13669-28-8

Usage

Uses

Used in Pharmaceutical Synthesis:
1-Methyl-4-methylene-piperidine is used as a key intermediate in the synthesis of various pharmaceuticals and organic compounds. Its unique structure allows for the creation of a wide range of therapeutic agents.
Used in Narcotic and Analgesic Medications:
Due to its narcotic and analgesic properties, 1-Methyl-4-methylene-piperidine is used as a potential candidate for developing new medications aimed at providing pain relief and managing opioid dependence.
Used in Local Anesthetics:
1-Methyl-4-methylene-piperidine is studied for its potential use as a local anesthetic, offering a possible alternative to existing anesthetic agents for various medical procedures.
Used in Neurological Disorder Treatment:
1-Methyl-4-methylene-piperidine has been investigated for its potential role in the treatment of certain neurological disorders, suggesting its use as a therapeutic agent in neurology.
Safety Considerations:
It is crucial to handle 1-Methyl-4-methylene-piperidine with caution, as it can be toxic if not used properly, highlighting the need for careful dosage and administration in medical applications.

InChI:InChI=1/C7H13N/c1-7-3-5-8(2)6-4-7/h1,3-6H2,2H3

Upstream product

• 1445-73-4 1-Methyl-4-piperidone 
• 55-22-1 pyridine-4-carboxylic acid 
• 65920-56-1 4-(bromomethyl)piperidine hydrobromide 
• 1570-45-2 isonicotinic acid ethylester 
• 6457-49-4 4-piperidinemethanol 
• 279-27-6 exo-1-azabicyclo[2.2.1]heptane 
• 931-20-4 1-methylpiperidin-2-one 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 7732-18-5 water 
• 72450-48-7 1-methyl-1-azonia-norbornane; iodide 
• 2065-66-9 methyl-triphenylphosphonium iodide 

Downstream Products

• 182563-08-2 5-(4-fluorobenzoyl)amino-3-(1-methylpiperidin-4-yl)-1H-indole 
• 17403-07-5 3-(1-methylpiperidin-4-yl)-1H-indole 
• 121206-76-6 5-Bromo-3-(1-methyl-4-piperidinyl)-1H-indole 
• 111963-87-2 5-methoxy-3-(1-methylpiperidin-4-yl)-1H-indole 
• 144282-55-3 ethyl 4-methylenepiperidine-1-carboxylate 
• 1135493-55-8 N-[3-(1-methylpiperidin-4-yl)-5-trifluoromethyl-phenyl]-acetamide 
• 160193-30-6 1-Ethyl-3-[2-(4-hydroxy-1-methyl-piperidin-4-yl)-1-phenyl-ethyl]-thiourea 
• 160193-29-3 1-[2-(4-Hydroxy-1-methyl-piperidin-4-yl)-1-phenyl-ethyl]-3-methyl-thiourea 
• 160193-19-1 1-methyl-4-hydroxy-4-(2'-phenyl-2'-aminoethyl)-piperidine 
• 160193-20-4 1-methyl-4-hydroxy-4-(2'-methyl-2'-aminoethyl)-piperidine 
• 156339-90-1 3-phenyl-8-methyl-1-oxa-2,8-diazaspiro<4,5>dec-2-ene 
• 26218-72-4 3,4-bis-(4-chloro-phenyl)-furazan 2-oxide 
• 5585-14-8 3,4-diphenyl-furazan 2-oxide 

Relevant academic research and scientific papers

Development of a Robust Process for the Preparation of High-Quality 4-Methylenepiperidine Hydrochloride

An efficient route for the preparation of 4-methylenepiperidine hydrochloride 1 was designed, and then a process feasible for large-scale production was developed with a total yield of 83.5% at a purity of 99.9%.

Synthesis of a phosphinate analogue of the anti-tumour phosphate di-ester perifosine via sequential radical processes

An efficient synthesis of a phosphinate analogue of the anti-tumour phosphate di-ester perifosine is described (6 steps and 50% overall yield). The two phosphorus-carbon bonds in the perifosine analogue were prepared by sequential double radical hydrophosphinylation processes. This is the first example of a phosphinate analogue of perifosine, designed to be resistant to hydrolysis by phospholipid-metabolizing enzymes. The Royal Society of Chemistry.

