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Pelubiprofen

From Wikipedia, the free encyclopedia
Chemical compound

Pharmaceutical compound
Pelubiprofen
Clinical data
Trade namesPelubi
ATC code
Legal status
Legal status
  • Rx in several countries
Identifiers
  • 2-[4-[(E)-(2-Oxocyclohexylidene)methyl]phenyl]propanoic acid
CAS Number
PubChemCID
DrugBank
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC16H18O3
Molar mass258.317 g·mol−1
3D model (JSmol)
  • CC(C1=CC=C(C=C1)/C=C/2\CCCCC2=O)C(=O)O
  • InChI=1S/C16H18O3/c1-11(16(18)19)13-8-6-12(7-9-13)10-14-4-2-3-5-15(14)17/h6-11H,2-5H2,1H3,(H,18,19)/b14-10+
  • Key:AUZUGWXLBGZUPP-GXDHUFHOSA-N

Pelubiprofen is anonsteroidal anti-inflammatory drug of theprofen class used to treatback pain andosteoarthritis.[1]

Pelubiprofen was developed in South Korea by Daewon Pharmaceuticals and it is marketed in Korea and Russia,[2] among other countries.

Research

[edit]

Pelubiprofen is being studied for use in combination witheperisone.[3]

Because pelubiprofen has low water solubility, development of salt formulations with better solubility are being studied.[4]

Synthesis

[edit]

Pelubiprofen can be prepared by the reaction of 1-(1-piperidino)cyclohexene (1) with ethyl 2-(4-formylphenyl)propanoate (2).[5][6][7][8][9][10][11]

Synthesis of pelubiprofen

References

[edit]
  1. ^"Pelubiprofen - Daewon Pharmaceutical".AdisInsight. Springer Nature Switzerland AG.
  2. ^Chan-Hyuk K (26 September 2023)."Daewon Pharm wins $3 million deal to export Pelubi to Indonesia". Korea Biomedial Review.
  3. ^"(Eperisone + pelubiprofen) by Daewon Pharmaceutical for Low Back Pain: Likelihood of Approval".pharmaceutical-technology.com. 5 June 2023.[permanent dead link]
  4. ^Park JY, Oh DH, Park SW, Chae BR, Kim CW, Han SH, et al. (May 2021)."Development of Pelubiprofen Tromethamine with Improved Gastrointestinal Safety and Absorption".Pharmaceutics.13 (5): 745.doi:10.3390/pharmaceutics13050745.PMC 8158122.PMID 34070062.
  5. ^Serradell, MN; Castaer, J.; RS-2131. Drugs Fut 1984, 9, 4, 275.
  6. ^Terada, Atsusuke; Naruto, Shunji; Wachi, Kazuyuki; Tanaka, Shigeru; Iizuka, Yoshio; Misaka, Eiichi (1984). "Synthesis and antiinflammatory activity of [(cycloalkylmethyl)phenyl]acetic acids and related compounds". Journal of Medicinal Chemistry. 27 (2): 212–216. doi:10.1021/jm00368a019.
  7. ^Atsusuke Terada, Shigeru Tanaka, & Eiichi Misaka, US4254274 (1981 to Sankyo Co Ltd).
  8. ^Yuan Weiguan, et al. CN111153791 (2020 to HUNAN JIUDIAN HONGYANG PHARMACEUTICAL Co., Ltd).
  9. ^Yuan Weiguan, et al. WO2021129651 (to Hunan Jiudian Pharmaceutical Co Ltd).
  10. ^Ning Hulin, et al. CN110041191 (2019 to HUNAN JIUDIAN HONGYANG PHARMACEUTICAL Co., Ltd.).
  11. ^ChemDrug
pyrazolones /
pyrazolidines
salicylates
acetic acid derivatives
and related substances
oxicams
propionic acid
derivatives (profens)
n-arylanthranilic
acids (fenamates)
COX-2 inhibitors
(coxibs)
other
NSAID
combinations
Key:underline indicates initially developed first-in-class compound of specific group;#WHO-Essential Medicines;withdrawn drugs;veterinary use.
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