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Merck
CN

N3529

NAN-190 hydrobromide

Synonym(s):

1-(2-Methoxyphenyl)-4-[4-(2-phthalimido)butyl]piperazine hydrobromide

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About This Item

Empirical Formula (Hill Notation):
C23H27N3O3 · HBr
CAS Number:
Molecular Weight:
474.39
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
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InChI

1S/C23H27N3O3.BrH/c1-29-21-11-5-4-10-20(21)25-16-14-24(15-17-25)12-6-7-13-26-22(27)18-8-2-3-9-19(18)23(26)28;/h2-5,8-11H,6-7,12-17H2,1H3;1H

SMILES string

Br.COc1ccccc1N2CCN(CCCCN3C(=O)c4ccccc4C3=O)CC2

InChI key

AXRUEPFPTQYHQD-UHFFFAOYSA-N

Gene Information

human ... HTR1A(3350)

Biochem/physiol Actions

Potent 5-HT1A serotonin receptor antagonist active in the nM range.

pictograms

Exclamation markEnvironment

signalword

Warning

Hazard Classifications

Aquatic Acute 1 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Jarod Swant et al.
PloS one, 5(6), e11382-e11382 (2010-07-09)
Methamphetamine (METH) is an addictive psychostimulant whose societal impact is on the rise. Emerging evidence suggests that psychostimulants alter synaptic plasticity in the brain--which may partly account for their adverse effects. While it is known that METH increases the extracellular
R Sterniczuk et al.
Neuroscience, 153(3), 571-580 (2008-04-15)
Chronic desynchronization between the mammalian circadian pacemaker and its external environment, such as that observed from shift work or jet lag, can lead to various long-term health consequences. The circadian clock can be reset by exposure to light, although the
Nantaka Khorana et al.
Pharmacology, biochemistry, and behavior, 91(3), 385-392 (2008-09-10)
Co-administration of the 5-HT1A serotonin receptor agonist (+/-)8-hydroxy-2-(N,N-di-n-propylamino)tetralin [(+/-)8-OH DPAT] enhances the discriminative stimulus effects of the classical hallucinogen 1-(2,5-dimethoxy-4-methylphenyl)-2-aminopropane (DOM) in rats. In the present investigation, using Sprague-Dawley rats trained to discriminate DOM (1.0 mg/kg) from saline vehicle under
Pei-Lu Yi et al.
Journal of biomedical science, 14(6), 829-840 (2007-07-28)
Sedative-hypnotic medications, including benzodiazepines and non-benzodiazepines, are usually prescribed for the insomniac patients; however, the addiction, dependence and adverse effects of those medications have drawn much attention. In contrast, suanzaorentang, a traditional Chinese herb remedy, has been efficiently used for
M H Paluchowska et al.
Journal of medicinal chemistry, 42(24), 4952-4960 (1999-12-10)
Structural modifications of 1, a postsynaptic 5-HT(1A) receptor antagonist, provided its flexible (8, 12) and rigid (7, 9, 11, 13) analogues. Compounds 7, 8, 9, and 11 showed high 5-HT(1A) receptor affinity (K(i) = 4-72 nM). They acted as 5-HT(1A)

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