61379-59-7

Basic information

• Product Name: 4-(1,3-dioxolan-2-yl)pyridine
• CAS NO: 61379-59-7
• Molecular Formula: C₈H₉NO₂
• Molecular Weight: 151.1626
• Mol File: 61379-59-7.mol

Chemical Properties

• Boiling Point: 254.3°C at 760 mmHg
• Flash Point: 93°C
• Density: 1.178g/cm³
• Vapor Pressure: 0.0278mmHg at 25°C
• Refractive Index: 1.529
• CAS DataBase Reference: 4-(1,3-dioxolan-2-yl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(1,3-dioxolan-2-yl)pyridine(61379-59-7)
• EPA Substance Registry System: 4-(1,3-dioxolan-2-yl)pyridine(61379-59-7)

Safety Data

• Hazardous Substances Data: 61379-59-7(Hazardous Substances Data)

Upstream product

• 872-85-5 pyridine-4-carbaldehyde 
• 107-21-1 ethylene glycol 
• 646-06-0 1,3-DIOXOLANE 
• 110-86-1 pyridine 

Downstream Products

• 25260-32-6 (2-pyridin-4-yl-[1,3]dioxolan-2-yl)-methanol 
• 58795-05-4 4-(1,3-dioxolan-2-yl)-1-methylpyridinium iodide 
• 50675-21-3 N-methyl-piperidine-4-carboxaldehyde 
• 112391-05-6 4-(4-hydroxy-2-oxabutyl)-1-methylpiperidine 
• 112391-04-5 4-(1,3-dioxolan-2-yl)-1-methylpiperidine 
• 25259-97-6 [2-(1-benzyl-piperidin-4-yl)-[1,3]dioxolan-2-yl]-methanol 
• 25260-34-8 2-formyloxymethyl-2-pyridin-4-yl-[1,3]dioxolane 
• 33972-97-3 1-methyl-2-oxo-1,2-dihydro-4-pyridinecarboxylic acid 
• 94170-15-7 1-methyl-2-oxo-1,2-dihydropyridin-4-carboxaldehyde 
• 15031-42-2 1,4-dimethylpyridin-2(1H)-one 

Relevant articles and documents

Synthesis and properties of porphyrin-linked indolizine

The synthesis of porphyrin-linked indolizine has been achieved for the first time in a simple process from the reaction between a 5-formylindolizine (8) and dipyrrolomethane (10) giving the desired 1,7-bisindolidinoporphyrin (12). The electronic effect of the heterocyclic nuclei (12) is prominently observed in the Soret band of the UV - VIS spectrum. Temperature-dependence 1H NMR analysis of 12 suggests the existence of an association of 12 causing restricted rotation around the bond between indolizine and porphyrin.

Uncommon reaction of 2-bromomethyl-1,3-thiaselenole with pyridine and its derivatives

Regioselective reaction of 2-bromomethyl-1,3-thiaselenole with pyridine and its derivatives is followed by rearrangement with ring expansion and the formation of a bond between a nitrogen atom and a carbon in the position 2. A set of derivatives of 2,3-dihydro-1,4-thiaselenine was obtained, substituted in the position 2 by a pyridinium residue functionalized by pharmacophoric groups.

Piperidone derivatives and medical uses thereof

The present invention relates to compositions comprising 4-Oxo-piperidine-carboxylates and derivatives thereof, for example derivatives substituted with phenyl, nitrophenyl or benzyl groups. It also teaches the medical use of these and related compounds for treatment of retroviral diseases, in particular, HIV and HTLV, proliferative diseases, in particular CML and Trypanosomiasis.

In search of novel agents for therapy of tropical diseases and human immunodeficiency virus

Malaria, sleeping sickness, Chagas' disease, Aleppo boil, and AIDS are among the tropical diseases causing millions of infections and cases of deaths per year because only inefficient chemotherapy is available. Since the targeting of the enzymes of the polyamine pathway may provide novel therapy options, we aimed to inhibit the deoxyhypusine hydroxylase, which is an important step in the biosynthesis of the eukaryotic initiation factor 5A. In order to identify new lead compounds, piperidines were produced and biologically evaluated. The 3,5-diethyl piperidone-3,5-dicarboxylates 11 and 13 substituted with 4-nitrophenyl rings in the 2 and 6 positions were found to be active against Trypanosoma brucei brucei and Plasmodium falciparum combined with low cytotoxicity against macrophages. The corresponding monocarboxylates are only highly active against the T. brucei brucei. The piperidine oximether 53 demonstrated the highest plasmodicidal activity. Moreover, compounds 11 and 53 were also able to inhibit replication of HIV-1.

