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Chemical Structure| 781628-99-7 Chemical Structure| 781628-99-7
Chemical Structure| 781628-99-7

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SBI-477 is a chemical probe that reduces the expression of the insulin pathway inhibitor TXNIP/ARRDC4 by inactivating the transcription factor MondoA. It inhibits triglyceride (TAG) synthesis and enhances basal glucose uptake in skeletal muscle cells, potentially useful for metabolic disease research.

4.5 *For Research Use Only! Not for Human Use. We Do Not Sell to Patients.

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Product Details of SBI-477

CAS No. :781628-99-7
Formula : C24H25N3O6S
M.W : 483.54
SMILES Code : COC1=CC=C(C2=CSC(NC(C3=CC(OC)=C(OCC(N4CCOCC4)=O)C=C3)=O)=N2)C=C1
English Name :3-Methoxy-N-(4-(4-methoxyphenyl)thiazol-2-yl)-4-(2-morpholino-2-oxoethoxy)benzamide

Safety of SBI-477

Application In Synthesis of SBI-477

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 781628-99-7 ]

[ 781628-99-7 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 617-05-0 ]
  • 3-methoxy-N-(4-(4-methoxyphenyl)thiazol-2-yl)-4-(2-morpholino-2-oxoethoxy)benzamide [ No CAS ]
  • 2
  • [ 5942-32-5 ]
  • [ 781628-99-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: lithium hydroxide / tetrahydrofuran; water / 65 °C 2.1: triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / acetonitrile / 75 °C 2.2: 65 °C 3.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 85 °C / Microwave irradiation
  • 3
  • [ 1440-61-5 ]
  • [ 2073059-11-5 ]
  • [ 781628-99-7 ]
YieldReaction ConditionsOperation in experiment
66% With potassium carbonate In N,N-dimethyl-formamide at 85℃; for 4h; Microwave irradiation; A vial was charged with 4-hydroxy-3-methoxy-N-(4-(4-methoxyphenyl)thiazol- 2-yl)benzamide (441 mg, 1.0 eq) and DMF (0.1 M). Potassium carbonate (343 mg, 2.0 eq) was added, followed by 2-η1θΓθ-1^ο ηο1ηο613η-1-οη6 (163 μ, 1.0 eq). This solution was then warmed to 85°C in a microwave reactor for 4 hours. The solution was partially concentrated and then partitioned between EtOAc and water. The aqueous layer was further extracted with EtOAc and the combined organic layers were dried over sodium sulfate. Purification on silica gel (10-100% hex/EtOAc gradient) gave 3- methoxy-N-(4-(4-methoxyphenyl)thiazol-2-yl)-4-(2-morpholino-2-xoethoxy)benzamide (398 mg, 66%) as a white solid. 1H NMR (500 MHz, methanol-d4) δ 7.87 (d, J = 8.7 Hz, 2H), 7.69 (s, 1H), 7.69 - 7.62 (m, 1H), 7.26 (s, 1H), 7.08 (d, J = 8.4 Hz, 1H), 6.96 (d, J = 8.8 Hz, 2H), 4.94 (s, 2H), 3.97 (s, 3H), 3.83 (s, 3H), 3.69 (m, 4H), 3.61 (m, 4H). 13C NMR (125 MHz, methanol-d4) δ 166.10, 164.42, 159.76, 158.80, 151.04, 150.15, 149.73, 127.58, 127.38, 126.00, 120.52, 1 14.28, 1 12.98, 1 11.43, 106.61 , 68.53, 67.02, 66.95, 56.21 , 55.53, 46.18, 42.80.
  • 4
  • [ 2104-04-3 ]
  • [ 5533-02-8 ]
  • [ 781628-99-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / acetonitrile / 75 °C 1.2: 65 °C 2.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 85 °C / Microwave irradiation
 

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