SUBSTITUTED ARYL-AMINE DERIVATIVES AND METHODS OF USE

The present invention provides classes of compounds, including-their pharmaceutically acceptable derivatives, useful for treating angiogenesis and related diseases such as cancer. Formula I and II wherein R is a 9- or 10-membered heterocyclyl ring selected from 7-isoquinolinyl,..2-methyl-3-oxo-2,3-dihydroindazol-6-yl, [1,6]-naphthydrin-3-yl, [1,7]-naphthydrin-2-yl, 1-oxo-2,3-dihydrobenzofuran-4-yl, 3-oxo-2,3-dihydrobenzofuran-5-yl, dihydro-benzodioxinyl, 6-quinazolinyl, 2-amino-6-quinazolinyl, 4-methylamino-6-quinazolinyl, 2,4-diamino-6 quinazolinyl, 3-oxo-3,4-dihydro-1,4-benzoxazin-6-yl, 2,2-difluoro-l;3-benzodioxol-5-yl and 2,2,3,3 tetrafluoro-2,3-dihydro-l,4-benzodioxin-6-yl, each of which is optionally substituted with one or more substituents selected from halo, haloakyl, C1-6 alkyl, C2-8 alkenyl, C2-8 alkynyl, N-dimethylamino-C1-6-alkyl, N-dimethylamino-C1-6-alkoxy, amino, alkyl-carbonylamino, morpholino-sulfonyl, amino-sulfonyl, oxazolyl, pyrrolyl,4 morpholinyl, carboxyl, cyano, and acetyl; wherein R1 in formula I is selected from unsubstituted or substituted phenyl, 5-6 membered heteroaryl, 9-10 membered bicyclic heterocyclyl and 11-14 membered tricyclic heterocyclyl, and R1 in formula II is selected from specific bicyclic heterocycles.

Synthesis of pharmacologically relevant indoles with amine side chains via tandem hydroformylation/fischer indole synthesis

The sequence of hydroformylation and Fischer indole synthesis starting from amino olefins and aryl hydrazines is described. In a convergent manner, the two units bearing pharmacologically relevant substituents are assembled in the final indolization step. This modular and diversity-oriented approach to tryptamines and homotryptamines can be conducted in water and allows synthesis of branched and nonbranched tryptamines as well as tryptamine-based pharmaceuticals such as the 5-HT1D agonist L 775 606.

SUBSTITUTED ANTHRANILIC AMIDE DERIVATIVES AND METHODS OF USE

Selected compounds are effective for prophylaxis and treatment of diseases, such as angiogenesis mediated diseases. The invention encompasses novel compounds, analogs, prodrugs and pharmaceutically acceptable salts thereof, pharmaceutical compositions and methods for prophylaxis and treatment of diseases and other maladies or conditions involving, cancer and the like. The subject invention also relates to processes for making such compounds as well as to intermediates useful in such processes.

Substituted alkylamine derivatives and methods of use

Selected amines are effective for prophylaxis and treatment of diseases, such as angiogenesis mediated diseases. The invention encompasses novel compounds, analogs, prodrugs and pharmaceutically acceptable salts thereof, pharmaceutical compositions and methods for prophylaxis and treatment of diseases and other maladies or conditions involving, cancer and the like. The subject invention also relates to processes for making such compounds as well as to intermediates useful in such processes.

Synthesis of bridgehead nitrogen heterocycles via cyclization of α- ammonio 5-hexenyl radicals

Ring-closure of the 2,2-dimethyl-2-azonia-5-hexenyl radical (4) proceeds smoothly and efficiently to give the 5-exo isomer essentially quantitatively, in accordance with predictions based on MP4SDTQ/6-31G* ab initio calculations on the thermodynamic stability of α-ammonio radicals. The corresponding 5-hexynyl radical species 15 and its 6-phenyl derivative 19 display similar behavior affording the analogous 5-exo-3- methylenepyrrolidinium salts in high yield. In none of these cases were the products of reduction were detected. All of the radical intermediates were generated conveniently by treatment of the iodomethyl and/or phenylselenomethyl salts with tributyltin hydride. Application of this procedure to monocyclic precursors such as 1-methyl-1-iodomethyl-4-methylene- 1-azoniacyclohexyl iodide (31) provided an attractive entry into quaternary derivatives of the 1-azabicyclo[2.2.1]heptyl system in good yield via a three-step sequence from 1-methylpiperidone. Dequaternization of the bicyclic salts so obtained unexpectedly leads to rupture of one of the rings rather than loss of the N-methyl group. The 1-azabicyclo[2.2.1]heptane could be accessed readily via tin hydride-induced cyclization of the corresponding N- phenylethylammonium salt 54, followed by Hofmann elimination with potassium tert-butoxide.

THE PHOTOELECTRON SPECTRA OF 4-METHYLENE THIACYCLOHEXANE DERIVATIVES THROUGH-BOND INTERACTION

The photoelectron spectra of 4-methylene thiacyclohexane, 4-difluoromethylene thiacyclohexane and trans-2-methylene-6-thiaperhydronaphthalene are described and compared with thiacyclohexane, difluoromethylene-cyclohexane and cis-2-methylene-6-thiaperhydronaphthalene.A through bond interaction between the sulphur lone pair and the vinyl-?-system is observed.The results are discussed in relation with the sigma-coupled transition observed in the electronic absorption spectra of the dicyano methylene derivatives by P.Pasman.