T2859
泰莫西芬
powder, suitable for cell culture, BioReagent
别名:
(Z)-1-(对二甲基氨基乙氧基苯基)-1,2-二苯基-1-丁烯, (Z)-2-[4-(1,2-二苯基-1-丁烯)苯氧基]-N,N-二甲基乙胺
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关于此项目
线性分子式:
C6H5C(C2H5)=C(C6H5)C6H4OCH2CH2N(CH3)2
化学文摘社编号:
分子量:
371.51
NACRES:
NA.76
UNSPSC Code:
12352207
MDL number:
产品名称
泰莫西芬, powder, Suitable for cell culture
Quality Segment
assay
≥99%
form
powder
storage condition
protect from light
mp
97-98 °C (lit.)
solubility
acetone: 1 g, clear, colorless to faintly yellow (1 g/ 30 mL)
antibiotic activity spectrum
neoplastics
mode of action
cell membrane | interferes, enzyme | inhibits
shipped in
ambient
storage temp.
2-8°C
SMILES string
CC\C(c1ccccc1)=C(/c2ccccc2)c3ccc(OCCN(C)C)cc3
InChI
1S/C26H29NO/c1-4-25(21-11-7-5-8-12-21)26(22-13-9-6-10-14-22)23-15-17-24(18-16-23)28-20-19-27(2)3/h5-18H,4,19-20H2,1-3H3/b26-25-
InChI key
NKANXQFJJICGDU-QPLCGJKRSA-N
General description
Tamoxifen (TAM) an antimicrobial agent is also a selective estrogen response modifier (SERM) that is used to prevent and treat breast cancer. It was first introduced by AstraZeneca as effective therapeutic and preventive agent against estrogen-positive breast cancer. As an antibiotic, TAM has shown a direct inhibitory action on the growth of Staphylococcus aureus, methicillin-resistant S. aureus (MRSA) strains, and M. tuberculosis.1 It is metabolized to active metabolites 4-hydroxytamoxifen (4-OHT) and endoxifen by cytochrome P450 isoforms CYP2D6 and CYP3A4. TAM is also a protein kinase C inhibitor and an anti-angiogenetic factor.
Application
Contribution of metabolic effects of TAM in increasing drug resistance was studied in MCF-7 and MCF7-TAM cell lines. 4-hydroxytamoxifen was used to examine calcium influx in human-induced pluripotent stem cell-derived cardiomyocytes (iPSC-CMs) modeled on Duchenne Muscular Dystrophy (DMD).
Biochem/physiol Actions
乳腺中的雌激素拮抗剂。阻止乳腺肿瘤细胞中的雌二醇刺激的 VEGF 的产生。蛋白激酶 C 抑制剂。
蛋白激酶 C 抑制剂。诱发人类恶性神经胶质瘤细胞系的细胞凋亡。他莫昔芬及其代谢产物 4-羟基他莫昔芬是选择性雌激素反应调节剂 (SERM)，在乳腺中用作雌激素拮抗剂。阻止乳腺肿瘤细胞中雌二醇刺激的 VEGF 的产生。
Active metabolites of TAM act as estrogen antagonists inmammary glands and block VEGF production in breast cancer cells. TAM is known toinhibit mitochondrial function, causing increased glycolysis and lactateproduction. 4-hydroxytamoxifen treatment of iPSC-CMs increased cellsurvival, decreased beating rate and increased beating velocity.
As an antibiotic, TAM increases membrane permeabilityand is active against Gram-positive and Gram- negative bacterial strains. It actsas both bactericidal and bacteriostatic agent.
As an antibiotic, TAM increases membrane permeabilityand is active against Gram-positive and Gram- negative bacterial strains. It actsas both bactericidal and bacteriostatic agent.
Preparation Note
Tamoxifen is soluble in Acetone at 1gr/ 30 ml and yields a clear, colorless to faint yellow solution. Solution is sensitive to UV light.
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signalword
Danger
hcodes
Hazard Classifications
Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1A - Repr. 1B
存储类别
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable