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626-58-4,MFCD00006005
Catalog No.:AA0035WE

626-58-4 | 4-Methylpiperidine

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  • Technical Information
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Technical Information
Catalog Number:
AA0035WE
Chemical Name:
4-Methylpiperidine
CAS Number:
626-58-4
Molecular Formula:
C6H13N
Molecular Weight:
99.1741
MDL Number:
MFCD00006005
SMILES:
CC1CCNCC1
NSC Number:
66495
Properties
Properties
 
BP:
130.0°C  
Form:
Liquid  
MP:
4-5 °C  
Refractive Index:
n20/D 1.446(lit.)  

Computed Properties
 
Complexity:
46.1  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
7  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
1  
XLogP3:
1.1  

Literature

Title: 2-(3-fluoro-4-methylsulfonylaminophenyl)propanamides as potent transient receptor potential vanilloid 1 (TRPV1) antagonists: structure-activity relationships of 2-amino derivatives in the N-(6-trifluoromethylpyridin-3-ylmethyl) C-region.

Journal: Journal of medicinal chemistry 20121011

Title: 4-Methyl-N-p-tolyl-piperidine-1-carbox-amide.

Journal: Acta crystallographica. Section E, Structure reports online 20120501

Title: (2,6-Difluoro-phen-yl)(4-methyl-piperidin-1-yl)methanone.

Journal: Acta crystallographica. Section E, Structure reports online 20110901

Title: Biosynthetic chlorination of the piperazate residue in kutzneride biosynthesis by KthP.

Journal: Biochemistry 20110712

Title: N-(4-Chloro-phen-yl)-4-methyl-piperidine-1-carboxamide.

Journal: Acta crystallographica. Section E, Structure reports online 20110701

Title: 3-Bromo-5-meth-oxy-4-(4-methyl-piperidin-1-yl)furan-2(5H)-one.

Journal: Acta crystallographica. Section E, Structure reports online 20110401

Title: (5S)-3-Chloro-5-[(1R,2S,5R)-2-isopropyl-5-methyl-cyclo-hex-yloxy]-4-(4-methyl-piperidin-1-yl)furan-2(5H)-one.

Journal: Acta crystallographica. Section E, Structure reports online 20110301

Title: Synthesis, cytotoxicity, antiviral activity and interferon inducing ability of 6-(2-aminoethyl)-6H-indolo[2,3-b]quinoxalines.

Journal: European journal of medicinal chemistry 20100301

Title: Density functional analysis of the trigonal uranyl equatorial coordination in hexahomotrioxacalix[3]arene-based macrocyclic complexes.

Journal: Inorganic chemistry 20100215

Title: Cyr61/CCN1 displays high-affinity binding to the somatomedin B(1-44) domain of vitronectin.

Journal: PloS one 20100101

Title: 2,2'-[(Biphenyl-4,4'-di-yl)di(ethene-1,2-di-yl)]dibenzene-sulfonic acid-4-methyl-piperidine-water (1/2/2).

Journal: Acta crystallographica. Section E, Structure reports online 20090801

Title: Bis(4-methyl-piperidinium) hexa-chlorido-stannate(IV).

Journal: Acta crystallographica. Section E, Structure reports online 20080401

Title: Solution structure of the Legionella pneumophila Mip-rapamycin complex.

Journal: BMC structural biology 20080101

Title: DFT and ab initio calculations of the vibrational frequencies and visible spectra of triazenes derived from cyclic amines.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20070601

Title: Combined experimental and computational study of the thermochemistry of methylpiperidines.

Journal: The Journal of organic chemistry 20060512

Title: Letter: electron ionization-induced fragmentation of new thiochalcone derivatives.

Journal: European journal of mass spectrometry (Chichester, England) 20060101

Title: Mechanism of hydrodenitrogenation on phosphides and sulfides.

Journal: The journal of physical chemistry. B 20050217

Title: Exocellular peptides from Antarctic psychrophile Pseudoalteromonas Haloplanktis.

Journal: Marine biotechnology (New York, N.Y.) 20050101

Title: Five- to six-coordination in (nitrosyl)iron(II) porphyrinates: effects of binding the sixth ligand.

Journal: Inorganic chemistry 20030908

Title: [Fe(TPP)(4-MePip)(2)]: an axially compressed bis(secondary amine) complex of an iron(II) porphyrin.

Journal: Acta crystallographica. Section C, Crystal structure communications 20030601

Title: Synthesis of N-glyoxyl prolyl and pipecolyl amides and thioesters and evaluation of their in vitro and in vivo nerve regenerative effects.

Journal: Journal of medicinal chemistry 20020801

Title: Solid-phase synthesis of FKBP12 inhibitors: N-sulfonyl and N-carbamoylprolyl/pipecolyl amides.

Journal: Bioorganic & medicinal chemistry letters 20020520

Title: A short synthesis of argatroban. a potent selective thrombin inhibitor.

Journal: Bioorganic & medicinal chemistry letters 20010806

Application
4-Methylpiperidine serves as a versatile building block in organic synthesis, particularly in the creation of bioactive compounds with diverse applications. Through its incorporation into chemical reactions, it facilitates the synthesis of various biologically significant molecules. Among its synthetic uses, 4-Methylpiperidine is instrumental in the preparation of dimethyl bis(4-methylpiperidine-dithiocarbamato-S,S′)-tin(IV), which may exhibit potential pharmacological properties. Additionally, it is employed in the synthesis of (E)-4-(4′-methylpiperidino-N-alkoxy) stilbenes and 4-methylpiperidinoalkylthio and 4-methylpiperidinoalkoxy derivatives of (E)-chalcone, compounds that could possess biological activity relevant to medicinal chemistry. Furthermore, 4-Methylpiperidine serves as a valuable deprotecting reagent in solid-phase peptide synthesis, enabling the removal of Fmoc (fluorenylmethyloxycarbonyl) protecting groups from amino acids. Its versatility and utility make it a valuable asset in synthetic organic chemistry, contributing to the development of bioactive molecules with potential therapeutic applications.
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Tags:626-58-4 Molecular Formula|626-58-4 MDL|626-58-4 SMILES|626-58-4 4-Methylpiperidine