Propiophenone

Manufactured by Merck Group

Sourced in Germany, Belgium

Propiophenone is a chemical compound used as a starting material or intermediate in various organic synthesis processes. It is a colorless crystalline solid with a characteristic odor. Propiophenone serves as a precursor for the production of pharmaceuticals and other specialty chemicals. Its core function is to provide a building block for chemical reactions and formulations.

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Lab products found in correlation

5 protocols using propiophenone

Catalyst Support Characterization and Preparation

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HPS (Purolite Int., Llantrisant, UK), used as catalyst support, was of two types: hyper-cross-linked nonfunctionalized polystyrene, Macronet MN270 (BET SSA 1337 m²/g), and HPS containing tertiary amino groups, MN100 (BET SSA 724 m²/g), designated here as HPS-NR₂. Both supports were washed with distilled water and acetone and then dried under vacuum as described elsewhere [34 (link)]. Benzene (BZ, 99.8%), toluene (TOL, 99.8%), naphthalene (NL, 99%), aniline (AN, 99%), anthracene (ANC, 97%), phenylacethylene (PHA, 98%), phenol (PL, ≥99%), propiophenone (PP, 98%), diphenylamine (DPA, 99%), tetrahydrofuran (THF, ≥99.9%), methanol (MeOH, 99.8%), acetone (≥99.5%), hydrogen peroxide (H₂O₂, 35%), isopropanol (i-PrOH, ≥99.5%), butanol (BuOH, ≥99%), hexane (≥99%), and dodecane (≥99%) were obtained from Sigma-Aldrich. Chloroplatinic acid hydrate (H₂PtCl₆·6H₂O, Pt content 38.41%), palladium acetate (Pd(CH₃COO)₂, Pd content 47.68%), and ruthenium hydroxychloride (Ru(OH)Cl₃, Ru content 45.05%) were purchased from JSC “Aurat” (Moscow, Russia). Sodium hydroxide (NaOH) was obtained from Reakhim (Moscow, Russia). Reagent-grade hydrogen of 99.999% purity was received from AGA (Tver, Russia). All chemicals were used as received. Distilled water was purified with an Elsi-Aqua water purification system.

Bakhvalova E.S., Pinyukova A.O., Mikheev A.V., Demidenko G.N., Sulman M.G., Bykov A.V., Nikoshvili L.Z, & Kiwi-Minsker L. (2021). Noble Metal Nanoparticles Stabilized by Hyper-Cross-Linked Polystyrene as Effective Catalysts in Hydrogenation of Arenes. Molecules, 26(15), 4687.

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SCRA Hydrophobicity Determination by CHI

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Log D (pH 7.4) was determined by chromatographic hydrophobicity index (CHI) measurements for the (S)-enantiomer of each SCRA involved in this study. A calibration mix of ten compounds at 10 µg mL⁻¹ in 1:1 (v/v) water:ACN was used (theophylline, phenyltetrazole, benzimidazole, colchicine, phenyltheophilline, acetophenone, indole, propiophenone, butyrophenone and valerophenone (all Sigma-Aldrich)). Test compounds were prepared at 0.25 mM in 1:1 (v/v) water:ACN. Samples (n = 2 for calibration standards; n = 1 for test compounds) were analysed using UPLC-PDA as described above. Retention times of calibration compounds are used to calculate retention factor (k), which is plotted against literature CHI values for each compound. Linear regression was performed to obtain a line of best fit, from which the CHI and subsequently CHI log D of calibration and test compounds are calculated. Calculations used and calibration data from CHI log D studies are provided in Section S3 of the supplementary information.

Brandon A.M., Antonides L.H., Riley J., Epemolu O., McKeown D.A., Read K.D, & McKenzie C. (2021). A Systematic Study of the In Vitro Pharmacokinetics and Estimated Human In Vivo Clearance of Indole and Indazole-3-Carboxamide Synthetic Cannabinoid Receptor Agonists Detected on the Illicit Drug Market. Molecules, 26(5), 1396.

