(R,S)-3-(2-碘-5-硝基苯甲酰)-1-(1-甲基-2-哌啶甲基)-1H-吲哚

用途

AM1241 是一种有效的,典型的[2],选择性的 CB2 receptor 激动剂,对小鼠脾脏的 CB2 受体的 Ki 值为 3.4 nM,对大鼠大脑 CB1 受体的 Ki 值为 280 nM,在啮齿动物组织中,对 CB2 受体的选择性是对 CB1 受体的 280 倍[1]。 AM1241 能够缓解偏头痛、中风和神经性头痛,对帕金森病也有效果[2]。AM1241 可以抑制氧化损伤,通过 Akt 和 Erk1/2 的磷酸化激活 STAT3[3]。

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名称

[ CAS 号 ]:
444912-48-5

[ 中文名 ]:
(2-碘-5-硝基苯基)(1-((1-甲基哌啶-2-基)甲基)-1H-吲哚-3-基)甲酮

[ 英文名 ]:
AM1241

[英文别名 ]:

Dacinostat
LAQ-824
UNII-V10P524501
NVP-LAQ824
UNII:DLM851L3RD
S1095_Selleck
AM1241

生物活性

[ 描述 ]:

[ 相关类别 ]:

信号通路 >> G 蛋白偶联受体/G 蛋白 >> 大麻素受体

研究领域 >> 神经疾病

[ 靶点 ]

Ki: 3.4 nM (Mouse spleen CB2 receptor), 280 nM (Rat brain CB1 receptor)[1]

[体外研究]

AM1241是一种有效的选择性CB2受体激动剂,在小鼠脾脏中Ki为3.4 nM,大鼠脑中CB1受体的Ki为280 nM,对啮齿动物组织中CB2受体的选择性为82倍[1]。 AM1241降低氧化应激水平,增强旁分泌生长因子的产生,降低TGF-β1和PDGF水平,通过Akt和Erk1/2的磷酸化激活Stat3 [3]。

[体内研究]

AM1241(0.1-3mg/kg,ip)剂量依赖性地抑制大鼠的感觉超敏反应。在缺乏CB1受体的小鼠中,AM1241分别抑制1 mg/kg和3 mg/kg的触觉超敏反应和热敏感[1]。 AM1241(0.75,1.5,3,6,12 mg/kg,ip)减轻MPTP诱导的帕金森病并促进PD小鼠多巴胺能(DA)神经元的再生[2]。

[参考文献]

[1]. Ibrahim MM, et al. Activation of CB2 cannabinoid receptors by AM1241 inhibits experimental neuropathic pain: pain inhibition by receptors not present in the CNS. Proc Natl Acad Sci U S A. 2003 Sep 2;100(18):10529-33.

[2]. Shi J, et al. AM1241 alleviates MPTP-induced Parkinson's disease and promotes the regeneration of DA neurons in PD mice. Oncotarget. 2017 Jun 29;8(40):67837-67850.

[3]. Han D, et al. Activation of cannabinoid receptor type II by AM1241 protects adipose-derived mesenchymal stem cells from oxidative damage and enhances their therapeutic efficacy in myocardial infarction mice via Stat3 activation. Oncotarget. 2017 May 4;8(39):64853-64866.

[相关活性小分子]

物理化学性质

[ 密度 ]:
1.3±0.1 g/cm3

[ 沸点 ]:
630.7±55.0 °C at 760 mmHg

[ 分子式 ]:
C₂₂H₂₂IN₃O₃

[ 分子量 ]:
503.33

[ 闪点 ]:
335.2±31.5 °C

[ PSA ]:
71.06000

[ LogP ]:
3.41

[ 外观性状 ]:
yellow

[ 蒸汽压 ]:
0.0±1.8 mmHg at 25°C

[ 折射率 ]:
1.693

[ 储存条件 ]:
-20℃

[ 水溶解性 ]:
DMSO: ~18mg/mL at 60°C

安全信息

[ 符号 ]:

GHS07, GHS08

[ 信号词 ]:
Danger

[ 危害声明 ]:
H315-H319-H334-H335

[ 警示性声明 ]:
P261-P305 + P351 + P338-P342 + P311

[ 个人防护装备 ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ 危害码 (欧洲) ]:
Xn

[ 风险声明 (欧洲) ]:
36/37/38-42/43

[ 安全声明 (欧洲) ]:
22-26-36/37-45

[ 危险品运输编码 ]:
NONH for all modes of transport

文献

Self-medication of a cannabinoid CB2 agonist in an animal model of neuropathic pain.

Pain 152 , 1976-87, (2011)

Drug self-administration methods were used to test the hypothesis that rats would self-medicate with a cannabinoid CB(2) agonist to attenuate a neuropathic pain state. Self-medication of the CB(2) ago...

Activation of CB2 cannabinoid receptors by AM1241 inhibits experimental neuropathic pain: pain inhibition by receptors not present in the CNS.

Proc. Natl. Acad. Sci. U. S. A. 100 , 10529-10533, (2003)

We designed AM1241, a selective CB2 cannabinoid receptor agonist, and used it to test the hypothesis that CB2 receptor activation would reverse the sensory hypersensitivity observed in neuropathic pai...

Central and peripheral sites of action for CB₂ receptor mediated analgesic activity in chronic inflammatory and neuropathic pain models in rats.

Br. J. Pharmacol. 162 , 428-40, (2011)

Cannabinoid CB₂ receptor activation by selective agonists has been shown to produce analgesic effects in preclinical models of inflammatory and neuropathic pain. However, mechanisms underlying CB₂-med...

更多文献

(R,S)-3-(2-碘-5-硝基苯甲酰)-1-(1-甲基-2-哌啶甲基)-1H-吲哚

用途

名称

生物活性

物理化学性质

安全信息

文献

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