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Quinpirole

HCID 54562
NotesReactions
Basic informationOverviewNames & identifiersPropertiesChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
74196-92-2
Standard SMILES
CCCN1CCC[C@@H]2Cc3[nH]ncc3C[C@H]21
InChIKey
FTSUPYGMFAPCFZ-ZWNOBZJWSA-N
Molecular formula
C13H21N3
Average molar mass
219.33 g/mol
Monoisotopic mass
219.17354768

Overview

Quinpirole is a pyrazoloquinoline that is (4aR,8aR)-4,4a,5,6,7,8,8a,9-octahydro-1H-pyrazolo[3,4-g]quinoline substituted by a propyl group at position 5. It acts as a dopamine agonist. It has a role as a dopamine agonist.

Names & identifiers

Preferred name
Quinpirole
IUPAC
(4aR,8aR)-5-propyl-1,4,4a,6,7,8,8a,9-octahydropyrazolo[5,4-g]quinoline
English name
Quinpirole
Molecular formula
C13H21N3
Molecular weight
219.33

Names & synonyms

QUINPIROLE80373-22-4QuinpirolQuinpirolumCHEBI:754011H-Pyrazolo(3,4-g)quinoline, 4,4a,5,6,7,8,8a,9-octahydro-5-propyl-, (4aR-trans)-20OP60125T(4aR-trans)-4,4a,5,6,7,8,8a,9-Octahydro-5-propyl-1H-pyrazolo(3,4-g)quinolineDTXSID9048229(4aR,8aR)-5-propyl-1,4,4a,6,7,8,8a,9-octahydropyrido[2,3-f]indazole(4aR,8aR)-5-propyl-1,4,4a,6,7,8,8a,9-octahydropyrido(2,3-f)indazoleRefChem:930496
Show more names
LY-156258(4aR,8aR)-4,4a,5,6,7,8,8a,9-Octahydro-5-propyl-1H-pyrazolo[3,4-g]quinoline1H-Pyrazolo[3,4-g]quinoline, 4,4a,5,6,7,8,8a,9-octahydro-5-propyl-, (4aR,8aR)-
DTXCID4028204Quinpirole [INN](4aR,8aR)-5-propyl-1,4,4a,6,7,8,8a,9-octahydropyrazolo[3,4-g]quinoline(4aR,8aR)-5-Propyl-4,4a,5,6,7,8,8a,9-octahydro-1H-pyrazolo[3,4-g]quinolineCHEMBL24077385760-74-3Quinpirol [Spanish]Quinpirolum [Latin]

Database identifiers

CAS

Properties

Computed structural properties

XLogP
2.3
Topological polar surface area
31.9 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
2
Heavy atoms
16
Formal charge
0
Complexity
243

Physicochemical properties

Boiling point
383.9 · 383.9±30.0 °C(Predicted)
Density
1.07 · 1.070±0.06 g/cm3(Predicted)
pka
15.4 · 15.40±0.20(Predicted)
FDA UNII
20 OP60125T · 20OP60125T

Chemistry & industry

Pharmacology

MeSH Pharmacological ClassificationDrugs that bind to and activate dopamine receptors.
Applications · 1 item

UsesQuinpirole (LY 171555) is a dopamine D2/D3 receptor agonist with activity in reducing hypothalamic norepinephrine concentrations. The effects of Quinpirole are not produced by the selective D1 agonist SKF 38393 or the dextrorotatory isomer of Quinpirole, which lacks D2 agonist activity. By activating D2 receptors, Quinpirole leads to a decrease in dopamine metabolites, a decrease in hypothalamic norepinephrine concentrations, and a possible increase in MHPG sulfate by enhancing norepinephrine release[1].

Suppliers2 total

上海陶术生物科技股份有限公司13564774135 · [email protected]
TargetMol中国(陶术生物)15002134094 · [email protected]

Additional notes

DefinitionChEBI: A pyrazoloquinoline that is (4aR,8aR)-4,4a,5,6,7,8,8a,9-octahydro-1H-pyrazolo[3,4-g]quinoline substituted by a propyl group at position 5. It acts as a dopamine agonist.

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesChemistry & industryRelated reactionsCompound notes
74196-92-2、80373-22-4
PubChem CID
54562
DTXSID
DTXSID9048229
ChEMBL
CHEMBL240773
ChEBI
CHEBI:75401
UNII
20OP60125T
Nikkaji
J37.290K、J550.497J