442124-65-4 Usage
Chemical class
Piperidines and sulfonamides
Structure
Contains a piperidine ring with a sulfonamide group attached, and a methoxybenzene substituent at the 1-position of the piperidine ring
Common use
Building block in the synthesis of various pharmaceuticals and biologically active molecules
Salt form
HCL (hydrochloride) salt form is typically used for better solubility and stability
Potential applications
Treatment of various diseases, drug discovery and development in the field of medicinal chemistry
Solubility
Improved solubility in the HCL salt form compared to the free base form
Stability
Enhanced stability in the HCL salt form, making it more suitable for pharmaceutical applications
Biological activity
May exhibit biological activity due to its unique chemical structure and functional groups
Synthesis
Can be synthesized through various chemical reactions, often involving the formation of the piperidine ring and subsequent functionalization with the sulfonamide and methoxybenzene groups
Purity
High purity is essential for pharmaceutical applications, and various purification techniques may be employed to achieve this.
Check Digit Verification of cas no
The CAS Registry Mumber 442124-65-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 4,4,2,1,2 and 4 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 442124-65:
(8*4)+(7*4)+(6*2)+(5*1)+(4*2)+(3*4)+(2*6)+(1*5)=114
114 % 10 = 4
So 442124-65-4 is a valid CAS Registry Number.
InChI:InChI=1/C12H18N2O3S/c1-17-11-2-4-12(5-3-11)18(15,16)14-8-6-10(13)7-9-14/h2-5,10H,6-9,13H2,1H3
442124-65-4Relevant academic research and scientific papers
Bignon, Jér?me,El Abbouchi, Abdelmoula,El Brahmi, Nabil,El Kazzouli, Sa?d,Guillaumet, Gérald,Hiebel, Marie-Aude,Suzenet, Franck
, (2020)
A series of ethacrynic acid (2-[2,3-dichloro-4-(2-methylidenebutanoyl)phenoxy]acetic acid) (EA, Edecrin) containing sulfonamides linked via three types of linkers namely 1,2-ethylenediamine, piperazine and 4-aminopiperidine was synthesized and subsequently evaluated in vitro against HL60 and HCT116 cancer cell lines. All the EA analogs, excluding 6a and 6c, showed anti-proliferative activity with IC50s in the micromolar range (less than 4 uM). Three derivatives 6b, 7b and 7e were selected for their interesting dual activity on HL60 cell line in order to be further evaluated against a panel of cancer cell lines (HCT116, A549, MCF7, PC3, U87-MG and SKOV3) as well as on MRC5 as a normal cell line. These compounds displayed IC50 values in nanomolar range against A549, MCF7, PC3 and HCT116 cell lines, deducing the discovery that piperazine or 4-aminopiperidine is the linker's best choice to develop EA analogs with highly potent anti-proliferative activities own up to 24 nM. Besides, in terms of selectivity, those linkers are more suitable offering safety ratios of up to 63.8.
