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1-[(4-nitrophenyl)sulfonyl]aziridine, also known as NPSA, is a chemical compound belonging to the class of aziridines. It features a three-membered ring with one nitrogen atom and two carbon atoms, along with a sulfonyl group and a nitrophenyl group attached to it. NPSA is recognized for its potential applications in organic synthesis, medicinal chemistry, and materials science due to its reactivity towards various nucleophiles and electrophiles, making it a versatile building block for complex molecule synthesis. Additionally, it has been studied for its potential biological activities, such as its role as an antitumor agent, and is valued by researchers for its unique structural features and reactivity.

43090-97-7

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43090-97-7 Usage

Uses

Used in Organic Synthesis:
1-[(4-nitrophenyl)sulfonyl]aziridine is used as a versatile building block for the synthesis of complex molecules in organic synthesis. Its reactivity towards nucleophiles and electrophiles allows for the creation of a wide range of chemical compounds.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 1-[(4-nitrophenyl)sulfonyl]aziridine is used as a key intermediate in the development of pharmaceuticals. Its unique structure and reactivity contribute to the design and synthesis of new drug candidates.
Used in Materials Science:
1-[(4-nitrophenyl)sulfonyl]aziridine is utilized as a component in the development of new materials in materials science. Its properties can be harnessed to create innovative materials with specific characteristics for various applications.
Used in Antitumor Research:
In the realm of antitumor research, 1-[(4-nitrophenyl)sulfonyl]aziridine is used as a potential antitumor agent. Its biological activities are being investigated for its potential role in combating cancer cells.
Used in Research:
1-[(4-nitrophenyl)sulfonyl]aziridine serves as a valuable tool for researchers in various fields of chemistry, including organic synthesis, medicinal chemistry, and materials science, due to its unique structural features and reactivity.

Check Digit Verification of cas no

The CAS Registry Mumber 43090-97-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,3,0,9 and 0 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 43090-97:
(7*4)+(6*3)+(5*0)+(4*9)+(3*0)+(2*9)+(1*7)=107
107 % 10 = 7
So 43090-97-7 is a valid CAS Registry Number.

43090-97-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-(4-nitrophenyl)sulfonylaziridine

1.2 Other means of identification

Product number -
Other names -

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:43090-97-7 SDS

43090-97-7Relevant academic research and scientific papers

Well-Defined Poly(Ester Amide)-Based Homo- and Block Copolymers by One-Pot Organocatalytic Anionic Ring-Opening Copolymerization of N-Sulfonyl Aziridines and Cyclic Anhydrides

Xu, Jiaxi,Hadjichristidis, Nikos

supporting information, p. 6949 - 6954 (2021/03/01)

We report a new synthetic methodology for poly(ester amide)s by anionic ring-opening copolymerization of N-sulfonyl aziridines and cyclic anhydrides. Phosphazenes organocatalysts have been found to promote a highly-active, controlled, and selective altern

Synthesis of indolines: Via a palladium/norbornene-catalyzed reaction of aziridines with aryl iodides

Liu, Ce,Liang, Yujie,Zheng, Nian,Zhang, Bo-Sheng,Feng, Yuan,Bi, Siwei,Liang, Yong-Min

supporting information, p. 3407 - 3410 (2018/04/05)

A Pd- and norbornene-catalyzed domino procedure has been developed to synthesize indoline compounds. This reaction provides efficient access to indolines by employing aryl iodides with aziridines as new electrophiles. The transformation is scalable and tolerates a range of functional groups.

Modular One-Step Three-Component Synthesis of Tetrahydroisoquinolines Using a Catellani Strategy

Qian, Guangyin,Bai, Miao,Gao, Shijun,Chen, Han,Zhou, Siwei,Cheng, Hong-Gang,Yan, Wei,Zhou, Qianghui

, p. 10980 - 10984 (2018/07/30)

Reported is a modular one-step three-component synthesis of tetrahydroisoquinolines using a Catellani strategy. This process exploits aziridines as the alkylating reagents, through palladium/norbornene cooperative catalysis, to enable a Catellani/Heck/aza-Michael addition cascade. This mild, chemoselective, and scalable protocol has broad substrate scope (43 examples, up to 90 % yield). The most striking feature of this protocol is the excellent regioselectivity and diastereoselectivity observed for 2-alkyl- and 2-aryl-substituted aziridines to access 1,3-cis-substituted and 1,4-cis-substituted tetrahydroisoquinolines, respectively. Moreover, this is a versatile process with high step and atom economy.

