4443-23-6

Basic information

• Product Name: 2-phthalimidoethanesulfonamide
• Synonyms: 2-phthalimidoethanesulfonamide;2-(1,3-dioxoisoindolin-2-yl)ethanesulfonamide;2-(1,3-diketoisoindolin-2-yl)ethanesulfonamide;2-(1,3-dioxo-2-isoindolinyl)ethanesulfonamide;2-(1,3-dioxoisoindol-2-yl)ethanesulfonamide;2H-Isoindole-2-ethanesulfonamide, 1,3-dihydro-1,3-dioxo-;2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-ethanesulfonic acid amide
• CAS NO: 4443-23-6
• Molecular Formula: C₁₀H₁₀N₂O₄S
• Molecular Weight: 254.27
• Mol File: 4443-23-6.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 476.7°C at 760 mmHg
• Flash Point: 242.1°C
• Appearance: /
• Density: 1.542g/cm³
• Vapor Pressure: 2.98E-09mmHg at 25°C
• Refractive Index: 1.645
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-phthalimidoethanesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phthalimidoethanesulfonamide(4443-23-6)
• EPA Substance Registry System: 2-phthalimidoethanesulfonamide(4443-23-6)

Safety Data

• Hazardous Substances Data: 4443-23-6(Hazardous Substances Data)

Usage

General Description

2-Phthalimidoethanesulfonamide also known as N-(2-Sulfamoyl-ethyl)-phthalimide, is a chemical compound consisting of sulfur, nitrogen, hydrogen, oxygen, and carbon atoms. It's an organic compound related to the sulfonamide group, often used in the field of organic synthesis. Its molecular formula is C10H11N2O4S. Although the specific uses of this compound aren't widely documented, compounds in the sulfonamide family are typically known for their antibacterial properties and are commonly used in medicinal chemistry. Phthalimide derivatives like 2-phthalimidoethanesulfonamide are important synthons that are often used in the synthesis of a variety of biologically active compounds.

InChI:InChI=1/C10H10N2O4S/c11-17(15,16)6-5-12-9(13)7-3-1-2-4-8(7)10(12)14/h1-4H,5-6H2,(H2,11,15,16)

Upstream product

• 4443-24-7 NCS 731 
• 110475-43-9 sodium 2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)ethane-1-sulfonate 
• 85-44-9 phthalic anhydride 
• 4403-36-5 2-phthalimido-ethanesulfonyl chloride 

Downstream Products

• 1585225-80-4 3-(3-(4-chloro-3,5-dimethylphenoxy)propyl)-N-((2-(1,3-dioxoisoindolin-2-yl)ethyl)sulfonyl)-1H-indole-2-carboxamide 
• 1585226-43-2 6-chloro-3-(3-(4-chloro-3,5-dimethylphenoxy)propyl)-N-((2-(1,3-dioxoisoindolin-2-yl)ethyl)sulfonyl)-1H-indole-2-carboxamide 
• 89756-60-5 taurinamide hydrochloride 
• 4378-70-5 2-aminoethanesulfonamide 

Relevant articles and documents

Design, synthesis, cytotoxic activity, and apoptosis inducing effects of 4- And N-substituted benzoyltaurinamide derivatives

In this study, a group of 4-substituted benzoyltaurinamide derivatives were designed, synthesized, and investigated for their anticancer activity against three cancer cell lines and one nontumorigenic cell line by MTT assay. Among the final compounds, methoxyphenyl derivatives 14, 15, 16 were found to be effective against all the tested cancerous cell lines with promising selectivity. The most active compounds were further evaluated to determine the molecular mechanism of their anticancer activity by using western blot assay and the Annexin V-FITC/PI test. Compound 14 (in SH-SY5Y and MDA-MB-231 cell lines) and 15 (in SH-SY5Y cell line) were found to induce intrinsic apoptotic pathway by upregulating BAX, caspase-3, and caspase-9, while downregulating Bcl-2 and Bcl-xL expression levels. According to mechanistic studies, compounds displayed their anticancer activity via three different mechanisms: a. caspase-dependent, b. caspase-independent, and c. caspase-dependent pathway that excluded caspase-9 activation. As a result, this study provides interesting data which can be used to design new taurine-based anticancer derivatives.

Synthesis and antiviral, insecticidal, and fungicidal activities of gossypol derivatives containing alkylimine, oxime or hydrazine moiety

Gossypol is a part of the cotton plant's defense system against pathogens and herbivorous insects. To discover gossypol analogs with broad spectrum and high activity, a series of gossypol alkylamine Schiff base, oxime and hydrazone derivatives were synthesised and bioassayed. The biological results indicated that most of these derivatives exhibited higher anti-TMV activity than gossypol. Interestingly, the activities of compounds 10, 15, 18, 20, 23 and 26 were much higher than that of ribavirin. Furthermore, compound 26, which was low toxicity to rat, showed better activity than control plant virus inhibitors in the field. Additionally, allyl amine Schiff base (9) displayed remarkable insecticidal activities against Mythimna separata, Helicoverpa armigera and Ostrinia nubilalis, whereas (pyridin-3-yl)methanamine Schiff base (13) showed excellent activity against Culex pipiens pallens. The fungicidal results revealed that all of compounds exhibited good activity against Physalospora piricola.

Quinazolines and related heterocyclic compounds and their therapeutic use

A compound of the formula wherein X is CR1 or N; Y is CR3 or N; R1, R3, R4, R5 and R6 are independently H, F, Cl, Br, I, or a hydrocarbon group which optionally contains one or more heteroatoms; R7 is a heterocyclic group including one or more N atoms; R' is Rx or NRyRz wherein Rx, Ry and Rz are each H or the same or different groups, including cyclic groups formed by Ry and Rz with the N atom, of up to 20 C atoms and optionally including up to 3 further heteroatoms selected from N, O and S; or a pharmaceutically acceptable salt, ester or solvate thereof, has therapeutic utility.