Combiflash rf 200

Manufactured by Teledyne

Sourced in United States

The CombiFlash Rf 200 is a flash chromatography system designed for purification of organic compounds. It provides automated control of mobile phase gradient, flow rate, and fraction collection to facilitate efficient separation and isolation of target analytes.

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Combiflash Rf (54 citations) CombiFlash (26 citations) CombiFlash Rf 200 system (6 citations) ISCO-CombiFlash® Rf 200 (4 citations)

41 protocols using combiflash rf 200

Synthesis and Characterization of Novel Compounds

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All commercial reagents and solvents were obtained from the commercial provider and used without further purification. Melting points (mp) were obtained with a MP90 melting point apparatus (Mettler-Toledo, Greifensee, Switzerland). ¹H NMR and ¹³C NMR spectra were recorded on a Bruker Avance III 500 or II600 spectrometers (Varian, San Francisco, USA) in DMSO‑d₆ with Me₄Si as the internal standard. ESI high-resolution mass spectra (HRMS) were recorded on an Autospec Ultima-TOF spectrometer (Micromass UK Ltd., Manchester, U.K.). Flash chromatography over silica gel was performed on Combiflash Rf 200 (Teledyne, Nebraska, USA). Compounds 6a, 6b, 7a–c, 7l–o and 15b were synthesized and identified by mp or ¹H NMR [[13] (link), [14] (link), [15] , [16] , [17] , [18] (link), [19] ].

Zhang X., Shi Y., Guo Z., Zhao X., Wu J., Cao S., Liu Y., Li Y., Huang W., Wang Y., Liu Q., Li Y, & Song D. (2022). Clofazimine derivatives as potent broad-spectrum antiviral agents with dual-target mechanism. European Journal of Medicinal Chemistry, 234, 114209.

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Spectroscopic Characterization of Organic Compounds

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All commercial solvents and reagents were used without any purification. All reactions were monitored by thin layer chromatography (TLC) and visualized under UV light at 254 nm or iodine fumigation. Melting points (mp) were obtained with a MP90 melting point apparatus (Mettler-Toledo, Greifensee, Switzerland). ¹H and ¹³C NMR spectral data were recorded with a Bruker Avance 400, 500 or 600 spectrometers (Varian, San Francisco, USA) in DMSO‑d₆ or CDCl₃ using tetramethylsilane (TMS) as the internal standard. High-resolution mass spectrometry (HRMS) was performed on an AutospecUitima-TOF mass spectrometer (Micromass UK Ltd., Manchester, U.K.). The flash column chromatograms were conducted on silica gel (200–300 mesh) using Combiflash Rf 200 (Teledyne, NE, USA).

Wang K., Wu J., X.i.n.–.Z.h.a.n.g., Zeng Q., Zhang N., Huang W., Tang S., Wang Y., Kong W., Wang Y., Li Y, & Song D. (2021). Discovery and evolution of 12N-substituted aloperine derivatives as anti-SARS-CoV-2 agents through targeting late entry stage. Bioorganic Chemistry, 115, 105196.

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Analytical Characterization of Organic Compounds

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All commercial chemicals were used as supplied unless otherwise indicated. Flash chromatography was performed on a Teledyne Combiflash RF-200 with RediSep columns (silica) and indicated mobile phase. ¹H and ¹³C NMR spectra were recorded on a Varian 600 MHz or Bruker 400 spectrometer. Mass data were acquired using an Agilent 6230 TOF LC/MS spectrometer. All NMR and mass spectrometers are located in the shared instrument rooms at the Center for Drug Design, University of Minnesota.

Wang L., Casey M.C., Vernekar S.K., Do H.T., Sahani R.L., Kirby K.A., Du H., Hachiya A., Zhang H., Tedbury P.R., Xie J., Sarafianos S.G, & Wang Z. (2020). Chemical Profiling of HIV-1 Capsid-Targeting Antiviral PF74. European journal of medicinal chemistry, 200, 112427.

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Preparation and Characterization of Organic Compounds

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All commercial chemicals were used as supplied unless otherwise indicated. Dry solvents were either purchased (toluene and MeOH) or dispensed under argon from an anhydrous solvent system with two packed columns of neutral alumina or molecular sieves. Flash chromatography was performed on a Teledyne Combiflash RF-200 with RediSep columns (silica) and indicated mobile phase. All moisture sensitive reactions were performed under an inert atmosphere of ultrapure argon with oven-dried glassware. ¹H and ¹³C NMR spectra were recorded on a Varian 600 MHz spectrometer. Mass data were acquired on an Agilent TOF II TOS/MS spectrometer capable of ESI and APCI ion sources. Analysis of sample purity was performed on a Varian Prepstar SD-1 HPLC system with a Phenomenex Gemini, 5 μm C18 column (250 mm × 4.6 mm). HPLC conditions: solvent A = H₂O, solvent B = MeCN; flow rate = 1.0 mL/min; compounds were eluted with a gradient of 20% MeCN/H₂O for 5 min then to 100% MeCN for 40 min. Purity was determined by total absorbance at 254 nm. All tested compounds have a purity ≥96.

