Mirogabalin

Mirogabalin (brand name Tarlige; developmental code name DS-5565) is a medication developed by Daiichi Sankyo, a gabapentinoid. Gabapentin and pregabalin are also members of this class. As a gabapentinoid, mirogabalin binds to the α2δ subunit of voltage-gated calcium channel (1 and 2), but with significantly higher potency than pregabalin. It has shown promising results in Phase II clinical trials for the treatment of diabetic peripheral neuropathic pain.[1][2]

Mirogabalin
Clinical data
Trade namesTarlige
Other namesDS-5565
Routes of
administration		By mouth
ATC code
Identifiers
IUPAC name
  • (1R,5S,6S)-6-(aminomethyl)-3-ethyl-bicyclo(3.2.0)hept-3-ene-6-acetic acid
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
Chemical and physical data
FormulaC12H19NO2
Molar mass209.289 g·mol−1
3D model (JSmol)
SMILES
  • CCC1=CC2C(C1)C[C@@]2(CN)CC(=O)O
InChI
  • InChI=1S/C12H19NO2/c1-2-8-3-9-5-12(7-13,6-11(14)15)10(9)4-8/h4,9-10H,2-3,5-7,13H2,1H3,(H,14,15)/t9-,10-,12-/m1/s1
  • Key:FTBQORVNHOIASH-CKYFFXLPSA-N

Phase III trial results:

In Japan, the company submitted a marketing application for treatment of peripheral neuropathic pain.[5] The medication was approved for neuropathic pain and postherpetic neuralgia in Japan in January 2019.[6]

References
  1. Vinik A, Rosenstock J, Sharma U, Feins K, Hsu C, Merante D (December 2014). "Efficacy and safety of mirogabalin (DS-5565) for the treatment of diabetic peripheral neuropathic pain: a randomized, double-blind, placebo- and active comparator-controlled, adaptive proof-of-concept phase 2 study". Diabetes Care. 37 (12): 3253–61. doi:10.2337/dc14-1044. PMID 25231896.
  2. Vinik A, Sharma U, Feins K, Hsu C, Merante D (2014). "DS-5565 for the Treatment Of Diabetic Peripheral Neuropathic Pain: Randomized, Double-Blind, Placebo- And Active Comparator-Controlled Phase II Study (S20.004)". Neurology. 82 (10): S20.004.
  3. "Daiichi Sankyo Announces Top-line Results from Phase 3 Global Clinical Development Program Evaluating Mirogabalin in Pain Syndromes". Daiichi Sankyo. 30 June 2017.
  4. "Daiichi Sankyo Announces Positive Top-line Results from Phase 3 Clinical Trial Evaluating Mirogabalin in Diabetic Peripheral Neuropathic Pain". Daiichi Sankyo. 31 August 2017.
  5. "Daiichi Sankyo Submits Marketing Application for Mirogabalin in Japan". Daiichi Sankyo. 15 February 2018.
  6. "Mirogabalin - Daiichi Sankyo Company - AdisInsight".
  • "Mirogabalin". Drug Information Portal. U.S. National Library of Medicine.


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