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benzoate

benzoate structure

benzoate 

structure

Description

Benzoate is the simplest member of the class of benzoates that is the conjugate base of benzoic acid, comprising a benzoic acid core with a proton missing to give a charge of -1. It has a role as a human xenobiotic metabolite and a plant metabolite. It is a conjugate base of a benzoic acid.|Phenylbutyrate and sodium benzoate are orphan drugs approved for the treatment of hyperammonemia in patients with urea cycle disorders, a series of at least 8 rare genetic enzyme deficiencies. The urea cycle is the major pathway of elimination of excess nitrogen including ammonia, and absence of one of the urea cycle enzymes often causes elevations in serum ammonia which can be severe, life-threatening and result in permanent neurologic damage and cognitive deficiencies. Both phenylbutyrate and sodium benzoate act by promoting an alternative pathway of nitrogen elimination. Neither phenylbutyrate nor sodium benzoate have been linked to cases of liver injury either in the form of serum enzyme elevations during therapy or clinically apparent acute liver injury.|Derivatives of BENZOIC ACID. Included under this heading are a broad variety of acid forms, salts, esters, and amides that contain the carboxybenzene structure.


ChEBI: The simplest member of the class of benzoates that is the conjugate base of benzoic acid, comprising a benzoic acid core with a proton missing to give a charge of -1.

benzoate Basic Attributes

0

121.028954398

DTXSID4043771

Characteristics

119 °C

Toxicity

While the urea cycle disorders are caused by deficiencies of hepatic enzymes responsible for the elimination of nitrogen, patients generally present with hyperammonemia without other features or biochemical evidence of hepatic injury. Thus, serum aminotransferase, alkaline phosphatase and bilirubin levels are generally normal or only mildly elevated. Newborns presenting with hyperammonemia may have hepatomegaly but other, non-urea cycle, liver function is normal as is hepatic histology. Phenylbutyrate can help to lower ammonia levels acutely and manage to keep them in the normal or near normal range, but generally does not affect other liver functions. In open label studies, a small proportion of patients (particularly with ornithine transcarbamylase [OTC] deficiency) have had ALT or AST elevations, but these have generally been attributed to the underlying condition or its complications. Phenylbutyrate has not been linked to instances of clinically apparent liver injury with jaundice.

Drug Information

Phenylbutyrate and sodium benzoate are orphan drugs approved for the treatment of hyperammonemia in patients with urea cycle disorders, a series of at least 8 rare genetic enzyme deficiencies. The urea cycle is the major pathway of elimination of excess nitrogen including ammonia, and absence of one of the urea cycle enzymes often causes elevations in serum ammonia which can be severe, life-threatening and result in permanent neurologic damage and cognitive deficiencies. Both phenylbutyrate and sodium benzoate act by promoting an alternative pathway of nitrogen elimination. Neither phenylbutyrate nor sodium benzoate have been linked to cases of liver injury either in the form of serum enzyme elevations during therapy or clinically apparent acute liver injury.

Urea Cycle Disorder Agents

Acids, Benzoic

benzoate Use and Manufacturing

The main components of Benzoate anion are benzoic acid and its derivatives. It has excellent emulsification and dispersion, can effectively reduce the surface tension, and is widely used in the field of pearl gloss agent, emulsion and so on. In addition, benzoic acid surfactants also have the characteristics of antistatic, anti-corrosion, penetration, etc., and are widely used in electronics, metals, engineering and other industries. Benzoate anion is a negatively charged surfactant that is characterized by good cleaning and emulsification capabilities, the ability to stabilize liquid foam, and the effect of reducing surface tension. Anionic surfactants are widely used in various fields such as detergents, concentrates and emulsifiers. Benzoate anion and its sodium salts have no bactericidal and bacteriostatic effects in acidic media, but in slightly acidic or neutral media, benzoate anion will ionize and acidize, inhibit the respiratory enzyme system activity of microbial cells, and thus play a role in bactericidal and antiseptic. Therefore, benzoate anion is widely used as a preservative for food, feed, latex, toothpaste, and cosmetics to prevent product deterioration and extend shelf life. Benzoate anion has antibacterial and anti-inflammatory effects and is therefore used as a pharmaceutical intermediate to synthesize many important drugs such as antibiotics, anti-inflammatory drugs, aspirin, ibuprofen, etc. Benzoate anion can react with other compounds to produce a variety of organic compounds, which have excellent physical and chemical properties, and are widely used in the preparation of fragrances, coatings, dyes and polymer materials. Benzoate anion can be used for seed treatment to improve the speed and efficiency of seed germination. Soaking the seeds in an aqueous solution containing benzoate anion can promote water absorption and accelerate seed growth, thus increasing the productivity and yield of the plant. Benzoate anion can inhibit the activity of tyrosinase, thereby reducing the synthesis of melanin, to achieve whitening effect. Therefore, benzoate anion is often used in whitening products such as whitening creams and whitening serums. Benzoate anion can regulate the pH of the skin, maintain the normal pH of the skin, and maintain the health of the skin.

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