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Merck
CN

W424401

2-Methylpiperidine

98%

Synonym(s):

α-Pipecoline, 2-Pipecoline, NSC 31047, NSC 462

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About This Item

Empirical Formula (Hill Notation):
C6H13N
CAS Number:
109-05-7
Molecular Weight:
99.17
Flavis number:
14.133
PubChem Substance ID:
24901992
UNSPSC Code:
12164502
FEMA Number:
4244
EC Number:
203-642-1
MDL number:
MFCD00005982
Beilstein/REAXYS Number:
79804

Key Documents

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InChI

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

InChI key

NNWUEBIEOFQMSS-UHFFFAOYSA-N

SMILES string

CC1CCCCN1

biological source

synthetic

assay

98%

bp

118-119 °C/753 mmHg (lit.)

density

0.844 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

organoleptic

fishy

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

50.0 °F - closed cup

flash_point_c

10 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBK8570V
STBC7273V
MKBF3712
03324AE

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J W Sloan et al.
Life sciences, 37(15), 1367-1372 (1985-10-14)
(+/-)-2-Methylpiperidine has a high degree of specificity in enhancing the binding of (-)-[3H]nicotine in the rat brain P2 preparation. (-)- and (+)-2-Methylpiperidine have been resolved. The (+) but not the (-) isomer increased the binding of (-)-[3H]nicotine. The two isomers
Ahmed M Ali et al.
Angewandte Chemie (International ed. in English), 48(11), 2024-2026 (2009-02-05)
Double protection: Efficient Fmoc-based solid-phase synthesis (SPPS) of sulfotyrosine (sY) peptides is achieved by incorporating the sY residue(s) as a dichlorovinyl-protected (DCV) sulfodiester(s) and using 2-methylpiperidine for Fmoc removal. After removal of the other protecting groups, the DCV group could
W R Martin et al.
Pharmacology, biochemistry, and behavior, 25(4), 843-848 (1986-10-01)
Four distinguishable nicotinic binding sites have been identified as well as four nicotinic ligands with different specificities: (+/-)-2-methylpiperidine which binds to a very high affinity site (Site 1) and produces up-regulation of the high affinity site (Site 2); (-)-nicotine which
W R Martin et al.
Pharmacology, biochemistry, and behavior, 29(4), 725-731 (1988-04-01)
The effects of ethylketazocine (EKC) administered intraperitoneally and the nicotinic ligands (-)- and (+)-nicotine, (-)-cytisine, (-)-lobeline, and (+)-2-methylpiperidine administered into the 4th ventricle on the latency of the thermally evoked withdrawal reflex of the decerebrate rat were investigated. EKC administered
J W Sloan et al.
Journal of medicinal chemistry, 28(9), 1245-1251 (1985-09-01)
Previous studies have shown that (+/-)-[3H]nicotine binds to multiple sites in the rat brain P2 preparation. Using a series of pyridine, piperidine and pyrrolidine analogues, the present studies identified drugs with specificity for a separate up-regulatory site that increases the
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