Synonym
S26131; S 26131; S-26131.
IUPAC/Chemical Name
N-[2-[7-[3-[8-(2-acetamidoethyl)naphthalen-2-yl]oxypropoxy]naphthalen-1-yl]ethyl]acetamide
InChi Key
NSXBZYDTTKLTOH-UHFFFAOYSA-N
InChi Code
InChI=1S/C31H34N2O4/c1-22(34)32-16-14-26-8-3-6-24-10-12-28(20-30(24)26)36-18-5-19-37-29-13-11-25-7-4-9-27(31(25)21-29)15-17-33-23(2)35/h3-4,6-13,20-21H,5,14-19H2,1-2H3,(H,32,34)(H,33,35)
SMILES Code
CC(NCCC1=C2C=C(OCCCOC3=CC=C4C=CC=C(CCNC(C)=O)C4=C3)C=CC2=CC=C1)=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
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
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
Biological target:
S26131 is a potent and selective MT1 melatoninergic ligand, and the Ki values are 0.5 and 112 nM for MT1 and MT2, respectively.
In vitro activity:
S26131 was used to block the MT1 receptor. By inhibiting the MT1 receptor, S26131 was employed to investigate the role of the MT1 receptor in the proliferation of porcine skin-derived stem cell-derived primordial germ cell-like cells to investigate how melatonin promotes the proliferation of PGCLCs and its potential involvement in the mitogen-activated protein kinase signaling pathway.
Reference: J Pineal Res. 2022 Nov;73(4):e12833. https://pubmed.ncbi.nlm.nih.gov/36106819/
In vivo activity:
S26131 was used as an MT1 receptor antagonist to study the effects of melatonin on bladder sensory neurons. Melatonin had inhibitory effects on the mechanosensitivity of certain bladder afferents, specifically the low threshold stretch-sensitive muscular-mucosal bladder afferents, by acting through the MT2 receptors. This suggests that S26131, as an MT1 receptor antagonist, did not block the inhibitory effects of melatonin.
Reference: Sci Rep. 2022 Oct 21;12(1):17686. https://pubmed.ncbi.nlm.nih.gov/36271291/
|
Solvent |
mg/mL |
mM |
| Solubility |
| DMSO |
5.0 |
10.03 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
498.62
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 |
Formulation protocol:
1. Liu WX, Tan SJ, Wang YF, Zhang FL, Feng YQ, Ge W, Dyce PW, Reiter RJ, Shen W, Cheng SF. Melatonin promotes the proliferation of primordial germ cell-like cells derived from porcine skin-derived stem cells: A mechanistic analysis. J Pineal Res. 2022 Nov;73(4):e12833. doi: 10.1111/jpi.12833. Epub 2022 Sep 22. PMID: 36106819.
2. Huang CT, Chen SH, Chang CF, Lin SC, Lue JH, Tsai YJ. Melatonin reduces neuropathic pain behavior and glial activation through MT2 melatonin receptor modulation in a rat model of lysophosphatidylcholine-induced demyelination neuropathy. Neurochem Int. 2020 Nov;140:104827. doi: 10.1016/j.neuint.2020.104827. Epub 2020 Aug 24. PMID: 32853748.
3. Ramsay S, Zagorodnyuk V. Melatonin inhibits muscular-mucosal stretch-sensitive bladder afferents via the MT2 receptors. Sci Rep. 2022 Oct 21;12(1):17686. doi: 10.1038/s41598-022-22705-z. PMID: 36271291; PMCID: PMC9586995.
In vitro protocol:
1. Liu WX, Tan SJ, Wang YF, Zhang FL, Feng YQ, Ge W, Dyce PW, Reiter RJ, Shen W, Cheng SF. Melatonin promotes the proliferation of primordial germ cell-like cells derived from porcine skin-derived stem cells: A mechanistic analysis. J Pineal Res. 2022 Nov;73(4):e12833. doi: 10.1111/jpi.12833. Epub 2022 Sep 22. PMID: 36106819.
2. Huang CT, Chen SH, Chang CF, Lin SC, Lue JH, Tsai YJ. Melatonin reduces neuropathic pain behavior and glial activation through MT2 melatonin receptor modulation in a rat model of lysophosphatidylcholine-induced demyelination neuropathy. Neurochem Int. 2020 Nov;140:104827. doi: 10.1016/j.neuint.2020.104827. Epub 2020 Aug 24. PMID: 32853748.
In vivo protocol:
1. Ramsay S, Zagorodnyuk V. Melatonin inhibits muscular-mucosal stretch-sensitive bladder afferents via the MT2 receptors. Sci Rep. 2022 Oct 21;12(1):17686. doi: 10.1038/s41598-022-22705-z. PMID: 36271291; PMCID: PMC9586995.
1: Ren Q, Han W, Yue Y, Tang Y, Yue Q, Comai S, Sun J. Melatonin Regulates Neuronal Synaptic Plasticity in the Supramammillary Nucleus and Attenuates Methamphetamine-Induced Conditioned Place Preference and Sensitization in Mice. J Pineal Res. 2024 Sep;76(6):e13006. doi: 10.1111/jpi.13006. PMID: 39221552.
2: Ramsay S, Zagorodnyuk V. Melatonin inhibits muscular-mucosal stretch- sensitive bladder afferents via the MT2 receptors. Sci Rep. 2022 Oct 21;12(1):17686. doi: 10.1038/s41598-022-22705-z. PMID: 36271291; PMCID: PMC9586995.
3: Liu WX, Tan SJ, Wang YF, Zhang FL, Feng YQ, Ge W, Dyce PW, Reiter RJ, Shen W, Cheng SF. Melatonin promotes the proliferation of primordial germ cell-like cells derived from porcine skin-derived stem cells: A mechanistic analysis. J Pineal Res. 2022 Nov;73(4):e12833. doi: 10.1111/jpi.12833. Epub 2022 Sep 22. PMID: 36106819.
4: Huang CT, Chen SH, Chang CF, Lin SC, Lue JH, Tsai YJ. Melatonin reduces neuropathic pain behavior and glial activation through MT2 melatonin receptor modulation in a rat model of lysophosphatidylcholine-induced demyelination neuropathy. Neurochem Int. 2020 Nov;140:104827. doi: 10.1016/j.neuint.2020.104827. Epub 2020 Aug 24. PMID: 32853748.
