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Mirogabalin

CAS No.
1138245-13-2
Chemical Name:
Mirogabalin
Synonyms
Asapiprant;2-((1R,5S,6S)-6-(aminomethyl)-3-ethylbicyclo[3.2.0]hept-3-en-6-yl)acetic acid;DS5565;A200-0700;Milobarin;mirobalin;Miluobalin;Mirogabalin;Mirogabalin HCl;DS5565;A200-0700
CBNumber:
CB23051612
Molecular Formula:
C12H19NO2
Molecular Weight:
209.28
MDL Number:
MFCD28411425
MOL File:
1138245-13-2.mol
MSDS File:
SDS
Last updated:2024-07-02 08:55:03

Mirogabalin Properties

Boiling point 357.5±15.0 °C(Predicted)
Density 1.104±0.06 g/cm3(Predicted)
storage temp. Store at -20°C
solubility DMF:0.5(Max Conc. mg/mL);2.39(Max Conc. mM)
Ethanol:1.25(Max Conc. mg/mL);5.97(Max Conc. mM)
PBS (pH 7.2):0.5(Max Conc. mg/mL);2.39(Max Conc. mM)
Water:5.36(Max Conc. mg/mL);25.61(Max Conc. mM)
form A crystalline solid
pka 4.65±0.10(Predicted)
color Light yellow to light brown
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
InChIKey FTBQORVNHOIASH-CKYFFXLPSA-N
SMILES [C@]12([H])[C@]([H])([C@@](CN)(CC(O)=O)C1)C=C(CC)C2
FDA UNII S7LK2KDM5U
ATC code N02BG11

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338

Mirogabalin price More Price(17)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 22475 Mirogabalin ≥98% 1138245-13-2 1mg $68 2024-03-01 Buy
Cayman Chemical 22475 Mirogabalin ≥98% 1138245-13-2 5mg $152 2024-03-01 Buy
TRC M364940 Mirogabalin 1138245-13-2 1mg $140 2021-12-16 Buy
TRC M364940 Mirogabalin 1138245-13-2 2.5mg $305 2021-12-16 Buy
ChemScene CS-6008 Mirogabalin 99.31% 1138245-13-2 50mg $450 2021-12-16 Buy
Product number Packaging Price Buy
22475 1mg $68 Buy
22475 5mg $152 Buy
M364940 1mg $140 Buy
M364940 2.5mg $305 Buy
CS-6008 50mg $450 Buy

Mirogabalin Chemical Properties,Uses,Production

Description

Mirogabalin is a calcium channel blocker with analgesic effects. It binds to the α2δ-1 and α2δ-2 subunits of voltage-dependent Ca2+ channels. Mirogabalin has potent and sustained analgesic effects (ED50 = 2.5 mg/kg) in rats with diabetes induced by streptozotocin (STZ; ). Mirogabalin does not inhibit activities associated with CNS adverse effects of analgesics, such as rotarod performance (ID50 = 9.4 mg/kg) or locomotor activity (ID50 = 43.9 mg/kg), at its effective dose. Formulations containing mirogabalin are in clinical trials for diabetic peripheral neuropathic pain.

Uses

Mirogabalin is a two alpha2delta ligand which is investigated for the treatment of peripheral neuropathic pain, postherpetic neuralgia and fibromyalgia, showing promising results in patients with diabetic peripheral neuropathy.

brand name

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

Side effects

The most typical clinical adverse reactions of mirogabalin were dizziness (7.6%) and somnolence (5.1%). However, the occurrence rate was lower than with pregabalin, whose adverse effects were reported to include somnolence, balance disorder, fatigue, and peripheral edema, with an occurrence rate of 8.0%, 4.0%, 4.0%, and 4.0%, respectively[1].

Mode of action

Mirogabalin is an analog of the neurotransmitter, gamma-aminobutyric acid (GABA). It is a potent and specific ligand of the α2δ subunit of voltage-dependent Ca2+channels, which reduces calcium (Ca2+) influx and neurotransmission in dorsal root ganglia (DRGs), inhibiting neurotransmitter release in presynaptic neuron endings.

References

[1] Hui Tang. “The Clinical Application and Progress of Mirogabalin on Neuropathic Pain as a Novel Selective Gabapentinoids.” Mediators of Inflammation 2023 (2023): 4893436.

1138246-20-4
1138245-13-2
Synthesis of Mirogabalin from tert-butyl 2-((1R,5S,6S)-6-(((tert-butoxycarbonyl)amino)methyl)-3-ethylbicyclo[3.2.0]hept-3-en-6-yl)acetate

Mirogabalin Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 182)Suppliers
Supplier Tel Email Country ProdList Advantage
Beijing Hope Pharmaceutical Co., Ltd.
+86-010-67886402 +8613611125266 market@hopelife.cn China 71 58
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32760 60
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19553 58
Hebei Yanxi Chemical Co., Ltd.
+86-17531190177; +8617531190177 peter@yan-xi.com China 6011 58
HANGZHOU CLAP TECHNOLOGY CO.,LTD
86-571-88216897,88216896 13588875226 sales@hzclap.com CHINA 6313 58
AFINE CHEMICALS LIMITED
+86-0571-85134551 info@afinechem.com China 15395 58
Finetech Industry Limited
+86-27-87465837 +8618971612321 info@finetechnology-ind.com China 9624 58
Zhejiang J&C Biological Technology Co.,Limited
+1-2135480471 +1-2135480471 sales@sarms4muscle.com China 10522 58
Joyochem Co.,Ltd
+86-0531-82687558 +8613290333633 sales@joyochem.com China 41 58
InvivoChem
+1-708-310-1919 +1-13798911105 sales@invivochem.cn United States 6393 58

View Lastest Price from Mirogabalin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Mirogabalin pictures 2024-04-07 Mirogabalin
1138245-13-2
US $0.00-0.00 / mg 10mg 0.98 10g ShenZhen H&D Pharmaceutical Technology Co., LTD
Mirogabalin pictures 2023-08-16 Mirogabalin
1138245-13-2
US $0.00-0.00 / kg 1kg 99% 100tons Hebei Yanxi Chemical Co., Ltd.
  • Mirogabalin pictures
  • Mirogabalin
    1138245-13-2
  • US $0.00-0.00 / mg
  • 0.98
  • ShenZhen H&D Pharmaceutical Technology Co., LTD
  • Mirogabalin pictures
  • Mirogabalin
    1138245-13-2
  • US $0.00-0.00 / kg
  • 99%
  • Hebei Yanxi Chemical Co., Ltd.

Mirogabalin Spectrum

Mirogabalin [(1R,5S,6S)-6-(Aminomethyl)-3-ethylbicyclo[3.2.0]hept-3-en-6-yl]acetic acid A200-0700 DS5565;A200-0700 2-[(1R,5S,6S)-6-(aminomethyl)-3-ethyl-6-bicyclo[3.2.0]hept-3-enyl]acetic acid MIROGABALIN; DS-5565 DS 5565;DS-5565;DS5565 Bicyclo[3.2.0]hept-3-ene-6-acetic acid, 6-(aminomethyl)-3-ethyl-, (1R,5S,6S)- Miluobalin 2-((1R,5S,6S)-6-(aminomethyl)-3-ethylbicyclo[3.2.0]hept-3-en-6-yl)acetic acid Asapiprant DS5565 Mirogabalin HCl Milobarin Mirogabalin Impurity mirobalin Mirogabalin free base 1138245-13-2 API 1138245-13-2