42711-75-1 Usage
Description
3-Hydroxyadamantane-1-carboxylic acid, also known as 1-carboxy-3-adamantanol, is a white to yellow solid with unique chemical properties. It is a versatile compound that has found applications in various fields due to its ability to be synthesized into potent inhibitors.
Uses
Used in Pharmaceutical Industry:
3-Hydroxyadamantane-1-carboxylic acid is used as a key intermediate in the synthesis of potent pyridyl amide/sulfonamide inhibitors of 11β-HSD-1 for the treatment of ulcers and hormone therapy treatments related to cortisol. These inhibitors play a crucial role in managing the levels of cortisol, which is essential for maintaining a healthy balance of hormones in the body.
In the synthesis process, 3-Hydroxyadamantane-1-carboxylic acid serves as a building block for creating molecules that can effectively target and inhibit the 11β-HSD-1 enzyme. This enzyme is involved in the regulation of cortisol levels, and its inhibition can help in the treatment of various conditions related to cortisol imbalance, such as ulcers and other hormone-related disorders.
By incorporating 3-Hydroxyadamantane-1-carboxylic acid into the molecular structure of these inhibitors, researchers can develop more effective and targeted therapies for patients suffering from ulcers and hormone-related issues. 3-Hydroxyadamantane-1-carboxylic acid's unique properties and versatility make it a valuable asset in the pharmaceutical industry, contributing to the development of novel treatments and therapies for various medical conditions.
Synthesis Reference(s)
Synthetic Communications, 18, p. 1967, 1988 DOI: 10.1080/00397918808068263
Check Digit Verification of cas no
The CAS Registry Mumber 42711-75-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,2,7,1 and 1 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 42711-75:
(7*4)+(6*2)+(5*7)+(4*1)+(3*1)+(2*7)+(1*5)=101
101 % 10 = 1
So 42711-75-1 is a valid CAS Registry Number.
InChI:InChI=1/C11H16O3/c12-9(13)10-2-7-1-8(3-10)5-11(14,4-7)6-10/h7-8,14H,1-6H2,(H,12,13)
42711-75-1Relevant articles and documents
An Efficient and Practical Method for the Synthesis of Saxagliptin Intermediate 2-(3-Hydroxy-1-adamantane)-2-oxoacetic Acid and Its Optimization
Liao, Qi,Jiang, Lan,Li, Cong,Shen, Yaling,Wang, Min,Cao, Chengkun,Hu, Xiangnan
, (2019)
A mild and relatively simple way for preparation of 2-(3-hydroxy-1-adamantane)-2-oxoacetic acid (I) was reported. It was prepared from 1-adamantanecarboxylic acid (II) via sulfuric acid/nitric acid to get 3-hydroxy-1-adamantanecarboxylic acid (III); treated with the one-pot method through acylation, condensation, and decarboxylation to obtain 3-hydroxy-1-acetyladamantane (IV); and finally oxidized by potassium permanganate (KMnO4) to get the target compound (I). The overall yield was about 60%, which provides a new idea for commercial production of saxagliptin intermediate.
ADAMANTANYL-SUBSTITUTED BENZAMIDE COMPOUNDS AND THEIR USE AS P2X7 RECEPTOR ANTAGONISTS
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Page/Page column 20, (2020/03/15)
The present invention relates to adamantanyl-substituted benzamide compounds and their use as antagonists of the P2X7 purinoreceptor. The invention further relates to methods for the treatment of disease and conditions associated with the P2X7 purinoreceptor.
Synthesis method of 3-hydroxy-1-adamantanecarboxylic acid
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Paragraph 0011; 0012, (2019/05/15)
The invention belongs to the field of organic synthesis and particularly relates to a synthesis method of 3-hydroxy-1-adamantanecarboxylic acid. In the method, with 1-adamantanecarboxylic acid being araw material and triethyl benzyl ammonium chloride (TEBAC) being a phase transfer catalyst, the 3-hydroxy-1-adamantanecarboxylic acid is prepared under alkaline conditions through hydroxylation withKMnO4. The new preparation method not only is reduced in cost and protects environment, but also is simple in operation and convenient in post-treatment. The method is high in yield, is simple in synthesis and is suitable for industrial production.