SEN 12333

CAS# 874450-44-9

SEN 12333

Catalog No. BCC6182----Order now to get a substantial discount!

Product Name & Size Price Stock
SEN 12333: 5mg $104 In Stock
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Chemical structure

SEN 12333

3D structure

Chemical Properties of SEN 12333

Cas No. 874450-44-9 SDF Download SDF
PubChem ID 45484303 Appearance Powder
Formula C20H25N3O2 M.Wt 339.43
Type of Compound N/A Storage Desiccate at -20°C
Synonyms WAY 317538
Solubility Soluble to 100 mM in DMSO
Chemical Name 5-morpholin-4-yl-N-(4-pyridin-3-ylphenyl)pentanamide
SMILES C1COCCN1CCCCC(=O)NC2=CC=C(C=C2)C3=CN=CC=C3
Standard InChIKey XCHIZTUBUXZESJ-UHFFFAOYSA-N
Standard InChI InChI=1S/C20H25N3O2/c24-20(5-1-2-11-23-12-14-25-15-13-23)22-19-8-6-17(7-9-19)18-4-3-10-21-16-18/h3-4,6-10,16H,1-2,5,11-15H2,(H,22,24)
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of SEN 12333

Descriptionα7 nicotinic acetylcholine receptor (nAChR) agonist (EC50 = 1.6 μM, Ki = 260 nM at rat α7 nAChRs). Also displays functional antagonism at histamine H3 receptors (IC50 = 103 nM) and weak agonist activity at human ganglionic α3 nAChRs (IC50 = 8.5 μM). Neuroprotective in a rodent model of quisqualic acid-induced cholinergic degeneration. Brain penetrant and orally bioavailable.

SEN 12333 Dilution Calculator

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SEN 12333 Molarity Calculator

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Preparing Stock Solutions of SEN 12333

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.9461 mL 14.7306 mL 29.4612 mL 58.9223 mL 73.6529 mL
5 mM 0.5892 mL 2.9461 mL 5.8922 mL 11.7845 mL 14.7306 mL
10 mM 0.2946 mL 1.4731 mL 2.9461 mL 5.8922 mL 7.3653 mL
50 mM 0.0589 mL 0.2946 mL 0.5892 mL 1.1784 mL 1.4731 mL
100 mM 0.0295 mL 0.1473 mL 0.2946 mL 0.5892 mL 0.7365 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on SEN 12333

Consequences of linker length alteration of the alpha7 nicotinic acetylcholine receptor (nAChR) agonist, SEN12333.[Pubmed:22410083]

Bioorg Med Chem Lett. 2012 Apr 1;22(7):2380-4.

A series of ligands based on SEN12333, containing either contracted or elongated alkyl chains, were synthesized and evaluated in molecular docking studies against a homology model of the alpha7 nicotinic acetylcholine receptor (nAChR) subtype. The predicted binding of all ligands was highly similar, with the exception of the analog containing a 5 methylene unit spacer. However, in vitro competition binding assays revealed that the ligands possessed dissimilar binding affinities, with a K(i) range of more than an order of magnitude (K(i)=0.50 to >10 muM), and only SEN12333 itself exhibited functional activity at the alpha7 nAChR.

Procognitive and neuroprotective activity of a novel alpha7 nicotinic acetylcholine receptor agonist for treatment of neurodegenerative and cognitive disorders.[Pubmed:19223665]

J Pharmacol Exp Ther. 2009 May;329(2):459-68.

The alpha7 nicotinic acetylcholine receptor (nAChR) is a promising target for treatment of cognitive dysfunction associated with Alzheimer's disease and schizophrenia. Here, we report the pharmacological properties of 5-morpholin-4-yl-pentanoic acid (4-pyridin-3-yl-phenyl)-amide [SEN12333 (WAY-317538)], a novel selective agonist of alpha7 nAChR. SEN12333 shows high affinity for the rat alpha7 receptor expressed in GH4C1 cells (K(i) = 260 nM) and acts as full agonist in functional Ca(2+) flux studies (EC(50) = 1.6 microM). In whole-cell patch-clamp recordings, SEN12333 activated peak currents and maximal total charges similar to acetylcholine (EC(50) = 12 microM). The compound did not show agonist activity at other nicotinic receptors tested and acted as a weak antagonist at alpha3-containing receptors. SEN12333 treatment (3 mg/kg i.p.) improved episodic memory in a novel object recognition task in rats in conditions of spontaneous forgetting as well as cognitive disruptions induced via glutamatergic [5H-dibenzo[a,d]cyclohepten-5,10-imine (dizocilpine maleate); MK-801] or cholinergic (scopolamine) mechanisms. This improvement was blocked by the alpha7-selective antagonist methyllycaconitine, indicating that it is mediated by alpha7 activation. SEN12333 also prevented a scopolamine-induced deficit in a passive avoidance task. In models targeting other cognitive domains, including attention and perceptual processing, SEN12333 normalized the apomorphine-induced deficit of prepulse inhibition. Neuroprotection of SEN12333 was demonstrated in quisqualate-lesioned animals in which treatment with SEN12333 (3 mg/kg/day i.p.) resulted in a significant protection of choline acetyltransferase-positive neurons in the lesioned hemisphere. Cumulatively, our results demonstrate that the novel alpha7 nAChR agonist SEN12333 has procognitive and neuroprotective properties, further demonstrating utility of alpha7 agonists for treatment of neurodegenerative and cognitive disorders.

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