4-Pyridyl carbonyl and related compounds as thrips lures: Effectiveness for onion thrips and New Zealand flower thrips in field experiments

On the basis of structural and/or aroma analogies to known thrips (Thysanoptera: Thripidae) lures, 35 compounds (18 pyridine derivatives, 13 benzene derivatives, and 4 other compounds), consisting of both synthetic and naturally occurring compounds, were screened for their ability to bring about increased thrips capture in field experiments using water traps in Canterbury, New Zealand. Most of the thrips caught were New Zealand flower thrips (NZFT) (Thrips obscuratus) or onion thrips (OT) (Thrips tabaci). The greatest increase in capture for NZFT (158 times for ♀ cf. to water control) was for the known lure ethyl nicotinate, a 3-pyridyl ester. Ethyl isonicotinate, the 4-pyridyl regioisomer of ethyl nicotinate, not previously reported as a thrips lure, provided the greatest increases in capture for OT (31 times) of any of the compounds tested, significantly more than ethyl nicotinate. Other 4-pyridyl carbonyl compounds, including ethyl 4-pyridyl ketone, also increased OT capture significantly. The natural floral compound cis-jasmone, which increased trap capture of NZFT (♀ 42 times, ♂ 25 times) but not OT, is reported as a thrips lure for the first time.

INSECT BEHAVIOUR MODIFYING COMPOUNDS

The invention provides methods for controlling thrips populations using thrips-repelling and/or thrips-attracting agents. The agents are derivatives of pyridine. The invention also provides methods of preventing or minimising damage to plants by use of the same.

Synthesis and unusual stability of pyridine and N-methyl pyridinium 1,3-dioxolanes

Differentially substituted bridged pyridinium oximes are necessary in research on antidotes for organophosphate poisoning. A solid-phase synthesis would improve the yield and ease of purification of these compounds. To predict the lability of the linker in the final step of our proposed synthesis, we synthesized a series of pyridine and N-methyl pyridinium acetals. These compounds proved to be resistant to acid catalyzed hydrolysis. This stability may be useful for synthetic manipulation of pyridine aldehydes.

Syntheses of indoloquinolizidines through isomerisation and cyclisation of seco-precursors.

The NaBH4 reduction of the salts made from tryptophyl bromide and various pyridines are cyclised according to two procedures which imply shifts of double bonds or transformation of allylic amines into enamines.The first method is an extension of the Barton and Grieco processes in which alkenes are isomerised in the presence of rhodium-III salts.The second method is an acid induced deconjugation of α,β-unsaturated ketones and aldehydes with trapping of incipient iminium ions by indole nuclei.These techniques have allowed preparation of intermediates en route to syntheses in the antirhine series; the rhodium induced cyclisation permitted exclusive preparation of the trans isomer of deethylvincamone.Reaction of vinylmagnesium bromide with 4-formylpyridine yields 4-propionylpyridine in a single step.

Reduction of n-(1,3-Dioxolan-2-yl)-1-methylpyridinium Ions: Molecular Structure of the 4-(1,3-Dioxolan-2-yl)-1-methyl-1,2,3,6-tetrahydropyridine-Borane Complex

The reduction of the n-(1,3-dioxolan-2-yl)-1-methylpyridinium ions with sodium borohydride has been studied to prepare N-methylformylpiperidines.Deuterium oxide was used as the solvent in order to assign the protons in the nmr spectra.As a product of the reaction, the 4-(1,3-dioxolan-2-yl)-1-methyl-1,2,3,6-tetrahydropyridine-borane complex, was isolated and crystallized.A X-ray study of this borane complex has been carried out.