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49322

Sigma-Aldrich

1-Methyl-2-pyrrolidinone

puriss. p.a., ≥99.0% (GC)

Synonym(s):

1-Methyl-2-pyrrolidone, N-Methyl-2-pyrrolidone, NMP

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About This Item

Empirical Formula (Hill Notation):
C5H9NO
CAS Number:
872-50-4
Molecular Weight:
99.13
Beilstein:
106420
EC Number:
212-828-1
MDL number:
MFCD00003193
UNSPSC Code:
12352005
PubChem Substance ID:
329757410

vapor density

3.4 (vs air)

Quality Level

100

vapor pressure

0.29 mmHg ( 20 °C)
0.99 mmHg ( 40 °C)

grade

puriss. p.a.

Assay

≥99.0% (GC)

form

liquid

autoignition temp.

518 °F

expl. lim.

9.5 %

impurities

≤0.1% water

refractive index

n20/D 1.47 (lit.)
n20/D 1.470

pH

7.7-8

bp

202 °C (lit.)
81-82 °C/10 mmHg (lit.)

mp

−24 °C (lit.)

density

1.028 g/mL at 25 °C (lit.)

cation traces

Ca: ≤5 mg/kg
Cd: ≤1 mg/kg
Co: ≤1 mg/kg
Cr: ≤1 mg/kg
Cu: ≤1 mg/kg
Fe: ≤1 mg/kg
K: ≤20 mg/kg
Mg: ≤1 mg/kg
Mn: ≤1 mg/kg
Na: ≤20 mg/kg
Ni: ≤1 mg/kg
Pb: ≤1 mg/kg
Zn: ≤1 mg/kg

SMILES string

CN1CCCC1=O

InChI

1S/C5H9NO/c1-6-4-2-3-5(6)7/h2-4H2,1H3

InChI key

SECXISVLQFMRJM-UHFFFAOYSA-N

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Pictograms

Exclamation markHealth hazard
GHS07,GHS08

Signal Word

Danger

Hazard Classifications

Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 1

Flash Point(F)

195.8 °F - Pensky-Martens closed cup

Flash Point(C)

91 °C - Pensky-Martens closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
1202519
093729/1

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B A Jönsson et al.
Journal of chromatography. B, Biomedical sciences and applications, 694(2), 351-357 (1997-07-04)
A method for simultaneous determination of 5-hydroxy-N-methylpyrrolidone and 2-hydroxy-N-methylsuccinimide in urine is described. These compounds are metabolites of N-methyl-2-pyrrolidone, a powerful and widely used organic solvent. 5-Hydroxy-N-methylpyrrolidone and 2-hydroxy-N-methylsuccinimide were purified from urine by adsorption to a C8 solid-phase extraction
Laura Vogelaar et al.
Small (Weinheim an der Bergstrasse, Germany), 1(6), 645-655 (2006-12-29)
Phase separation micromolding (PSmicroM) is a versatile microfabrication technique that can be used to structure a very broad range of polymers, including block copolymers and biodegradable and conductive polymers without the need for clean-room facilities. By incorporating a subsequent process
K J Brodbeck et al.
Journal of controlled release : official journal of the Controlled Release Society, 62(3), 333-344 (1999-10-21)
The role of solvent properties and bath-side composition on the phase inversion dynamics and in vitro protein release kinetics of polylactic-co-glycolic acid (PLGA) solutions has been examined using dark ground imaging, in vitro release rate, and SEM techniques. Thermodynamic phase
Hsiao-Chun Wang et al.
European journal of medicinal chemistry, 84, 312-334 (2014-07-19)
Bioisosteric replacement of acylureido moiety in 6-acylureido-3-pyrrolylmethylidene-2-oxoindoline derivatives resulted in a series of malonamido derivatives with indolin-2-one scaffold (11-14). Further conformational restrictions of the malonamido moiety led to 2-oxo-1,2-dihydropyridine (21-25) or a 4-oxo-1,4-dihydropyridine derivatives (31-36). 4-Oxo-1,4-dihydropyridine derivatives were more potent
Ajit Dhananjay Jagtap et al.
European journal of medicinal chemistry, 85, 268-288 (2014-08-05)
A series of 6-acylureido derivatives containing a 3-(pyrrol-2-ylmethylidene)indolin-2-one scaffold were synthesized as potential dual Aurora B/FLT3 inhibitors by replacing the 6-arylureido moiety in 6-arylureidoindolin-2-one-based multi-kinase inhibitors. (Z)-N-(2-(pyrrolidin-1-yl)ethyl)-5-((6-(3-(2-fluoro-4-methoxybenzoyl)ureido)-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxamide (54) was identified as a dual Aurora B/FLT3 inhibitor (IC50 = 0.4 nM and 0.5 nM, respectively).
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