- STF-62247
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- $30.00
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2026-05-11
- CAS:315702-99-9
- Purity: 99.67%
- Supply Ability: 10g
- STF-62247
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- $2.00
-
2020-01-10
- CAS:315702-99-9
- Min. Order: 1g
- Purity: 98%MIN
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| | STF-62247 Basic information |
| Product Name: | STF-62247 | | Synonyms: | STF-62247;N-(3-Methylphenyl)-4-(4-pyridinyl)-1,3-thiazol-2-amine;N-(3-Methylphenyl)-4-(4-pyridinyl)-2-thiazolaMine;4-(pyridin-4-yl)-N-m-tolylthiazol-2-amine;Autophagy Inducer, STF-62247;STF-62247;STF62247;STF 62247;N-(3-methylphenyl)-4-pyridin-4-yl-1,3-thiazol-2-amine;ERROR | | CAS: | 315702-99-9 | | MF: | C15H13N3S | | MW: | 267.35 | | EINECS: | 631-141-1 | | Product Categories: | Inhibitors | | Mol File: | 315702-99-9.mol |  |
| | STF-62247 Chemical Properties |
| Melting point | 158-160℃ | | density | 1.255 | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | DMSO: soluble26mg/mL | | form | solid | | color | Off-white | | Stability: | Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months. | | InChI | 1S/C15H13N3S/c1-11-3-2-4-13(9-11)17-15-18-14(10-19-15)12-5-7-16-8-6-12/h2-10H,1H3,(H,17,18) | | InChIKey | KATNUHQNJGNLPW-UHFFFAOYSA-N | | SMILES | Cc1cccc(Nc2nc(cs2)-c3ccncc3)c1 |
| Hazard Codes | Xn | | Risk Statements | 22-36 | | Safety Statements | 26-39 | | WGK Germany | 2 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Aquatic Chronic 4 |
| | STF-62247 Usage And Synthesis |
| Description | STF-62247 (315702-99-9) specifically induces autophagic cell death in VHL (von Hippel-Lindau)-deficient renal carcinoma cells both in vitro (IC50=625 nM) and in vivo. Renal cell carcinoma cell lines were radiosensitized by induction of autophagy following treatment with STF-62247. Cell permeable | | Uses | Autophagy Inducer, STF-62247 is selectively kills RCC cells that have lost VHL tumor suppressor activity. | | Definition | ChEBI: N-(3-methylphenyl)-4-pyridin-4-yl-2-thiazolamine is a substituted aniline. | | Synthesis | General procedure for the synthesis of 4-(pyridin-4-yl)-N-(m-tolyl)thiazol-2-amine (STF-62247) from m-tolyl-2-thiourea and 4-(bromoacetyl)pyridine hydrobromide: A mixture of 4-(bromoacetyl)pyridine hydrobromide (1.13 g, 4.03 mmol) and m-tolyl-2-thiourea (0.67 g, 4.03 mmol) in A mixture in ethanol (20 mL) was stirred at reflux temperature for 3 hours. Upon completion of the reaction, the mixture was cooled to 20 °C, diluted with water (50 mL), and the pH was adjusted with ammonia to about 5. Subsequently, the mixture was stirred at 20 °C for 2 hours. The precipitate was collected by filtration, washed with water (5 mL) and dried. The crude product was purified by column chromatography using gradient elution (50-100% ethyl acetate/petroleum ether) to afford the target compound STF-62247 (0.94 g, 87% yield) as a cream colored powder. Melting point (ethyl acetate/petroleum ether) 158-160°C. 1H NMR (δ): 10.27 (br s, 1H, NH), 8.62 (dd, J = 4.6, 1.6 Hz, 2H, H-2', H-6'), 7.84 (dd, J = 4.6, 1.6 Hz, 2H, H-3', H-5'), 7.69 (s, 1H, H-5) , 7.57 (br d, J = 7.9 Hz, 1H, H-6"), 7.47 (br s, 1H, H-2"), 7.24 (dd, J = 7.8, 7.5 Hz, 1H, H-5"), 6.81 (br d, J = 7.5 Hz, 1H, H-4"), 2.33 (s, 3H, CH3).13C NMR (δ): 163.5 , 150.1 (2), 147.6, 140.9, 140.8, 138.1, 128.8, 122.2, 119.8 (2), 117.5, 114.1, 107.2, 21.2. mass spectrum (MS) m/z: 268.4 (MH+, 100%). Elemental analysis (C15H13N3S-0.25H2O) Calculated values: C, 66.27; H, 5.01; N, 15.46. Measured values: C, 64.48; H, 5.08; N, 15.08%. | | in vitro | in vitro study demonstrated that stf-62247 exhibited selectively cytotoxicity and tumor growth inhibitory activity towards wild-type vhl and vhl-deficient renal cell carcinoma (rcc) in a hif-independent manner with ic50 of 16 μm and 0.625 μm, respectively. in addion, stf-62247 also resulted in cell apoptosis by inducing acidification and increasing autophagy in vhl-deficient cells. [1] | | in vivo | animal experiments for stf-62247 activity were performed according to institutional and national guidelines and approved by stanford university's administrative panel on laboratory animal care. based on an in vivo mouse model, it was found that intraperitoneal injection of stf-62247 at a dose of 8 mg/kg significantly inhibited tumor growth of vhl-deficient sn12c tumor cells. [1] | | IC 50 | stf-62247 inhibits tumor growth in wild-type vhl and vhl-deficient renal cell carcinoma (rcc) in a hif-independent manner with ic50 of 16 μm and 0.625 μm, respectively. | | References | [1] SANDRA TURCOTTE A J G Patrick D Sutphin. Targeted therapy for the loss of von Hippel-Lindau in renal cell carcinoma: a novel molecule that induces autophagic cell death.[J]. Autophagy, 2008, 4 7: 944-946. DOI:10.4161/auto.6785
[2] DENISE A CHAN Amato J G. Targeting cancer cells by synthetic lethality: autophagy and VHL in cancer therapeutics.[J]. Cell Cycle, 2008, 7 19: 2987-2990. DOI:10.4161/cc.7.19.6776
[3] SELVAKUMAR ANBALAGAN . Radiosensitization of renal cell carcinoma in vitro through the induction of autophagy[J]. Radiotherapy and Oncology, 2012, 103 3: Pages 388-393. DOI:10.1016/j.radonc.2012.04.001 |
| | STF-62247 Preparation Products And Raw materials |
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