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Merck
CN

Q109

Sigma-Aldrich

6-Nitroquipazine maleate salt

solid

别名:

6-Nitro-2-(1-piperazinyl)quinoline maleate salt, Du 24565

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关于此项目

经验公式（希尔记法）:
C13H14N4O2 · C4H4O4
化学文摘社编号:
77372-73-7
分子量:
374.35
MDL编号:
MFCD00153868
UNSPSC代码:
12352202
PubChem化学物质编号:
24278116
NACRES:
NA.77

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表单

solid

颜色

yellow

溶解性

0.1 M HCl: 16 mg/mL
H2O: 5 mg/mL
methanol: 6 mg/mL
0.1 M NaOH: insoluble

储存温度

2-8°C

SMILES字符串

[H]\C(=C(/[H])C(O)=O)C(O)=O.[O-][N+](=O)c1ccc2nc(ccc2c1)N3CCNCC3

InChI

1S/C13H14N4O2.C4H4O4/c18-17(19)11-2-3-12-10(9-11)1-4-13(15-12)16-7-5-14-6-8-16;5-3(6)1-2-4(7)8/h1-4,9,14H,5-8H2;1-2H,(H,5,6)(H,7,8)/b;2-1-

InChI key

LXOHMGALVZOYRF-BTJKTKAUSA-N

基因信息

human ... HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356), HTR2B(3357), HTR2C(3358), HTR3A(3359), HTR3B(9177), HTR3C(170572), HTR3D(200909), HTR3E(285242), HTR4(3360), HTR5A(3361), HTR5B(645694), HTR6(3362), HTR7(3363)

生化/生理作用

Potent and selective serotonin transport blocker.

特点和优势

This compound is featured on the Biogenic Amine Transporters page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
011M4708V
028H4639

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B S Lee et al.
Bioorganic & medicinal chemistry letters, 10(14), 1559-1562 (2000-07-29)
6-Nitroquipazine has been known as one of the most potent and selective inhibitors of serotonin transporter in vitro and in vivo. Nine derivatives of 6-nitroquipazine were synthesized and tested for their potential abilities to displace [3H]citalopram binding to the rat
E Schlicker et al.
Naunyn-Schmiedeberg's archives of pharmacology, 342(5), 497-501 (1990-11-01)
Discs of pig retina were preincubated with 3H-noradrenaline, 3H-dopamine or 3H-serotonin and then superfused. Electrical field stimulation increased the outflow of tritium from discs preincubated with 3H-noradrenaline or 3H-dopamine, but no from discs preincubated with 3H-serotonin. The tritium content at
K Hashimoto et al.
European journal of pharmacology, 187(3), 295-302 (1990-10-23)
The characteristics of the binding [3H]6-nitroquipazine, a very potent and selective inhibitor of 5-hydroxytryptamine (5-HT; serotonin) uptake, to human platelet membranes were studied at a physiological temperature of 37 degrees C. The presence of a single saturable high-affinity binding component
Jae Hak Lee et al.
Bioorganic & medicinal chemistry, 15(10), 3499-3504 (2007-03-23)
Five C2'-substituted 6-nitroquipazine (6-NQ) derivatives were prepared and evaluated in terms of their biological abilities (K(i)) to displace [(3)H]citalopram binding to serotonin transporter. The relationship between their structure and biological activities revealed that shorter alkyl groups tend to possess higher
Byoung Se Lee et al.
Bioorganic & medicinal chemistry, 11(23), 4949-4958 (2003-11-08)
3-(3-[18F]Fluoropropyl)-6-nitroquipazine ([18F]FPNQ) as a 5-HT transporter imaging agents was designed, synthesized, and evaluated. FPNQ was selected due to its potent in vitro biological activity (K(i)=0.32 nM) in rat brain cortical membranes. The 18F-labeled FPNQ was prepared by reaction of the
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