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4P-PDOT

Alias: 4P-PDOT 4PPDOTAH-0244-P-PDOT 4-phenyl-2- propionamidotetralin
Cat No.:V9620 Purity: ≥98%
4-P-PDOT is a potent, selective and affinity melatonin receptor (MT2) antagonist.
4P-PDOT
4P-PDOT Chemical Structure CAS No.: 134865-74-0
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
4-P-PDOT is a potent, selective and affinity melatonin receptor (MT2) antagonist. The selectivity of 4-P-PDOT to MT2 is more than 300 times that of MT1. 4-P-PDOT significantly counteracts melatonin-mediated antioxidant effects (GSH/GSSG ratio, ERK phosphorylation, Nrf2 nuclear translocation, Nrf2 DNA binding activity).
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Aminotetrahydroethylene 4-P-PDOT (10 mM) in the absence or presence of melatonin did not alter the levels of cyclic AMP induced by forskolin in CHO-mt1 cells. On the other hand, 4-P-PDOT is an agonist that, in the presence of -MT2 cells in CHO, results in concentration-dependent suppression of cyclic AMP induced by forskolin, with a pEC50 value of 8.72 and an actual activity of 0.86 [1]. Test for Cell Viability [5] Cell
ln Vivo
The administration of 4-P-PDOT (0.5-1.0 mg/kg; intravenous; klotho mutation) markedly counteracted the antioxidant benefits mediated by melatonin. and dramatically undid the variations in these GSH-related parameter values. 4-P-PDOT therapy dramatically improved the memory function of klotho mutants treated with melatonin. 4-P-PDOT can also control Nrf2, the expression of phosphorylated ERK in the klotho mutant hippocampal region, which is known as melatonin-mediated signal attenuation.
Cell Assay
Cell Viability Assay[5] Cell
Cell Types: HT-29 and HeLa cells.
Tested Concentrations: 50 µM
Incubation Duration: 30 minutes
Experimental Results: Negligible effect on melatonin-induced cell viability.
Animal Protocol
Animal/Disease Models: treating Klotho mutant mice with melatonin [2]
Doses: 0.5 mg/ kg or 1.0 mg/kg.
Route of Administration: intravenous (iv) (iv)injection.
Experimental Results: Dramatically reversed nuclear translocation, Nrf2 DNA binding activity and diminished GCL mRNA expression [2]. Antioxidant effects mediated by melatonin. Dramatically reversed the changes in the levels of these GSH-related parameters. Dramatically reverses memory function in melatonin-treated klotho mutant mice.
References

[1]. Dubocovich ML. Melatonin receptors: are there multiple subtypes? Trends Pharmacol Sci. 1995 Feb;16(2):50-6.

[2]. Melatonin attenuates memory impairment induced by Klotho gene deficiency via interactive signaling between MT2 receptor, ERK, and Nrf2-related antioxidant potential. Int J Neuropsychopharmacol. 2014 Dec 30;18(6). pii: pyu105.

[3]. Pharmacological characterization of human recombinant melatonin mt1 and MT2 receptors. British Journal of Pharmacology (2000) 129, 877-886.

[4]. Melatonin receptor antagonists that differentiate between the human Mel1a and Mel1b recombinant subtypes are used to assess the pharmacological profile of the rabbit retina ML1 presynaptic heteroreceptor. Naunyn Schmiedebergs Arch Pharmacol. 1997 Mar;355(3):365-75.

[5]. Participation of MT3 melatonin receptors in the synergistic effect of melatonin on cytotoxic and apoptotic actions evoked by chemotherapeutics. Cancer Chemother Pharmacol. 2017 Nov;80(5):985-998.

Additional Infomation
N-(4-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)propanamide is a member of tetralins.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C19H21NO
Molecular Weight
279.383
Exact Mass
279.162
CAS #
134865-74-0
PubChem CID
3976006
Appearance
Off-white to yellow solid powder
Density
1.11g/cm3
Boiling Point
480.1ºC at 760 mmHg
Flash Point
292ºC
Vapour Pressure
2.22E-09mmHg at 25°C
Index of Refraction
1.595
LogP
4.05
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
3
Heavy Atom Count
21
Complexity
348
Defined Atom Stereocenter Count
0
InChi Key
RCYLUNPFECYGDW-UHFFFAOYSA-N
InChi Code
InChI=1S/C19H21NO/c1-2-19(21)20-16-12-15-10-6-7-11-17(15)18(13-16)14-8-4-3-5-9-14/h3-11,16,18H,2,12-13H2,1H3,(H,20,21)
Chemical Name
cis-N-(4-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)propanamide
Synonyms
4P-PDOT 4PPDOTAH-0244-P-PDOT 4-phenyl-2- propionamidotetralin
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~41.67 mg/mL (~149.15 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 4.17 mg/mL (14.93 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 41.7 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

Solubility in Formulation 2: ≥ 4.17 mg/mL (14.93 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 41.7 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.5794 mL 17.8968 mL 35.7935 mL
5 mM 0.7159 mL 3.5794 mL 7.1587 mL
10 mM 0.3579 mL 1.7897 mL 3.5794 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
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