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3-Bromomandelic acid, with the molecular formula C8H7BrO3, is a white crystalline solid that exhibits solubility in both water and organic solvents. This chemical compound is recognized for its ability to form hydrogen bonds, which makes it a valuable building block in various organic chemistry reactions. Its versatility has led to its widespread use in the synthesis of pharmaceutical and agrochemical products, as well as in the production of dyes and pigments. Additionally, 3-Bromomandelic acid has been explored for its potential therapeutic applications, particularly in addressing neurological disorders, and serves as a chiral auxiliary in asymmetric synthesis reactions.

49839-81-8

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49839-81-8 Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
3-Bromomandelic acid is utilized as a key intermediate in the synthesis of various pharmaceutical and agrochemical products. Its ability to form hydrogen bonds and act as a chiral auxiliary makes it an indispensable component in the development of new drugs and agrochemicals with improved efficacy and selectivity.
Used in Dye and Pigment Production:
In the dye and pigment industry, 3-Bromomandelic acid serves as a crucial building block for the production of a wide range of dyes and pigments. Its chemical properties allow for the creation of colorants with specific characteristics, such as solubility, stability, and color intensity, which are essential for various applications, including textiles, plastics, and printing inks.
Used in Asymmetric Synthesis:
3-Bromomandelic acid is employed as a chiral auxiliary in asymmetric synthesis reactions. Its unique properties enable the selective formation of enantiomers, which is crucial in the production of enantiomerically pure compounds. This is particularly important in the pharmaceutical industry, where the desired biological activity is often associated with a specific enantiomer.
Used in Neurological Disorder Treatment Research:
3-Bromomandelic acid has been studied for its potential therapeutic applications, particularly in the treatment of neurological disorders. Its ability to form hydrogen bonds and interact with biological molecules makes it a promising candidate for the development of new treatments and therapies for various neurological conditions.

Check Digit Verification of cas no

The CAS Registry Mumber 49839-81-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,9,8,3 and 9 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 49839-81:
(7*4)+(6*9)+(5*8)+(4*3)+(3*9)+(2*8)+(1*1)=178
178 % 10 = 8
So 49839-81-8 is a valid CAS Registry Number.

49839-81-8Relevant academic research and scientific papers

Solid phase behavior in the chiral systems of various 2-hydroxy-2-phenylacetic acid (mandelic acid) derivatives

Von Langermann, Jan,Temmel, Erik,Seidel-Morgenstern, Andreas,Lorenz, Heike

, p. 721 - 728 (2015/03/30)

The solid phase behavior of a series of monosubstituted F-, Cl-, Br-, I-, and CH3- and two 2,4-halogen-disubstituted 2-hydroxy-2-phenylacetic acid (mandelic acid) derivatives was investigated. The study includes detailed information about melting temperature, melting enthalpy, X-ray diffraction data, as well as selected binary phase diagrams of the respective chiral systems. Aside from the known metastable conglomerate 2-chloromandelic acid, evidence for two more metastable conglomerates was found.

Kinetic resolution of mandelate esters via stereoselective acylation catalyzed by lipase PS-30

Chen, Peiran,Yang, Wenhong

supporting information, p. 2290 - 2294 (2014/04/17)

By using lipase PS-30 as catalyst, the kinetic resolution of a series of racemic mandelate esters has been achieved via stereoselective acylation. The value of kinetic enantiomeric ratio (E) reached up to 197.5. Substituent effect is briefly discussed.

Relationships between the racemic structures of substituted mandelic acids containing 8- and 10-membered hydrogen bonded dimer rings

Coles,Ellis,Leung,Sarson,Threlfall,Tizzard

, p. 10816 - 10823 (2015/02/19)

The structures of 27 monosubstituted mandelic acids, including several of their polymorphs, plus unsubstituted mandelic acid itself (two polymorphs) are investigated for structural similarity. The results, presented pictorially as a structural relationship plot, show that rather more structures are built up from the carboxyl-chain hydroxyl hydrogen bonded dimer than from the conventional carboxylic acid dimer. The results show how all the structures are related and, based on the two types of dimer, the degree of similarity that they possess. Some structures with Z′ > 1 contain both sorts of dimers and there are many examples of isostructural sets within the structures so far determined. We also present an example where analysing similarity in related families of structures highlights a structure that should be present and which has indeed then proceeded to be synthesised and determined.

