Navamepent

Last updated

Navamepent
Navamepent structure.png
Clinical data
Other namesRX-10045
Identifiers
  • propan-2-yl (5S,8E,10E,12R)-5,12-dihydroxypentadeca-8,10-dien-6,14-diynoate
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
Chemical and physical data
Formula C18H24O4
Molar mass 304.386 g·mol−1
3D model (JSmol)
  • CC(C)OC(=O)CCC[C@@H](C#C/C=C/C=C/[C@@H](CC#C)O)O
  • InChI=1S/C18H24O4/c1-4-10-16(19)11-7-5-6-8-12-17(20)13-9-14-18(21)22-15(2)3/h1,5-7,11,15-17,19-20H,9-10,13-14H2,2-3H3/b6-5+,11-7+/t16-,17-/m1/s1
  • Key:ZVOCIIHCJJEFRQ-BHXBHYJPSA-N

Navamepent (RX-10045) is a synthetic analogue [1] of the endogenous fatty acid resolvin E1, a member of the specialized pro-resolving mediators. Navamepent is presumed to act as an agonist of the CMKLR1 receptor in a manner similar to resolvin E1.

It was developed as a topical ophthalmic formulation to promote recovery from eye inflammation and advanced to Phase II clinical trials, but was not pursued further. [2] [3] [4]

References

  1. WO 2010120719,Gjorstrup P, Schwartz CE,"Compositions and methods for the treatment of inflammation",published 21 October 2010, assigned to Resolvyx Pharmaceuticals, Inc.
  2. Torricelli AA, Santhanam A, Agrawal V, Wilson SE (2014). "Resolvin E1 analog RX-10045 0.1% reduces corneal stromal haze in rabbits when applied topically after PRK". Molecular Vision. 20: 1710–1716. PMC   4279593 . PMID   25558174.
  3. Hesselink JM, Chiosi F, Costagliola C (2016). "Resolvins and aliamides: lipid autacoids in ophthalmology - what promise do they hold?". Drug Design, Development and Therapy. 10: 3133–3141. doi: 10.2147/DDDT.S112389 . PMC   5045908 . PMID   27729772.
  4. Serhan CN (April 2017). "Treating inflammation and infection in the 21st century: new hints from decoding resolution mediators and mechanisms". FASEB Journal. 31 (4): 1273–1288. doi: 10.1096/fj.201601222R . PMC   5349794 . PMID   28087575.