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M73206

Sigma-Aldrich

4-Methylpiperidine

96%

Synonym(s):

γ-Pipecoline, 4-Pipecoline

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About This Item

Empirical Formula (Hill Notation):
C6H13N
CAS Number:
626-58-4
Molecular Weight:
99.17
Beilstein:
1083
EC Number:
210-954-1
MDL number:
MFCD00006005
UNSPSC Code:
12352100
PubChem Substance ID:
24897156
NACRES:
NA.22

Assay

96%

form

liquid

refractive index

n20/D 1.446 (lit.)

bp

124 °C (lit.)

density

0.838 g/mL at 25 °C (lit.)

SMILES string

CC1CCNCC1

InChI

1S/C6H13N/c1-6-2-4-7-5-3-6/h6-7H,2-5H2,1H3

InChI key

UZOFELREXGAFOI-UHFFFAOYSA-N

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Application

4-Methylpiperidine can be used to synthesize the following bioactive compounds:
  • dimethyl bis(4-methylpiperidine-dithiocarbamato-S,S′)-tin(IV)
  • (E)-4-(4′-methylpiperidino-N-alkoxy) stilbenes
  • 4-methylpiperidinoalkylthio and 4-methylpiperidinoalkoxy derivatives of (E)-chalcone

It can also act as a deprotecting reagent for the removal of Fmoc group from amino acids during solid-phase peptide synthesis.

Signal Word

Danger

Hazard Statements

H225,H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

55.4 °F - closed cup

Flash Point(C)

13 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sigma-Aldrich

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Preparation, Spectroscopy, Antimicrobial Assay, and X-Ray Structure of Dimethyl bis-(4-methylpiperidine dithiocarbamato-S, S)-tin (IV).
REHMAN Z, et al.
Turkish Journal of Chemistry, 31(4), 435-442 (2007)
Synthesis and antimicrobial activity of new (E)-4-[piperidino (4'-methylpiperidino-, morpholino-) N-alkoxy] stilbenes.
Wyrzykiewicz E, et al.
European Journal of Medicinal Chemistry, 41(4), 519-525 (2006)
Synthesis, physicochemical properties and antimicrobial evaluation of new (E)-chalcones.
Nowakowska Z, et al.
European Journal of Medicinal Chemistry, 43(4), 707-713 (2008)
Efficient synthesis of peptides with 4-methylpiperidine as Fmoc removal reagent by solid phase synthesis.
Galeano V, et al.
Journal of the Mexican Chemical Society, 58(4), 386-392 (2014)
Aline de Souza et al.
Drug delivery and translational research, 10(6), 1771-1787 (2020-08-26)
Peptide-mediated targeting to colorectal cancer can increase selectivity and specificity of this cancer diagnosis acting as biomarkers. The present work aimed to select peptides using the phage display technique and associate the peptides with polymeric nanospheres in order to evaluate
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