Publications

Journal article

Discovery of a potent dual inhibitor of aromatase and aldosterone synthase

Tinivella, A.; Banchi, M.; Gambacorta, G.; Borghi, F.; Orlandi, P.; Baxendale, I. R; Di Paolo, A.; Bocci, G.; Pinzi, L.; Rastelli, G.

ACS Pharmacol. Transl. Sci. · 2023 · 6 · 1870–1883

Estrogen deficiency derived from inhibition of estrogen biosynthesis is a typical condition of postmenopausal women and breast cancer (BCs) patients undergoing antihormone therapy. The ensuing increase in aldosterone levels is considered to be the major cause…

Journal article

In situ facile one-step solvothermal synthesizing hexagonal ammonium tungsten bronze (NH4)0.33WO3 to tap NIR light absorption ability by controlling crystallinity

Ceramics International · 2023 · 49 · 11589–11599

Tungsten bronze (TB) has potentially high visible light transparency and excellent near-infrared (NIR) shielding ability. To fully dig out the concealed optical properties of TB with specific chemical components, in this work, hexagonal ammonium tungsten bron…

Journal article

Spectroscopic dataset of Hedione’s derivatives gathered during process development

Sharley, J. S.; Gambacorta, G.; Pérez, A. M. C.; Ferri, E. E.; Miranda, A. F.; Quesada, J. S.; Baxendale, I. R.

Data in Brief · 2023 · 46 · 108801(1)–108801(24)

The dataset of spectroscopic analysis performed on starting materials, intermediates, and products relating to the synthesis of Hedione are hereby presented. The data were acquired in Durham university during the period between October 2020 and September 2021…

Journal article

6-Chloro-3H-benzo[d][1,2,3]dithiazol-2-ium Chloride

Nicholls, A. J.; Baxendale, I. R.

Molbank · 2022 · 2022 · M1339-1–M1339-8

This short note describes the synthesis of an amorphous benzo[1,2,3]dithiazole chloride salt (commonly known as a “Herz salt”) by use of the Herz reaction. Hetero- and homolytic transformations of this species to a variety of useful adducts in me…

Journal article

A Simple One-Pot Oxidation Protocol for the Synthesis of Dehydrohedione from Hedione

Sharley, J. S.; Gambacorta, G.; Collado Pérezb, A. M.; Ferri, E. E.; Miranda, A. F.; Fernández, I. F.; Quesada, J. S.; Baxendale, I. R.

Tetrahedron · 2022 · 126 · 133068(1)–133068(11)

A new method of oxidising Hedione 1 to dehydrohedione 2, a highly valuable target in the flavour and fragrance industry, was developed based on α-chlorination-elimination. The spontaneous elimination of the α-chloro intermediate 5 in methanol was …

Journal article

Continuous-Flow Hofmann Rearrangement Using Trichloroisocyanuric Acid for the Preparation of 2-Benzoxazolinone

Gambacorta, G.; Baxendale, I. R.

Org. Process Res. Dev. · 2022 · 26 · 422–430

A continuous-flow preparation of 2-benzoxazolinone via the Hofmann rearrangement of salicylamide has been implemented employing trichloroisocyanuric acid as the stable and atom-economic chlorinating agent. The system was optimized to avoid solid accumulation …

Journal article

Development of α,7α-Dihydroxy-6α-ethyl-24-nor-5b-Cholan-23-Sulfate Sodium Salt (INT-767): Process Optimization, Synthesis and Characterization of Metabolites

Cerra, B.; Venturoni, F.; Souma, M.; Ceccarelli, G.; Lozza, A. M.; Passeri, D.; De Franco, F.; Baxendale, I. R.; Pellicciari, R.; Macchiarulo, A.; Gioiello, A.

Euro. J. Med. Chem. · 2022 · 242 · 114652(1)–114652(15)

Estrogen deficiency derived from inhibition of estrogen biosynthesis is a typical condition of postmenopausal women and breast cancer (BCs) patients undergoing antihormone therapy. The ensuing increase in aldosterone levels is considered to be the major cause…

Journal article

Further Investigations into Imine-Mediated Formation of Allylic Nitro Compounds

Sharley, J. S.; Gambacorta, G.; Collado Pérez, A. M.; Ferri, E. E.; Miranda, A. F.; Quesada, J. S.; Baxendale, I. R.

Tetrahedron · 2022 · 126 · 133058(1)–133058(14)

Nitro alkanes are valuable starting materials for functionalisation via their corresponding anions as well as their transformation into other important groups such as ketones via the Nef reaction. Herein, we report a process development study for the construc…

Journal article

Identification of potential biological targets of oxindole scaffolds via in silico repositioning strategies

Tinivella, A.; Pinzi, L.; Gambacorta, G.; Baxendale, I. R. Rastelli, G.

F1000Research · 2022 · 22 · 1–16

Drug repurposing is an alternative strategy to traditional drug discovery that aims at predicting new uses for already existing drugs or clinical candidates. Drug repurposing has many advantages over traditional drug development, such as reduced attrition rat…

Journal article

Tracking on crystallization process of doped metal oxide IATO to optimize solvothermal conditions

Hu, T.; Ian R. Baxendale, I. R.; Su, Y.; Li, F.; Duan, S.; Zhang, Y.; Fan, H.

Applied Physics A · 2022 · 128 · 1–8

XRD (X-ray diffraction) pattern analysis can estimate approximate preparation condition values based on nanomaterials formation; however, these initial values can be further refined without additional experiments by combining DSC (Differential Scanning Calori…

Journal article

4,4’-(Pyridin-4-ylmethylene)dibenzonitrile

Lancaster, B. M. J.; Nicholls, A. J.; Baxendale, I. R.

Molbank · 2021 · 2021 · M1302-1–M1302-5

methylpyridine, following deprotonation with LDA, twice acts as a carbon nucleophile in an unusual SNAr process, to form a novel triarylmethane structure. A proposed mechanism for this sequence is presented that is supported by single crystal X-ray analysis…

Journal article

A comprehensive review of flow chemistry techniques tailored to the flavours and fragrances industries

Gambacorta, G.; Sharley, J. S.; Baxendale, I. R.

Beilstein J. Org. Chem. · 2021 · 17 · 1181–1312

Due to their intrinsic physical properties, which includes being able to perform as volatile liquids at room and biological temperatures, fragrance ingredients/intermediates make ideal candidates for continuous-flow manufacturing. This review highlights the p…