BENZAZOLE DERIVATIVES AS HISTAMINE H4 RECEPTOR LIGANDS

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Page/Page column 59-60, (2012/04/17)

The present patent application concerns new Iigands of the H4-receptor of formula (I), their process of preparation and their therapeutic use.

Benzazole derivatives as histamine H4 receptor ligands

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Page/Page column 27, (2012/05/20)

The present patent application concerns new ligands of the H4-receptor of formula (I), their process of preparation and their therapeutic use.

Chiral β-diketonate ligands of 'pseudo planar chiral' topology: Enantioselective synthesis and transition metal complexation

Bocknack, Brian M.,Wang, Long-Cheng,Hughes, Freddie W.,Krische, Michael J.

, p. 6266 - 6275 (2007/10/03)

A practical enantioselective synthesis of chiral β-diketonate ligands 1a-1d, which are of 'pseudo planar-chiral' topology, is described. Additionally, the first chiral bis(diketonates) 2a-2c, ligands of C2-symmetry that are isoelectronic with r

Ytterbium triflate-promoted tandem one-pot oxidation-cannizzaro reaction of aryl methyl ketones

Curini, Massimo,Epifano, Francesco,Genovese, Salvatore,Marcotullio, M. Carla,Rosati, Ornelio

, p. 1331 - 1333 (2007/10/03)

(Chemical Equation Presented) Ytterbium triflate was shown to be an effective catalyst in promoting the synthesis of either isopropyl esters or free α-hydroxy-arylacetic acids from substituted aromatic glyoxals and aryl methyl ketones, respectively. The reaction to provide acids starting from differently substituted ketones was carried out by an environmentally friendly method using an aqueous medium as a solvent and giving the adducts in 78-99% yield without any further purification after the usual workup.

7-α-Amino-substituted acylamino-3-(1-carboxymethyltetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acids

-

, (2008/06/13)

Certain 7-acylamido-3-(1-carboxy-loweralkyl-tetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acids and their salts and easily hydrolyzed esters of the 4-carboxyl group were synthesized and found to be potent antibacterial agents which exhibited good aqueous solubility. In a preferred embodiment the 7-substituent was 2'-aminomethylphenylacetamido.

7-(D-α-Hydroxy-2-arylacetamido)-3-(2-carboxyalkyl-2,3-dihydro-s-triazolo-[4,3-b]pyridazin-3-on-6-ylthiomethyl)-3-cephem-4-carboxylic acids and derivatives

-

, (2008/06/13)

7-(D-α-Hydroxy-2-arylacetamido)-3-(2-carboxyalkyl-2,3-dihydro-s-triazolo[4,3-b]pyridazin-3-on-6-ylthiomethyl)-3-cephem-4-carboxylic acids and derivatives containing blocking groups on the α-hydroxy group and their nontoxic, pharmaceutically acceptable salts are valuable as antibacterial agents and are particularly valuable as therapeutic agents in poultry and in animals, including man, in the treatment of infectious diseases caused by many Gram-positive and Gram-negative bacteria. A preferred compound is 7-(D-mandelamido)-3-(2-carboxyalkyl-2,3-dihydro-s-triazolo[4,3-b]pyridazin-3-on-6-ylthiomethyl)-3-cephem-4-carboxylic acid.

7-(D-α-Hydroxy-2-arylacetamido)-3-(tetrazolo-[4,5-b]pyridazin-6-ylthiomethyl)-3-cephem-4-carboxylic acids

-

, (2008/06/13)

7-(D-α-Hydroxy-2-arylacetamido)-3-(tetrazolo-[4,5-b]pyridazin-6-ylthiomethyl)-3-cephem-4-carboxylic acids and their nontoxic, pharmaceutically acceptable salts are valuable as antibacterial agents and are particularly valuable as therapeutic agents in poultry and animals, including man, in the treatment of infectious diseases caused by many Gram-positive and Gram-negative bacteria.

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