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
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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O-Phosphonatomethylcholine, its analogues, alkyl esters, and their biological activity. | 2001 Dec 6 |
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Studies on a soft glycopyrrolate analog, SG-1. | 2002 Feb |
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Nicotine-related alkaloids and metabolites as inhibitors of human cytochrome P-450 2A6. | 2004 Feb 15 |
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A new class of potent non-imidazole H(3) antagonists: 2-aminoethylbenzofurans. | 2004 Feb 9 |
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Direct synthesis of fused 1,2,3,4,5-pentathiepins. | 2005 Oct 7 |
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Influence of endotoxin induced fever on the pharmacokinetics of intramuscularly administered cefepime in rabbits. | 2006 Jun |
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Nicotine: on the potential role of ionic liquids for its processing and purification. | 2007 Jul 19 |
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Evaluation of traps and lures for mass trapping of Mediterranean fruit fly in citrus groves. | 2008 Feb |
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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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Preparation of second generation ionic liquids by efficient solvent-free alkylation of N-heterocycles with chloroalkanes. | 2008 Jan 25 |
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Prospective monitoring of cefepime in intensive care unit adult patients. | 2010 |
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
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SUBSTANCE RECORD