50585-89-2

Basic information

• Product Name: Methyl piperidine-3-carboxylate
• Synonyms: MethylPiperidine-3-carboxylicacid;MethylNipecotate(Methyl3-piperidinecarboxylate);(RS)-3-piperidinecarboxilic acid methyl ester;Methyl (S)-nipecotate;nipecot methyl ester;methyl 3-piperidinecarboxylate;3-Piperidinecarboxylic acid, Methyl ester;3 - piperidine Methyl forMate
• CAS NO: 50585-89-2
• Molecular Formula: C₇H₁₃NO₂
• Molecular Weight: 143.18
• EINECS: 300-102-5
• Product Categories: pharmacetical
• Mol File: 50585-89-2.mol

Chemical Properties

• Boiling Point: 193.8 °C at 760 mmHg
• Flash Point: 71 °C
• Appearance: /
• Density: 1.021 g/cm³
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• PKA: 9.28±0.10(Predicted)
• CAS DataBase Reference: Methyl piperidine-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl piperidine-3-carboxylate(50585-89-2)
• EPA Substance Registry System: Methyl piperidine-3-carboxylate(50585-89-2)

Safety Data

• Hazardous Substances Data: 50585-89-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Methyl piperidine-3-carboxylate is used as an intermediate in the synthesis of various pharmaceuticals for its potential therapeutic properties, including its anticonvulsant and analgesic effects. It contributes to the development of medications that can address a range of health conditions.
Used in Agrochemical Industry:
In the agrochemical sector, Methyl piperidine-3-carboxylate serves as an intermediate in the production of agrochemicals, playing a role in the development of compounds that can protect crops and enhance agricultural productivity.
Used in Fragrance and Flavoring Industry:
Methyl piperidine-3-carboxylate is used as a building block for the synthesis of fragrances and flavoring agents, capitalizing on its mild, sweet odor to create appealing scents and tastes for various consumer products.
Used in Organic Synthesis:
As a versatile organic compound, Methyl piperidine-3-carboxylate is utilized in organic synthesis for the creation of other complex organic molecules, showcasing its importance in the field of chemistry and material science.

Upstream product

• 67-56-1 methanol 
• 74-88-4 methyl iodide 
• 72551-53-2 ethyl 1-benzylpiperidine-3-carboxylate 
• 148763-41-1 1-(tert-butyl) 3-methyl piperidine-1,3-dicarboxylate 
• 498-95-3 nipecotic acid 
• 1083159-14-1 O₂-(2,4-dinitrophenyl) 1-[(3-methoxycarbonyl)piperidin-1-yl]diazen-1-ium-1,2-diolate 
• 71962-74-8 Ethyl nipecotate 
• 71381-75-4 N-(tert-butyloxycarbonyl)nipecotic acid 
• 93-60-7 methyl 3-pyridinecarboxylate 

Downstream Products

• 80900-78-3 (3-Mercaptomethyl-2-oxo-piperidin-1-yl)-acetic acid 
• 310454-53-6 3-ethyl 1-(phenylmethyl) 1,3-piperidinedicarboxylate 
• 1401461-11-7 4-(1-(7-(3,4-dimethoxyphenylamino)thiazolo[5,4-d]pyrimidin-5-yl)piperidine-3-carboxamido)benzoic acid 
• 1401462-34-7 methyl 4-(1-(7-(3,4-dimethoxyphenylamino)thiazolo[5,4-d]pyrimidin-5-yl)piperidine-3-carboxamido)-2-hydroxybenzoate 
• 1401462-33-6 methyl 4-(1-(7-(3,4-dimethoxyphenylamino)thiazolo[5,4-d]pyrimidin-5-yl)piperidine-3-carboxamido)-2-methoxybenzoate 
• 1401462-32-5 methyl 5-(1-(7-(3,4-dimethoxyphenylamino)thiazolo[5,4-d]pyrimidin-5-yl)piperidine-3-carboxamido)picolinate 
• 1401461-95-7 tert-butyl 4-(1-(7-(3,4-dimethoxyphenylamino)thiazolo[5,4-d]pyrimidin-5-yl)piperidine-3-carboxamido)benzoate 
• 1401461-94-6 1-(7-(3,4-dimethoxyphenylamino)thiazolo[5,4-d]pyrimidin-5-yl)piperidine-3-carboxylic acid 

Relevant articles and documents

A Light-Controllable Chemical Modulation of m6A RNA Methylation

Bioactive small molecules with photo-removable protecting groups have provided spatial and temporal control of corresponding biological effects. We present the design, synthesis, computational and experimental evaluation of the first photo-activatable sma

A General Catalyst Based on Cobalt Core–Shell Nanoparticles for the Hydrogenation of N-Heteroarenes Including Pyridines

Herein, we report the synthesis of specific silica-supported Co/Co3O4 core–shell based nanoparticles prepared by template synthesis of cobalt-pyromellitic acid on silica and subsequent pyrolysis. The optimal catalyst material allows for general and selective hydrogenation of pyridines, quinolines, and other heteroarenes including acridine, phenanthroline, naphthyridine, quinoxaline, imidazo[1,2-a]pyridine, and indole under comparably mild reaction conditions. In addition, recycling of these Co nanoparticles and their ability for dehydrogenation catalysis are showcased.

