2-Pyrrolidinone

Modify Date: 2024-01-02 12:12:50

2-Pyrrolidinone Structure
2-Pyrrolidinone structure
 Common Name 2-Pyrrolidinone
CAS Number 616-45-5 Molecular Weight 85.104
Density 1.103 Boiling Point 250 ºC
Molecular Formula C4H7NO Melting Point 25.5 ºC
MSDS Chinese USA Flash Point 138 ºC
Symbol GHS07
GHS07		 Signal Word Warning

 Use of 2-Pyrrolidinone


2-Pyrrolidinone is an active compound present in Brassica oleracea var. capitata and displays anticancer property.

 Names

Name pyrrolidin-2-one
Synonym More Synonyms

 2-Pyrrolidinone Biological Activity

Description 2-Pyrrolidinone is an active compound present in Brassica oleracea var. capitata and displays anticancer property.
Related Catalog
Target

Human Endogenous Metabolite

In Vitro Radical scavenging activity increases with increasing the amount of 2-Pyrrolidinone. The cytotoxicity of 2-Pyrrolidinone is found to be dose and time dependent, and the effect is observed microscopically in all of the selected cancer cell lines. It is observed that 2-Pyrrolidinone has cytotoxic concentrations of 2.5 mg/mL for HeLa, 3 mg/mL for PC-3 cells at 24 h and 1.5 mg/mL for HeLa and 2 mg/mL for PC-3 cells at 48 h, respectively. The cell viability decreases with increasing concentrations of purified 2-Pyrrolidinone. After treatment with 2-Pyrrolidinone their IC50 concentrations (1.5 mg/mL and 2 mg/mL for HeLa and PC-3 cells, respectively) for a period of 24 h, morphological changes in the cells are observed. It is demonstrated that 2-Pyrrolidinone induces apoptosis in HeLa and PC-3 cells via G0/G1phase of cell cycle arrest[1].
Cell Assay The inhibitory concentrations (IC50) are evaluated using an MTT assay. Cancer cells are grown (1×104 cells/well) in a 96-well plate for 48 h into 75% confluence. The medium is replaced with fresh medium containing concentration of (0.5 to 5 mg/mL) 2-Pyrrolidinone, and the cells are further incubated for 24 h and 48 h. The culture medium is removed, and 100 mL of the MTT solution is added to each well and incubated at 37°C for 4 h. After removal of the supernatant, 50 mL of DMSO is added to each of the wells and incubated for 10 min to solubilize the formazan crystals. The optical density is measured at 620 nm in an ELISA multi-well plate reader. The OD value is used to calculate the percentage of viability[1].
References

[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.

 Chemical & Physical Properties

Density 1.103
Boiling Point 250 ºC
Melting Point 25.5 ºC
Molecular Formula C4H7NO
Molecular Weight 85.104
Flash Point 138 ºC
Exact Mass 85.052765
PSA 29.10000
LogP -1.01
Vapour density 2.9 (vs air)
Vapour Pressure 0.1±0.8 mmHg at 25°C
Index of Refraction 1.486-1.488
Storage condition 2-8°C
Water Solubility miscible

 Toxicological Information

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)

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H319
Precautionary Statements P305 + P351 + P338
Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xn
Risk Phrases 22
Safety Phrases S24/25
RIDADR 2810
WGK Germany 1
RTECS UY5715000
Packaging Group III
Hazard Class 6.1(b)
HS Code 2933790090

 Synthetic Route

 Customs

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

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 Synonyms

2-Pyrrolidinone
1-azacyclopentan-2-one
azacyclopentan-2-one
pyrrolidin-2-one
pyrrolidinone
2-oxopyrrolidine
α-pyrrolidone
MFCD00005270
Pyrrolidin-2-on
pyrrolidone
Tetrahydropyrrolone
2-Pyrrolidone
EINECS 210-483-1
Piracetam Impurity 1
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