6659-30-9

Basic information

• Product Name: 1-methylpiperidin-3-yl dimethylcarbamate
• CAS NO: 6659-30-9
• Molecular Formula: C₉H₁₈N₂O₂
• Molecular Weight: 186.2514
• Mol File: 6659-30-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 241.8°C at 760 mmHg
• Flash Point: 100°C
• Density: 1.05g/cm³
• Vapor Pressure: 0.0352mmHg at 25°C
• Refractive Index: 1.494
• CAS DataBase Reference: 1-methylpiperidin-3-yl dimethylcarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methylpiperidin-3-yl dimethylcarbamate(6659-30-9)
• EPA Substance Registry System: 1-methylpiperidin-3-yl dimethylcarbamate(6659-30-9)

Safety Data

• Hazardous Substances Data: 6659-30-9(Hazardous Substances Data)

Usage

Functionality

Insecticide and Pesticide
Inhibits the activity of cholinesterase enzymes in insects' nervous systems, leading to paralysis and death.

Effectiveness

Broad-spectrum
Controls various pests, including aphids, scale insects, and mites.

Toxicity

Harmful to humans and other organisms
Poses significant health risks if not handled and used properly.

Environmental and Health Impact

Subject to regulatory scrutiny and concern
Potential negative effects on the environment and human health due to its mode of action and toxicity.

Upstream product

• 3554-74-3 3-Hydroxy-1-methylpiperidine 
• 79-44-7 N,N-Dimethylcarbamoyl chloride 
• 101-26-8 pyridostigmine bromide 
• 109-00-2 3-HYDROXYPYRIDINE 
• 51581-32-9 3-(N,N-Dimethylcarbamoyl)-oxipyridin 

Relevant articles and documents

Analogues of carbacholine: Synthesis and relationship between structure and affinity for muscarinic and nicotinic acetylcholine receptors

A series of acyclic and heterocyclic analogues of carbacholine (1) was synthesized using N-methylcarbacholine (MCC, 2), N,N-dimethylcarbacholine (DMCC, 3), and the corresponding tertiary amine (4) as leads. Whereas nicotinic acetylcholine receptor affinity was determined using [3H]nicotine as the radioactive ligand, [3H]oxotremorine-M ([3H]Oxo-M) and [3H]quinuclidinyl benzilate ([3H]QNB), in some cases supplemented with [3H]pirenzepine ([3H]PZ), were used as radioligands for muscarinic acetylcholine receptors on rat brain membranes. On the basis of receptor binding data, nicotinic/muscarinic (N/M) selectivity factors were determined, and muscarinic receptor efficacy (M agonist index) and M1 selectivity (M2/M1 index) estimated. In most cases, quaternized analogues showed higher affinity than the corresponding tertiary amines for muscarinic and, in particular, nicotinic receptor sites. Among the new compounds, N,N-diethylcarbacholine (9e) (IC50 = 0.046 μM), (S)-1-methyl-2-(N,N-dimethylaminocarbonyloxymethyl)pyrrolidine (17k) (IC50 = 0.068 μM), and the corresponding quaternized analogue, 18k (IC50 = 0.018 μM) showed the highest nicotinic receptor affinity. The tertiary amine, 17k showed much higher nicotinic receptor affinity than the acyclic analogue, 4 (IC50 = 5.7 μM), and the N/M selectivity factor determined for 17k (150) is an order of magnitude lower than that of nicotine (1400). The N/M selectivity factors for MCC (2) and DMCC (3), previously reported to be highly selective nicotinic receptor ligands, were shown to be 6.5 and 60, respectively, the latter value being comparable with that of 18k (89).

New compounds: N,N-dimethyl-(3-1-alkylipiperidyl))carbamates, potential cholinesterase inhibitors.

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