Vernekar S.K., Qiu L., Zhang J., Kankanala J., Li H., Geraghty R.J, & Wang Z. (2015). 5′-Silylated 3′-1,2,3-triazolyl Thymidine Analogues as Inhibitors of West Nile Virus and Dengue Virus. Journal of medicinal chemistry, 58(9), 4016-4028.

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Synthesis and Characterization of Anti-CVB3 Inhibitors

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Melting point (mp) was obtained with an MPA 100 OptiMelt automated melting point system (Stanford Research Systems, California, USA) and uncorrected. ¹H NMR spectra was performed on a Varian Inova 400 MHz spectrometer (Varian, San Francisco, CA) or 500 MHz spectrometer (AV500-III, Brvker, Swiss), with Me₄Si as internal standard. ESI high-resolution mass spectra (HRMS) were recorded on an AutospecUItima-TOF mass spectrometer (Micromass UK Ltd., Manchester, UK). Flash chromatography was performed on CombiflashRf 200 (Teledyne, Nebraska, USA), particle size 0.038 mm.
Compound 2 with purity over 98.5% was purchased from the Yanchi Dushun Biological and Chemical Co., Ltd. (Shanxi, China) and the Ningxia Zijinghua Pharmacy Co., Ltd. (Ningxia, China). Target compounds 9b-c, 9e–k and 10b–f were prepared as a family of anti-CVB3 inhibitors¹⁹ .

Li Y., Peng Z., Gao L, & Song D. (2014). Synthesis and biological evaluation of sophocarpinic acid derivatives as anti-HCV agents. Acta Pharmaceutica Sinica. B, 4(4), 307-312.

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Purification and Characterization of Organic Compounds

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All commercial chemicals were used as supplied unless otherwise indicated. Dry solvents were either purchased (toluene and MeOH) or dispensed under argon from an anhydrous solvent system with two packed columns of neutral alumina or molecular sieves. Flash chromatography was performed on a Teledyne Combiflash RF-200 with RediSep columns (silica) and indicated mobile phase. All moisture sensitive reactions were performed under an inert atmosphere of ultra-pure argon with oven-dried glassware. ¹H and ¹³C NMR spectra were recorded on a Varian 600 MHz spectrometer. Mass data were acquired on an Agilent TOF II TOS/MS spectrometer capable of ESI and APCI ion sources. Analysis of sample purity was performed on a Varian Prepstar SD-1 HPLC system with a Phenomenex Gemini, 5 micron C18 column (250mm × 4.6 mm). HPLC conditions: solvent A = H₂O containing 0.1% TFA, solvent B = MeCN; flow rate = 1.0 mL/min; compounds were eluted with a gradient of 20% MeCN/H₂O to 100% MeCN for 30 min. Purity was determined by total absorbance at 254 nm. All tested compounds have a purity ≥ 95%.

Vernekar S.K., Tang J., Wu B., Huber A.D., Casey M.C., Myshakina N., Wilson D., Kankanala J., Kirby K.A., Parniak M.A., Sarafianos S.G, & Wang Z. (2017). Double-winged 3-Hydroxypyrimidine-2,4-diones: Potent and Selective Inhibition against HIV-1 RNase H with Significant Antiviral Activity. Journal of medicinal chemistry, 60(12), 5045-5056.

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Synthesis of N-(4-Fluorophenyl)-4-Phenylthiazol-2-Amine

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Example 19

General Procedure.

2-Bromo-1-phenylethan-1-one (1.0 equivalent, 0.5 mmol) and 1-(4-fluorophenyl)thiourea (1.0 equivalent, 0.5 mmol) were premixed in 5 mL of ethanol. The mixture was pumped through a preheated glass microfluidic reactor (Syrris Asia Flow Chemistry Module) at a predetermined flow rate to have the desired residence time using Syrris Asia pump. The outcome was collected in a flask and concentrated under reduced pressure. The crude was dissolved in 10 mL ethyl acetate washed with 2×10 mL satd. NaHCO₃. The organic phase was combined, dried MgSO₄and concentrated under reduced pressure. The crude product obtained was purified using prepacked silica cartridge on Teledyne CombiFlash R_f200. Elution with 10:90 Hexaneethyl acetate afforded N-(4-fluorophenyl)-4-phenylthiazol-2-amine (MPA-1/RGCD 423F) in 98% yield. The same methodology was used to synthesize the other compounds disclosed herein.

