60553-32-4

Basic information

• Product Name: 1,2,3,6-tetrahydro-1-methyl-4-(2-methyl-1,3-dioxolan-2-yl)pyridine
• Synonyms: 1,2,3,6-tetrahydro-1-methyl-4-(2-methyl-1,3-dioxolan-2-yl)pyridine;Einecs 262-289-1
• CAS NO: 60553-32-4
• Molecular Formula: C₁₀H₁₇NO₂
• Molecular Weight: 183.24748
• EINECS: 262-289-1
• Mol File: 60553-32-4.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 247.7°C at 760 mmHg
• Flash Point: 86.5°C
• Appearance: /
• Density: 1.067g/cm³
• Vapor Pressure: 0.0253mmHg at 25°C
• Refractive Index: 1.501
• CAS DataBase Reference: 1,2,3,6-tetrahydro-1-methyl-4-(2-methyl-1,3-dioxolan-2-yl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,6-tetrahydro-1-methyl-4-(2-methyl-1,3-dioxolan-2-yl)pyridine(60553-32-4)
• EPA Substance Registry System: 1,2,3,6-tetrahydro-1-methyl-4-(2-methyl-1,3-dioxolan-2-yl)pyridine(60553-32-4)

Safety Data

• Hazardous Substances Data: 60553-32-4(Hazardous Substances Data)

Usage

General Description

1,2,3,6-tetrahydro-1-methyl-4-(2-methyl-1,3-dioxolan-2-yl)pyridine is a chemical compound with the molecular formula C11H17NO. It is a derivative of pyridine and contains a tetrahydropyridine ring with a methyl group and a 1,3-dioxolane ring. 1,2,3,6-tetrahydro-1-methyl-4-(2-methyl-1,3-dioxolan-2-yl)pyridine is often used in organic synthesis and pharmaceutical research as a building block for more complex molecules. It may also have potential applications in the development of new drugs or as a research tool for studying the biological activity of pyridine derivatives. Additionally, 1,2,3,6-tetrahydro-1-methyl-4-(2-methyl-1,3-dioxolan-2-yl)pyridine may have uses in the field of agrochemicals or as a precursor in the production of other chemicals.

InChI:InChI=1/C10H17NO2/c1-10(12-7-8-13-10)9-3-5-11(2)6-4-9/h3H,4-8H2,1-2H3

Upstream product

• 60553-33-5 4-(2-methyl-1,3-dioxolan-2-yl)pyridine 
• 1122-54-9 methyl (4-pyridyl) ketone 
• 60553-34-6 1-methyl-4-(2-methyl-1,3-dioxolan-2-yl)pyridinium iodide 

Downstream Products

• 517-81-7 20-epiuleine 
• 100752-88-3 1-(1,2,3,6-Tetrahydro-1-methyl-4-pyridinyl)-ethanone 
• 93841-61-3 2-<2-(methylamino)ethyl>-6-methoxy-1-methyl-9H-carbazole acetate salt 

Relevant articles and documents

Synthesis and in vivo and in vitro evaluation of isoarecolone and derivatives

The synthesis of the N-ethyl and N-phenylethyl derivatives of isoarecolone are described. These compounds were evaluated in vitro for their ability to displace [3H](±)epibatidine and/or [3H](-) nicotine from nicotinic receptors derived from rat cerebral cortex and their ability to inhibit acetylcholinesterase. The N-ethyl derivative and isoarecolone were evaluated in vivo for their antinociceptive, hypothermia and hypomotility activity in mice. The in vivo activity of isoareeolone was found to the reversible by mecamylamine, however the N-ethyl derivative was found to be insensitive to blockade by mecamylamine.

Synthesis and cytotoxic activity of hydroxylated derivatives of olivacine in relation with their biotransformation

The chemical synthesis of 9-hydroxyolivacine and 7-hydroxyolivacine based on a biomimetic approach is described. These two hydroxylated derivatives have been found as main in vitro metabolites of olivacine after incubation with rat hepatic microsomes. The pretreatment of animals with benzo[a]pyrene caused a large increase in both microsomal hydroxylations, whereas the pretreatment with phenobarbital caused a weak increase, with a preservation of 9-hydroxylation/7-hydroxylation ratio >1 in both cases. The two hydroxyolivacines have been also found as principal in vivo metabolites of olivacine in rat bile as glucuronide and sulfate conjugates. The pretreatment of animals with benzo[a]pyrene reverses the 9-hydroxyolivacine/7-hydroxyolivacine ratio excretion in bile to a value that is 1H NMR spectra. Hydroxylation at position 9 increases the in vitro cytotoxicity against leukemia L1210 cells (ID50 = 0.06 μM compared to 2.03 μM for olivacine) and an opposite effect is observed for hydroxylation at position 7 (ID50 = 12.8 μM). On the other hand, hydroxylation at position 9 has no effect on the in vivo antitumor activity against L1210. This might be related to the oxidative and conjugative metabolic pathways that play an important role in antitumor activity and deactivation of olivacine and its hydroxy metabolites.