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3,5-Bis(trifluoromethyl)benzenesulfonamide, commonly referred to as TFBSA, is a chemical compound characterized by the molecular formula C8H6F6NO2S. It manifests as a white crystalline solid, known for its high stability and non-reactivity under standard conditions. 3,5-BIS(TRIFLUOROMETHYL)BENZENESULFONAMIDE is celebrated for its electron-withdrawing properties, which are significantly influenced by the presence of trifluoromethyl groups. TFBSA's versatility and importance are evident in its wide-ranging applications across various industries, including organic synthesis, pharmaceutical and agrochemical production, coordination chemistry, and peptide synthesis.

39213-22-4

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39213-22-4 Usage

Uses

Used in Organic Synthesis:
TFBSA is utilized as a reagent in organic synthesis, leveraging its electron-withdrawing properties to facilitate various chemical reactions and the formation of desired products.
Used in Pharmaceutical Production:
In the pharmaceutical industry, TFBSA serves as a building block for the production of drugs, contributing to the development of new medicinal compounds due to its unique chemical characteristics.
Used in Agrochemical Production:
TFBSA is also employed in the creation of agrochemicals, playing a crucial role in the synthesis of compounds that are used to enhance crop protection and yield.
Used in Coordination Chemistry:
TFBSA functions as a ligand in coordination chemistry, participating in the formation of coordination complexes that have applications in catalysis, materials science, and other areas.
Used in Peptide Synthesis:
As a protecting group in peptide synthesis, TFBSA is instrumental in the synthesis of peptides, ensuring the correct formation of peptide bonds and protecting specific functional groups during the reaction process.

Check Digit Verification of cas no

The CAS Registry Mumber 39213-22-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,9,2,1 and 3 respectively; the second part has 2 digits, 2 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 39213-22:
(7*3)+(6*9)+(5*2)+(4*1)+(3*3)+(2*2)+(1*2)=104
104 % 10 = 4
So 39213-22-4 is a valid CAS Registry Number.

39213-22-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 3,5-BIS(TRIFLUOROMETHYL)BENZENESULFONAMIDE

1.2 Other means of identification

Product number -
Other names 3,5-bis(trifluoromethyl)phenyl sulfonamide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:39213-22-4 SDS

39213-22-4Relevant articles and documents

A recyclable and highly stereoselective multi-fluorous proline catalyst for asymmetric aldol reactions

Gotoh, Machiko,Ishihara, Kazuki,Ishihara, Kotaro,Kobayashi, Yuki,Matsugi, Masato,Obayashi, Riho,Shioiri, Takayuki,Watanabe, Yuki

supporting information, (2020/02/13)

A recyclable fluorous proline catalyst with high stereoselectivity that functions as a catalyst for asymmetric aldol reactions is described. Its high stereoselectivity and facile recovery are achieved by employing a multi-fluorous tag attachment strategy. Although a gradual decrease was observed with respect to the catalytic activity, the catalyst can be separated from the reaction mixture by adsorption onto FluoroFlash and can be reused in that form for a maximum of five times while maintaining a high stereoselectivity.2019 Elsevier Ltd. All rights reserved.

Discovery of novel DAPY-IAS hybrid derivatives as potential HIV-1 inhibitors using molecular hybridization based on crystallographic overlays

Huang, Boshi,Wang, Xueshun,Liu, Xinhao,Chen, Zihui,Li, Wanzhuo,Sun, Songkai,Liu, Huiqing,Daelemans, Dirk,De Clercq, Erik,Pannecouque, Christophe,Zhan, Peng,Liu, Xinyong

, p. 4397 - 4406 (2017/07/22)

Crystallographic overlap studies and pharmacophoric analysis indicated that diarylpyrimidine (DAPY)-based HIV-1 NNRTIs showed a similar binding mode and pharmacophoric features as indolylarylsulfones (IASs), another class of potent NNRTIs. Thus, a novel series of DAPY-IAS hybrid derivatives were identified as newer NNRTIs using structure-based molecular hybridization. Some target compounds exhibited moderate activities against HIV-1 IIIB strain, among which the two most potent inhibitors possessed EC50 values of 1.48?μM and 1.61?μM, respectively. They were much potent than the reference drug ddI (EC50?=?76.0?μM) and comparable to 3TC (EC50?=?2.54?μM). Compound 7a also exhibited the favorable selectivity index (SI?=?80). Preliminary structure-activity relationships (SARs), structure-cytotoxicity relationships, molecular modeling studies, and in silico calculation of physicochemical properties of these new inhibitors were also discussed.

