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Merck
CN

186112

N-(3-Aminopropyl)-2-pipecoline

96%

Synonym(s):

1-(3-Aminopropyl)-2-methylhexahydropyridine, 2-Methyl-1-piperidinepropanamine

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About This Item

Empirical Formula (Hill Notation):
C9H20N2
CAS Number:
25560-00-3
Molecular Weight:
156.27
NACRES:
NA.22
PubChem Substance ID:
24851203
UNSPSC Code:
12352100
EC Number:
247-102-3
MDL number:
MFCD00006517
Assay:
96%
Form:
liquid

Key Documents

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InChI key

YYAYTNPNFKPFNG-UHFFFAOYSA-N

InChI

1S/C9H20N2/c1-9-5-2-3-7-11(9)8-4-6-10/h9H,2-8,10H2,1H3

SMILES string

CC1CCCCN1CCCN

assay

96%

form

liquid

refractive index

n20/D 1.4765 (lit.)

bp

96-97 °C/15 mmHg (lit.)

density

0.889 g/mL at 25 °C (lit.)

functional group

amine

Application

N-(3-Aminopropyl)-2-pipecoline was used as internal standard during the determination of arginine, agmatine and their metabolites by HPLC. It was used in the synthesis of novel piperidinylethyl, phenoxyethyl and fluoroethyl thiourea compounds having anti-HIV activity.
Reactant for synthesis of:
Photostable near-infrared cyanine dyes
Quinazolindione derivatives as 5-HT3A receptor antagonists
Melanocortin-4 receptor antagonists
Brain penetrant aminoalkyl benzoimidazoles
Selective nitric oxide formation inhibitors

wgk

WGK 3

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

flash_point_f

190.4 °F - closed cup

flash_point_c

88 °C - closed cup

ppe

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCF2558
MKBG4567V
01323BT
09709CD
16902AO

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John E Piletz et al.
Neurotoxicity research, 24(2), 176-190 (2013-01-22)
Agmatine is an endogenous brain metabolite, decarboxylated arginine, which has neuroprotective properties when injected intraperitoneally (i.p.) into rat pups following hypoxic-ischemia. A previous screen for compounds based on rat brain lysates containing agmatinase with assistance from computational chemistry, led to
T K Venkatachalam et al.
Antiviral chemistry & chemotherapy, 11(5), 329-336 (2001-01-06)
Derivatives of piperidinylethyl, phenoxyethyl and fluoroethyl bromopyridyl thioureas were designed and synthesized as non-nucleoside reverse transcriptase inhibitors (NNRTIs) of HIV-1 reverse transcriptase (RT). The anti-HIV activity of these compounds was examined by determining their ability to inhibit the replication of

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