Design and Synthesis of 56 Shape-Diverse 3D Fragments

Fragment-based drug discovery is now widely adopted for lead generation in the pharmaceutical industry. However, fragment screening collections are often predominantly populated with flat, 2D molecules. Herein, we describe a workflow for the design and synthesis of 56 3D disubstituted pyrrolidine and piperidine fragments that occupy under-represented areas of fragment space (as demonstrated by a principal moments of inertia (PMI) analysis). A key, and unique, underpinning design feature of this fragment collection is that assessment of fragment shape and conformational diversity (by considering conformations up to 1.5 kcal mol?1 above the energy of the global minimum energy conformer) is carried out prior to synthesis and is also used to select targets for synthesis. The 3D fragments were designed to contain suitable synthetic handles for future fragment elaboration. Finally, by comparing our 3D fragments with six commercial libraries, it is clear that our collection has high three-dimensionality and shape diversity.

CARBOXAMIDE INHIBITORS OF IRAK4 ACTIVITY

The present invention relates to carboxamide inhibitors of IRAK4 of formula (I) and provides compositions comprising such inhibitors, as well as methods therewith for treating IRAK4-mediated or -associated conditions or diseases.

Bridged 5,6,7,8-tetrahydro-1,6-naphthyridines, analogues of huperzine A: Synthesis, modelling studies and evaluation as inhibitors of acetylcholinesterase

Derivatives of 6,8-bridged 5,6,7,8-tetrahydro-1,6-naphthyrid-ines, designed as analogues of huperzine A, were synthe-sised and evaluated as inhibitors of acetylcholinesterase. In a first approach, C3-bridged naphthyridines were constructed by internal nucleophilic aromatic substitution of 2-chloro-3-(1-piperidinylmethyl)pyridine precursors containing a 3-CO 2Me group on the 1-piperidinyl ring moiety. Alternatively, ring-closing metathesis on 6,8-diallyl-substituted tetrahydro-1,6-naphthyridines was applied to construct an unsaturated C4 bridge. Some of the target compounds showed inhibition of acetylcholinesterase but lower than that of huperzine A. The relative order of inhibition activities could be rationalised by comparative docking simulation studies on the basis of the known crystal structure of the ace-tylcholinesterase-huperzine A complex.

Cell-permeable esters of diazeniumdiolate-based nitric oxide prodrugs

(Chemical Equation Presented) Although 02-(2,4-dinitrophenyl) derivatives of diazeniumdiolate-based nitric oxide (NO) prodrugs bearing a free carboxylic acid group were activated by glutathione to release NO, these compounds were poor sources of intracellular NO and showed diminished antiproliferative activity against human leukemia HL-60 cells. The carboxylic acid esters of these prodrugs, however, were found to be superior sources of intracellular NO and potent inhibitors of HL-60 cell proliferation.

Di-oxanipecotic acids as more stable turn motifs than di-nipecotic acids

The folded structures of peptidomimetics containing dimers of oxanipecotic acid (Oxa) in loop segments were characterized and compared with those of the corresponding nipecotic acid (Nip)-based ones. According to structural studies using FT-IR and NMR spectroscopies, di-oxanipecotic acid adopted more stable turn conformations than di-nipecotic acid, and for tetramers, L,(S)-Oxa,(S)-Oxa,L and L,(S)-Oxa,(R)-Oxa,L formed hairpin-like structures but only L,(R)-Nip,(S)-Nip,L promoted the stable folded conformations.

A convenient route to 1-benzyl 3-aminopyrrolidine and 3-aminopiperidine

1-Benzyl 3-aminopyrrolidine 1 and 1-benzyl 3-aminopiperidine 2 were prepared rapidly mainly in aqueous conditions in 55 and 75% yields, respectively, on a multi-gram scale starting from inexpensive and commercially available starting materials. The key step involved the Curtius rearrangement mediated by sodium nitrite and trifluoroacetic acid of the appropriate acylhydrazides. All the reactions (except LAH reductions) were performed in water.

FeCl3-catalyzed conjugate addition of secondary amines, imidazole and pyrazole to methyl-2-acetamidoacrylate. Preparation of β-dialkylamino-α-alanine and β-(N-heteroaryl)-α-alanine derivatives

β-Dialkylamino-α-alanine and β-(N-heteroaryl)-α-alanine derivatives are obtained by conjugate addition of nitrogen based nucleophiles (cyclic and acyclic secondary amines, imidazole and pirazole) to methyl 2-acetamidoacrylate 1, under iron(III) chloride catalysis.