Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C19H18BrN3O2 |
| Molecular Weight | 400.269 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C\C(=N/NC(=O)[C@@H]1[C@H](CNC1=O)C2=CC=CC=C2)C3=CC=CC(Br)=C3
InChI
InChIKey=RQKXQCSEZPQBNZ-CBCLUANDSA-N
InChI=1S/C19H18BrN3O2/c1-12(14-8-5-9-15(20)10-14)22-23-19(25)17-16(11-21-18(17)24)13-6-3-2-4-7-13/h2-10,16-17H,11H2,1H3,(H,21,24)(H,23,25)/b22-12+/t16-,17-/m1/s1
| Molecular Formula | C19H18BrN3O2 |
| Molecular Weight | 400.269 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 1 |
| Optical Activity | UNSPECIFIED |
AC 264613 is a potent and selective protease-activated receptor 2 (PAR2) agonist. PAR2 also known as coagulation factor II (thrombin) receptor-like 1 (F2RL1) involves in the vascular tone regulation and was shown that PAR2 plays a pivotal role in vessel inflammation and wound healing processes. AC 264613 displays no activity at other PAR subtypes and exhibits no significant activity at over 30 other receptors implicated in nociception and inflammation.
Originator
Approval Year
Sample Use Guides
in rats: poor bioavailability is a major limitation of PAR2 APs for in vivo experiments. Intraperitoneal administration of AC-264613 resulted in peak plasma concentrations of 1233 ng/ml at 10 min in male Sprague-Dawley rats. The elimination half-lives of AC-264613 was 2.5 h.
Route of Administration:
Intraperitoneal
Concentration-response experiments demonstrated that AC-264613 stimulated cellular proliferation in a PAR2-specific manner. To eliminate proteolysis as a contributing factor to receptor activation, the protease-insensitive mutant PAR2 S37P was used. The potencies of AC-264613 in the cellular proliferation assay was approximately 50 nM, and was virtually the same at wild-type PAR2 receptors. AC-264613 displayed essentially full efficacy compared with SLIGRL-NH2 in this assay. It was observed no activity of AC-264613 at cells transfected with PAR1 S42P plus PAR3 or PAR4 R47A plus PAR3 or PAR3 alone.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 08:33:31 GMT 2023
by
admin
on
Sat Dec 16 08:33:31 GMT 2023
|
| Record UNII |
1ST2P4BE17
|
| Record Status |
Validated (UNII)
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| Record Version |
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| Name | Type | Language | ||
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Common Name | English | ||
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Systematic Name | English |
| Code System | Code | Type | Description | ||
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352536-39-1
Created by
admin on Sat Dec 16 08:33:31 GMT 2023 , Edited by admin on Sat Dec 16 08:33:31 GMT 2023
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NON-SPECIFIC STEREOCHEMISTRY | |||
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1ST2P4BE17
Created by
admin on Sat Dec 16 08:33:31 GMT 2023 , Edited by admin on Sat Dec 16 08:33:31 GMT 2023
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PRIMARY | |||
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1050501-60-4
Created by
admin on Sat Dec 16 08:33:31 GMT 2023 , Edited by admin on Sat Dec 16 08:33:31 GMT 2023
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ALTERNATIVE | |||
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25108343
Created by
admin on Sat Dec 16 08:33:31 GMT 2023 , Edited by admin on Sat Dec 16 08:33:31 GMT 2023
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PRIMARY | |||
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1051487-82-1
Created by
admin on Sat Dec 16 08:33:31 GMT 2023 , Edited by admin on Sat Dec 16 08:33:31 GMT 2023
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PRIMARY |
| Related Record | Type | Details | ||
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ACTIVE MOIETY |