Although the invention has been described with reference to the above examples, it will be understood that modifications and variations are encompassed within the spirit and scope of the invention. Accordingly, the invention is limited only by the following claims.

US11072592B2. Small molecules that enable cartilage rejuvenation (2021-07-27). The Regents of the University of California [US]. Inventors: Denis Evseenko [US], Benjamin J. Van Handel [US], Varghese John [US].

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Spectroscopic Characterization of Organic Compounds

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Unless otherwise noted, all commercial reagents and solvents were obtained from the commercial provider and used without further purification. Melting points (mp) were obtained with CXM-300 melting point apparatus and are uncorrected. ¹H NMR and ¹³C NMR spectra were recorded on a Bruker Avance 400 (400/101 MHz for ¹H/¹³C) spectrometer or Bruker Avance III 500 (500/126 MHz for ¹H/¹³C) spectrometer (Varian, San Francisco, USA) respectively, in DMSO-d₆ with Me₄Si as the internal standard. ESI high-resolution mass spectra (HRMS) were recorded on an AutospecUitima-TOF spectrometer (Micromass UK Ltd., Manchester, U.K.). Flash chromatography was performed on Combiflash Rf 200 (Teledyne, Nebraska, USA).

Tang S., Peng Z.G., Li Y.H., Zhang X., Fan T.Y., Jiang J.D., Wang Y.X, & Song D.Q. (2017). Synthesis and biological evaluation of tricyclic matrinic derivatives as a class of novel anti-HCV agents. Chemistry Central Journal, 11, 94.

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Analytical Methods for Organic Compounds

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Antibodies against IκBα, IKKα, phospho-IKKα/β (Ser180/181), and glyceraldehyde-3-phosphate dehydrogenase (GADPH) were purchased from Cell Signaling Technology (Danvers, MA, USA). TNF-α was obtained from R&D Systems (Minneapolis, MN, USA). The p5×nuclear factor (NF)-κB-luciferase reporter plasmid, the pRL-TK plasmid and Dual-luciferase reporter assay system were from Promega (Madison, WI, USA).
Melting point (mp) was obtained with CXM-300 melting point apparatus and was uncorrected. The ¹H-NMR spectra was performed on a Varian Inova 500 or 600 MHz spectrometer (Varian, San Francisco, CA, USA) and ¹³C-NMR on a Bruker Avance III 500 or 600 spectrometer in Dimethyl sulfoxide (DMSO)-d₆, or CDCl₃, with Me₄Si as the internal standard. Electrospray ionization (ESI) high-resolution mass spectra (HRMS) were recorded on an Autospec UItima-TOF mass spectrometer (Micromass UK Ltd., Manchester, UK). Flash chromatography was performed on a Combiflash Rf 200 (Teledyne, NE, USA), particle size 0.038 mm.

Wang Y.X., Liu L., Zeng Q.X., Fan T.Y., Jiang J.D., Deng H.B, & Song D.Q. (2017). Synthesis and Identification of Novel Berberine Derivatives as Potent Inhibitors against TNF-α-Induced NF-κB Activation. Molecules : A Journal of Synthetic Chemistry and Natural Product Chemistry, 22(8), 1257.

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Purification and Characterization of Organic Compounds

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All commercial chemicals were used as supplied unless otherwise indicated. Flash chromatography was performed on a Teledyne Combiflash RF-200 with RediSep columns (silica) and indicated mobile phase. All moisture sensitive reactions were performed under an inert atmosphere of ultrapure argon with oven-dried glassware. ¹H and ¹³C NMR spectra were recorded on a Varian 600 MHz spectrometer. Mass data were acquired on an Agilent TOF II TOS/MS spectrometer capable of ESI and APCI ion sources. Analysis of sample purity was performed on a Varian Prepstar SD-1 HPLC system with a Phenomenex Gemini, 5 μm C18 column (250 mm × 4.6 mm). HPLC conditions: solvent A = H₂O, solvent B = MeCN; flow rate =1.0 mL/min; compounds were eluted with a gradient of 10% MeCN/H₂O for 0–5 min and to 80% MeCN/H₂O from 5 to 30 min followed by 100% MeCN from 30 to 35 min and then 10% MeCN/H₂O from 35 to 40 min. Purity was determined by total absorbance at 254 nm. All tested compounds have a purity ≥98%.

Kankanala J., Marchand C., Abdelmalak M., Aihara H., Pommier Y, & Wang Z. (2016). Isoquinoline-1,3-diones as Selective Inhibitors of Tyrosyl DNA Phosphodiesterase II (TDP2). Journal of medicinal chemistry, 59(6), 2734-2746.

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