Bicyclo[3.1.0]hexane-2,6-dicarboxylic acid, 2-amino-3-[[(3,4-difluorophenyl)thio]methyl]-4-hydroxy-, 2,6-bis[[[(1-methylethoxy)carbonyl]oxy]methyl] ester, (1S,2R,3S,4S,5R,6R)-
![Bicyclo[3.1.0]hexane-2,6-dicarboxylic acid, 2-amino-3-[[(3,4-difluorophenyl)thio]methyl]-4-hydroxy-, 2,6-bis[[[(1-methylethoxy)carbonyl]oxy]methyl] ester, (1S,2R,3S,4S,5R,6R)- Structure](CAS/20210305/GIF/1377615-76-3.gif)
- CAS No.
- 1377615-76-3
- Chemical Name:
- Bicyclo[3.1.0]hexane-2,6-dicarboxylic acid, 2-amino-3-[[(3,4-difluorophenyl)thio]methyl]-4-hydroxy-, 2,6-bis[[[(1-methylethoxy)carbonyl]oxy]methyl] ester, (1S,2R,3S,4S,5R,6R)-
- Synonyms
- LY3027788;Bicyclo[3.1.0]hexane-2,6-dicarboxylic acid, 2-amino-3-[[(3,4-difluorophenyl)thio]methyl]-4-hydroxy-, 2,6-bis[[[(1-methylethoxy)carbonyl]oxy]methyl] ester, (1S,2R,3S,4S,5R,6R)-
- CBNumber:
- CB28381097
- Molecular Formula:
- C25H31F2NO11S
- Molecular Weight:
- 591.58
- MDL Number:
- MOL File:
- 1377615-76-3.mol
Bicyclo[3.1.0]hexane-2,6-dicarboxylic acid, 2-amino-3-[[(3,4-difluorophenyl)thio]methyl]-4-hydroxy-, 2,6-bis[[[(1-methylethoxy)carbonyl]oxy]methyl] ester, (1S,2R,3S,4S,5R,6R)- Chemical Properties,Uses,Production
Uses
LY3027788, a diester analog of LY3020371 which is an mGlu2/3 receptor antagonist, is a potent and orally active prodrug of LY3020371. LY3027788 has antidepressant efficacy[1][2].
in vivo
LY3027788 (4.8-27 mg/kg; a single p.o.) produces antidepressant-like decreases in immobility times in the forced-swim test in mice[1].
LY3027788 (4.8-16 mg/kg; a single p.o.) enhances the locomotor stimulant effects of quinpirole at the dose of 16 mg/kg in the locomotor activity assay in mice[1].
LY3027788 (10-30 mg/kg; a single p.o.) dose dependently increases the wake time of rats without engendering rebound hypersomnolence[1].
LY3027788 (a single p.o.) leads to the rapid and dose-proportionate appearance of the pharmacologically active species LY3020371 in plasma of both mouse (4.8-27 mg/kg) and rat (3-30 mg/kg)[1].
| Animal Model: | Male Sprague-Dawley mice (20-25 g)[1] |
| Dosage: | 4.8, 16, 27 mg/kg |
| Administration: | A single p.o. (60 minutes prior to testing) |
| Result: | Potent and efficacious with a minimal effective dose of 16 mg/kg in the mouse forced-swim assay. The ED60 was 8.2 mg/kg. |
IC 50
mGluR2; mGluR3
References
[1] Witkin JM, et, al. Comparative Effects of LY3020371, a Potent and Selective Metabotropic Glutamate (mGlu) 2/3 Receptor Antagonist, and Ketamine, a Noncompetitive N-Methyl-d-Aspartate Receptor Antagonist in Rodents: Evidence Supporting the Use of mGlu2/3 Antagonists, for the Treatment of Depression. J Pharmacol Exp Ther. 2017 Apr;361(1):68-86. DOI:10.1124/jpet.116.238121
[2] Witkin JM, et, al. mGlu2/3 receptor antagonism: A mechanism to induce rapid antidepressant effects without ketamine-associated side-effects. Pharmacol Biochem Behav. 2020 Mar;190:172854. DOI:10.1016/j.pbb.2020.172854
Bicyclo[3.1.0]hexane-2,6-dicarboxylic acid, 2-amino-3-[[(3,4-difluorophenyl)thio]methyl]-4-hydroxy-, 2,6-bis[[[(1-methylethoxy)carbonyl]oxy]methyl] ester, (1S,2R,3S,4S,5R,6R)- Preparation Products And Raw materials
Raw materials
Preparation Products
Bicyclo[3.1.0]hexane-2,6-dicarboxylic acid, 2-amino-3-[[(3,4-difluorophenyl)thio]methyl]-4-hydroxy-, 2,6-bis[[[(1-methylethoxy)carbonyl]oxy]methyl] ester, (1S,2R,3S,4S,5R,6R)- Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| RD International Technology Co., Limited | 18024082417 | market@ubiochem.com | China | 9835 | 58 |
| TargetMol Chemicals Inc. | 15002134094 | marketing@targetmol.cn | China | 26070 | 58 |
| Supplier | Advantage |
|---|---|
| RD International Technology Co., Limited | 58 |
| TargetMol Chemicals Inc. | 58 |
