AM404

更新时间：2024-01-08 12:16:17

AM404结构式	常用名	AM404	英文名	AM404
	CAS号	183718-77-6	分子量	395.578
	密度	1.0±0.1 g/cm3	沸点	579.4±50.0 °C at 760 mmHg
	分子式	C₂₆H₃₇NO₂	熔点	N/A
	MSDS	美版	闪点	304.2±30.1 °C
	符号	GHS02, GHS07	信号词	Danger

AM404用途

AM404是一种内源性大麻素再摄取抑制剂,在低微摩尔范围内阻断阿难酰胺的IC50值运输[1]。AM404能够松弛用苯肾上腺素收缩的大鼠离体肝动脉,pEC50值为7.4(对应于0.04µM的EC50)。神经保护作用[2]。

英文名	N-(4-hydroxyphenyl)icosa-5,8,11,14-tetraenamide
英文别名	更多

描述	AM404是一种内源性大麻素再摄取抑制剂,在低微摩尔范围内阻断阿难酰胺的IC50值运输[1]。AM404能够松弛用苯肾上腺素收缩的大鼠离体肝动脉,pEC50值为7.4(对应于0.04µM的EC50)。神经保护作用[2]。
相关类别	信号通路 >> 其他 >> 其他研究领域 >> 神经疾病
体外研究	AM404的IC50值为4.9µM,可减少C6胶质瘤细胞增殖。AM404在用于阻止内源性大麻素anandamide的细胞聚集的浓度下,非特异性地抑制C6胶质瘤细胞增殖[2]。细胞活性测定[2]细胞系：大鼠C6胶质瘤细胞浓度：1,3,10和30µM培养时间：24,48,72和96 h结果：在暴露于10和30µM浓度的24 h和暴露于3µM浓度的48 h后,细胞增殖产生浓度依赖性降低,在72小时时,细胞增殖显著减少,尽管很小。
体内研究	AM404(1-5) mg/kg,i.p.)在三种模型中发挥剂量依赖性抗焦虑作用：高架+迷宫、防御性戒断和分离诱导的超声波发声。动物模型：成年雄性Sprague-Dawley大鼠(250-300只) g) [2]剂量：2.5-10 mg/kg给药：腹腔注射(i.p.)结果：导致前额叶皮质、海马和丘脑中的阿南达胺水平呈剂量依赖性增加。
参考文献	[1]. A Giuffrida, et al. Mechanisms of endocannabinoid inactivation: biochemistry and pharmacology. J Pharmacol Exp Ther. 2001 Jul;298(1):7-14. [2]. Kent-Olov Jonsson, et al. AM404 and VDM 11 non-specifically inhibit C6 glioma cell proliferation at concentrations used to block the cellular accumulation of the endocannabinoid anandamide. Arch Toxicol. 2003 Apr;77(4):201-7. [3]. Marco Bortolato, et al. Anxiolytic-like properties of the anandamide transport inhibitor AM404. Neuropsychopharmacology. 2006 Dec;31(12):2652-9.

密度	1.0±0.1 g/cm3
沸点	579.4±50.0 °C at 760 mmHg
分子式	C₂₆H₃₇NO₂
分子量	395.578
闪点	304.2±30.1 °C
精确质量	395.282440
PSA	49.33000
LogP	7.63
蒸汽压	0.0±1.7 mmHg at 25°C
折射率	1.555
储存条件	-20°C，密闭，干燥

AM404MSDS英文版

符号	GHS02, GHS07
信号词	Danger
危害声明	H225-H319
警示性声明	P210-P280-P305 + P351 + P338-P337 + P313-P403 + P235
个人防护装备	Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter
危害码 (欧洲)	F: Flammable;
风险声明 (欧洲)	R36/37/38
安全声明 (欧洲)	S7
危险品运输编码	UN 1170 3/PG 2

Cannabidiol enhances anandamide signaling and alleviates psychotic symptoms of schizophrenia.

Transl. Psychiatry 2 , e94, (2012)

Cannabidiol is a component of marijuana that does not activate cannabinoid receptors, but moderately inhibits the degradation of the endocannabinoid anandamide. We previously reported that an elevatio...

The anandamide transport inhibitor AM404 reduces the rewarding effects of nicotine and nicotine-induced dopamine elevations in the nucleus accumbens shell in rats.

Br. J. Pharmacol. 165(8) , 2539-48, (2012)

The fatty acid amide hydrolase inhibitor URB597 can reverse the abuse-related behavioural and neurochemical effects of nicotine in rats. Fatty acid amide hydrolase inhibitors block the degradation (an...

Elevated circulating levels of anandamide after administration of the transport inhibitor, AM404.

Eur. J. Pharmacol. 408(2) , 161-8, (2000)

The biological actions of the endogenous cannabinoid anandamide are terminated by carrier-mediated transport into neurons and astrocytes, followed by enzymatic hydrolysis. Anandamide transport is inhi...

N-(4-Hydroxyphenyl)-arachidonylamide

5,8,11,14-Eicosatetraenamide, N-(4-hydroxyphenyl)-, (5Z,8Z,11Z,14Z)-

AM 404

(5Z,8Z,11Z,14Z)-N-(4-Hydroxyphenyl)icosa-5,8,11,14-tetraenamide

N-(4-Hydroxyphenyl)arachidonylamide

AM-404

AM404

(5Z,8Z,11Z,14Z)-N-(4-Hydroxyphenyl)-5,8,11,14-icosatetraenamide