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SUBSTANCE: synthesis involves oxidation of substrate with chlorine dioxide in organic solvent at 40-50°C, said selected from myrtenal or myrtenol and said organic solvent from acetone, benzene, and alcohol at molar ratio of myrtenal or myrtenol to chlorine dioxide 1:(0.5-3.5). Thus formed myrtenic acid is isolated in the form of its water-soluble salt and, when alcohol is used as solvent, in the form of ester.
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Benzoic acid is one of the most important products of the chemical industry. This product is used in the following industries: agriculture and food industry (preservatives vegetable raw materials and food products, antibacterial packaging materials), chemical and petrochemical industry (production of chemical plant protection products, rubber and rubber products, fuels and lubricants, defrosters, antifreeze agents, plasticizers, insulating varnishes, glues, dyes, synthetic polymers and fibers, drugs analytical chemistry), pulp and paper and textile industries (pulp, homogenizers in detergent compositions; water-repellent finishing of fabrics), in biomedical and pharmaceutical industry the production of medicinal substances).
Local anesthetics are the class of drugs that produce reversible loss of sensation in a restricted region of the body1. These drugs play an imperative role in the operative procedures, acute pains, and in the management of chronic pain2. However, severe adverse effects are often associated with use of these agents in medical practice, leading to an emerging need of safe and potent agents3. Literature revealed that benzimidazoles4, benzotriazole5, amides6, acetamide7, thiadiazole8, benzisothiazole9, naphthyridine10, thiazolidone11, thiophene12, pyran13, carbamoic acid14, demonstrated significant local anesthetic and anti-arrhythmic activity by effectively inhibiting the sodium channel. Chloroacetamido moiety is present in a large number of compounds and plays a vital role in biological activity15. In this study, eight esters, ten amides and one imidazole derivatives of 4-(2-chloroacetamido)benzoic acid was synthesized with an intention to study their local anesthetic activity. From the literature survey, it was revealed that many of the marketed local anesthetics (amethocaine, lignocaine, etc.) are 4-aminobenzoic acid analogs, where, the presence of an ester or amide linkage was found to be a crucial feature. Thus, we have chosen 4-aminobenzoic acid analogs as a parent nucleus. In contrast to marketed products, in this parent compound, the essential alkyl substituted nitrogen having strong ionization characteristics (pKa in basic side) was replaced by amide nitrogen. Next to the amide nitrogen, a carbonyl group was placed rationally in order to gain access to the active pockets for binding. A methyl chloride group was substituted on the carbonyl carbon of this amide, with an assumption that a presence of chlorine in a chain would increase the ionization characteristic of amide nitrogen by inductive effect, hence, increasing its contribution in water solubility (Fig 1).