18226-11-4

Basic information

• Product Name: N-(2-hydroxyethyl)-2-nitrobenzenesulfonamide
• Synonyms: N-(2-hydroxyethyl)-2-nitrobenzenesulfonamide
• CAS NO: 18226-11-4
• Molecular Formula: C₈H₁₀N₂O₅S
• Molecular Weight: 246.24
• Mol File: 18226-11-4.mol
• Article Data: 14

Chemical Properties

• Melting Point: 83-85°
• Boiling Point: 462.2±55.0 °C(Predicted)
• Appearance: /
• Density: 1.484±0.06 g/cm3(Predicted)
• PKA: 9.78±0.40(Predicted)
• CAS DataBase Reference: N-(2-hydroxyethyl)-2-nitrobenzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-hydroxyethyl)-2-nitrobenzenesulfonamide(18226-11-4)
• EPA Substance Registry System: N-(2-hydroxyethyl)-2-nitrobenzenesulfonamide(18226-11-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 18226-11-4(Hazardous Substances Data)

Usage

General Description

N-(2-hydroxyethyl)-2-nitrobenzenesulfonamide is a chemical compound with the molecular formula C8H10N2O5S. It is commonly used in the pharmaceutical industry as a sulfa drug, which means it has antibacterial properties. N-(2-hydroxyethyl)-2-nitrobenzenesulfonamide is a derivative of sulfanilamide and is often used in combination with other drugs to treat various bacterial infections. It works by inhibiting the growth of bacteria, specifically by interfering with the synthesis of essential molecules. N-(2-hydroxyethyl)-2-nitrobenzenesulfonamide is also used in the synthesis of other organic compounds and as a chemical intermediate in the production of dyes and pigments.

Upstream product

• 141-43-5 ethanolamine 
• 1694-92-4 2-Nitrobenzenesulfonyl chloride 

Downstream Products

• 442868-89-5 acetic acid 2-(2-nitro-benzenesulfonylamino)-ethyl ester 
• 887210-49-3 N-(2-tert-butoxyethyl)-2-nitrobenzenesulfonamide 
• 819813-95-1 2-nitro-N-[2-(tetrahydropyran-2-yloxy)ethyl]benzenesulfonamide 
• 344951-08-2 1-[(2-Nitrophenyl)sulfonyl]aziridine 
• 1356864-75-9 tert-butyl 3-[(2-hydroxy-ethyl)-(2-nitro-benzenesulfonyl)-amino]-propionate 
• 1356864-71-5 methyl 3-[[2-(2,6-bis-hydroxymethyl-pyridin-4-yloxy)-ethyl]-(2-nitro-benzenesulfonyl)-amino]-propanoate 
• 1356864-72-6 tert-butyl 3-[[2-(2,6-bis-hydroxymethyl-pyridin-4-yloxy)-ethyl]-(2-nitro-benzenesulfonyl)-amino]-propanoate 
• 1159281-99-8 N-(2-hydroxyethyl)-2-(2,4,6-trichlorophenylamino)benzenesulfonamide 
• 442868-92-0 (R)-4-{(S)-1-[4-(4-Methoxy-benzenesulfonyl)-phenyl]-ethyl}-2-methyl-1-(2-nitro-benzenesulfonyl)-piperazine 
• 442868-90-8 Trifluoro-methanesulfonic acid (R)-2-[(2-nitro-benzenesulfonyl)-(2-trifluoromethanesulfonyloxy-ethyl)-amino]-propyl ester 

Relevant articles and documents

MACROCYCLIC AMIDES ACTING AS PLASMEPSIN INHBITORS FOR THE TREATMENT OF MALARIA

The present invention relates to medicine and in particular to the treatment of malarial infections, more particularly to inhibitors of malarial aspartic proteases - plasmepsins. Even more particularly, the invention relates to macrocyclic amides and pharmaceutical compositions thereof and their use as inhibitors for plasmepsins (Plm).

Improved Strategy for the Synthesis of the Anticancer Agent Culicinin D

The anticancer peptaibol culicinin D was synthesised via a newly developed pathway. This route included an improved attachment of a C-terminal amino acid alcohol building block to 2-chlorotrityl chloride resin. A model system utilising readily available Fmoc-alaninol as the substitute for the unusual APAE building block was developed to investigate the resin-loading by N-anchoring of the first C-terminal residue and an intramolecular O-N acyl shift. The use of both Fmoc SPPS and the crucial O-N acyl transfer afforded a C-terminal alcohol that enabled the synthesis of a library of five related peptaibols. This model system was then applied to the synthesis of culicinin D. The C-terminal APAE building block was anchored to 2-chlorotrityl chloride resin in 67 % loading yield using the optimised conditions, and culicinin D (6.31 mg, 4 %) was prepared by SPPS prior to peptide cleavage and O-N acyl shift. This synthetic strategy was also used to prepare a diastereomer of culicinin D containing the unnatural (S)-AHMOD amino acid. The anticancer agent Culicinin D, active against breast tumor cells, was synthesised on the solid phase. The resin loading was improved by attachment of first residue to solid-phase via the amine rather than the alcohol. After SPPS and cleavage, the peptide alcohol was formed via an intramolecular O-N transfer reaction. Successful synthesis of several culicinin D analogues demonstrated the feasibility of this new synthetic strategy.

A modular lead-oriented synthesis of diverse piperazine, 1,4-diazepane and 1,5-diazocane scaffolds

Piperazines are found widely in commercially-available compounds and bioactive molecules (including many drugs). However, in the vast majority of these molecules, the piperazine ring is isolated (i.e. not fused to another ring) and is not substituted on any of its carbon atoms. A modular synthetic approach is described in which combinations of cyclic sulfamidate and hydroxy sulfonamide building blocks may be converted into piperazines and related 1,4-diazepine and 1,5-diazocane scaffolds. By variation of the combinations of building blocks used, it was possible to vary the ring size, substitution and configuration of the resulting heterocyclic scaffolds. The approach was exemplified in the synthesis of a range of heterocyclic scaffolds that, on decoration, would target lead-like chemical space. It was demonstrated that lead-like small molecules based on these scaffolds would likely complement those found in large compound collections. This journal is the Partner Organisations 2014.