Synthesis and NMR binding studies towards rational design of a series of electron-withdrawing diamide receptors/organocatalysts

Kinsella, Michael,Duggan, Patrick G.,Muldoon, Jimmy,Eccles, Kevin S.,Lawrence, Simon E.,Lennon, Claire M.

experimental part, p. 1125 - 1132 (2011/04/15)

A related series of bisamides have been evaluated for rational correlation between anion complexation and organocatalysis: remarkable enhancement of hydrogen bonding to anions was observed along with significant increases in catalytic activity in the Bayl

Regioselective hydroformylation of sulfonamides using a scaffolding ligand

Worthy, Amanda D.,Gagnon, Morlah M.,Dombrowski, Michael T.,Tan, Kian L.

supporting information; experimental part, p. 2764 - 2767 (2009/11/30)

A highly regloselectlve hydroformylatlon of allyllc sulfonamides has been developed by employing a catalytic directing group. The reaction tolerates a wide range of electronically and sterlcally modified olefins, and only 10% of the scaffolding llgand Is required to effectively control the regloselectlvlty.

ANTI-INFLAMMATORY COMPOUNDS

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Page/Page column 36; 42, (2008/06/13)

The use of a steroid sulfatase inhibitor in the preparation of a medicament for the treatment of inflammatory diseases.

COMBINATION OF A STEROID SULFATASE INHIBITOR AND AN ASCOMYCIN

-

Page/Page column 38; 44, (2010/11/23)

A combination of a steroid sulfatase inhibitor and an ascomycin, which combination is useful as a pharmaceutical.

N-Acyl arylsulfonamides as novel, reversible inhibitors of human steroid sulfatase

Lehr, Philipp,Billich, Andreas,Wolff, Barbara,Nussbaumer, Peter

, p. 1235 - 1238 (2007/10/03)

Steroid sulfatase (STS) is an attractive target for a range of oestrogen- and androgen-dependent diseases. In search of novel chemotypes of STS inhibitors, we had previously identified nortropinyl-arylsulfonylureas 1; however, while these compounds were good inhibitors of purified STS (lowest Ki = 76 nM), they showed only weak inhibition of STS activity in cells (lowest IC50 around 2 μM). Extended structure-activity relationship studies involving modification of the phenylacetyl side chain and replacement of the nortropine element by simpler scaffolds led to the discovery of N-acyl arylsulfonamides, more specifically N-(Boc-piperidine-4-carbonyl)- benzenesulfonamides, as STS inhibitors, some of which exhibit improved cellular potency (best IC50 = 270 nM).

Synthesis and cytotoxic evaluation of substituted sulfonyl-n- hydroxyguanidine derivatives as potential antitumor agents

Chern, Ji-Wang,Leu, Yu-Ling,Wang, Shan-Shue,Jou, Ruwen,Lee, Chin-Fen,Tsou, Pei-Chie,Hsu, Shih-Chung,Liaw, Yen-Chywan,Lin, Hua-Mei

, p. 2276 - 2286 (2007/10/03)

A series of sulfonyl-N-hydroxygnanidine derivatives was designed and synthesized for cytotoxic evaluation as potential anticancer agents on the basis of the lead compound LY-181984. Replacement of the ureido moiety of the lead compound with hydrexyguanidine provided a stable cytotoxic agent. The conformation of sulfonyl-N-hydroxyguanidine derivatives, such as N-(4- chlorophenyl-)-N-[(benzo[2,3]thiadiazol-4-yl)sulfonyl]-N-hydroxyguanidine (4g), investigated utilizing HMBC NMR, theoretical calculations, and X-ray crystallography, indicated stacking of the two aromatic rings. The derivatives were evaluated for in vitro cytoxicity against five human tumor cell lines, including HepG2, TSGH 8302, COLO 205, KB, and MOLT-4. The cytotoxic activities of the derived compounds against the human tumor cell lines were equal to or greater than that of the lead compound. N-(4- Chlorophenyl)-N'-[[3,5-dichloro-4-(4-nitrophenoxy)phenyl]sulfonyl].N- hydroxyguanidine (4n) and N-(4-chlorophenyl)-N'-[[3,5-dichloro4-(2-chloro-4- nitrophenoxy)phenyl]sulfonyl]-N-hydroxyguanidine (40) exhibited the greatest growth inhibition of solid tumor cell lines. Compound 40 was found to possess antitumor activity against murine K1735/M2 melanoma xenografts.

Substituted benzenesulfonamides as anthelmintics

-

, (2008/06/13)

This invention relates to a novel method for the treatment of parasitic diseases and the compositions used in said treatment. More specifically this invention relates to benzenesulfonamides substituted at the 3, 4, and 5 positions of the benzene ring and to the use of such compounds for the treatment of mature and immature liver fluke infections.

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