Synonym
MGS0274 besylate; MGS 0274 besylate; MGS-0274 besylate; TS-134; TS134; TS 134;
IUPAC/Chemical Name
(1S,2S,3S,5R,6S)-2-amino-3-fluoro-6-(((S)-1-(((((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)oxy)carbonyl)oxy)ethoxy)carbonyl)bicyclo[3.1.0]hexane-2-carboxylic acid compound with benzenesulfonic acid (1:1)
InChi Key
KBBPYUNXSHDAMX-UDOTWNLBSA-N
InChi Code
InChI=1S/C21H32FNO7.C6H6O3S/c1-9(2)12-6-5-10(3)7-14(12)30-20(27)29-11(4)28-18(24)16-13-8-15(22)21(23,17(13)16)19(25)26;7-10(8,9)6-4-2-1-3-5-6/h9-17H,5-8,23H2,1-4H3,(H,25,26);1-5H,(H,7,8,9)/t10-,11+,12+,13+,14-,15+,16+,17+,21+;/m1./s1
SMILES Code
O=S(C1=CC=CC=C1)(O)=O.O=C([C@H]2[C@H]3[C@@H]2[C@](N)(C(O)=O)[C@@H](F)C3)O[C@H](C)OC(O[C@@H]4C[C@H](C)CC[C@H]4C(C)C)=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
587.66
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Urabe H, Miyakoshi N, Ohtake N, Nozoe A, Ochi M, Fukasawa M, Kinoshita K, Yamaguchi JI, Marumo T, Hikichi H, Chaki S, Hashihayata T. Discovery of MGS0274, an ester prodrug of a metabotropic glutamate receptor 2/3 agonist with improved oral bioavailability. Eur J Med Chem. 2020 Oct 1;203:112521. doi: 10.1016/j.ejmech.2020.112521. Epub 2020 Jul 5. PMID: 32698110.
2: Watanabe M, Marcy B, Kinoshita K, Fukasawa M, Hikichi H, Chaki S, Okuyama S, Gevorkyan H, Yoshida S. Safety and pharmacokinetic profiles of MGS0274 besylate (TS-134), a novel metabotropic glutamate 2/3 receptor agonist prodrug, in healthy subjects. Br J Clin Pharmacol. 2020 Nov;86(11):2286-2301. doi: 10.1111/bcp.14331. Epub 2020 Jun 10. PMID: 32353162; PMCID: PMC7576618.
3: Kinoshita K, Ochi M, Iwata K, Fukasawa M, Yamaguchi JI. Preclinical disposition of MGS0274 besylate, a prodrug of a potent group II metabotropic glutamate receptor agonist MGS0008 for the treatment of schizophrenia. Pharmacol Res Perspect. 2019 Sep 13;7(5):e00520. doi: 10.1002/prp2.520. PMID: 31523433; PMCID: PMC6743422.
