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2-吡咯烷酮

2-吡咯烷酮用途

【用途一】
用作有机合成的原料及溶剂
【用途二】
用作溶剂和有机合成中间体。用来制造尼龙-4及乙烯基吡咯烷酮等。

2-吡咯烷酮名称

[ CAS 号 ]:
616-45-5

[ 中文名 ]:
2-吡咯烷酮

[ 英文名 ]:
2-Pyrrolidinone

[中文别名 ]:

[英文别名 ]:

2-Pyrrolidinone
1-azacyclopentan-2-one
azacyclopentan-2-one
pyrrolidin-2-one
pyrrolidinone
2-oxopyrrolidine
α-pyrrolidone
MFCD00005270
Pyrrolidin-2-on
pyrrolidone

2-吡咯烷酮生物活性

[ 描述 ]:

2-吡咯烷酮是存在于甘蓝变种中的一种活性化合物,具有抗癌特性。

[ 相关类别 ]:

研究领域 >> 癌症

[ 靶点 ]

Human Endogenous Metabolite

[体外研究]

自由基清除活性随2-吡咯烷酮用量的增加而增加。发现2-吡咯烷酮的细胞毒性具有剂量和时间依赖性,并在所有选定的癌细胞系中通过显微镜观察其作用。观察到2-吡咯烷酮对HeLa的细胞毒性浓度分别为2.5 mg/mL,对PC-3细胞的细胞毒性浓度为3 mg/mL,对HeLa和PC-3细胞的细胞毒性浓度分别为1.5 mg/mL和2 mg/mL,对PC-3细胞的细胞毒性浓度分别为48 h。随着纯化2-吡咯烷酮浓度的增加,细胞活力降低。用2-吡咯烷酮(其IC50浓度分别为1.5 mg/mL和2 mg/mL,用于HeLa和PC-3细胞)处理24小时后,观察细胞的形态学变化。研究表明,2-吡咯烷酮通过细胞周期阻滞的G0/G1期诱导HeLa和PC-3细胞凋亡[1]。

[细胞实验]

使用MTT法评估抑制浓度（IC50）。将癌细胞（1×104细胞/孔）在96孔培养皿中培养48小时，形成75%的浓度。用浓度为（0.5至5 mg/mL）2-吡咯烷酮的新鲜培养基替换培养基，并将细胞进一步培养24小时和48小时。移除培养基，向每个孔中添加100 mL MTT溶液，并在37°C下培养4小时。去除上清液后，向每个孔中添加50 mL二甲基亚砜，并孵育10分钟以溶解福尔马赞晶体。在ELISA多孔板读取器中在620nm处测量光密度。OD值用于计算生存能力的百分比[1]。

[参考文献]

[1]. Thangam R, et al. Antioxidant and in vitro anticancer effect of 2-pyrrolidinone rich fraction of Brassica oleracea var. capitata through induction of apoptosis in human cancer cells. Phytother Res. 2013 Nov;27(11):1664-70.

2-吡咯烷酮物理化学性质

[ 密度 ]:
1.103

[ 沸点 ]:
250 ºC

[ 熔点 ]:
25.5 ºC

[ 分子式 ]:
C₄H₇NO

[ 分子量 ]:
85.104

[ 闪点 ]:
138 ºC

[ 精确质量 ]:
85.052765

[ PSA ]:
29.10000

[ LogP ]:
-1.01

[ 外观性状 ]:
透明无色液体或低熔点固体

[ 蒸汽密度 ]:
2.9 (vs air)

[ 蒸汽压 ]:
0.1±0.8 mmHg at 25°C

[ 折射率 ]:
1.486-1.488

[ 储存条件 ]:
2-8°C

[ 水溶解性 ]:
miscible

2-吡咯烷酮MSDS

详细MSDS(安全技术说明书)

