mirogabalin

Also known as DS-5565, Tarlige

Mirogabalin (brand name Tarlige; developmental code name DS-5565) is a gabapentinoid medication developed by Daiichi Sankyo. 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.

In the Vinony graph

Within Vinony's link graph, mirogabalin is referenced by 834 other articles, and connects out to valproic acid, voltage-gated calcium channel complex and (RS)-baclofen.

It sits within the topics Aminomethyl compounds, Analgesics and Chemical pages without DrugBank identifier.

Its subject is documented across 5 Wikipedia language editions.

Chemical data

Formula: C12H19NO2
Molecular weight: 209.28 g/mol
IUPAC name: 2-[(1S,5R,6R)-6-(aminomethyl)-3-ethyl-6-bicyclo[3.2.0]hept-3-enyl]acetic acid
SMILES: CCC1=C[C@H]2[C@@H](C1)C[C@]2(CC(=O)O)CN
InChIKey: FTBQORVNHOIASH-NHCYSSNCSA-N
XLogP: -1.7
Polar surface area: 63.3 Å²
H-bond donors: 2
H-bond acceptors: 3
Formal charge: 0

via PubChem

Wikidata facts

Subclass of: chemical compound
Mass: 209.141578848
Has use: medication

Show 4 more facts

canonical SMILES: CCC1=CC2C(C1)CC2(CN)CC(=O)O
isomeric SMILES: CCC1=C[C@@H]2[C@H](C1)C[C@@]2(CC(=O)O)CN
chemical formula: C₁₂H₁₉NO₂
Commons category: Mirogabalin

Sources (2)

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Encyclopedic overview

2 sections

Contents

References
External links

Phase III trial results: Effective: for post-herpetic neuralgia (trial: NEUCOURSE) Ineffective: for fibromyalgia (trial: ALDAY) Effective: for diabetic peripheral neuropathic pain (trial: REDUCER)

Excerpted from Wikipedia’s “mirogabalin” article, available under the CC BY-SA 4.0 licence.