Pyridin-3-Ylmethyl 4-((2-Aminophenyl)Carbamoyl)Benzylcarbamate 4-((2-氨基苯基)氨甲酰)苄基氨基甲酸3-吡啶基甲基酯
CAS 209783-80-2 MFCD08272435
化学结构图
SMILES: Nc1ccccc1NC(=O)c1ccc(CNC(=O)OCc2cccnc2)cc1
化学属性
| Mol. Formula | C21H20N4O3 |
|---|---|
| Mol. Weight | 376 |
| Appearance | white off white solid powder |
| Solubility | Soluble in DMSO, not in water |
别名和识别编码
| Chemical Name | Pyridin-3-Ylmethyl 4-((2-Aminophenyl)Carbamoyl)Benzylcarbamate |
|---|---|
| CAS Number | 209783-80-2 |
| Synonym | ######## 3-pyridinylmethyl [[4-[[(2-aminophenyl)amino]carbonyl]phenyl]methyl]carbamate 3-pyridinylmethyl [[4-[[(2-aminophenyl)amino]carbonyl]phenyl]methyl]carbamate, MS-275 (Entinostat, SNDX-275), N-(2-Aminophenyl)-4-[N-(pyridine-3ylmethoxycarbonyl)aminomethyl]benzamide MS275; MS-275; MS 2275; SNDX275; SNDX-275; SNDX 275; Entinostat N-(2-Aminophenyl)-4-[N-(pyridine-3ylmethoxycarbonyl)aminomethyl]benzamide |
| MDL Number | MFCD03453552 |
| PubChem Substance ID | 329799578 |
| LabNetwork Molecule ID | LN01285798 |
| Chemical Name Translation | 4-((2-氨基苯基)氨甲酰)苄基氨基甲酸3-吡啶基甲基酯 |
| Formula | C21H20N4O3 |
| IUPAC Name | pyridin-3-ylmethyl 4-((2-aminophenyl)carbamoyl)benzylcarbamate. |
| InChIKey | INVTYAOGFAGBOE-UHFFFAOYSA-N |
| InChI | InChI=1S/C21H20N4O3/c22-18-5-1-2-6-19(18)25-20(26)17-9-7-15(8-10-17)13-24-21(27)28-14-16-4-3-11-23-12-16/h1-12H,13-14,22H2,(H,24,27)(H,25,26) |
| Canonical SMILES | O=C(OCC1=CC=CN=C1)NCC2=CC=C(C(NC3=CC=CC=C3N)=O)C=C2 |
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分类
- Heterocycles
- Pharmaceuticals
- Amines
- {SNA} Bioactive Small Molecules for Epigenetic Research, Histone Deacetylase Inhibitors, Other HDAC Inhibitors, 分子生物学, 表观遗传学
- Intermediates & Fine Chemicals
- Aromatics
产品应用
- Entinostat, also known as MS-275 or SNDX-275, is a potent HDAC inhibitor with potential antineoplastic activity. Entinostat binds to and inhibits histone deacetylase, an enzyme that regulates chromatin structure and gene transcription. This agent appears to exert dose-dependent effects in human leukemia cells including cyclin-dependent kinase inhibitor 1A (p21/CIP1/WAF1)-dependent growth arrest and differentiation at low drug concentrations; a marked induction of reactive oxygen species (ROS); mitochondrial damage; caspase activation; and, at higher concentrations, apoptosis.
相关文献及参考
- Hu, E., et al.: J. Pharmacol. Exp. Ther., 307, 720 (2003),
- Maggio, S., et al.: Cancer Res., 64, 2590 (2004),
- Gojo, I., et al.: Blood, 109, 2781 (2007),
- Xu, W; Oncogene, 26, 5541 (2007),
安全信息
GHS Symbol
- S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
- S36 Wear suitable protective clothing 穿戴适当的防护服；
- S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时，立即求医（可能时出示标签）；
- R25 Toxic if swallowed 吞咽有毒
- R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
- R48/25
- R61 May cause harm to the unborn child 可能对未出生的婴儿导致伤害
- R62 Possible risk of impaired fertility 有削弱生殖能力的危险
- P201 Obtain special instructions before use. 使用前获取专门指示。
- P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
- P301+P310
- P305+P351+P338
- P308+P313
