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| | FR 122047 HYDROCHLORIDE Basic information |
| Product Name: | FR 122047 HYDROCHLORIDE | | Synonyms: | 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;1-[[4,5-BIS(4-METHOXYPHENYL)-2-THIAZOLYL]CARBONYL]-4-METHYLPIPERAZINE HYDROCHLORIDE;1-[(4,5-BIS(4-METHOXYPHENYL)-2-THIAZOYL)CARBONYL]-4-METHYLPIPERAZINE HYDROCHLORIDE;FR 122047;FR 122047 HYDROCHLORIDE;FR122047HCl;(4,5-Bis(4-Methoxyphenyl)thiazol-2-yl)(4-Methylpiperazin-1-yl)Methanone hydrochloride | | CAS: | 130717-51-0 | | MF: | C23H26ClN3O3S | | MW: | 459.99 | | EINECS: | | | Product Categories: | Prostanoid receptor and related | | Mol File: | 130717-51-0.mol |  |
| | FR 122047 HYDROCHLORIDE Chemical Properties |
| 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 |
| Safety Statements | 22-24/25 | | WGK Germany | 3 | | Storage Class | 11 - Combustible Solids |
| | FR 122047 HYDROCHLORIDE Usage And Synthesis |
| 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 |
| | FR 122047 HYDROCHLORIDE Preparation Products And Raw materials |
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