N-Desmethyltamoxifen

N-Desmethyltamoxifen用途

N-Desmethyltamoxifen 是 Tamoxifen 在人体内的主要代谢产物。N-Desmethyltamoxifen,较弱的抗雌激素,是一种比 Tamoxifen 强十倍的蛋白激酶 C (PKC) 抑制剂。N-Desmethyltamoxifen 也是人体 AML 细胞神经酰胺代谢的有效调节因子,限制神经酰胺糖基化、水解和鞘氨醇磷酸化。

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N-Desmethyltamoxifen名称

[ CAS 号 ]:
31750-48-8

[ 中文名 ]:
2-[4-[(Z)-1,2-diphenylbut-1-enyl]phenoxy]-N-methylethanamine

[ 英文名 ]:
N-Desmethyltamoxifen

[英文别名 ]:

desmethyl Tamoxifen
N-Desmethyl-psilocybin
N-demethyltamoxifen
N-desmethyl-tamoxifen
Baeocystin

N-Desmethyltamoxifen生物活性

[ 描述 ]:

[ 相关类别 ]:

信号通路 >> 其他 >> 雌激素受体/ERR

信号通路 >> 表观遗传学 >> PKC

研究领域 >> 癌症

信号通路 >> TGF-beta/Smad 信号通路 >> PKC

[ 靶点 ]

PKC

[体外研究]

N-去甲氧基羟肟酸(20-500 ng/ml；48小时)对所有七种胶质瘤细胞系(T98G、U8、U138、U37、ALW、AUK、CAS细胞)具有显著的抑制作用〔1〕。N-去甲氧基羟肟酸(1.5-10μm；114小时)抑制MCF 7人乳腺癌细胞的生长[ 2 ]。由三苯氧胺的CYP3A4/5介导的催化产生的N-去甲氧基噻肟是三苯氧胺的主要主要代谢产物〔3〕。细胞活力测定[2]细胞系：MCF 7人乳腺癌细胞浓度：1.5、2.5、5、7.5、10μM培养时间：114小时结果：抑制mcf7人乳腺癌细胞生长

[参考文献]

[1]. Vertosick FT Jr, et al. A comparison of the relative chemosensitivity of human gliomas to tamoxifen and n-desmethyltamoxifen in vitro. J Neurooncol. 1994;19(2):97-103.

[2]. Morad SA, et al. Modification of sphingolipid metabolism by tamoxifen and N-desmethyltamoxifen in acute myelogenous leukemia--Impact on enzyme activity and response to cytotoxics. Biochim Biophys Acta. 2015 Jul;1851(7):919-28.

[3]. Reddel RR,et al. N-desmethyltamoxifen inhibits growth of MCF 7 human mammary carcinoma cells in vitro. Eur J Cancer Clin Oncol. 1983 Aug;19(8):1179-81.

[4]. Seong Hwan Kim,et al. Use of Antidepressants in Patients with Breast Cancer Taking Tamoxifen. J Breast Cancer. 2010 Dec;13(4):325-336.

N-Desmethyltamoxifen物理化学性质

[ 密度 ]:
1.047 g/cm3

[ 沸点 ]:
485.8ºC at 760 mmHg

[ 分子式 ]:
C₂₅H₂₇NO

[ 分子量 ]:
357.48800

[ 闪点 ]:
213.2ºC

[ 精确质量 ]:
357.20900

[ PSA ]:
21.26000

[ LogP ]:
6.04480

[ 储存条件 ]:
2-8°C，密封，干燥

N-Desmethyltamoxifen毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: KR6712700

CHEMICAL NAME :: Ethylamine, 2-(p-(1,2-diphenyl-1-butenyl)phenoxy)-N-methyl-, (Z)-

CAS REGISTRY NUMBER :: 31750-48-8

LAST UPDATED :: 198910

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C25-H27-N-O

MOLECULAR WEIGHT :: 357.53

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 50 ug/kg

SEX/DURATION :: female 4 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea)

REFERENCE :: CTRRDO Cancer Treatment Reports. (Washington, DC) V.60-71, 1976-87. For publisher information, see JNCIEQ. Volume(issue)/page/year: 64,741,1980