2-吡咯烷酮毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UY5715000

CHEMICAL NAME :: 2-Pyrrolidinone

CAS REGISTRY NUMBER :: 616-45-5

LAST UPDATED :: 199710

DATA ITEMS CITED :: 11

MOLECULAR FORMULA :: C4-H7-N-O

MOLECULAR WEIGHT :: 85.12

WISWESSER LINE NOTATION :: T5MVTJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 8 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 160 mg/kg

TOXIC EFFECTS :: Behavioral - coma Lungs, Thorax, or Respiration - dyspnea

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 3700 mg/kg

TOXIC EFFECTS :: Behavioral - changes in motor activity (specific assay) Lungs, Thorax, or Respiration - respiratory depression Nutritional and Gross Metabolic - body temperature decrease

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 10 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 800 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 6500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Sex chromosome loss and nondisjunction

TEST SYSTEM :: Yeast - Saccharomyces cerevisiae

DOSE/DURATION :: 352200 umol/L

REFERENCE :: EMMUEG Environmental and Molecular Mutagenesis. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.10- 1987- Volume(issue)/page/year: 11,31,1988 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - A1513 No. of Facilities: 465 (estimated) No. of Industries: 7 No. of Occupations: 15 No. of Employees: 2456 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - A1513 No. of Facilities: 35 (estimated) No. of Industries: 2 No. of Occupations: 3 No. of Employees: 1215 (estimated) No. of Female Employees: 260 (estimated)

2-吡咯烷酮安全信息

[ 符号 ]:

GHS07

[ 信号词 ]:
Warning

[ 危害声明 ]:
H319

[ 警示性声明 ]:
P305 + P351 + P338

[ 个人防护装备 ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ 危害码 (欧洲) ]:
Xn

[ 风险声明 (欧洲) ]:
22

[ 安全声明 (欧洲) ]:
S24/25

[ 危险品运输编码 ]:
2810

[ WGK德国 ]:
1

[ RTECS号 ]:
UY5715000

[ 包装等级 ]:
III

[ 危险类别 ]:
6.1(b)

[ 海关编码 ]:
2933790090

2-吡咯烷酮合成路线

详细合成路线

2-吡咯烷酮上下游产品

2-吡咯烷酮上游产品

2-吡咯烷酮下游产品

2-吡咯烷酮制备

通常由γ-丁内酯经氨化而得。

另一种制法是以顺酐为原料，经加氢；氨化而得，收率可达90%-92%。

精制方法：使用前减压蒸馏精制。

2-吡咯烷酮海关

[ 海关编码 ]: 2933790090

[ 中文概述 ]:
2933790090 其他内酰胺. 增值税率:17.0% 退税率:9.0% 监管条件:无最惠国关税:9.0% 普通关税:20.0%

[ 申报要素 ]: 品名, 成分含量, 用途, 乌洛托品请注明外观, 6－己内酰胺请注明外观, 签约日期

[ Summary ]:
2933790090. other lactams. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:9.0%. General tariff:20.0%

2-吡咯烷酮文献

Identification of photosynthesis inhibitors of pelagic marine algae using 96-well plate microfractionation for enhanced throughput in effect-directed analysis.

Environ. Sci. Technol. 48(14) , 8003-11, (2014)

Because of large-scale production and use of an increasing diversity of chemicals in modern society, estuarine and coastal waters may be contaminated with numerous substances. Some of these compounds ...

Gellan gum-g-N-vinyl-2-pyrrolidone: synthesis, swelling, metal ion uptake and flocculation behavior.

Int. J. Biol. Macromol. 72 , 1292-300, (2014)

The synthesis of graft copolymer (gellan gum-g-N-vinyl-2-pyrrolidone) is carried out in nitrogen atmosphere using potassium bromate and silver as redox system. The reaction conditions for maximum graf...

Formulation and characterization of polymeric films containing combinations of antiretrovirals (ARVs) for HIV prevention.

Pharm. Res. 32(2) , 458-68, (2015)

To develop polymeric films containing dual combinations of anti-HIV drug candidate tenofovir, maraviroc and dapivirine for vaginal application as topical microbicides.A solvent casting method was used...

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