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Merck
CN

L9787

L-655,708

≥98% (HPLC), powder

别名:

L-655708, (S)-11,12,13,13a-四氢-7-甲氧基-9-氧代-9H-咪唑并[1,5-a]吡咯并[2,1-c][1,4]苯并二氮杂-1-羧酸乙酯

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关于此项目

经验公式(希尔记法):
C18H19N3O4
化学文摘社编号:
分子量:
341.36
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
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产品名称

L-655,708, ≥98% (HPLC), powder

InChI

1S/C18H19N3O4/c1-3-25-18(23)15-16-14-5-4-8-20(14)17(22)12-9-11(24-2)6-7-13(12)21(16)10-19-15/h6-7,9-10,14H,3-5,8H2,1-2H3/t14-/m0/s1

SMILES string

CCOC(=O)c1ncn2-c3ccc(OC)cc3C(=O)N4CCCC4c12

InChI key

YKYOQIXTECBVBB-AWEZNQCLSA-N

assay

≥98% (HPLC)

form

powder

solubility

DMSO: ≥6.0 mg/mL (Warmed)
H2O: insoluble

originator

Merck & Co., Inc., Kenilworth, NJ, U.S.

Quality Level

Gene Information

human ... GABRA5(2558)

Biochem/physiol Actions

L-655,708是 α5 γ-氨基丁酸A型(GABAA)受体的反向激动剂。它具有增加大鼠认知的能力。
含有α5个亚基的GABAA受体苯二氮平类药物位点的配体。
对含有α5个亚基的GABAA 受体的苯二氮平类药物位点具有选择性的新型配体。

Application

L-655,708已被用作α5 GABAA受体反向激动剂,以剂量依赖的方式抑制异丙酚的辨别刺激。

Features and Benefits

《受体分类和信号转导》手册的 GABAA受体页有该化合物的介绍。想要浏览手册的其他页面, 请单击此处
该化合物是由Merck & Co., Inc., Kenilworth, NJ, U.S.开发的。想要浏览其他由制药公司开发的化合物以及已批准药物/候选药物清单, 请单击此处
该化合物是神经科学研究推荐产品。点击此处 ,查看更多神经科学精选产品。想要了解有关生物活性小分子在其他研究领域应用的更多信息,请访问 sigma.com/discover-bsm

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

M Xue et al.
European journal of pain (London, England), 21(6), 1061-1071 (2017-02-02)
γ-Aminobutyric acid (GABA) type A receptors (GABA The C fibre-evoked field potentials were recorded in superficial dorsal horn of spinal cord, and the effects of α5-GABA Inhibition of α5-GABA α5-GABA Tonic inhibition generated by α5-GABA
C Sur et al.
Molecular pharmacology, 54(5), 928-933 (1998-11-06)
The gamma-aminobutyric acid (GABA)A receptor is a hetero-oligomer consisting of five subunits, the combination of which confers unique pharmacological properties to the receptor. To understand the physiological role of native GABAA receptors, it is critical to determine their subunit compositions.
L-655,708 enhances cognition in rats but is not proconvulsant at a dose selective for alpha5-containing GABAA receptors
Atack JR, et al.
Neuropharmacology, 51(6), 1023-1029 (2006)
Flavia R Carreno et al.
The international journal of neuropsychopharmacology, 20(6), 504-509 (2017-03-25)
Selective augmentation of hippocampal activity in ways similar to that caused by ketamine may have therapeutic advantages over ketamine, which has psychotomimetic and reinforcing effects likely due to effects outside the hippocampus (i.e., off-target effects). Here we evaluated the antidepressant-like
Jonathan Fischell et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 40(11), 2499-2509 (2015-04-23)
Selective serotonin reuptake inhibitors (SSRIs) are the primary pharmacological treatment for depression, but SSRIs are effective in only half of the patients and typically take several weeks to relieve symptoms. The NMDA receptor antagonist ketamine exerts a rapid antidepressant action

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