PNU-99194A

Details

Stereochemistry	ACHIRAL
Molecular Formula	C17H27NO2.ClH
Molecular Weight	313.863
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.CCCN(CCC)C1CC2=C(C1)C=C(OC)C(OC)=C2

InChI

InChIKey=NMBUOXDBNWBGIM-UHFFFAOYSA-N

InChI=1S/C17H27NO2.ClH/c1-5-7-18(8-6-2)15-9-13-11-16(19-3)17(20-4)12-14(13)10-15;/h11-12,15H,5-10H2,1-4H3;1H

HIDE SMILES / InChI

Molecular Formula	C17H27NO2
Molecular Weight	277.4018
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

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

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Dopamine D3 receptor 91 Target ID: CHEMBL234 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8129881	Antagonist 2778		78.0 nM [Ki]

PubMed

Title	Date	PubMed
Pharmacology of [3H]R(+)-7-OH-DPAT binding in the rat caudate-putamen.	2001 Jan	10913686
Antagonism of the discriminative stimulus effects of (+)-7-OH-DPAT by remoxipride but not PNU-99194A.	2001 Mar	11325388
Common discriminative stimulus properties in rats of muscarinic antagonists, clozapine and the D3 preferring antagonist PNU-99194a: an analysis of possible mechanisms.	2001 Sep	11710745
Dopamine D3 receptors are involved in amphetamine-induced contralateral rotation in 6-OHDA lesioned rats.	2001 Sep	11566141
Dopamine D3 receptor antagonist effects on the motivational effects of ethanol.	2002 Aug	12377360
Lack of effect of dopamine receptor blockade on expression of ethanol-induced conditioned place preference in mice.	2003 Jan	12451436
Dopamine D3 receptor ligands show place conditioning effect but do not influence cocaine-induced place preference.	2003 Jan 20	12544838
D(3) dopamine receptors are down-regulated in amphetamine sensitized rats and their putative antagonists modulate the locomotor sensitization to amphetamine.	2003 May 16	12711089
Effects of dopamine D3 receptor antagonists on spontaneous and agonist-reduced motor activity in NMRI mice and Wistar rats: comparative study with nafadotride, U 99194A and SB 277011.	2004 Jul	15252275
Dopamine-mediated disinhibition in the CA1 region of rat hippocampus via D3 receptor activation.	2006 Jan	16162819
Administration of the D2 dopamine receptor antagonist sulpiride into the shell, but not the core, of the nucleus accumbens attenuates cocaine priming-induced reinstatement of drug seeking.	2006 Jul	16205775
The effects of eticlopride and the selective D3-antagonist PNU 99194-A on food- and cocaine-maintained responding in rhesus monkeys.	2006 Mar	16631246
D3 dopamine receptor directly interacts with D1 dopamine receptor in immortalized renal proximal tubule cells.	2006 Mar	16401764
Prototypical antipsychotic drugs protect hippocampal neuronal cultures against cell death induced by growth medium deprivation.	2006 Mar 30	16573831
Dopamine transporter blockade increases LTP in the CA1 region of the rat hippocampus via activation of the D3 dopamine receptor.	2006 Mar-Apr	16585791
Effects of 7-OH-DPAT and U 99194 on the behavioral response to hot plate test, in rats.	2006 Nov 30	16919688
Methamphetamine-induced locomotor activity and behavioral sensitization: are dopamine d3 receptors involved?	2007 May 15	17531156
Dopamine modulates effort-based decision making in rats.	2009 Apr	19331447
D3 dopamine receptor regulation of ETB receptors in renal proximal tubule cells from WKY and SHRs.	2009 Aug	19390510
A functional role for the dopamine D3 receptor in the induction and expression of behavioural sensitization to ethanol in mice.	2009 Nov	19662386
Autoradiographic and pharmacological studies on the role of dopamine D3 receptors in genetically dystonic (dt(sz)) hamsters.	2010 Aug	20451545
Novel D3 dopamine receptor-preferring agonist D-264: Evidence of neuroprotective property in Parkinson's disease animal models induced by 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine and lactacystin.	2010 Aug 15	20623619
Age-related differences in MK-801 induced behaviors in dopamine D3 receptor knock out mice.	2010 Feb 10	19909735

Patents

Substance Class	Chemical Created by `admin` on `Sat Dec 16 09:12:48 GMT 2023` Edited by `admin` on `Sat Dec 16 09:12:48 GMT 2023`
Record UNII	E5A8B0V7P3
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PNU-99194A

Common Name

English

1H-INDEN-2-AMINE, 2,3-DIHYDRO-5,6-DIMETHOXY-N,N-DIPROPYL-, HYDROCHLORIDE

Systematic Name

English

1H-INDEN-2-AMINE, 2,3-DIHYDRO-5,6-DIMETHOXY-N,N-DIPROPYL-, HYDROCHLORIDE (1:1)

Systematic Name

English

U-99194A

Code

English

Code System Code Type Description

PUBCHEM

119195