N-[2-[[(六氢-2-氧代-1H-氮杂卓-3-基)氨基]羰基]苯基]苯并[b]噻吩-2-甲酰胺

更新时间:2024-01-02 21:53:49

N-[2-[[(六氢-2-氧代-1H-氮杂卓-3-基)氨基]羰基]苯基]苯并[b]噻吩-2-甲酰胺结构式
N-[2-[[(六氢-2-氧代-1H-氮杂卓-3-基)氨基]羰基]苯基]苯并[b]噻吩-2-甲酰胺结构式
品牌特惠专场
常用名 N-[2-[[(六氢-2-氧代-1H-氮杂卓-3-基)氨基]羰基]苯基]苯并[b]噻吩-2-甲酰胺 英文名 ANA-12
CAS号 219766-25-3 分子量 407.48500
密度 N/A 沸点 N/A
分子式 C22H21N3O3S 熔点 N/A
MSDS 中文版 美版 闪点 N/A
符号 GHS07
GHS07
信号词 Warning

 用途


ANA-12是有效,选择性的 TrkB 拮抗剂,对高亲和力和低亲和力位点的IC50 分别为45.6 nM和41.1 μM。

 名称

中文名 N-[2-[[(六氢-2-氧代-1H-氮杂卓-3-基)氨基]羰基]苯基]苯并[b]噻吩-2-甲酰胺
英文名 N-{2-[(2-Oxo-3-azepanyl)carbamoyl]phenyl}-1-benzothiophene-2-carb oxamide
英文别名 更多

 生物活性

描述 ANA-12是有效,选择性的 TrkB 拮抗剂,对高亲和力和低亲和力位点的IC50 分别为45.6 nM和41.1 μM。
相关类别
体外研究 ANA-12(10 nM)可阻止BDNF诱导的TrkB表达细胞中神经突向外生长,并在浓度高达10-100μM时完全消除BDNF的作用[1]。
体内研究 ANA-12(0.5mg/kg,ip)部分抑制小鼠全脑中的内源性TrkB活性。注射到小鼠体内的ANA-12表现出0.5mg/kg的抗焦虑和抗抑郁活性。 ANA-12(0.5,1.0和2.0 mg/kg)不影响神经元存活[1]。 ANA-12(0.5mg/kg)在脂多糖(LPS)诱导的抑郁样行为中显示出抗抑郁作用。 ANA-12(0.5mg/kg)显着减弱抑郁小鼠的不动时间增加。在TST,FST和SPT中,ANA-12(0.5mg/kg)在对照小鼠中不显示抗抑郁样作用[2]。 ANA-12(0.5 mg/kg,ip)可逆转CocSired大鼠中可卡因自我给药的减少[3]。
动物实验 在注射当天,氯胺酮(氯胺酮盐酸盐,10 mg / kg),7,8-二羟基黄酮(7,8-DHF; 10 mg / kg)和ANA-12,N2-(2 - {[(2-在磷酸盐缓冲盐水中的17%二甲基亚砜(DMSO)载体中制备氧代氮杂环庚烷-3-基)氨基]羰基}苯基)苯并[b]噻吩-2-甲酰胺(0.5mg / kg)。选择氯胺酮(10mg / kg),7,8-DHF(10mg / kg)和ANA-12(0.5mg / kg)的剂量。将所有化合物腹膜内(ip)给予小鼠。
参考文献

[1]. Cazorla M, et al. Identification of a low-molecular weight TrkB antagonist with anxiolytic and antidepressant activity in mice. J Clin Invest. 2011 May;121(5):1846-57.

[2]. Zhang JC, et al. Comparison of ketamine, 7,8-dihydroxyflavone, and ANA-12 antidepressant effects in the social defeat stress model of depression. Psychopharmacology (Berl). 2015 Dec;232(23):4325-35.

[3]. Vassoler FM, et al. Epigenetic inheritance of a cocaine-resistance phenotype. Nat Neurosci. 2013 Jan;16(1):42-7.

[4]. Fang X, et al. Brain-derived neurotrophic factor-TrkB signaling in the medial prefrontal cortex plays a role in the anhedonia-like phenotype after spared nerve injury. Eur Arch Psychiatry Clin Neurosci. 2018 Jun 7.

 物理化学性质

分子式 C22H21N3O3S
分子量 407.48500
精确质量 407.13000
PSA 126.01000
LogP 4.78680
外观性状 white to beige
储存条件 2-8°C
水溶解性 DMSO: ≥5mg/mL at 60°C

 安全信息

符号 GHS07
GHS07
信号词 Warning
危害声明 H302
危害码 (欧洲) Xn
风险声明 (欧洲) 22
危险品运输编码 NONH for all modes of transport

 文献13

更多文献
Epigenetic regulation of spinal cord gene expression controls opioid-induced hyperalgesia.

Mol. Pain 10 , 59, (2014)

The long term use of opioids for the treatment of pain leads to a group of maladaptations which includes opioid-induced hyperalgesia (OIH). OIH typically resolves within few days after cessation of mo...

HBZ stimulates brain-derived neurotrophic factor/TrkB autocrine/paracrine signaling to promote survival of human T-cell leukemia virus type 1-Infected T cells.

J. Virol. 88(22) , 13482-94, (2014)

Brain-derived neurotrophic factor (BDNF) is a neurotrophin that promotes neuronal proliferation, survival, and plasticity. These effects occur through autocrine and paracrine signaling events initiate...

7, 8-Dihydroxyflavone Protects an Endothelial Cell Line from H2O2 Damage.

PLoS ONE 10 , e0135345, (2015)

7, 8-dihydroxyflavone (7, 8-DHF), a selective agonist for TrkB receptors, has been well studied for its neurotrophic functions. However, its roles outside the neural tissues have scarcely been studied...

 英文别名

ANA-12
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