4025-67-6

Usage

Uses

Used in Pharmaceutical Industry:
4-Hydroxybenzenesulfonyl Chloride is used as a synthetic intermediate for the preparation of amino acid derivatives with anticancer activity. It plays a crucial role in the development of new pharmaceutical compounds that target cancer cells and inhibit their growth and proliferation.
Used in Chemical Synthesis:
In the field of organic chemistry, 4-Hydroxybenzenesulfonyl Chloride is used as a reagent for the synthesis of various organic compounds, including sulfonamides, which have a wide range of applications in the pharmaceutical, agrochemical, and chemical industries.
Used in Research and Development:
4-Hydroxybenzenesulfonyl Chloride is also utilized in research and development laboratories for the synthesis and study of novel compounds with potential applications in various fields, such as drug discovery, material science, and environmental chemistry.

Upstream product

• 825-90-1 sodium p-hydroxybenzenesulfonate 
• 1576-43-8 4-hydroxybenzenesulphonamide 
• 3724-13-8 p-hydroxybenzenesulfinic acid 
• 98-67-9 p-hydoroxybenzenesulfonic acid 

Downstream Products

• 134508-42-2 C₃₀H₂₆N₈O₈S₅ 
• 3724-13-8 p-hydroxybenzenesulfinic acid 
• 218628-94-5 4-Hydroxy-benzenesulfonic acid (4E,8E)-10-cyano-10-(2-ethoxy-ethoxy)-4,8-dimethyl-deca-4,8-dienyl ester 
• 3077-65-4 4-(morpholino-4-sulphonyl)phenol 

Relevant academic research and scientific papers

N-ARYL SULFONAMIDE DERIVATIVES AS VACCINE ADJUVANT

Bis-aryl sulfonamide compounds and methods of using those compounds, e.g., in a method of enhancing or prolonging an immune response, are provided. For example, the compounds may be employed with a vaccine and optionally at least one other adjuvant and/or one or more TLR ligands, at least one MAP kinase inhibitor, or any combination thereof.

The synthesis of sulfonated 4: H -3,1-benzoxazines via an electro-chemical radical cascade cyclization

A new route for the synthesis of sulfonated 4H-3,1-benzoxazines has been accomplished by electrochemical radical cascade cyclizations of styrenyl amides with sulfonylhydrazines. This process demonstrates a wide substrate scope with diverse functional group compatibility under metal- and external oxidant-free conditions at ambient temperature.

SULFONYL-SUBSTITUTED BICYCLIC COMPOUND WHICH ACTS AS ROR INHIBITOR

Provided is a sulfonyl-substituted bicyclic compound (A) which acts as a RORγ inhibitor, said compound has good RORγ inhibitory activity and is expected to be used for treating diseases mediated by a RORγ receptor in mammals.

Nucleophilic Aromatic Substitutions of 2-Halo-5-(sulfamoyl)benzoic Acids and N, O-Bis-alkylation via Phase Transfer Catalysis: Synthesis of RoRγInverse Agonist GSK2981278A

GSK2981278A (1) is a RORγinverse agonist used as a potential topical nonsteroidal therapy for psoriasis. New synthesis of 1 was developed based on a SNAr reaction of (tetrahydro-2H-pyran-4-yl)methanol with an aryl halide intermediate, prepared from 2-halobenzoic acids. The dianion underwent in situ N,O-bis-isobutylation, followed by a reduction to provide 1. The new route eliminated a genotoxic tosylate of (tetrahydro-2H-pyran-4-yl)methanol and a difficult reductive amination from the original synthesis starting from methyl salicylate. A primary version of the route has been scaled up to deliver 125 kg of 1. However, the heating of a strong base in DMSO for an extended period during the bis-alkylation was found to be a safety concern for manufacturing. A safer and greener process was then developed utilizing a facile N,O-bis-alkylation, which was conducted under phase transfer conditions with mild bases such as potassium carbonate and in green solvents such as water. The concise four stage sequence from 2-halobenzoic acids to GSK2981278A (1) had an overall yield of 41%.

