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186112

Sigma-Aldrich

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
EC Number:
247-102-3
MDL number:
MFCD00006517
UNSPSC Code:
12352100
PubChem Substance ID:
24851203
NACRES:
NA.22

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.)

SMILES string

CC1CCCCN1CCCN

InChI

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

InChI key

YYAYTNPNFKPFNG-UHFFFAOYSA-N

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

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

190.4 °F - closed cup

Flash Point(C)

88 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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

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