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Details

Stereochemistry ABSOLUTE
Molecular Formula C14H22N4.2ClH
Molecular Weight 319.273
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of QUINELORANE HYDROCHLORIDE

SMILES

Cl.Cl.[H][C@]12CCCN(CCC)[C@]1([H])CC3=C(C2)N=C(N)N=C3

InChI

InChIKey=WDEMLQIGYYLRRX-OWVUFADGSA-N
InChI=1S/C14H22N4.2ClH/c1-2-5-18-6-3-4-10-7-12-11(8-13(10)18)9-16-14(15)17-12;;/h9-10,13H,2-8H2,1H3,(H2,15,16,17);2*1H/t10-,13-;;/m1../s1

HIDE SMILES / InChI

Molecular Formula C14H22N4
Molecular Weight 246.3513
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Quinelorane is an octahydropyrimido[4,5-g]quinolone derivative patented by American pharmaceutical company Eli Lilly and Co. as for the treatment anxiety, Parkinson's syndrome, depression, and hypertension. Quinelorane acts as an agonist of dopamine agonist for the D2 and D3 receptors. In preclinical studies Quinelorane (IM) treatment produced dose-dependent effects on male sexual responding. Penile erections and masturbation were markedly facilitated following treatment with either 2.5 or 5 micrograms/kg quinelorane. Higher doses of quinelorane (10 and 25 micrograms/kg) generally did not further augment sexual responding but rather resulted in a return in sexual responding to control vehicle levels. Quinelorane had a biphasic effect on yawning behavior of the monkeys with low doses (2.5 and 5 micrograms/kg) facilitating yawning and high doses (25 micrograms/kg) inhibiting yawning.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
2.0 nM [EC50]
1.0 nM [EC50]
PubMed

PubMed

TitleDatePubMed
Observations on the absorption, distribution, metabolism, and excretion of the dopamine (D2) agonist, quinelorane, in rats, mice, dogs, and monkeys.
1991 Jan-Feb
Evidence to suggest that agonist modulation of hyperlocomotion is via post-synaptic dopamine D2 or D3 receptors.
1997 Jun
Effects of dopamine D(1-like) and D(2-like) agonists in rats that self-administer cocaine.
1999 Oct
Role of dopamine D3 receptors in thermoregulation: a reappraisal.
2000 Jan 17
Previous exposure to amphetamine enhances the subsequent locomotor response to a D1 dopamine receptor agonist when glutamate reuptake is inhibited.
2001 Mar 1
Dopamine D1/5 receptor stimulation induces c-fos expression in the subthalamic nucleus: possible involvement of local D5 receptors.
2002 Jan
Gradient of dopamine responsiveness to dopamine receptor agonists in subregions of the rat nucleus accumbens.
2003 Sep 12
Quantification and pharmacological characterization of dialysate levels of noradrenaline in the striatum of freely-moving rats: release from adrenergic terminals and modulation by alpha2-autoreceptors.
2004 Dec 30
Modulation of the locomotor activating effects of the noncompetitive NMDA receptor antagonist MK801 by dopamine D2/3 receptor agonists in mice.
2004 Feb
Neuromodulation of the locomotor network by dopamine in the isolated spinal cord of newborn rat.
2004 Mar
A reconfiguration of CaV2 Ca2+ channel current and its dopaminergic D2 modulation in developing neostriatal neurons.
2005 Dec
Delta-9-tetrahydrocannabinol differentially suppresses emesis versus enhanced locomotor activity produced by chemically diverse dopamine D2/D3 receptor agonists in the least shrew (Cryptotis parva).
2005 Jan
Yawning and hypothermia in rats: effects of dopamine D3 and D2 agonists and antagonists.
2007 Aug
Quinelorane, a dopamine D3/D2 receptor agonist, reduces prepulse inhibition of startle and ventral pallidal GABA efflux: time course studies.
2008 Oct
Neural basis for a heritable phenotype: differences in the effects of apomorphine on startle gating and ventral pallidal GABA efflux in male Sprague-Dawley and Long-Evans rats.
2009 Dec
Patents

Patents

Sample Use Guides

2.5 or 5 micrograms/kg
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:00:41 GMT 2023
Edited
by admin
on Fri Dec 15 18:00:41 GMT 2023
Record UNII
JT5527J55O
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
QUINELORANE HYDROCHLORIDE
USAN  
USAN  
Official Name English
LY163502
Code English
PYRIDO(2,3-G)QUINAZOLIN-2-AMINE, 5,5A,6,7,8,9,9A,10-OCTAHYDRO-6-PROPYL-, DIHYDROCHLORIDE, (5AR-TRANS)-
Common Name English
LY-163502
Code English
(-)-(5AR,9AR)-2-AMINO-5,5A,6,7,8,9,9A,10-OCTAHYDRO-6-PROPYLPYRIDO(2,3-G)QUINAZOLINE DIHYDROCHLORIDE
Common Name English
QUINELORANE HYDROCHLORIDE [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C66884
Created by admin on Fri Dec 15 18:00:41 GMT 2023 , Edited by admin on Fri Dec 15 18:00:41 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C152122
Created by admin on Fri Dec 15 18:00:41 GMT 2023 , Edited by admin on Fri Dec 15 18:00:41 GMT 2023
PRIMARY
PUBCHEM
68728
Created by admin on Fri Dec 15 18:00:41 GMT 2023 , Edited by admin on Fri Dec 15 18:00:41 GMT 2023
PRIMARY
EPA CompTox
DTXSID60913869
Created by admin on Fri Dec 15 18:00:41 GMT 2023 , Edited by admin on Fri Dec 15 18:00:41 GMT 2023
PRIMARY
ChEMBL
CHEMBL155731
Created by admin on Fri Dec 15 18:00:41 GMT 2023 , Edited by admin on Fri Dec 15 18:00:41 GMT 2023
PRIMARY
CAS
97548-97-5
Created by admin on Fri Dec 15 18:00:41 GMT 2023 , Edited by admin on Fri Dec 15 18:00:41 GMT 2023
PRIMARY
USAN
X-99
Created by admin on Fri Dec 15 18:00:41 GMT 2023 , Edited by admin on Fri Dec 15 18:00:41 GMT 2023
PRIMARY
FDA UNII
JT5527J55O
Created by admin on Fri Dec 15 18:00:41 GMT 2023 , Edited by admin on Fri Dec 15 18:00:41 GMT 2023
PRIMARY
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