614-75-5 Usage
Description
2-Hydroxyphenylacetic acid, also known as 2-(2-hydroxyphenyl)acetic acid, is a hydroxy monocarboxylic acid derived from acetic acid, where one of the methyl hydrogens is substituted by a 2-hydroxyphenyl group. It is a metabolite of phenylalanine and is excreted in the urine of patients suffering from diseases like phenylketonuria. This off-white solid is an important intermediate in the synthesis of various compounds.
Uses
Used in Pharmaceutical Industry:
2-Hydroxyphenylacetic acid is used as an intermediate in the synthesis of atenolol, a widely used beta-blocker medication for treating conditions such as hypertension, angina pectoris, and certain types of arrhythmias. Its role in the synthesis process is crucial for producing this essential medication.
Used in Chemical Synthesis:
2-Hydroxyphenylacetic acid is also used as an intermediate in the synthesis of 3,4-dihydroxyphenylacetic acid, which is an important compound in the production of various chemicals and pharmaceuticals. Its presence in the synthesis process aids in the creation of these valuable compounds.
Purification Methods
Crystallise the acid from ether or chloroform (m 147o, m from latter solvent is always lower). [Beilstein 10 H 187, 10 I 81, 10 II 112, 10 III 422, 10 IV 536.]
Check Digit Verification of cas no
The CAS Registry Mumber 614-75-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 4 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 614-75:
(5*6)+(4*1)+(3*4)+(2*7)+(1*5)=65
65 % 10 = 5
So 614-75-5 is a valid CAS Registry Number.
InChI:InChI=1/C8H8O3/c9-7-4-2-1-3-6(7)5-8(10)11/h1-4,9H,5H2,(H,10,11)/p-1
614-75-5Relevant articles and documents
Faulkner et al.
, p. 1741 (1968)
Preparation method of benzofuranone (by machine translation)
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Paragraph 0008; 0010; 0012; 0014; 0016; 0018, (2020/05/05)
To the preparation method . o-hydroxyacetophenone as a starting material, firstly undergoes Willgerodt - Kindler reaction to obtain phenylacetic acid, and then undergoes intramolecular esterification to obtain the final product benzofuranone, the reaction yield is higher, more efficiently . and compared with the traditional synthesis method, the reaction yield is higher, operation is easy. (by machine translation)
Synthesis and biological evaluation of 3-arylcoumarin derivatives as potential anti-diabetic agents
Hu, Yuheng,Wang, Bing,Yang, Jie,Liu, Teng,Sun, Jie,Wang, Xiaojing
, p. 15 - 30 (2018/10/31)
A variety of substituted 3-arylcoumarin derivatives were synthesised through microwave radiation heating. The method has characteristics of environmental friendliness, economy, simple separation, and purification process, less by-products and high reaction yield. Those 3-arylcoumarin derivatives were screened for antioxidant, α-glucosidase inhibitory and advanced glycation end-products (AGEs) formation inhibitory. Most compounds exhibited significant antioxidant and AGEs formation inhibitory activities. Anti-diabetic activity studies showed that compounds 11 and 17 were equipotent to the standard drug glibenclamide in vivo. According to the experimental results, the target compound 35 can be used as a lead compound for the development of new anti-diabetic drugs. The whole experiment showed that anti-diabetic activity is prevalent in 3-arylcoumarins, which added a new natural skeleton to the development of anti-diabetic active drugs.
