77719-02-9

Basic information

• Product Name: 3-(chlorosulfonyl)-4-hydroxybenzoic acid
• Synonyms: 3-(chlorosulfonyl)-4-hydroxybenzoic acid
• CAS NO: 77719-02-9
• Molecular Formula: C₇H₅ClO₅S
• Molecular Weight: 236.6296
• Mol File: 77719-02-9.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 3-(chlorosulfonyl)-4-hydroxybenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(chlorosulfonyl)-4-hydroxybenzoic acid(77719-02-9)
• EPA Substance Registry System: 3-(chlorosulfonyl)-4-hydroxybenzoic acid(77719-02-9)

Safety Data

• Hazardous Substances Data: 77719-02-9(Hazardous Substances Data)

Upstream product

• 99-96-7 4-hydroxy-benzoic acid 

Downstream Products

• 59780-96-0 3-mercapto-4-hydroxybenzoic acid 

Relevant articles and documents

Towards aspirin-inspired self-immolating molecules which target the cyclooxygenases

Cyclooxygenases (COXs) are enzymes that play a vital role in the inflammatory cascade through the generation of prostaglandins. Their over-expression has been implicated in numerous diseases. In particular, over-expression of COX-2 has been shown to be a predictive biomarker for progression of pre-malignant lesions towards invasive cancer in various tissues. This makes the early detection of COX-2 expressing lesions of high clinical relevance. Herein we describe the development of the first self-immolating trigger which targets COXs. We incorporated our trigger design into 2 activatable fluorogenic probes and demonstrated COX-specific activation in vitro. Experimental data revealed probe activation was likely caused by solvent-exposed amino acids on the surface of the COXs. Overall, the probes reported here mark the first step towards developing self-immolating imaging/therapeutic agents targeted to specific COXs.

SOME SULFONYL DERIVATIVES OF SALICYLIC ACID AND RELATED COMPOUNDS

o-Methoxybenzamide, salicyclic acid, salicylamide and N-acetylsalicylamide have been converted to the corresponding 5-sulfonyl chlorides, and p-hydroxybenzoic acid to the 3-sulfonyl chloride.The sulfonyl chlorides were characterized by the preparation of various derivatives, e.g. amides, hydrazides, hydrazones and azides.Chlorosulfonation of O-acetyl compounds showed either complete or partial deacetylation.O-Acetyl compounds were therefore obtained by subsequent acetylation.O-Acetylsalicylamide on heating was converted to the N-acetyl derivative and the isomerization was followed by h.p.l.c.In contrast both m- and p-acetoxybenzamides were relatively stable.Salicylanilide and O-methylsalicylanilide, with chlorosulfonic acid gave the 1,4'-disulfonyl chlorides.On the other hand, 4'-chloro- and 4'-chloro-O-methyl-salicylanilides afforded the corresponding monosulfonyl chlorides.The i.r., n.m.r. and mass spectra, together with the algaecidal and antibacterial results are briefly discussed.