MIROGABALIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C12H19NO2
Molecular Weight	209.2848
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12C[C@](CN)(CC(O)=O)[C@]1([H])C=C(CC)C2

InChI

InChIKey=FTBQORVNHOIASH-CKYFFXLPSA-N

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

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/30672128 | https://www.ncbi.nlm.nih.gov/pubmed/30913164 | https://www.daiichisankyo.com/media_investors/media_relations/press_releases/detail/006800.html

Mirogabalin, a selective alpha 2 delta ligand binds to the α2δ subunits of voltage-dependent calcium channels and thus blocks the channel. This drug was developed by Daiichi Sankyo and in January 2019 was approved in Japan for the treatment of neuropathic pain and for the postherpetic neuralgia.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Voltage-gated calcium channel alpha2/delta subunit 1 19 Target ID: CHEMBL1919 Sources: https://www.ncbi.nlm.nih.gov/pubmed/29563324	Binding Agent 1064		13.5 nM [Kd]
Voltage-gated calcium channel alpha2/delta subunit 2 6 Target ID: CHEMBL3896 Sources: https://www.ncbi.nlm.nih.gov/pubmed/29563324	Binding Agent 1064		22.7 nM [Kd]

PubMed

Title	Date	PubMed

Patents

Sample Use Guides

In Vivo Use Guide

postherpetic neuralgia: mirogabalin 15, 20, or 30 mg/day for up to 14 weeks peripheral neuropathic pain: mirogabalin 30 mg/day showed statistically significant pain relief

Route of Administration: Oral

Name

Type

Language

MIROGABALIN

Official Name

English

A-200-0700

Code

English

MIROGABALIN [USAN]

Common Name

English

BICYCLO(3.2.0)HEPT-3-ENE-6-ACETIC ACID, 6-(AMINOMETHYL)-3-ETHYL-, (1R,5S,6S)-

Common Name

English

A200-0700

Code

English

[(1R,5S,6S)-6-(Aminomethyl)-3-ethylbicyclo[3.2.0]hept-3-en-6-yl]acetic acid

Systematic Name

English

mirogabalin [INN]

Common Name

English

Mirogabalin [WHO-DD]

Common Name

English

Code System Code Type Description

INN

9767