Details
Stereochemistry | ACHIRAL |
Molecular Formula | C19H13N5O4 |
Molecular Weight | 375.3376 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[O-][N+](=O)C1=CC=CC(=C1)N2C(=O)N(CC3=CC=NC=C3)C(=O)C4=CC=CN=C24
InChI
InChIKey=YLHRMVRLIOIWTO-UHFFFAOYSA-N
InChI=1S/C19H13N5O4/c25-18-16-5-2-8-21-17(16)23(14-3-1-4-15(11-14)24(27)28)19(26)22(18)12-13-6-9-20-10-7-13/h1-11H,12H2
Molecular Formula | C19H13N5O4 |
Molecular Weight | 375.3376 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionCurator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/8562314 | https://www.ncbi.nlm.nih.gov/pubmed/16177223 | https://www.ncbi.nlm.nih.gov/pubmed/10079010
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/8562314 | https://www.ncbi.nlm.nih.gov/pubmed/16177223 | https://www.ncbi.nlm.nih.gov/pubmed/10079010
RS25344 is a potent and selective phosphodiesterase (PDE) 4 inhibitor. It preferentially inhibits phosphorylated PDE4D. The compound demonstrated efficacy in animal models of inflammation and anaphylaxis. RS25344 inhibited eosinophil chemotaxis, increased the progressive motility of bovine spermatozoa, inhibited leukotriene B4 biosynthesis by human polymorphonuclear leukocytes.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
9.3 null [pIC50] | |||
Target ID: CHEMBL291 |
7.7 null [pIC50] | ||
Target ID: CHEMBL275 |
7.5 null [pIC50] | ||
Target ID: CHEMBL254 |
7.8 null [pIC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
|||
Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Elevated intracellular cyclic AMP inhibits chemotaxis in human eosinophils. | 1995 Jul |
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Activation and selective inhibition of a cyclic AMP-specific phosphodiesterase, PDE-4D3. | 1995 Oct |
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Enhancement of motility and acrosome reaction in human spermatozoa: differential activation by type-specific phosphodiesterase inhibitors. | 1998 May |
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Phosphodiesterase 4-dependent regulation of cyclic AMP levels and leukotriene B4 biosynthesis in human polymorphonuclear leukocytes. | 1999 Feb 19 |
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Occupancy of the catalytic site of the PDE4A4 cyclic AMP phosphodiesterase by rolipram triggers the dynamic redistribution of this specific isoform in living cells through a cyclic AMP independent process. | 2003 Oct |
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Anti-inflammatory potential of the selective phosphodiesterase 4 inhibitor N-(3,5-dichloro-pyrid-4-yl)-[1-(4-fluorobenzyl)-5-hydroxy-indole-3-yl]-glyoxylic acid amide (AWD 12-281), in human cell preparations. | 2004 Feb |
|
Phosphodiesterase 4D forms a cAMP diffusion barrier at the apical membrane of the airway epithelium. | 2005 Mar 4 |
|
AKAP3 selectively binds PDE4A isoforms in bovine spermatozoa. | 2006 Jan |
Sample Use Guides
RS25344 attenuated ear oedema in mice with ED50 0.02 mg/kg
RS25344 attenuated anaphylaxis in guinea pigs with ED50 0.5 mg/kg
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16177223
Curator's Comment: RS25344 inhibited eosinophil chemotaxis in a concentration-dependent manner
https://www.ncbi.nlm.nih.gov/pubmed/8562314
3-5 uM RS25344 increased the progressive motility of bovine spermatozoa
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 18:27:39 GMT 2023
by
admin
on
Sat Dec 16 18:27:39 GMT 2023
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Record UNII |
7KKH9V6X32
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Record Status |
Validated (UNII)
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Record Version |
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7KKH9V6X32
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admin on Sat Dec 16 18:27:39 GMT 2023 , Edited by admin on Sat Dec 16 18:27:39 GMT 2023
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