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2-AMINO-3'-HYDROXY-ACETOPHENONE HYDROCHLORIDE is an organic compound that serves as a key reactant in the synthesis of various chemical compounds, particularly TRPM8 modulators. It is characterized by its unique molecular structure, which includes an amino group, a hydroxyl group, and an acetophenone moiety, all of which contribute to its reactivity and potential applications in different industries.

14665-75-9

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14665-75-9 Usage

Uses

Used in Pharmaceutical Industry:
2-AMINO-3'-HYDROXY-ACETOPHENONE HYDROCHLORIDE is used as a reactant for the synthesis of TRPM8 modulators, which are compounds that interact with the TRPM8 ion channel. These modulators have potential applications in the development of drugs targeting a variety of conditions, including pain management, cold sensing, and other temperature-related disorders. The compound's role in the synthesis process is crucial, as it provides the necessary structural elements for the formation of effective TRPM8 modulators.

Preparation

Preparation by hydrolysis of m-(benzoyloxy)- a-amino-acetophenone hydrochloride (SM) (m.p. 202–205°) with refluxing 10% hydrochloric acid (quantitative yield), for 2 h (80%); ? with 37% hydrochloric acid in chlorobenzene at 90° for 3 h (90%). SM was obtained by reaction of hexamethylenetetramine with m-(benzoyloxy)- a-bromoacetophenone (m.p. 162°) in ethanol in the presence of 37% hydrochloric acid for 6 h at r.t. (75%).

Check Digit Verification of cas no

The CAS Registry Mumber 14665-75-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,6,6 and 5 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 14665-75:
(7*1)+(6*4)+(5*6)+(4*6)+(3*5)+(2*7)+(1*5)=119
119 % 10 = 9
So 14665-75-9 is a valid CAS Registry Number.

14665-75-9Relevant academic research and scientific papers

COMPOUNDS USEFUL AS MODULATORS OF TRPM8

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Paragraph 0843, (2016/03/29)

The present invention includes compounds useful as modulators of TRPM8, such as compounds of Formulae (Ia), (Ib) and (Ic), and the subgenus and species thereof; personal products containing those compounds; and the use of those compounds and the personal products, particularly the use of increasing or inducing chemesthetic sensations, such as cooling or cold sensations.

Discovery and synthesis of a novel series of liver X receptor antagonists

Nian, Siyun,Gan, Xia,Tan, Xiangduan,Yu, Zhenpeng,Wang, Panfeng,Chen, Xing,Wang, Guoping

, p. 628 - 635 (2015/09/07)

Fourteen novel compounds were prepared and their antagonistic activities against liver X receptors (LXR) α/β were tested in vitro. Compound 26 had an IC50 value of 6.4 μM against LXRα and an IC50 value of 5.6 μM against LXRβ. Docking studies and the results of structure-activity relationships support the further development of this chemical series as LXRα/β antagonists.

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