Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C27H24FN3O |
| Molecular Weight | 425.4974 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OCCC#CC1=NC(=C(N1CCCC2=CC=CC=C2)C3=CC=NC=C3)C4=CC=C(F)C=C4
InChI
InChIKey=QSUSKMBNZQHHPA-UHFFFAOYSA-N
InChI=1S/C27H24FN3O/c28-24-13-11-22(12-14-24)26-27(23-15-17-29-18-16-23)31(25(30-26)10-4-5-20-32)19-6-9-21-7-2-1-3-8-21/h1-3,7-8,11-18,32H,5-6,9,19-20H2
| Molecular Formula | C27H24FN3O |
| Molecular Weight | 425.4974 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Strong inhibition of TNF-alpha production and inhibition of IL-8 and COX-2 mRNA expression in monocyte-derived macrophages by RWJ 67657, a p38 mitogen-activated protein kinase (MAPK) inhibitor. | 2004 |
|
| Suppression of HIV-1 viral replication and cellular pathogenesis by a novel p38/JNK kinase inhibitor. | 2004 Mar 26 |
|
| Long-term but not short-term p38 mitogen-activated protein kinase inhibition improves cardiac function and reduces cardiac remodeling post-myocardial infarction. | 2008 Jun |
|
| The beta3-adrenoceptor agonist 4-[[(Hexylamino)carbonyl]amino]-N-[4-[2-[[(2S)-2-hydroxy-3-(4-hydroxyphenoxy)propyl]amino]ethyl]-phenyl]-benzenesulfonamide (L755507) and antagonist (S)-N-[4-[2-[[3-[3-(acetamidomethyl)phenoxy]-2-hydroxypropyl]amino]-ethyl]phenyl]benzenesulfonamide (L748337) activate different signaling pathways in Chinese hamster ovary-K1 cells stably expressing the human beta3-adrenoceptor. | 2008 Nov |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 18:29:31 GMT 2023
by
admin
on
Sat Dec 16 18:29:31 GMT 2023
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| Record UNII |
MXN26D3ZUN
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| Record Status |
Validated (UNII)
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| Record Version |
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| Code System | Code | Type | Description | ||
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DTXSID40175867
Created by
admin on Sat Dec 16 18:29:31 GMT 2023 , Edited by admin on Sat Dec 16 18:29:31 GMT 2023
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PRIMARY | |||
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215303-72-3
Created by
admin on Sat Dec 16 18:29:31 GMT 2023 , Edited by admin on Sat Dec 16 18:29:31 GMT 2023
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MXN26D3ZUN
Created by
admin on Sat Dec 16 18:29:31 GMT 2023 , Edited by admin on Sat Dec 16 18:29:31 GMT 2023
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PRIMARY | |||
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RWJ-67657
Created by
admin on Sat Dec 16 18:29:31 GMT 2023 , Edited by admin on Sat Dec 16 18:29:31 GMT 2023
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PRIMARY | Selective p38α and p38β inhibitor (IC50 values are 1 and 11 μM respectively) that displays no activity at p38γ, p38δ and a range of other kinases. Potently inhibits TNF-α and IL-1β release (IC50 values are 3 and 11 nM respectively) and suppresses HIV-1 replication in T cells in vitro. Displays cardioprotective and anti-inflammatory activity in vivo. Orally active. | ||
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3008319
Created by
admin on Sat Dec 16 18:29:31 GMT 2023 , Edited by admin on Sat Dec 16 18:29:31 GMT 2023
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CHEMBL190333
Created by
admin on Sat Dec 16 18:29:31 GMT 2023 , Edited by admin on Sat Dec 16 18:29:31 GMT 2023
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PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
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ACTIVE MOIETY |
RWJ 67657 (4-[4-(4-fluorophenyl)-1-(3-phenylpropyl)-5-(4-pyridinyl)-1H-imidazol -2-yl]-3-butyn-1-ol) inhibited the release of TNF-alpha by lipopolysaccharide (a monocyte stimulus)-treated human peripheral blood mononuclear cells with an IC(50) of 3 nM, as well as the release of TNF-alpha from peripheral blood mononuclear cells treated with the superantigen staphylococcal enterotoxin B (a T cell stimulus), with an IC(50) value of 13 nM.
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