27106-51-0

Basic information

• Product Name: 1-(TOLUENE-4-SULFONYL)-PIPERAZINE
• Synonyms: BUTTPARK 80\07-76;ART-CHEM-BB B003964;CHEMBRDG-BB 3003964;IFLAB-BB F1174-2442;1-(TOLUENE-4-SULFONYL)-PIPERAZINE;1-[(4-METHYLPHENYL)SULFONYL]PIPERAZINE;AKOS MSC-0754;AKOS B003964
• CAS NO: 27106-51-0
• Molecular Formula: C₁₁H₁₆N₂O₂S
• Molecular Weight: 240.32
• Mol File: 27106-51-0.mol

Chemical Properties

• Melting Point: 97-100°C
• Boiling Point: 387.4°Cat760mmHg
• Flash Point: 188.1°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 3.31E-06mmHg at 25°C
• Refractive Index: 1.565
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 7.90±0.10(Predicted)
• CAS DataBase Reference: 1-(TOLUENE-4-SULFONYL)-PIPERAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(TOLUENE-4-SULFONYL)-PIPERAZINE(27106-51-0)
• EPA Substance Registry System: 1-(TOLUENE-4-SULFONYL)-PIPERAZINE(27106-51-0)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 27106-51-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research and Development:
1-(TOLUENE-4-SULFONYL)-PIPERAZINE is used as a reagent in pharmaceutical research for its potential role in the development of antipsychotic and antidepressant medications. Its unique structure allows for the design of new compounds that can target specific receptors or pathways in the treatment of mental health disorders.
Used in Organic Synthesis:
In the field of organic synthesis, 1-(TOLUENE-4-SULFONYL)-PIPERAZINE serves as a valuable building block for the synthesis of complex organic molecules. Its reactivity and functional groups make it suitable for various chemical reactions, contributing to the creation of new compounds with diverse properties and applications.
Used in Agricultural and Pest Control Applications:
1-(TOLUENE-4-SULFONYL)-PIPERAZINE has been reported to possess insecticidal properties, making it a candidate for use in agriculture and pest control. Its potential to control pests and protect crops could be harnessed in the development of new and effective insecticides, contributing to sustainable agricultural practices.

InChI:InChI=1/C11H16N2O2S/c1-10-2-4-11(5-3-10)16(14,15)13-8-6-12-7-9-13/h2-5,12H,6-9H2,1H3

Upstream product

• 110-85-0 piperazine 
• 98-59-9 p-toluenesulfonyl chloride 
• 1153-45-3 4-nitrophenyl 4-methylbenzenesulfonate 
• 742-25-6 2,4-dinitrophenyl 4-methylbenzenesulfonate 
• 2232-08-8 N-tosylimidazole 
• 142-64-3 piperazine dihydrochloride 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 284039-54-9 1-vinyloxycarbonylpiperazine 
• 250331-04-5 tert-butyl 4-tosylpiperazine-1-carboxylate 

Downstream Products

• 53727-44-9 1-chloro-2-[4-(4-methylphenylsulfonyl)piperazin-1-yl]ethane 
• 1233940-70-9 7-((4-tosylpiperazin-1-yl)methyl)quinolin-8-ol 
• 1264534-31-7 2-chloro-4-(4-tosylpiperazin-1-yl)quinazoline 
• 1309868-68-5 2-chloro-4-(4-tosylpiperazin-1-yl)pyrido[3,2-d]pyrimidine 
• 1309868-67-4 2-chloro-4-(4-tosylpiperazin-1-yl)pyrido[2,3-d]pyrimidine 
• 1264535-74-1 5-(4-(4-tosylpiperazin-1-yl)quinazolin-2-yl)thiazole 
• 1264535-91-2 2-(pyrimidin-5-yl)-4-(4-tosylpiperazin-1-yl)quinazoline 
• 1264534-04-4 4-(4-tosylpiperazin-1-yl)quinazoline-2-carbonitrile 
• 1264534-06-6 4-(4-tosylpiperazin-1-yl)quinazoline-2-carboxamide 
• 1264534-08-8 methyl 4-(4-tosylpiperazin-1-yl)quinazoline-2-carboxylate 
• 1264534-10-2 1-[4-(4-Tosylpiperazin-1-yl)quinazolin-2-yl]ethanone 
• 877042-72-3 4-(4-tosylpiperazin-1-yl)quinazoline 
• 1264534-14-6 2-(1H-benzo[d]imidazol-1-yl)-4-(4-tosylpiperazin-1-yl)quinazoline 
• 1264534-16-8 5-[4-(4-tosylpiperazin-1-yl)quinazolin-2-yl]thiophene-2-carbaldehyde 

Relevant articles and documents

Constructing the 2-(thiobenzyl)ethyl carbamate linker via thiyl radical addition

N-Vinyloxycarbonyl derivatives of secondary amines undergo efficient addition of thiyl radical and, using Merrifield SH resin, this reaction provides a new entry to resin-bound 2-(thiobenzyl)ethyl carbamates. (C) 2000 Elsevier Science Ltd.

