Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C14H22N4 |
| Molecular Weight | 246.3513 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12CCCN(CCC)[C@]1([H])CC3=C(C2)N=C(N)N=C3
InChI
InChIKey=TUFADSGTJUOBEH-ZWNOBZJWSA-N
InChI=1S/C14H22N4/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)/t10-,13-/m1/s1
| 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 |
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.
CNS Activity
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Pharmacology of human dopamine D3 receptor expressed in a mammalian cell line: comparison with D2 receptor. | 1992 Apr 10 |
|
| Functional correlates of dopamine D3 receptor activation in the rat in vivo and their modulation by the selective antagonist, (+)-S 14297: 1. Activation of postsynaptic D3 receptors mediates hypothermia, whereas blockade of D2 receptors elicits prolactin secretion and catalepsy. | 1995 Nov |
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| Evidence to suggest that agonist modulation of hyperlocomotion is via post-synaptic dopamine D2 or D3 receptors. | 1997 Jun |
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| Role of dopamine D3 receptors in thermoregulation: a reappraisal. | 2000 Jan 17 |
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| Influence of social isolation and 6-OHDA lesion on the effects of quinelorane. | 2001 May-Jun |
|
| Deletion of CCK2 receptor in mice results in an upregulation of the endogenous opioid system. | 2002 Mar 1 |
|
| Dopaminergic inhibition of secretin-stimulated choleresis by increased PKC-gamma expression and decrease of PKA activity. | 2003 Apr |
|
| Facilitatory effect of the dopamine D4 receptor agonist PD168,077 on memory consolidation of an inhibitory avoidance learned response in C57BL/6J mice. | 2003 Jun 16 |
|
| The modulatory actions of dopamine D2/3 agonists and antagonists on the locomotor-activating effects of morphine and caffeine in mice. | 2003 May |
|
| Effects of a dopamine D3 receptor ligand, BP 897, on acquisition and expression of food-, morphine-, and cocaine-induced conditioned place preference, and food-seeking behavior in rats. | 2003 Nov |
|
| Effects of dopamine indirect agonists and selective D1-like and D2-like agonists and antagonists on cocaine self-administration and food maintained responding in rats. | 2004 |
|
| 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 discriminative stimulus effects of mu opioid agonists in rats: II. Effects of dopamine D2/3 agonists. | 2004 Feb |
|
| Neuromodulation of the locomotor network by dopamine in the isolated spinal cord of newborn rat. | 2004 Mar |
|
| Blockade by the cannabinoid CB1 receptor antagonist, rimonabant (SR141716), of the potentiation by quinelorane of food-primed reinstatement of food-seeking behavior. | 2004 May |
|
| Differential effects of dopaminergic agents on locomotor sensitisation and on the reinstatement of cocaine-seeking and food-seeking behaviour. | 2004 Oct |
|
| Dopamine D3 receptor ligands modulate the acquisition of morphine-conditioned place preference. | 2004 Sep |
|
| Physicochemical modulation of agonist-induced [35s]GTPgammaS binding: implications for coexistence of multiple functional conformations of dopamine D1-like receptors. | 2005 |
|
| Mapping the effects of the selective dopamine D2/D3 receptor agonist quinelorane using pharmacological magnetic resonance imaging. | 2005 |
|
| 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 |
|
| Perinatal exposure to low levels of the environmental antiandrogen vinclozolin alters sex-differentiated social play and sexual behaviors in the rat. | 2005 Jun |
|
| Dopamine D3 modulation of locomotor activity and sleep in the nucleus accumbens and in lobules 9 and 10 of the cerebellum in the rat. | 2005 Jun |
|
| Effects of selective dopamine D1-like and D2-like agonists on prepulse inhibition of startle in inbred C3H/HeJ, SPRET/EiJ, and CAST/EiJ mice. | 2007 Apr |
|
| Insulin replacement restores the behavioral effects of quinpirole and raclopride in streptozotocin-treated rats. | 2007 Mar |
|
| Lack of D2 receptor mediated regulation of dopamine synthesis in A11 diencephalospinal neurons in male and female mice. | 2008 Jun 12 |
|
| 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 |
|
| Penile erection and yawning induced by dopamine D2-like receptor agonists in rats: influence of strain and contribution of dopamine D2, but not D3 and D4 receptors. | 2009 Jul |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 18:45:07 UTC 2023
by
admin
on
Fri Dec 15 18:45:07 UTC 2023
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| Record UNII |
Z0X4VT3Y1Q
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| Record Status |
Validated (UNII)
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| Record Version |
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Common Name | English |
| Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C66884
Created by
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| Code System | Code | Type | Description | ||
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CHEMBL155731
Created by
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QUINELORANE
Created by
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6042
Created by
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100000080275
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C047726
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C152121
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Z0X4VT3Y1Q
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DTXSID4046315
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57242
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97466-90-5
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SUB10209MIG
Created by
admin on Fri Dec 15 18:45:07 UTC 2023 , Edited by admin on Fri Dec 15 18:45:07 UTC 2023
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TARGET -> AGONIST | |||
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SALT/SOLVATE -> PARENT |
| Related Record | Type | Details | ||
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ACTIVE MOIETY |
