Crystal structure of the co-crystal butylparaben–isonicotinamide (1/1)

Abstract

The title 1:1 co-crystal, butyl­paraben–isonicotinamide [BPIN, butyl 4-hy­droxy­benzoate isonicotinamide (1/1)], crystallizes with one mol­ecule each of butyl­paraben and isonicotinamide. In the crystal, various BPN and ISN mol­ecules are linked via O—H⋯N, N—H⋯O and N—H⋯O=C hydrogen bonds, creating a layered structure.

Review on Life Cycle of Parabens: Synthesis, Degradation, Characterization and Safety Analysis

“…The melting temperatures of parabens increase by decreasing molecular weights, which is affected by the size of the alkyl chain [47][48][49] between melting points of PP and EP. Co-crystallization of MP with other molecules has been investigated by various groups: i) successful synthesis pharmaceutical co-crystal using MP and quinidine; ii) EP acts as "molecular hook" to separate quinidine from its stereoisomer quinine based hydrogenbond-mediated molecular recognition [52]; iii) nicotinamide increases the solubility of parabens [53] and co-crystal of 1:1 EP-nicotinamide [54] and BP-isonicotinamide [55], iv) single crystal X-ray analysis of parabens co-crystals revealed the formation of corrugated layers from conformers molecules, and associated hydrogen bonding network in the structures [54][55].…”

Untitled

“…Bir hidroksil grubu bulunduran benzoik asit türevleri günümüzde koruyucu olarak kozmetik gıda ve eczacılık ürünlerinde yaygın bir şekilde kullanılmakta olup çok sayıda ko-kristal çalışmaları da bulunmaktadır (Vishweshwar et al 2003, Wang et al 2012, Luo et al 2013, Du et al 2015, Lou et al 2015, Przybyłek et al 2016b. Bu çalışmada amid grubunda bulundurduğu potansiyel donör atomlar olan oksijen ve azot atomları vasıtası ile hidrojen bağı oluşturabilmesinden dolayı ko-kristal sentezlerinde tercih edilen antitüberküloz ve antibakteriyel gibi özelliklere sahip bir bileşik olan izonikotinamid (Arıcı et al 2017, Ratajczak et al 2013, Bhardwaj et al 2016)ve 3-hidroksibenzoik asit kullanarak çözücü buharlaştırma yöntemi ile ko-kristal sentezlendi. Sentezlenen ko-kristalin yapısı 1 H NMR, 13 C NMR, FT-IR Spektroskopileri, DSC ve toz XRD diffraksiyonu metotları kullanılarak incelendi.…”

Synthesis and Characterization of Two New Co-Crystals: p-Aminobenzoic Acid with Isonicotinamide and Pyrazine (1:1)

“…The isonicotinamide and pyrazine, which are used as co-formers in the formation of the co-crystals, have aromatic ring nitrogen atom that can form heterosynthon bonds with p-aminobenzoic acid. In addition, isonicotinamide is an antibacterial, antituberculosis compound capable of forming hydrogen bonds with oxygen and nitrogen atoms by means of potential donor atoms in amide group [20][21][22][23][24][25]. Pharmacological properties of pyrazine and its derivatives are also known.…”