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77372-73-7

77372-73-7 | Quinoline,6-nitro-2-(1-piperazinyl)-

CAS No: 77372-73-7 Catalog No: AG005BU0 MDL No:MFCD04115271

Product Description

Catalog Number:
AG005BU0
Chemical Name:
Quinoline,6-nitro-2-(1-piperazinyl)-
CAS Number:
77372-73-7
Molecular Formula:
C13H14N4O2
Molecular Weight:
258.2759
MDL Number:
MFCD04115271
IUPAC Name:
6-nitro-2-piperazin-1-ylquinoline
InChI:
InChI=1S/C13H14N4O2/c18-17(19)11-2-3-12-10(9-11)1-4-13(15-12)16-7-5-14-6-8-16/h1-4,9,14H,5-8H2
InChI Key:
GGDBEAVVGFNWIA-UHFFFAOYSA-N
SMILES:
[O-][N+](=O)c1ccc2c(c1)ccc(n2)N1CCNCC1
UNII:
28M0X094BH

Properties

Complexity:
327  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
258.112g/mol
Formal Charge:
0
Heavy Atom Count:
19  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
258.281g/mol
Monoisotopic Mass:
258.112g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
74A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.8  

Literature

Title Journal
Synthesis, in vitro binding studies and docking of long-chain arylpiperazine nitroquipazine analogues, as potential serotonin transporter inhibitors. European journal of medicinal chemistry 20120301
Mass-spectrometric studies of new 6-nitroquipazines-serotonin transporter inhibitors. Analytical and bioanalytical chemistry 20120101
Effects of serotonergic agents on survival and hemolymph composition of the larval mosquito Aedes aegypti (Diptera: Culicidae, L.) in vivo: does serotonin regulate hemolymph acid-base homeostasis? The Journal of experimental biology 20091101
Human and mouse trace amine-associated receptor 1 have distinct pharmacology towards endogenous monoamines and imidazoline receptor ligands. The Biochemical journal 20091023
Synthesis and biological evaluation of one novel technetium-99m-labeled nitroquipazine derivative as an imaging agent for serotonin transporter. Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine 20081201
Syntheses and binding affinities of 6-nitroquipazine analogues for serotonin transporter. Part 5: 2'-Substituted 6-nitroquipazines. Bioorganic & medicinal chemistry 20070515
Presynaptic modulation of 5-HT release in the rat septal region. Neuroscience 20070511
Presynaptic serotonergic modulation of 5-HT and acetylcholine release in the hippocampus and the cortex of 5-HT1B-receptor knockout mice. Brain research bulletin 20060615
Design and synthesis of long-chain arylpiperazines with mixed affinity for serotonin transporter (SERT) and 5-HT(1A) receptor. The Journal of pharmacy and pharmacology 20051001
Syntheses and binding affinities of 6-nitroquipazine analogues for serotonin transporter. Part 4: 3-Alkyl-4-halo-6-nitroquipazines. Bioorganic & medicinal chemistry 20050815
Zinc modulation of serotonin uptake in the adult rat corpus callosum. Journal of neuroscience research 20050401
Extracellular protons differentially potentiate the responses of native AMPA receptor subtypes regulating neurotransmitter release. British journal of pharmacology 20050101
Syntheses and binding affinities of 6-nitroquipazine analogues for serotonin transporter: Part 3. A potential 5-HT transporter imaging agent, 3-(3-[18F]fluoropropyl)-6-nitroquipazine. Bioorganic & medicinal chemistry 20031117
Biochemical evidence for the presence of serotonin transporters in the rat cochlea. Hearing research 20030801
Synthesis, radiolabeling and preliminary biological evaluation of radiolabeled 5-methyl-6-nitroquipazine, a potential radioligand for the serotonin transporter. Bioorganic & medicinal chemistry letters 20021216
Electrostatic potential surfaces of 5-HT(3)R agonists suggest accessory cation-pi site adjacent to agonist binding domain. Bioorganic & medicinal chemistry letters 20021007
Synthesis of a fluorine-18-labelled derivative of 6-nitroquipazine, as a radioligand for the in vivo serotonin transporter imaging with PET. Bioorganic & medicinal chemistry 20020801
Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells. The Journal of biological chemistry 20020419
Syntheses and binding affinities of 6-nitroquipazine analogues for serotonin transporter. Part 2: 4-substituted 6-nitroquipazines. Bioorganic & medicinal chemistry letters 20020311
Novel potent and selective central 5-HT3 receptor ligands provided with different intrinsic efficacy. 1. Mapping the central 5-HT3 receptor binding site by arylpiperazine derivatives. Journal of medicinal chemistry 19980226

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