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S009

Sigma-Aldrich

LY-165,163

solid

Synonym(s):

4-[2-[4-[3-(Trifluoromethyl)phenyl]-1-piperazinyl]ethyl]benzeneamine, p-Aminophenethyl-m-trifluoromethylphenyl piperazine, PAPP

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About This Item

Empirical Formula (Hill Notation):
C19H22F3N3
CAS Number:
Molecular Weight:
349.39
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77

form

solid

Quality Level

color

off-white

solubility

0.1 M HCl: slightly soluble
H2O: insoluble
ethanol: freely soluble

SMILES string

Nc1ccc(CCN2CCN(CC2)c3cccc(c3)C(F)(F)F)cc1

InChI

1S/C19H22F3N3/c20-19(21,22)16-2-1-3-18(14-16)25-12-10-24(11-13-25)9-8-15-4-6-17(23)7-5-15/h1-7,14H,8-13,23H2

InChI key

GAAKALASJNGQKD-UHFFFAOYSA-N

Gene Information

Biochem/physiol Actions

Selective 5-HT1A serotonin receptor agonist and 5-HT1D serotonin receptor antagonist.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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P H Hutson et al.
European journal of pharmacology, 143(2), 221-228 (1987-11-10)
The putative 5-HT1A agonist 1-[2-(4-aminophenyl)ethyl]-4-(3-trifluoromethylphenyl)piperazine (LY165163, PAPP) (1, 2, 4, 10 mg/kg s.c.) caused a significant and dose-dependent hypothermia in rats, 30 and 60 min after injection. The decreases of temperature were less marked than that caused by 8-OH-DPAT 1
T P Donohoe et al.
Psychopharmacology, 93(1), 82-86 (1987-01-01)
The putative serotonin (5-HT)1A agonist 1-[2-(4-aminophenyl)ethyl]-4-(3-trifluormethylphenyl) piperazine (LY165163, PAPP) induces hyperphagia and hypothermia in rats, but unlike other 5-HT agonists, does not induce 5-HT stereotypy even at high doses (10 mg/kg sc). LY165163 (1 mg/kg) increased striatal DOPA accumulation in
M J Millan et al.
The Journal of pharmacology and experimental therapeutics, 269(1), 121-131 (1994-04-01)
In view of the involvement of central alpha 1-adrenoceptors in the expression of 5-HT1A receptor-mediated spontaneous tail-flicks (STFs) in the rat, this study examined whether the putative alpha 1-adrenoceptor antagonist (alpha 1-antagonist) properties of certain 5-HT1A receptor agonists, (+)-flesinoxan and
R W Ransom et al.
Journal of neurochemistry, 46(1), 68-75 (1986-01-01)
1-[2-(4-Aminophenyl)ethyl]-4-(3-trifluoromethylphenyl)piperazine (PAPP) inhibits [3H]5-hydroxytryptamine (5-HT, serotonin) binding to 5-HT1A and 5-HT1B sites in rat brain with apparent equilibrium dissociation constants (KD) of 2.9 and 328 nM, respectively. [3H]PAPP was synthesized, its binding to central serotonin receptors was examined, and its
Mingyi Cai et al.
Journal of agricultural and food chemistry, 58(5), 2624-2629 (2009-12-17)
1-[(4-Aminophenyl)ethyl]-4-[3-(trifluoromethyl)phenyl]piperazine (PAPP) is a 5-HT(1A) agonist and was reported to display high affinity for serotonin (5-HT) receptor from the parasitic nematode Haemonchus contortus . The present investigation explored the possibility of using PAPP as a lead compound of new insecticides

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