40642-90-8

Basic information

• Product Name: 1,3-Benzenedisulfonamide, 4-amino-
• Synonyms: 4-Amino-benzol-1,3-disulfonsaeure-diamid;4-amino-benzene-1,3-disulfonic acid diamide;1,3-Benzenedisulfonamide,4-amino;4-amino-1,3-benzenedisulfonamide
• CAS NO: 40642-90-8
• Molecular Formula: C6H9N3O4S2
• Molecular Weight: 251.287
• Mol File: 40642-90-8.mol

Chemical Properties

• CAS DataBase Reference: 1,3-Benzenedisulfonamide, 4-amino-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Benzenedisulfonamide, 4-amino-(40642-90-8)
• EPA Substance Registry System: 1,3-Benzenedisulfonamide, 4-amino-(40642-90-8)

Safety Data

• Hazardous Substances Data: 40642-90-8(Hazardous Substances Data)

Usage

Classification

Sulfa drug

Class

Sulfonamide antibiotics

Function

Antibacterial agent

Mechanism

Inhibits bacterial growth

Common use

Treating urinary tract infections

Physical appearance

White, odorless, crystalline powder

Solubility

Soluble in water

Administration

Typically taken orally or applied topically

Adverse reactions

Can cause allergic reactions and skin rashes in some individuals

Safety

Should be used as directed by a healthcare provider for safe and effective treatment

Upstream product

• 121-30-2 chloraminophenamide 
• 1083-36-9 4-amino-5-chloro-benzene-1,3-disulfonic acid diamide 
• 1020-32-2 4-amino-6-bromo-benzene-1,3-disulfonic acid diamide 
• 60385-31-1 4-amino-5-bromo-benzene-1,3-disulfonic acid diamide 
• 62-53-3 aniline 
• 67-56-1 methanol 
• 58-93-5 6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide 
• 89891-29-2 4-amino-6-iodo-1,3-benzenedisulfonamide 
• 671-89-6 4-amino-6-chloro-benzene-1,3-disulfonyl chloride 
• 108-42-9 3-chloro-aniline 
• 95-51-2 o-chloroaniline 
• 591-19-5 m-Bromoaniline 
• 615-36-1 2-bromoaniline 

Relevant articles and documents

Identification of chlorothiazide and hydrochlorothiazide UV-A photolytic decomposition products

Methanol solutions of hydrochlorothiazide and chlorothiazide were irradiated with fluorescent UV-A lamps in order to simulate degradation under normal conditions. The degradation products were identified by comparison to synthetic standards featuring electrospray ionization mass spectroscopy, ultraviolet spectroscopy, and high performance liquid chromatography: The standards were characterized by high resolution fast atom bombardment MS and 1H NMR. The photolysis of chlorothiazide resulted in photodehalogenation products exclusively, while the irradiation of hydrochlorothiazide primarily yielded photodehalogenation products with significant yields of photodehydrogenation products and minor amounts of thermal hydrolysis products.

Photolytic decomposition of hydrochlorothiazide

Hydrochlorothiazide decomposes upon irradiation with near-UV light (λ > 310 nm) both in methanol and aqueous solutions. In the photolysis the chlorine substituent is removed to be replaced by either -H or -OR from the solvent ROH. Hydrolysis of the thiadiazine ring is superimposed upon the dechlorination. The presence of oxygen inhibits the decomposition. The mechanism of the photolysis is suggested to involve cation radical formation which facilitates the hydrolysis step. 5-Chloro-2,4-disulphonamido-aniline, the normal hydrolysis product from hydrochlorothiazide, is also susceptible to photolytic dechlorination by a similar mechanism.