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Synthesis of "neoprofen", a rigidified analogue of ibuprofen, exemplifying synthetic methodology for altering the 3-D topology of pharmaceutical substances.

Title: Synthesis of "neoprofen", a rigidified analogue of ibuprofen, exemplifying synthetic methodology for altering the 3-D topology of pharmaceutical substances.
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Name(s): Ramsubhag, Ron R, author
Massaro, Chelsea L, author
Dadich, Christina M, author
Janeczek, Andrew J, author
Hoang, Tung T, author
Mazzio, Elizabeth A, author
Eyunni, Suresh, author
Soliman, Karam F A, author
Dudley, Gregory B, author
Type of Resource: text
Genre: Journal Article
Text
Date Issued: 2016-08-16
Physical Form: computer
online resource
Extent: 1 online resource
Language(s): English
Abstract/Description: 3,3-Dimethylcyclopentanes (neopentylenes) are ubiquitous in Nature but largely absent from synthetic pharmaceutical libraries. Neopentylenes define a hydrophobic and rigid 3-D topology with distinct molecular pharmacology, as exemplified here with two neopentylene-fused analogues of the synthetic anti-inflammatory drug, ibuprofen.
Identifier: FSU_pmch_27492587 (IID), 10.1039/c6ob01351a (DOI), PMC5008855 (PMCID), 27492587 (RID), 27492587 (EID)
Grant Number: G12 MD007582, P20 MD006738
Publication Note: This NIH-funded author manuscript originally appeared in PubMed Central at https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5008855.
Subject(s): Anti-Inflammatory Agents, Non-Steroidal/chemical synthesis
Anti-Inflammatory Agents, Non-Steroidal/chemistry
Anti-Inflammatory Agents, Non-Steroidal/pharmacology
Cyclooxygenase 2/metabolism
Cyclooxygenase 2 Inhibitors/chemical synthesis
Cyclooxygenase 2 Inhibitors/chemistry
Cyclooxygenase 2 Inhibitors/pharmacology
Humans
Ibuprofen/analogs & derivatives
Ibuprofen/chemistry
Ibuprofen/pharmacology
Molecular Structure
Persistent Link to This Record: http://purl.flvc.org/fsu/fd/FSU_pmch_27492587
Host Institution: FSU
Is Part Of: Organic & biomolecular chemistry.
1477-0539
Issue: iss. 33, vol. 14

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Ramsubhag, R. R., Massaro, C. L., Dadich, C. M., Janeczek, A. J., Hoang, T. T., Mazzio, E. A., … Dudley, G. B. (2016). Synthesis of "neoprofen", a rigidified analogue of ibuprofen, exemplifying synthetic methodology for altering the 3-D topology of pharmaceutical substances. Organic & Biomolecular Chemistry. Retrieved from http://purl.flvc.org/fsu/fd/FSU_pmch_27492587