Synonym
TP0473292; TP 0473292; TP-0473292
IUPAC/Chemical Name
(1R,2R,3R,5R,6R)-2-(((S)-1-((adamantane-1-carbonyl)oxy)ethoxy)carbonyl)-2-amino-6-fluoro-3-((4-fluorobenzyl)oxy)bicyclo[3.1.0]hexane-6-carboxylic acid
InChi Key
OCKJWSRXCCMMEI-AHGQKZNCSA-N
InChi Code
InChI=1S/C28H33F2NO7/c1-14(37-24(34)26-10-16-6-17(11-26)8-18(7-16)12-26)38-25(35)28(31)21(9-20-22(28)27(20,30)23(32)33)36-13-15-2-4-19(29)5-3-15/h2-5,14,16-18,20-22H,6-13,31H2,1H3,(H,32,33)/t14-,16?,17?,18?,20+,21+,22-,26?,27+,28-/m0/s1
SMILES Code
O=C([C@@]1(F)[C@]2([H])C[C@@H](OCC3=CC=C(F)C=C3)[C@@](N)(C(O[C@H](OC(C45CC6CC(C5)CC(C6)C4)=O)C)=O)[C@]12[H])O
Appearance
To be determined
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
533.57
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. Inatani S, Ochi M, Kinoshita K, Yamaguchi JI, Endo H. Preclinical metabolism and disposition of TP0473292, a novel oral prodrug of the potent metabotropic glutamate 2/3 receptor antagonist TP0178894 for the treatment of depression. Drug Metab Dispos. 2023 Feb 8:DMD-AR-2022-001116. doi: 10.1124/dmd.122.001116. Epub ahead of print. PMID: 36754836.
2. Watanabe M, Marcy B, Hiroki A, Watase H, Kinoshita K, Iijima M, Marumo T, Zarate CA, Chaki S. Evaluation of the Safety, Tolerability, and Pharmacokinetic Profiles of TP0473292 (TS-161), A Prodrug of a Novel Orthosteric mGlu2/3 Receptor Antagonist TP0178894, in Healthy Subjects and Its Antidepressant-Like Effects in Rodents. Int J Neuropsychopharmacol. 2022 Feb 11;25(2):106-117. doi: 10.1093/ijnp/pyab062. PMID: 34534292; PMCID: PMC8832229.
