反式-查耳酮
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- CAS号:
- 614-47-1
- 英文名:
- trans-Chalcone
- 英文别名:
- (E)-CHALCONE;BENZALACETOPHENONE;cone;BENZYLIDENEACETOPHENONE;1,3-DIPHENYL-2-PROPEN-1-ONE;CHALKONE;1,3-DIPHENYL-2-PROPENONE;2-Propen-1-one, 1,3-diphenyl-, (E)-;Nsc167107;trans-ChaL
- 中文名:
- 反式-查耳酮
- 中文别名:
- 查尔酮;苄差苯乙酮;苯丙烯酰苯;反-查尔酮;反-查耳酮;反式查尔酮;反式-查耳酮;查尔酮 反式;亚苄基代苯乙酮;苯苏合香稀甲酮
- CBNumber:
- CB7746253
- 分子式:
- C15H12O
- 分子量:
- 208.26
- MOL File:
- 614-47-1.mol
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反式-查耳酮化学性质
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熔点:
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55-59 °C
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沸点:
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208 °C25 mm Hg(lit.)
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密度:
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1.0712
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折射率:
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1.5361 (estimate)
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闪点:
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>230 °F
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储存条件:
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Sealed in dry,Room Temperature
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溶解度:
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Chloroform (Slightly)
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形态:
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Solid
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颜色:
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Pale Yellow
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气味 (Odor):
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at 100.00 %. floral balsam herbal
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香型:
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floral
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水溶解性:
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Soluble in chloroform, ether, benzene, and ethanol (slightly). Insoluble in water.
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Merck:
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14,2037
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BRN:
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509985
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LogP:
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4.013 (est)
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CAS 数据库:
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614-47-1(CAS DataBase Reference)
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NIST化学物质信息:
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Benzalacetophenone(614-47-1)
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反式-查耳酮性质、用途与生产工艺
反式-查耳酮是一种不饱和酮类化合物，浅黄色斜方棱柱体结晶。有文献报道其是一种小分子GPR52拮抗剂。反式-查耳酮可由苯乙酮和苯甲醛一步反应制备得到。
在氮气下，将[Ni（dmpymt）2] 6（5 mol％Ni），KOH（1.0 mmol），苯甲醇（1.5
mmol）和1-苯基乙醇（1.0 mmol）与甲苯（2.5 mL）/ t-BuOH（0.5
mL）加入50毫升Schlenk试管中，将试管置于70°C油浴中，在缓慢，稳定的氮气流中搅拌混合物36小时，将混合物冷却至室温，加水（10毫升）。
用CH2Cl2（3×10 mL）萃取水溶液，用无水Na2SO4干燥合并的萃取液，除去溶剂，在短时间快速柱色谱上纯化粗产物得到反式-查耳酮。
trans-Chalcone 是从Aronia melanocarpa 果皮中分离出来的，是类黄酮前体的双酚核心结构。trans-Chalcone 是有效的脂肪酸合酶 (FAS) 和 α-淀粉酶 (b>α-amylase) 抑制剂。trans-Chalcone 引起细胞周期停滞并诱导乳腺癌细胞系 MCF-7 凋亡。trans-Chalcone 具有抗真菌和抗癌活性。
trans-Chalcone competitively inhibits porcine pancreatic α-amylase with a Ki of 48 μM.
trans-Chalcone (30.23-98.03 μM; 24 hours) induces cell cycle arrest and apoptosis in MCF-7 cells.
trans-Chalcone (30.23-98.03 μM; 24 hours) reduces the expression of the apoptosis-related protein Bcl-2 and induces the expression of the CIDEA gene.
trans-Chalcone (58.25 μM; 6, 24 hours) has greater inhibition of Bcl-2, induction of APAF1 and BAX, and strong induction of CIDEA in 24 hours.
trans-Chalcone (24 hours) inhibits MCF-7 cell viability (IC
20
=30.23 μM; IC
50
=58.25 μM; IC
80
=98.03 μM). trans-Chalcone (48 h) has IC
50
s of 41.53 μM and 48.41 μM for MCF-7 and 3T3 cell lines, respectively. trans-Chalcone exhibits a pronounced cytotoxicity activity.
