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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:
1814-64-8
Molecular Weight:
349.39
MDL number:
MFCD00055098
UNSPSC Code:
12352202
PubChem Substance ID:
24278123
NACRES:
NA.77

form

solid

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

human ... HTR1A(3350) , HTR1D(3352)

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
J S Sprouse et al.
Synapse (New York, N.Y.), 1(1), 3-9 (1987-01-01)
A direct comparison was made of the effects of serotonin 5-HT1A and 5-HT1B selective compounds on the spontaneous firing rate of dorsal raphe serotoninergic neurons in chloral-hydrate-anesthetized rats. Following intravenous administration, the 5-HT1A selective compounds ipsapirone (TVX Q 7821) and
K J Simansky et al.
The Journal of pharmacology and experimental therapeutics, 247(3), 1073-1081 (1988-12-01)
This investigation evaluated the effects of the 1-arylpiperazines (1-(1-naphthyl)piperazine (1-NP), 1-(2-[4-aminophenylethyl]-4-[3-trifluoromethylphenyl]piperazine (PAPP), 1-(3-trifluoromethylphenyl)piperazine (TFMPP) and 1-(3-chlorophenyl)piperazine (mCPP) on head-twitching elicited by central 5-hydroxytryptamine2, (5-HT2) agonists and on the 5-HT motor syndrome associated with stimulating 5-HT1A receptors in rodents. 1-NP (0.25-16.0
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