Structure-Activity Relationship Studies to Identify Affinity Probes in Bis-aryl Sulfonamides That Prolong Immune Stimuli

Agents that safely induce, enhance, or sustain multiple innate immune signaling pathways could be developed as potent vaccine adjuvants or coadjuvants. Using high-throughput screens with cell-based nuclear factor κB (NF-κB) and interferon stimulating response element (ISRE) reporter assays, we identified a bis-aryl sulfonamide bearing compound 1 that demonstrated sustained NF-κB and ISRE activation after a primary stimulus with lipopolysaccharide or interferon-α, respectively. Here, we present systematic structure-activity relationship (SAR) studies on the two phenyl rings and amide nitrogen of the sulfonamide group of compound 1 focused toward identification of affinity probes. The murine vaccination studies showed that compounds 1 and 33 when used as coadjuvants with monophosphoryl lipid A (MPLA) showed significant enhancement in antigen ovalbumin-specific immunoglobulin responses compared to MPLA alone. SAR studies pointed to the sites on the scaffold that can tolerate the introduction of aryl azide, biotin, and fluorescent rhodamine substituents to obtain several affinity and photoaffinity probes which will be utilized in concert for future target identification and mechanism of action studies.

Selective Late-Stage Sulfonyl Chloride Formation from Sulfonamides Enabled by Pyry-BF4

Reported here is a simple and practical functionalization of primary sulfonamides, by means of a pyrylium salt (Pyry-BF4), with nucleophiles. This simple reagent activates the poorly nucleophilic NH2 group in a sulfonamide, enabling the formation of one of the best electrophiles in organic synthesis: a sulfonyl chloride. Because of the variety of primary sulfonamides in pharmaceutical contexts, special attention has been focused on the direct conversion of densely functionalized primary sulfonamides by a late-stage formation of the corresponding sulfonyl chloride. A variety of nucleophiles could be engaged in this transformation, thus permitting the synthesis of complex sulfonamides, sulfonates, sulfides, sulfonyl fluorides, and sulfonic acids. The mild reaction conditions and the high selectivity of Pyry-BF4 towards NH2 groups permit the formation of sulfonyl chlorides in a late-stage fashion, tolerating a preponderance of sensitive functionalities.

Sulfur(VI) fluoride compounds and methods for the preparation thereof

This application describes a compound represented by Formula (I): (I) wherein: Y is a biologically active organic core group comprising one or more of an aryl group, a heteroaryl aryl group, a nonaromatic hydrocarbyl group, and a nonaromatic heterocyclic group, to which Z is covalently bonded; n is 1, 2, 3, 4 or 5; m is 1 or 2; Z is O, NR, or N; X1 is a covalent bond or —CH2CH2—, X2 is O or NR; and R comprises H or a substituted or unsubstituted group selected from an aryl group, a heteroaryl aryl group, a nonaromatic hydrocarbyl group, and a nonaromatic heterocyclic group. Methods of preparing the compounds, methods of using the compounds, and pharmaceutical compositions comprising the compounds are described as well.

4-aminoacylphenoxyacetamide compound and medicine uses thereof

The invention belongs to the field of pharmaceutical chemistry, and relates to 4-aminoacylphenoxyacetamide compound shown as an I formula and medicine uses thereof, and in the formula, G, Z, R, m and n are described in the specification in detail. The compounds are capable of inhibiting sphingomyelin synthase activity, and are applicable to treat diseases caused by abnormal increase of sphingomyelin level. The invention further comprises compounds shown as the formula I structure, pharmaceutically-acceptable salts thereof, and application of pharmaceutical composition taking the compounds or salts thereof as an effective active composition to prevent and treat diseases caused by abnormal increase of sphingomyelin level. The diseases caused by abnormal increase of sphingomyelin level comprise atherosclerosis, fatty liver, obesity, II type diabetes and other metabolic syndrome.

Colored curable composition and color filter

PROBLEM TO BE SOLVED: To provide a colored curable composition enabling creation of a color filter which shows no absorption in parts unnecessary as a color filter and has high light and heat resistances and high pattern formability.SOLUTION: A colored curable composition contains a novel phthalocyanine compound. The colored curable composition preferably contains a polymerizable compound and a photopolymerization initiator additionally. The colored curable composition preferably contains an azo dye or a monomethine dye as a yellow colorant. A color filter and a solid state imaging device using the composition are also provided.

Colored curable composition and color filter

PROBLEM TO BE SOLVED: To provide a colored curable composition having excellent light resistance, heat resistance and transmittance while having excellent developability and storage stability.SOLUTION: In a colored curable composition containing a phthalocyanine compound having a substituent, the phthalocyanine compound coordinates to a halogen atom, the substituent is a 1-8C alkyl group which may has -O-, a single bond or a bivalent linking group, a hydrogen atom or a substituent, and a linear organic compound having a bivalent linking group having a hydrogen bonding group.