Synonym
WMS-1410; WMS1410; WMS 1410;
IUPAC/Chemical Name
3-(4-phenylbutyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine-1,7-diol
InChi Key
KKLZGWQBNXJWGZ-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H25NO2/c22-18-9-10-19-17(14-18)11-13-21(15-20(19)23)12-5-4-8-16-6-2-1-3-7-16/h1-3,6-7,9-10,14,20,22-23H,4-5,8,11-13,15H2
SMILES Code
OC1CN(CCCCC2=CC=CC=C2)CCC3=CC(O)=CC=C13
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
311.43
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: Markus A, Schepmann D, Wünsch B. Synthesis of oxazolo-annulated 3-benzazepines designed by merging two negative allosteric NMDA receptor modulators. Arch Pharm (Weinheim). 2022 Feb 27:e2200020. doi: 10.1002/ardp.202200020. Epub ahead of print. PMID: 35224754.
2: Gresch A, Hurtado HN, Wörmeyer L, De Luca V, Wiggers R, Seebohm G, Wünsch B, Düfer M. Selective Inhibition of N-Methyl-d-aspartate Receptors with GluN2B Subunit Protects β Cells against Stress-Induced Apoptotic Cell Death. J Pharmacol Exp Ther. 2021 Nov;379(3):235-244. doi: 10.1124/jpet.121.000807. Epub 2021 Sep 30. PMID: 34593560.
3: Ritter N, Korff M, Markus A, Schepmann D, Seebohm G, Schreiber JA, Wünsch B. Deconstruction - Reconstruction: Analysis of the Crucial Structural Elements of GluN2B-Selective, Negative Allosteric NMDA Receptor Modulators with 3-Benzazepine Scaffold. Cell Physiol Biochem. 2021 Mar 3;55(S3):1-13. doi: 10.33594/000000335. PMID: 33656308.
4: Falck E, Begrow F, Verspohl EJ, Wünsch B. In vitro and in vivo biotransformation of WMS-1410, a potent GluN2B selective NMDA receptor antagonist. J Pharm Biomed Anal. 2014 Jun;94:36-44. doi: 10.1016/j.jpba.2014.01.017. Epub 2014 Jan 24. PMID: 24534302.
5: Tewes B, Frehland B, Schepmann D, Schmidtke KU, Winckler T, Wünsch B. Conformationally constrained NR2B selective NMDA receptor antagonists derived from ifenprodil: Synthesis and biological evaluation of tetrahydro-3-benzazepine-1,7-diols. Bioorg Med Chem. 2010 Nov 15;18(22):8005-15. doi: 10.1016/j.bmc.2010.09.026. Epub 2010 Sep 24. PMID: 20965739.
