55276-43-2

Basic information

• Product Name: 1-METHANESULFONYL-PIPERAZINE
• Synonyms: 1-METHANESULFONYL-PIPERAZINE;1-N-METHANESULFONYLPIPERAZINE;1-(METHYLSULFONYL)PIPERAZINE;1-METHYLSULPHONYLPIPERAZINE;AKOS B003961;CHEMBRDG-BB 3003961;IFLAB-BB F2124-0764;ART-CHEM-BB B022241
• CAS NO: 55276-43-2
• Molecular Formula: C₅H₁₂N₂O₂S
• Molecular Weight: 164.23
• Product Categories: Amines and Anilines;Heterocycles;piperazines
• Mol File: 55276-43-2.mol
• Article Data: 33

Chemical Properties

• Melting Point: 99 °C
• Boiling Point: 280.6 °C at 760 mmHg
• Flash Point: 123.5 °C
• Appearance: /Solid
• Density: 1.29 g/cm³
• Vapor Pressure: 0.00374mmHg at 25°C
• Refractive Index: 1.533
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 7.78±0.10(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 1-METHANESULFONYL-PIPERAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHANESULFONYL-PIPERAZINE(55276-43-2)
• EPA Substance Registry System: 1-METHANESULFONYL-PIPERAZINE(55276-43-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36/37/39-24/25-23
• HazardClass: IRRITANT
• Hazardous Substances Data: 55276-43-2(Hazardous Substances Data)

Usage

Chemical Properties

White solid

Uses

1-(Methylsulfonyl)piperazine is employed as a intermediate for pharmaceutical and chemical research.

InChI:InChI=1/C5H12N2O2S/c1-10(8,9)7-4-2-6-3-5-7/h6H,2-5H2,1H3

Upstream product

• 349403-24-3 4-methanesulfonyl-piperazine-1-carboxylic acid ethyl ester 
• 110-85-0 piperazine 
• 124-63-0 methanesulfonyl chloride 
• 14172-55-5 1-(phenylsulphonyl)piperazine 
• 118546-61-5 N-benzyl-N'-methanesulphonylpiperazine 
• 57260-71-6 1-t-Butoxycarbonylpiperazine 
• 164331-38-8 tert-butyl 4-(methylsulfonyl)piperazine-1-carboxylate 

Downstream Products

• 850171-04-9 2-bromo-4-(4-methanesulfonylpiperazin-1-ylmethyl)aniline 
• 423743-43-5 1-(4-bromobenzyl)-4-methanesulfonylpiperazine 
• 950769-76-3 7-[3-(4-methanesulfonylpiperazin-1-yl)propoxy]-2-(4-nitrophenyl)imidazo[2,1-b][1,3]benzothiazole 
• 1093078-81-9 2-(3,4-dichloro-phenyl)-4-(4-methanesulfonyl-piperazin-1-yl)-butyric acid methyl ester 
• 1093078-85-3 2-(3,4-dichloro-phenyl)-4-(4-methanesulfonyl-piperazin-1-yl)-2-methyl-butyric acid methyl ester 
• 1123177-98-9 C₂₃H₂₆N₆O₄S 
• 797786-99-3 C₂₂H₂₁FN₆O₄S 
• 1190979-25-9 4-((4-(methylsulfonyl)piperazin-1-yl)methyl)phenol 
• 1190979-26-0 N-tert-butyl 4-(4-((4-(methylsulfonyl)piperazin-1-yl)methyl)phenoxy)piperidine-1-carboxylate 
• 1190979-87-3 N-tert-butyl 2-fluoro-4-((4-(methylsulfonyl)piperazin-1-yl)methyl)phenylcarbamate 

Relevant articles and documents

Synthesis and biological evaluation of ethacrynic acid derivatives bearing sulfonamides as potent anti-cancer agents

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.

Development of novel chromeno[4,3-c]pyrazol-4(2H)-one derivates bearing sulfonylpiperazine as antitumor inhibitors targeting PI3Kα

PI3K signal pathway plays a vital role in cellular functions and becomes an attractive approach for cancer therapy. Herein, a new series of novel chromeno[4,3-c]pyrazol-4(2H)-one derivatives bearing sulfonylpiperazine based on the PI3K inhibitors and our previous research. They were screened for their PI3K inhibitory activities and anticancer effects in vitro. Biological studies indicated that compound 7m revealed the remarkable antiproliferative activity (IC50 ranging from 0.03 to 0.09 μM) against four cancer cell lines (A549, Huh7, HL60 and HCT-116). Besides, compound 7m displayed a certain selective for PI3Kα (IC50 = 0.009 μM) over PI3Kβ, γ and δ, and meanwhile, it can remarkable decreased the expression level of p-Akt (Ser473) and p-S6K. In addition, compound 7m could not only induce HCT-116 cell arrest at G1 phase in a dose-dependent manner, but also induce cell apoptosis via upregulation of Bax and cleaved-caspase 3/9, and downregulation of Bcl-2. Besides, compound 7m can remarkably inhibit the growth of tumor in vivo. The above results suggested that compound 7m could be considered as a promising PI3Kα inhibitor.

QUINOLINE COMPOUNDS AS MODULATORS OF RAGE ACTIVITY AND USES THEREOF

Quinoline compounds are disclosed that have a formula represented by the following: and wherein Cy, R1, R4a, R4b, and n are as described herein. The compounds may be prepared as pharmaceutical compositions, and may be used for the prevention and treatment of a variety of conditions in mammals including humans, including by way of non-limiting example, diabetes complications, inflammation, and neurodegeneration, obesity, cancer, ischemia/reperfusion injury, cardiovascular disease and other diseases related to RAGE activity.