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HPLC Characterization of Organic Compounds

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Uracil, acetanilide, methyl and ethyl esters of p-hydroxybenzoic acid (parabens), acetophenone, propiophenone, butyrophenone, benzophenone, valerophenone, hexanophenone, heptanophenone, and octanophenone were from Sigma-Aldrich (St. Louis, MO). Stock solutions, 25 mM, were made in acetonitrile (Chromsolv, LC-MS grad, Fisher Scientific, Fair Lawn NJ). Samples were diluted to concentrations from 5 to 20 µM with deionized water. Sample concentrations were selected to maximize concentration while factoring in column loadability and solubility. Water was from a Millipore Milli-Q Synthesis A10 purification system (Billerica, MA). Peptide samples were from an LC-MS grade BSA tryptic digest from Fisher. The lyophilized sample was diluted, as per reagent instructions, to 1 pmol/µL in 95:5 0.1% Formic acid/acetonitrile. Formic acid was from Sigma. The BSA sample was stored at −5 °C when not in use and used within 48 h of thawing/dilution.

Wilson R.E., Groskreutz S.R, & Weber S.G. (2016). Improving the Sensitivity, Resolution, and Peak Capacity of Gradient Elution in Capillary Liquid Chromatography with Large-Volume Injections by Using Temperature-Assisted On-Column Solute Focusing. Analytical chemistry, 88(10), 5112-5121.

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Analytical Characterization of JAK Inhibitor

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Reference standard JAK01 (CPL409116) and its impurities (JAK07, JAK08, JAK09, JAK ImpA, JAK ImpB, JAK ImpC, JAK ImpD, JAK ImpE, and JAK SM-05) were manufactured in-house by Celon Pharma S.A. (Lomianki, Poland).
Mix reference substances to the distribution coefficient chromatographically determinations (CHI logD) including paracetamol, acetanilide, acetophenone, propiophenone, butyrophenone, and valerophenone (purity >99.0%) were purchased from Sigma-Aldrich Chemie GmbH (Steinheim, Germany).
Acetonitrile (ACN) (hypergrade for LC-MS), and methanol (MeOH, hypergrade for LC-MS) were purchased from Merck KGaA (Darmstadt, Germany), and dimethyl sulfoxide (DMSO, for HPLC) from POCH (Gliwice, Poland). Formic acid (98–100%, eluent additive for LC-MS) and ammonia (25% solution, eluent additive for LC-MS) were obtained from CHEM-LAB NV (Zedelgem, Belgium). Ultra-pure water for HPLC was obtained from the water purification system Milli-Q IQ 7000 from Merck KGaA (Darmstadt, Germany).

Gurba-Bryśkiewicz L., Dawid U., Smuga D.A., Maruszak W., Delis M., Szymczak K., Stypik B., Moroz A., Błocka A., Mroczkiewicz M., Dubiel K, & Wieczorek M. (2022). Implementation of QbD Approach to the Development of Chromatographic Methods for the Determination of Complete Impurity Profile of Substance on the Preclinical and Clinical Step of Drug Discovery Studies. International Journal of Molecular Sciences, 23(18), 10720.

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Synthesis and Characterization of Silica-Based Stationary Phases

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Toluene (HPLC grade, ≥99.8%), urea, tetramethoxysilane (TMOS), metyltrimethoxysilane (MTMS), 1 M aqueous acetic acid solution, polyethylene glycol (PEG) of molecular weight (MW) = 10,000 g/mol, thiourea, acetophenone, propiophenone, butyrophenone, valerophenone, hexanophenone, heptanophenone and octanophenone were purchased from Sigma-Aldrich (Overijse, Belgium). Trifluoroacetic acid (TFA, LC-MS Ultra grade) was purchased from Fluka (Buchs, Switzerland). Octadecyldimethyl-N,Ndimethylaminosilane (ODS-DMA) was purchased from ChemPur Feinchemikalien und Forschungsbedarf GmbH (Karlsruhe, Germany). Acetonitrile (ACN, HPLC supra-gradient grade) was purchased from Biosolve B.V. (Valkenswaard, the Netherlands). N-(Trimethylsilyl)-imidazole (TMSI) was obtained from Merck Schuchardt OHG (Hohenbrunn, Germany). Deionized water was produced in-house with a Milli-Q water purification system of Merck Millipore (Billerica, MA, USA). PTFE filters (0.20 µm × 25 mm) were purchased from Macherey-Nagel (Düren, Germany). MassPREP Peptide Mixture was purchased from Waters (Milford, MA, USA). Fused-silica capillaries of 20 µm i.d. (90 µm outer diameter (o.d.)) and 40 µm i.d. (105 µm o.d.) were purchased from Polymicro Technologies (Phoenix, AZ, USA).

Futagami S., Hara T., Ottevaere H., Terryn H., Baron G.V., Desmet G, & De Malsche W. (2019). Chromatographic study of the structural properties of mesoporous silica layers deposited on radially elongated pillars. Journal of chromatography. A, 1595.

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