Details
Stereochemistry | ACHIRAL |
Molecular Formula | C5H9NO |
Molecular Weight | 99.1311 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CN1CCCC1=O
InChI
InChIKey=SECXISVLQFMRJM-UHFFFAOYSA-N
InChI=1S/C5H9NO/c1-6-4-2-3-5(6)7/h2-4H2,1H3
Molecular Formula | C5H9NO |
Molecular Weight | 99.1311 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Methyl pyrrolidone (or N-methyl pyrrolidone or NMP) is a small molecule acetyl‐lysine mimetic compound with potent immunomodulatory and direct anti‐myeloma activity. NMP is nontoxic, stable and already in use as a solvent in biomedical applications. This compound is under investigation in clinical trial phase I for the treatment of multiple myeloma. The study will evaluate if the NMP can be safely administered to humans at doses, which induce measurable immunological and anti-tumor effects in patients with myeloma. In addition, NMP could be useful for bone fracture repairing. NMP has shown a protective role in osteoblast differentiation in response to hypoxia, and such protection was through inhibiting the NF-κB signaling. Experiments on rodents have revealed that the compound had a remarkable anti-osteoporotic ability preserving activity in the pulp-dentine complex and preventing jawbone loss. These effects made NMP a promising candidate for the preservation of the activity of the pulp-dentin complex and jawbone thickness in post-menopausal females.
Approval Year
PubMed
Title | Date | PubMed |
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A simple and sensitive GC method for determination of N-methylpyrrolidine in cefepime and its preparation. | 2003 Nov 24 |
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Nicotine-related alkaloids and metabolites as inhibitors of human cytochrome P-450 2A6. | 2004 Feb 15 |
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Glyoxalase I-type hemithioacetal isomerization reactivity of a mononuclear Ni(II) deprotonated amide complex. | 2006 Dec 27 |
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Synthetic inhibitors of cytochrome P-450 2A6: inhibitory activity, difference spectra, mechanism of inhibition, and protein cocrystallization. | 2006 Nov 30 |
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1-Methyl-1-propyl-pyrrolidinium chloride. | 2008 Feb 29 |
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1,1'-Dimethyl-1,1'-(butane-1,4-di-yl)dipyrrolidinium dibromide methanol disolvate. | 2008 Jan 11 |
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Protic ionic liquids based on the dimeric and oligomeric anions: [(AcO)xH(x-1)]-. | 2008 May 28 |
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Rapid homogeneous lauroylation of wheat straw hemicelluloses under mild conditions. | 2008 Nov 24 |
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An improved ion chromatographic method for fast and sensitive determination of N-methylpyrrolidine in cefepime hydrochloride. | 2009 Aug |
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Selective triplet-state formation during charge recombination in a fullerene/Bodipy molecular dyad (Bodipy=borondipyrromethene). | 2009 Jul 27 |
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Using the cationic surfactants N-cetyl-N-methylpyrrolidinium bromide and 1-cetyl-3-methylimidazolium bromide for sweeping-micellar electrokinetic chromatography. | 2009 Jul 3 |
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Embryotoxic potential of N-methyl-pyrrolidone (NMP) and three of its metabolites using the rat whole embryo culture system. | 2009 Jun 1 |
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Formation and properties of stabilized aluminum nanoparticles. | 2009 Mar |
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Evaluation of Pharmasolve corneal permeability enhancement and its irritation on rabbit eyes. | 2009 May |
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Pyrrolidinium ionic liquid crystals with pendant mesogenic groups. | 2009 May 19 |
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Prospective monitoring of cefepime in intensive care unit adult patients. | 2010 |
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A simple and rapid dispersive liquid-liquid microextraction method followed by GC-FID for determination of N-methylpyrrolidine in cefepime. | 2010 Dec |
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Validation of capillary electrophoresis method for determination of N-methylpyrrolidine in cefepime for injection. | 2010 Nov |
Sample Use Guides
In Vivo Use Guide
Sources: https://clinicaltrials.gov/ct2/show/NCT02468687
N-methyl-pyrrolidone will be taken each morning as a single daily dose of oral suspension at a concentration of 50mg/ml on an empty stomach at least 30 minutes prior to food.
Route of Administration:
Oral
Substance Class |
Chemical
Created
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admin
on
Edited
Fri Dec 15 15:11:25 UTC 2023
by
admin
on
Fri Dec 15 15:11:25 UTC 2023
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Record UNII |
JR9CE63FPM
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Record Status |
Validated (UNII)
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N-METHYL-2-PYRROLIDONE
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DTXSID6020856
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m7460
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7307
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C45678
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