyl)methyl]imidazolidin-2-ylidene]nitramide requires strict safety protocols due to its Acute Tox. 3 classification and GHS06 pictogram. Essential personal protective equipment includes chemical-resistant gloves, safety goggles, and protective clothing. Work in well-ventilated areas or under fume extraction. Avoid skin contact, inhalation, and ingestion. Wash hands thoroughly after handling and ensure emergency eyewash stations are accessible. Train personnel on hazard recognition and emergency procedures before use.

How to store (NE)-N-[1-[(6-chloro-3-pyridinyl)methyl]imidazolidin-2-ylidene]nitramide correctly?

(NE)-N-[1-[(6-chloro-3-pyridinyl)methyl]imidazolidin-2-ylidene]nitramide must be stored in a secure, well-ventilated area away from incompatible materials. Keep containers tightly sealed and protected from moisture, heat, and direct sunlight. Store away from food, beverages, and animal feed. Due to its aquatic toxicity (GHS09), ensure storage areas have appropriate containment measures to prevent environmental release. Maintain controlled access and implement inventory tracking systems in accordance with local chemical storage regulations.

What to do in case of contact with (NE)-N-[1-[(6-chloro-3-pyridinyl)methyl]imidazolidin-2-ylidene]nitramide?

Immediate action is required upon contact with (NE)-N-[1-[(6-chloro-3-pyridinyl)methyl]imidazolidin-2-ylidene]nitramide due to its acute toxicity. For skin contact, remove contaminated clothing and wash affected area with soap and water for at least 15 minutes. If eye contact occurs, rinse immediately with clean water for 15 minutes. In case of inhalation, move to fresh air immediately. If ingested, do not induce vomiting and seek immediate medical attention. Always consult the safety data sheet and contact emergency services if serious exposure occurs.

How to dispose of (NE)-N-[1-[(6-chloro-3-pyridinyl)methyl]imidazolidin-2-ylidene]nitramide appropriately?

(NE)-N-[1-[(6-chloro-3-pyridinyl)methyl]imidazolidin-2-ylidene]nitramide must be disposed of through authorized hazardous waste management facilities due to its toxicity and environmental hazard classification. Never dispose of via regular waste streams or pour down drains due to its aquatic toxicity (Aquatic Acute 1, Aquatic Chronic 1). Contact licensed waste disposal companies specializing in chemical waste. Follow local and EU waste regulations, maintain disposal documentation, and ensure proper waste classification codes are used for tracking and regulatory compliance.

How to transport (NE)-N-[1-[(6-chloro-3-pyridinyl)methyl]imidazolidin-2-ylidene]nitramide?

(NE)-N-[1-[(6-chloro-3-pyridinyl)methyl]imidazolidin-2-ylidene]nitramide is classified as ADR Class 9 (Miscellaneous Dangerous Goods), Packing Group III for transportation purposes. This classification requires appropriate UN-specification packaging, proper labeling with Class 9 hazard labels, and transport documentation including dangerous goods declarations. Vehicles must carry appropriate emergency equipment and drivers require ADR certification. Ensure compliance with quantity limitations and routing restrictions according to European ADR regulations for safe transportation across borders.

Is (NE)-N-[1-[(6-chloro-3-pyridinyl)methyl]imidazolidin-2-ylidene]nitramide subject to specific regulations?

(NE)-N-[1-[(6-chloro-3-pyridinyl)methyl]imidazolidin-2-ylidene]nitramide is subject to comprehensive EU chemical regulations including REACH registration and CLP classification requirements. While not currently listed as an SVHC substance, it requires safety data sheets, hazard communication, and may be subject to biocide or plant protection product regulations depending on its intended use. Companies must ensure proper registration, notification procedures, and compliance with occupational exposure limits. Regular monitoring of regulatory updates is essential as classification and restrictions may change.

Where to buy (NE)-N-[1-[(6-chloro-3-pyridinyl)methyl]imidazolidin-2-ylidene]nitramide in Europe?

(NE)-N-[1-[(6-chloro-3-pyridinyl)methyl]imidazolidin-2-ylidene]nitramide is available through OYSI, a specialized European distributor of technical chemicals and industrial compounds. OYSI provides regulatory-compliant chemical supply with proper documentation, safety data sheets, and technical support across European markets. As a professional chemical distributor, OYSI ensures product quality, regulatory compliance, and appropriate packaging for safe delivery. Contact OYSI directly for availability, technical specifications, and pricing information for your specific application requirements.

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(NE)-N-[1-[(6-chloro-3-pyridinyl)methyl]imidazolidin-2-ylidene]nitramide is a dangerous good. We support you with labeling, packaging, and transport documentation.

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Data Sources

Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.