Myricetin derivative containing sulfonyl piperazine as well as preparation method and application thereof

The invention discloses a myricetin derivative containing sulfonyl piperazine as well as a preparation method and application of the myricetin derivative. The structural general formula of the myricetin derivative is shown in the specification, and n is t

Efficient Synthesis of Benzothiazinone Analogues with Activity against Intracellular Mycobacterium tuberculosis

8-Nitrobenzothiazinones (BTZs) are a promising class of antimycobacterial agents currently under investigation in clinical trials. Starting from thiourea derivatives, a new synthetic pathway to BTZs was established. It allows the formation of the thiazinone ring system in one synthetic step and is applicable for preparation of a wide variety of BTZ analogues. The synthetic procedure furthermore facilitates the replacement of the sulphur atom in the thiazinone ring system by oxygen or nitrogen to afford the analogous benzoxazinone and quinazolinone systems. 36 BTZ analogues were prepared and tested in luminescence-based assays for in vitro activity against Mycobacterium tuberculosis (Mtb) using the microdilution broth method and a high-throughput macrophage infection assay.

Synthesis and antibacterial activity of novel myricetin derivatives containing sulfonylpiperazine

Myricetin derivatives containing sulfonylpiperazine were synthesized and their structures were confirmed by NMR and HRMS. The antibacterial activity results indicated that some compounds showed good antibacterial activity against Xanthomonas oryzaepv. ory

Comprehensive evaluation of biological effects of pentathiepins on various human cancer cell lines and insights into their mode of action

Pentathiepins are polysulfur-containing compounds that exert antiproliferative and cytotoxic activity in cancer cells, induce oxidative stress and apoptosis, and inhibit glutathione peroxidase (GPx1). This renders them promising candidates for anticancer

Design, synthesis and antitumor evaluation of new 1,8-naphthalimide derivatives targeting nuclear DNA

Four series of new 3-nitro naphthalimides derivatives, 4(4a?4f), 5(5a?5i), 6(6a?6e) and 7 (7a?7j), were designed and synthesized as antitumor agents. Methyl thiazolyl tetrazolium (MTT) screening assay results revealed that some compounds displayed effecti

Discovery of Novel Chromone Derivatives Containing a Sulfonamide Moiety as Anti-ToCV Agents through the Tomato Chlorosis Virus Coat Protein-Oriented Screening Method

A number of novel chromone derivatives containing sulfonamide moieties were designed and synthesized, and the activity of compounds against tomato chlorosis virus (ToCV) was assessed using the ToCVCP-oriented screening method. Comparative molecular field analysis (CoMFA) and comparative molecular similarity index analysis (CoMSIA) models were established based on the dissociation constant (Kd) values of the target compounds, and compound 35 was designed and synthesized with the aid of CoMFA and CoMSIA models. The study of affinity interaction indicated that compound 35 exhibited excellent affinity with ToCVCP with a Kd value of 0.11 μM, which was better than that of the positive control agents xiangcaoliusuobingmi (0.44 μM) and ningnanmycin (0.79 μM). In addition, the in vivo inhibitory effect of compound 35 on the ToCVCP gene was evaluated by the quantitative real-time polymerase chain reaction. ToCVCP gene expression levels of the compound 35 treatment group were reduced by 67.2%, which was better than that of the positive control agent ningnanmycin (59.5%). Therefore, compound 35 can be used as a potential anti-ToCV drug in the future.

Preparation method of levocetirizine

The invention provides a preparation method of levocetirizine. The preparation method comprises following steps: carrying out a reaction on a compound represented by a formula (I) under the action ofa reduction system and L-tartaric acid to obtain a compound represented by a formula (II); and reacting the compound shown in a formula (II) with a compound shown in a formula (III) under the action of NaH, N,N-dimethyl formamide and tetrabutyl ammonium bromide to obtain levocetirizine. The levocetirizine is prepared by taking the compound shown by the formula (I) and the compound shown by the formula (III) as raw materials, at first, the compound shown by the formula (I) is de-protected and then racemized to obtain the compound shown by the formula (II); and the compound shown by the formula(II) and the compound shown by the formula (III) carry out reactions to obtain levocetirizine. The provided method is short in reaction route, the yield can reach 54% or above, and the purity can reach 99.65% at most.

Design and synthesis of substituted (1-(benzyl)-1: H -1,2,3-triazol-4-yl)(piperazin-1-yl)methanone conjugates: Study on their apoptosis inducing ability and tubulin polymerization inhibition

A library of substituted (1-(benzyl)-1H-1,2,3-triazol-4-yl)(piperazin-1-yl)methanone derivatives were designed, synthesized and screened for their in vitro cytotoxic activity against BT-474, HeLa, MCF-7, NCI-H460 and HaCaT cells by employing 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Among all the synthesized analogues, compound 10ec displayed the highest cytotoxicity with the IC50 value of 0.99 ± 0.01 μM towards BT-474 cancer cell line. The target compound (10ec) was also evaluated for its tubulin polymerization inhibition study. Detailed biological studies such as acridine orange/ethidium bromide (AO/EB), DAPI and annexin V-FITC/propidium iodide staining assay suggested that compound 10ec induced the apoptosis of BT-474 cells. The clonogenic assay revealed that the inhibition of colony formation in BT-474 cells by 10ec in concentration-dependent manner. Moreover, the flow cytometric analysis revealed that 10ec induced apoptosis via cell cycle arrest at the sub-G1 and G2/M phase. In silico studies of sulfonyl piperazine-integrated triazole conjugates unveil that they possess drug-like properties. According to the molecular modelling studies, compound 10ec binds to the colchicine binding site of the tubulin.

Synthesis and biological evaluation of imidazo[2,1-b]thiazole based sulfonyl piperazines as novel carbonic anhydrase ii inhibitors

A novel series of imidazo[2,1-b]thiazole-sulfonyl piperazine conjugates (9aa-ee) has been synthesized and evaluated for carbonic anhydrase (CA, EC 4.2.1.1) inhibitory potency against four isoforms: The cytosolic isozyme hCA I, II and trans-membrane tumor-