NOVEL OXAZOLE DERIVATIVES THAT INHIBIT SYK

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, (2017/04/04)

The present invention is concerned with substituted oxazole derivatives that selectively modulate, regulate, and/or inhibit signal transduction mediated by certain native and/or mutant protein kinases implicated in a variety of human and animal diseases s

DIAZASPIROALKANEONE-SUBSTITUTED OXAZOLE DERIVATIVES AS SPLEEN TYROSINE KINASE INHIBITORS

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, (2015/12/08)

The present invention is concerned with diazaspiroalkanone- substituted oxazole derivatives that selectively modulate, regulate, and/or inhibit signal transduction mediated by certain native and/or mutant protein kinases implicated in a variety of human a

Mimics of small ribozymes utilizing a supramolecular scaffold

Loennberg, Tuomas A.,Helkearo, Mia,Jancso, Attila,Gajda, Tamas

, p. 3328 - 3338 (2012/04/10)

For elucidating the mechanism of the general acid/base catalysis of the hydrolysis of RNA phosphodiester bonds, a number of cleaving agents having two cyclen moieties tethered to a 1,3,5-triazine core have been prepared and their ability to bind and cleave uridylyl-3′,5′-uridine (UpU) studied over a wide pH range. Around neutral pH, the cleaving agents form a highly stable ternary complex with UpU and Znii through coordination of the uracil N3 and the cyclen nitrogen atoms to the Znii ions. Under conditions where the triazine core exists in the deprotonated neutral form, hydrolysis of UpU, but not of adenylyl-3′,5′-adenosine (ApA), is accelerated by approximately two orders of magnitude in the presence of the cleaving agents, suggesting general base rather than metal ion catalysis. The probable mechanism of the observed catalysis and implications to understanding the general acid/base-catalyzed phosphodiester hydrolysis by ribozymes are discussed. The Royal Society of Chemistry 2012.

Development of hypoxia-sensitive Gd3+-based MRI contrast agents

Iwaki, Shimpei,Hanaoka, Kenjiro,Piao, Wen,Komatsu, Toru,Ueno, Tasuku,Terai, Takuya,Nagano, Tetsuo

, p. 2798 - 2802 (2012/06/01)

Hypoxia occurs in various diseases, including cancer, ischemia, and acute and chronic vascular diseases. Here we describe the design and synthesis of the first hypoxia-sensitive MRI contrast agents, SAGds. SAGds showed a pH-dependent r1 relaxivity change associated with intramolecular chelation of the nitrogen atom of the sulfonamide moiety to the Gd3+ center. There was a correlation between the pKa of the r1 relaxivity change and the sum of the Hammett σ constants of substituents on the aromatic ring. Among the synthesized compounds, 4NO22MeOSAGd was selectively reduced to the amine by rat liver microsomes under hypoxic conditions, resulting in a 1.8-fold increment of the r1 relaxivity owing to the change in pKa of the arylsulfonamide moiety. This enhancement of the r 1 relaxivity could be clearly detected in T1-weighted MR images. Thus, 4NO22MeOSAGd is a 'smart' MRI contrast agent for the detection of hypoxia under physiological conditions.

The Zn2+ complex of 1,4,7,10-tetraazacyclododecane as an artificial nucleobase

Laine, Maarit,Aromaa, Maria,Virta, Pasi,Lonnberg, Tuomas,Poijaervi-Virta, Paeivi,Loennberg, Harri

experimental part, p. 609 - 618 (2011/12/15)

{2-Deoxy-3-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5-O-(4, 4'-dimethoxytrityl)-D-erythro-pentofuranosyl}-N-{2-[4,7,10-tris(2,2, 2-trifluoroacetyl)-1,4,7,10-tetraazacyclododecan-1-yl]ethyl}acetamide (1) was prepared and incorporated into a 2'-O-methyl oligoribonucleotide. The hybridization of this oligonucleotide with complementary 2'-O-methyl oligoribonucleotides incorporating one to five uracil bases opposite to the azacrown structure was studied in the absence and presence of Zn2+. Introduction of Zn2+ moderately stabilized the duplex with U-bulged targets. Copyright Taylor and Francis Group, LLC.

HETEROCYCLIC MODULATORS OF PKB

-

Page/Page column 131-132, (2009/03/07)

The invention relates to heterocyclic compounds of Formula I and compositions thereof useful for treating diseases mediated by protein kinase B (PKB) where the variables have the definitions provided herein Formula (I). The invention also relates to the therapeutic use of such compounds and compositions thereof in treating disease states associated with abnormal cell growth, cancer, inflammation, and metabolic disorders.

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