| Identification | Back Directory | [Name]
FR 122047 HYDROCHLORIDE | [CAS]
130717-51-0 | [Synonyms]
FR 122047
FR122047HCl
FR 122047 HYDROCHLORIDE
COX-1 Inhibitor, FR122047 - CAS 130717-51-0 - Calbiochem
5-Bis(4-methoxyphenyl-2-thiazoyl)carbonyl]-4-methylpiperazine
5-Bis(4-methoxyphenyl-2-[(1-methylpiperazin-4-yl)carbonyl]thiazole
(4,5-bis(4-methoxyphenyl)thiazol-2-yl)(4-methylpiperazin-1-yl)methanone HCl
[4,5-bis(4-methoxyphenyl)-2-thiazolyl]-(4-methyl-1-piperazin-4-iumyl)methanone
1-[(4,5-BIS(4-METHOXYPHENYL)-2-THIAZOYL)CARBONYL]-4-METHYLPIPERAZINE HYDROCHLORIDE
1-[[4,5-BIS(4-METHOXYPHENYL)-2-THIAZOLYL]CARBONYL]-4-METHYLPIPERAZINE HYDROCHLORIDE
4,5-BIS(4-METHOXYPHENYL-2-[(1-METHYLPIPERAZIN-4-YL)CARBONYL]THIAZOLE, HYDROCHLORIDE
4,5-BIS(4-METHOXYPHENYL)-2-[(1-METHYLPIPERAZINE-4-YL)CARBONYL]THIAZOLE, HYDROCHLORIDE
(4,5-Bis(4-Methoxyphenyl)thiazol-2-yl)(4-Methylpiperazin-1-yl)Methanone hydrochloride
FR 122047 hydrochloride,Cyclooxygenase,FR 122047,FR122047,inhibit,Inhibitor,COX,FR-122047
Methanone, [4,5-bis(4-methoxyphenyl)-2-thiazolyl](4-methyl-1-piperazinyl)-, hydrochloride (1:1) | [Molecular Formula]
C23H26ClN3O3S | [MDL Number]
MFCD00925604 | [MOL File]
130717-51-0.mol | [Molecular Weight]
459.99 |
| Chemical Properties | Back Directory | [storage temp. ]
2-8°C | [solubility ]
methylene chloride: 50 mg/mL, slightly hazy, yellow | [form ]
powder | [color ]
faint yellow | [biological source]
synthetic (organic) | [Water Solubility ]
Soluble to 10 mM in water | [InChI]
1S/C23H25N3O3S.ClH/c1-25-12-14-26(15-13-25)23(27)22-24-20(16-4-8-18(28-2)9-5-16)21(30-22)17-6-10-19(29-3)11-7-17;/h4-11H,12-15H2,1-3H3;1H | [InChIKey]
YWMAVHIKOAOSFM-UHFFFAOYSA-N | [SMILES]
Cl[H].COc1ccc(cc1)-c2nc(sc2-c3ccc(OC)cc3)C(=O)N4CCN(C)CC4 |
| Hazard Information | Back Directory | [Description]
FR122047 is a selective inhibitor of COX-1. The IC50 values for inhibition of human COX-1 and COX-2 are 0.028 and 65 μM, respectively. In human platelet-rich plasma, FR122047 inhibits arachidonic acid, collagen, and ADP-induced platelet aggregation with an IC50 of 180-200 nM, which is nearly 100 times more potent than aspirin. Unlike aspirin, FR122047 does not induce gastric damage upon oral administration at doses (100 mg/kg) far in excess of the dose needed for complete suppression of platelet COX-1. In some models of inflammation, such as collagen-induced arthritis in the rat, FR122047 has an anti-inflammatory effect, implying a role for COX-1 in these models. | [Uses]
FR 122047 Hydrochloride is a selective cyclooxygenase-1 (Cox-1) inhibitor. | [Biological Activity]
Selective cyclooxygenase-1 (COX-1) inhibitor (IC 50 values are 0.028 and 65 μ M for COX-1 and COX-2 respectively). Antiplatelet, analgesic and anti-inflammatory following oral administration in vivo . | [IC 50]
COX-1: 28 nM (IC50) | [storage]
Desiccate at +4°C | [References]
[1] TAKEHIRO OCHI Toshio G Yukio Motoyama. The analgesic effect profile of FR122047, a selective cyclooxygenase-1 inhibitor, in chemical nociceptive models[J]. European journal of pharmacology, 2000, 391 1: Pages 49-54. DOI: 10.1016/s0014-2999(00)00051-0
[2] MIWAKO DOHI . The anti-platelet actions of FR122047, a novel cyclooxygenase inhibitor[J]. European journal of pharmacology, 1993, 243 2: Pages 179-184. DOI: 10.1016/0014-2999(93)90378-u
[3] TAKEHIRO OCHI Toshio G. Differential effect of FR122047, a selective cyclo-oxygenase-1 inhibitor, in rat chronic models of arthritis[J]. British Journal of Pharmacology, 2009, 135 3: 782-788. DOI: 10.1038/sj.bjp.0704511
[4] ANNA-KARIN JOHNSSON . COX-1 dependent biosynthesis of 15-hydroxyeicosatetraenoic acid in human mast cells[J]. Biochimica et biophysica acta. Molecular and cell biology of lipids, 2021, 1866 5: Article 158886. DOI: 10.1016/j.bbalip.2021.158886 |
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