3-溴丙酮酸
中文名称:
3-溴丙酮酸
中文同义词:
溴丙酮酸,97%;3-溴丙酮酸;3-溴-2-氧代丙酸3-溴丙酮酸;3-溴庚酸;3-溴-2-氧代丙酸;3-溴丙酮酸97%;3-溴丙酮酸、3-溴庚酸、3-溴代丙酮酸;溴丙酮酸
英文名称:
Bromopyruvic acid
英文同义词:
BROMOPYRUVIC ACID;3-BROMOPYRUVIC ACID;3-BROMO-2-OXOPROPANOIC ACID;3-BROMO-2-OXOPROPIONIC ACID;3-Bromopyruvic acid ,97%;2-Oxo-3-bromopropanoic acid;2-Oxo-3-bromopropionic acid;beta-bromopyruvicacid
CAS号:
1113-59-3
分子式:
C3H3BrO3
分子量:
166.96
EINECS号:
214-206-5
相关类别:
农药中间体;杀菌剂中间体;通用试剂;羧酸;有机砌块;有机酸;羰基化合物;Aliphatics;Carboxylic Acids;Organic acids;Carboxylic Acids;苯并咪唑类杀菌剂;Piperidines;农药原料;材料中间体及助剂;有机化工;有机化学;细胞生物学试剂
Mol文件:
1113-59-3.mol
熔点
77-82 °C
沸点
223.4±23.0 °C(Predicted)
密度
1.7314 (rough estimate)
折射率
1.4650 (estimate)
储存条件
2-8°C
溶解度
water: soluble1g/10 mL, clear, colorless
酸度系数(pKa)
1.84±0.54(Predicted)
形态
White crystalline solid
水溶解性
Soluble in water, dimethyl sulfoxide, ethyl acetate and water.
BRN
1746786
InChIKey
PRRZDZJYSJLDBS-UHFFFAOYSA-N
CAS 数据库
1113-59-3(CAS DataBase Reference)
EPA化学物质信息
Propanoic acid, 3-bromo-2-oxo- (1113-59-3)
生物活性
3-Bromopyruvic acid 是己糖激酶 II (hexokinase II, HXK II) 抑制剂，是一种有效的针对肝癌细胞的抗肿瘤剂。
体外研究
3-Bromopyruvate enhances TRAIL-induced apoptosis in breast cancer cells.
3-Bromopyruvate (Bromopyruvic acid), a hexokinase II inhibitor, can induce apoptosis in hepatocellular carcinoma cells by inducing endoplasmic reticulum (ER) stress.
3-Bromopyruvate inhibits ATP generation and upregulates the expression of DR5. 3-Bromopyruvate upregulates CHOP, GRP78 and the phosphorylation of AMPK and augments TRAIL-induced Bax and caspase-3 levels.
Cell Viability Assay
Cell Line: MCF-7 and MDA-MB-231 cells
Concentration: 40, 80, 160 or 320 µM
Incubation Time: 24 hours
Result: 3-Bromopyruvate (80 and 160 µmol/l) and TRAIL (400 ng/ml) significantly inhibited cell viability.
Cell Line:
MCF-7 and MDA-MB-231 cells
Concentration:
40, 80, 160 or 320 µM
Incubation Time:
24 hours
Result:
3-Bromopyruvate (80 and 160 µmol/l) and TRAIL (400 ng/ml) significantly inhibited cell viability.
体内研究
3-Bromopyruvate (8 mg/kg; i.p.; every 4 days for 28 days) shows a synergistic antitumor effect in MCF-7 cell xenografts in nude mice.
Animal Model: Female nude mice (BALB/c; 4-5-weeks old and 18-20 g)
Dosage: 8 mg/kg
Administration: I.p.; every 4 days for 28 days
Result: Showed antitumor efficacy in tumor xenografts.
Animal Model:
Female nude mice (BALB/c; 4-5-weeks old and 18-20 g)
Dosage:
8 mg/kg
Administration:
I.p.; every 4 days for 28 days
Result:
Showed antitumor efficacy in tumor xenografts.
化学性质
3-溴代丙酮酸是白色固体，m.p.64～67℃。不溶于水。
用途
3-溴代丙酮酸是杀菌剂噻菌灵的中间体。
用途
半胱氨酸残基的亲和标记;核酸和蛋白质之间的交联剂
生产方法
其制备方法是将丙酮酸中加入少许浓硫酸和溶剂二氯甲烷置于反应瓶中，滴加溴约需3.5h，并搅拌，有白色沉淀产生，再继续搅拌1h，用环己烷和石油醚稀释，然后冷却反应混合物得到结晶，过滤，用石油醚洗涤并干燥得到产品。
类别
有毒物质
毒性分级
高毒
急性毒性
腹腔-小鼠 LD50: 72 毫克/公斤
可燃性危险特性
热分解排出有毒溴化物蒸汽
储运特性
库房通风低温干燥; 与食品原料分开存放
灭火剂
泡沫、干粉、二氧化碳、雾状水
危险品标志
C
危险类别码
34-20/21/22
安全说明
26-36/37/39-45-27
危险品运输编号
UN 3261 8/PG 2
WGK Germany
3
RTECS号
UZ0840000
F
19-21
Hazard Note
Corrosive
TSCA
Yes
HazardClass
8
PackingGroup
II
海关编码
29183000
