4-(5-(4-Chlorophenyl)-2-methyl-3-propionylpyrrol-1-yl)benzenesulfonamide
Names and Identifiers of 1000279-69-5
CAS Number |
1000279-69-5 |
|---|---|
IUPAC Name |
4-[5-(4-chlorophenyl)-2-methyl-3-propanoylpyrrol-1-yl]benzenesulfonamide |
InChI |
InChI=1S/C20H19ClN2O3S/c1-3-20(24)18-12-19(14-4-6-15(21)7-5-14)23(13(18)2)16-8-10-17(11-9-16)27(22,25)26/h4-12H,3H2,1-2H3,(H2,22,25,26) |
InChIKey |
ABACVOXFUHDKNZ-UHFFFAOYSA-N |
Canonical SMILES |
CCC(=O)C1=C(N(C(=C1)C2=CC=C(C=C2)Cl)C3=CC=C(C=C3)S(=O)(=O)N)C |
UNII |
O6NW23A765 |
Physical and chemical properties of 1000279-69-5
Acidity coefficient |
9.69±0.10(Predicted) |
|---|---|
Boiling Point |
610.0±65.0 °C(Predicted) |
Density |
1.33±0.1 g/cm3(Predicted) |
Exact Mass |
402.08000 |
LogP |
6.12730 |
Molecular Formula |
C20H19ClN2O3S |
Molecular Weight |
402.89400 |
PSA |
90.54000 |
Storage condition |
-20°C |
Applications of 1000279-69-5
A-867744 shows promise in various therapeutic applications due to its ability to enhance cognitive function and provide neuroprotection. Potential applications include:
- Cognitive Enhancement: As a treatment for cognitive impairments associated with neurodegenerative diseases.
- Neuroprotection: Protecting neurons from damage during ischemic events or neurodegenerative processes.
- Research Tool: Serving as a valuable tool in studying nicotinic acetylcholine receptors and their role in synaptic transmission and plasticity.
Interaction Studies of 1000279-69-5
Interaction studies have revealed that A-867744 exhibits unique binding characteristics compared to other positive allosteric modulators. It has been shown to interact differently with various mutated forms of the alpha 7 nicotinic acetylcholine receptor, indicating that its binding site may be distinct from those of other modulators like TBS-516 or TQS. These studies suggest that A-867744 can dissociate from the receptor more slowly than other compounds, contributing to its prolonged effects on receptor activity.
Biological Activity of 1000279-69-5
The biological activity of A-867744 is characterized by its role as a positive allosteric modulator. It has been demonstrated to potentiate the effects of acetylcholine at the alpha 7 nicotinic acetylcholine receptors, leading to enhanced synaptic transmission and potential neuroprotective effects. Studies indicate that A-867744 can inhibit receptor desensitization, which is a common limitation in the therapeutic use of nicotinic agonists. This property may make it particularly useful in treating cognitive deficits associated with conditions like Alzheimer's disease and schizophrenia.