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Sigma-Aldrich |
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021-61415566 800-8193336 |
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IWP-3 manufacturers
- IWP-3
-
- $39.00
-
2026-08-08
- CAS:687561-60-0
- Purity: 98.54%
- Supply Ability: 10g
- IWP-3
-
- $1.00
-
2020-01-13
- CAS:687561-60-0
- Min. Order: 1g
- Purity: 95-99%
- Supply Ability: 1ton
- IWP-3
-
- $1.00
-
2020-01-13
- CAS:687561-60-0
- Min. Order: 1g
- Purity: 99%
- Supply Ability: 200kg
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| Product Name: | IWP-3 | | Synonyms: | 2-((3-(4-fluorophenyl)-4-oxo-3,4,6,7-tetrahydrothieno[3,2-d]pyrimidin-2-yl)thio)-N-(6-methylbenzo[d]thiazol-2-yl)acetamide;IWP-3;2-[[3-(4-Fluorophenyl)-3,4,6,7-tetrahydro-4-oxothieno[3,2-d]pyrimidin-2-yl]thio]-N-(6-methyl-2-benzothiazolyl)-acetamide;Wnt Inhibitor IWP-3;IWP 3;IWP3;Acetamide, 2-[[3-(4-fluorophenyl)-3,4,6,7-tetrahydro-4-oxothieno[3,2-d]pyrimidin-2-yl]thio]-N-(6-methyl-2-benzothiazolyl)-;IWP-3 >=98% (HPLC);2-{[3-(4-fluorophenyl)-4-oxo-3H,4H,6H,7H-thieno[3,2-d]pyrimidin-2-yl]sulfanyl}-N-(6-methyl-1,3-benzothiazol-2-yl)acetamide | | CAS: | 687561-60-0 | | MF: | C22H17FN4O2S3 | | MW: | 484.59 | | EINECS: | 200-258-5 | | Product Categories: | | | Mol File: | 687561-60-0.mol |  |
| | IWP-3 Chemical Properties |
| Melting point | >248°C (dec.) | | storage temp. | 2-8°C | | solubility | DMSO: soluble2mg/mL (clear solution, warmed) | | form | powder | | color | white to beige | | InChI | 1S/C22H17FN4O2S3/c1-12-2-7-15-17(10-12)32-21(24-15)26-18(28)11-31-22-25-16-8-9-30-19(16)20(29)27(22)14-5-3-13(23)4-6-14/h2-7,10H,8-9,11H2,1H3,(H,24,26,28) | | InChIKey | XVMHQSDMKWQNBK-UHFFFAOYSA-N | | SMILES | Cc1ccc2nc(NC(=O)CSC3=NC4=C(SCC4)C(=O)N3c5ccc(F)cc5)sc2c1 |
| Hazard Codes | Xn | | Risk Statements | 22 | | WGK Germany | 3 | | Storage Class | 13 - Non Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral |
| | IWP-3 Usage And Synthesis |
| Uses | IWP-3 is a potent inhibitor for porcupine which is known to catalyze the palmitoylation of Wnt proteins which are crucial in tumorigenesis. | | Biological Activity | iwp-3 is an inhibitor of wnt production.wnt signaling proteins, a group of small secreted proteins, are active in tissue homeostasis, embryonic development, as well as tumorigenesis. wnt proteins can bind to the cell surface receptors, initiating a signaling cascade that results in the β-catenin activation of gene transcription. | | Biochem/physiol Actions | IWP-3 is a Wnt inhibitor that prevents palmitylation of Wnt proteins by Porcupine (Porcn). IWP-3 is an inactivator of Porcn function that acts as inhibitors of Wnt production. Studies revealed that IWP-3 induces differentiation of human mesoderm cells to form cardiomyocytes. | | in vitro | in previous study, iwp-3 was identified as an inhibitor of wnt production that could regulate in vitro wnt pathway activity with an ic50 value of 40 nm. in addition, iwp-3 was found to be able to inactivate porcupine, a o-acyltransferase for palmitoylating wnt proteins that was critical for the signaling ability and secretion. moreover, iwp-3 at 5 μm was found to block wnt-dependent phosphorylation of the low-density lipoprotein receptor-related protein 6 and the scaffold protein dishevelled, resulting in preventing the accumulation of β-catenin [1]. in another study, iwp-3 was applied to promote cardiomyocyte generation from human embryonic stem cells by inhibiting wnt signaling [2]. | | IC 50 | 40 nm | | references | [1] b. chen, m. e. dodge, w. tang, et al. small molecule-mediated disruption of wnt-dependent signaling in tissue regeneration and cancer. nature chemical biology 5(2), 100-107 (2009).
[2] e. willems, s. spiering, h. davidovics, et al. small molecule inhibitors of the wnt pathway potently promote cardiomyocytes from human embryonic stem cell derived mesoderm. circulation research 109(4), 360-364 (2011). |
| | IWP-3 Preparation Products And Raw materials |
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