Apoptosis Analysis
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Cell Line:
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MCF-7 cell
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Concentration:
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30.23, 58.25, 98.03 μM
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Incubation Time:
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24 hours
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Result:
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Induced apoptosis of the breast cancer cell line.
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Cell Cycle Analysis
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Cell Line:
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MCF-7 cell
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Concentration:
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30.23, 58.25, 98.03 μM
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Incubation Time:
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24 hours
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Result:
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Caused cell cycle arrest in G1.
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Western Blot Analysis
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Cell Line:
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MCF-7 cell
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Concentration:
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20, 40, 80 μM
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Incubation Time:
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24, 48 hours
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Result:
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Reduced the expression of the apoptosis-related protein Bcl-2 and induced the expression of the CIDEA gene.
There was marked degradation of cyclin D1 at 48 h.
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RT-PCR
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Cell Line:
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MCF-7 cell
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Concentration:
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58.25 μM
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Incubation Time:
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6, 24 hours
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Result:
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Had greater inhibition of Bcl-2, induction of APAF1 and BAX, and strong induction of CIDEA in 24 hours.
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反式-查耳酮
上下游产品信息
上游原料
下游产品
| 更新日期 | 产品编号 | 产品名称 | CAS编号 | 包装 | 价格 |
|---|
| 2024/01/25 | HY-Y0598 | trans-Chalcone | | 5 g | 300元 |
| 2024/01/25 | HY-Y0598 | 反式-查耳酮
trans-Chalcone | 614-47-1 | 10mM * 1mLin DMSO | 330元 |
反式-查耳酮
生产厂家
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反式-查耳酮国内生产厂家
614-47-1, 反式-查耳酮 相关搜索:
- 高端化学
- 化工中间体工业原料
- 有机中间体
- 化工原料
- 格氏试剂
- 合成
- 中间体
- 有机原料
- 医药中间体
- 羰基化合物
- Flavonoids
- C15 to C38
- Carbonyl Compounds
- Building Blocks
- Ketones
- Organic Building Blocks
- C6H5COCHCHC6H5
- PERFEMIKER]查耳酮,97%
- 苯丙烯酰苯/苯基苯乙烯基甲酮/苯苏合香稀甲酮/苯乙烯基本基甲酮/苄差苯乙酮/亚苄基代苯乙酮/反-查尔酮/反式-查耳酮
- (E)-1,3-二苯基-2-丙烯-1-酮
- 反式查尔酮
- 反-查耳酮
- (E)-查耳酮
- 反-查耳酮,苯乙烯基苯基酮,97%
- 反-查耳酮,苯乙烯基苯基酮
- 反-查尔酮
- 反式-查耳酮
- 查尔酮 反式
- 1,3-二苯基-2-丙烯-1-酮
- 1,3-二苯-2-丙烯-1-酮
- 查尔酮
- 亚苄基代苯乙酮
- 苄差苯乙酮
- 苯乙烯基本基甲酮
- 苯苏合香稀甲酮
- 苯基苯乙烯基甲酮
- 苯丙烯酰苯
- 614-47-1
- cone
- BENZALACETOPHENONE
- BENZYLIDENEACETOPHENONE
- (E)-CHALCONE
- CHALKONE
- 2-Propen-1-one, 1,3-diphenyl-, (E)-
- 1,3-DIPHENYL-2-PROPENONE
- 1,3-DIPHENYL-2-PROPEN-1-ONE
- trans-Chalcone 614-47-1
- Benzylidence aceptophenone (Chalcone-97%)
- rans-chalcone
- 2-Propen-1-one, 1,3-diphenyl-, (2E)-
- trans-ChaL
- trans-Benzalacetophenone, (E)-1,3-Diphenylprop-2-en-1-one
- Phenyl[(E)-styryl] ketone
- (βE)-β-Phenylacrylophenone
- (αE)-β-Phenylacrylophenone
- trans-1,3-Diphenyl-2-propen-1-one
- (E)-1-Benzoyl-2-phenylethylene
- (E)-1,3-Diphenylpropen-3-one