17852-52-7

Basic information

• Product Name: 4-Hydrazinobenzene-1-sulfonamide hydrochloride
• Synonyms: 4-SPH;p-Sulfonamidophenylhydrazine;4-Hydrazinobenzene-1;4-Sulphamoylphenylhydrazine hydrochloride, 4-(Aminosulphonyl)phenylhydrazine hydrochloride;4-Hydrazinobenzene-1-sulfonaMide;4-(sulfaMoylphenyl)hydrazine Monohydrochloride;4-Hydrazine benzene sulfonaMide hydrochloride;4-AMinosulfonylphenylhydrazine HCl
• CAS NO: 17852-52-7
• Molecular Formula: C₆H₉N₃O₂S*ClH
• Molecular Weight: 223.68
• EINECS: 202-637-1
• Product Categories: Phenylhydrazine;Celecoxib;pharmaceutical;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
• Mol File: 17852-52-7.mol
• Article Data: 15

Chemical Properties

• Melting Point: 149-152 °C(lit.)
• Boiling Point: 434.7 °C at 760 mmHg
• Flash Point: 216.7 °C
• Appearance: white to light yellow crystal powder
• Density: 1.644[at 20℃]
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility: Soluble in water.
• Sensitive: Hygroscopic
• CAS DataBase Reference: 4-Hydrazinobenzene-1-sulfonamide hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hydrazinobenzene-1-sulfonamide hydrochloride(17852-52-7)
• EPA Substance Registry System: 4-Hydrazinobenzene-1-sulfonamide hydrochloride(17852-52-7)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 36-24/25
• WGK Germany: 3
• RTECS: DA9380000
• Hazardous Substances Data: 17852-52-7(Hazardous Substances Data)

Usage

Description

4-Hydrazinobenzene-1-sulfonamide hydrochloride is an organic compound with the chemical formula C6H9N3O2S·HCl. It is a white to light yellow crystalline powder that serves as an important intermediate in the pharmaceutical industry due to its unique chemical properties and reactivity.

Uses

Used in Pharmaceutical Industry:
4-Hydrazinobenzene-1-sulfonamide hydrochloride is used as an intermediate in the synthesis of various pharmaceutical compounds. Its primary application is in the production of Celebrex, an anti-inflammatory drug used to treat conditions such as arthritis, ankylosing spondylitis, and acute pain.
As an intermediate, 4-Hydrazinobenzene-1-sulfonamide hydrochloride plays a crucial role in the development of new drugs and therapeutic agents. Its unique chemical structure allows for further modification and functionalization, making it a versatile building block in the synthesis of various pharmaceutical compounds.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C6H8N3O2S.ClH/c7-8-5-1-3-6(4-2-5)9-12(10)11;/h1-4,8H,7H2,(H,9,10,11);1H

Upstream product

• 63-74-1 sulfanilamide 
• 35282-78-1 4-(aminosulphonyl)benzenediazonium chloride 

Downstream Products

• 251443-35-3 1-(4-aminosulphonylphenyl)-4,5-dihydro-5-(3-methyl-4-methoxyphenyl)-3-trifluoromethyl-1H-pyrazole 
• 111607-53-5 4-{N'-[(E)-1-Phenyl-3-p-tolyl-prop-2-en-(E)-ylidene]-hydrazino}-benzenesulfonamide 
• 111607-54-6 4-{N'-[(E)-3-(4-Chloro-phenyl)-1-phenyl-prop-2-en-(E)-ylidene]-hydrazino}-benzenesulfonamide 
• 123517-72-6 4-{N'-[(E)-1-(4-Bromo-phenyl)-3-phenyl-prop-2-en-(E)-ylidene]-hydrazino}-benzenesulfonamide 
• 122259-17-0 4-(3-(4-bromophenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl)benzenesulfonamide 
• 111607-55-7 4-{N'-[(E)-3-(4-Bromo-phenyl)-1-phenyl-prop-2-en-(E)-ylidene]-hydrazino}-benzenesulfonamide 
• 150981-69-4 4-{5-[2-(4-Chloro-phenyl)-2H-[1,2,3]triazol-4-yl]-3-phenyl-4,5-dihydro-pyrazol-1-yl}-benzenesulfonamide 
• 150981-74-1 4-{5-[2-(4-Bromo-phenyl)-2H-[1,2,3]triazol-4-yl]-3-phenyl-4,5-dihydro-pyrazol-1-yl}-benzenesulfonamide 
• 150981-78-5 4-{5-[2-(4-Bromo-phenyl)-2H-[1,2,3]triazol-4-yl]-3-p-tolyl-4,5-dihydro-pyrazol-1-yl}-benzenesulfonamide 
• 150981-72-9 4-{3-(4-Chloro-phenyl)-5-[2-(4-chloro-phenyl)-2H-[1,2,3]triazol-4-yl]-4,5-dihydro-pyrazol-1-yl}-benzenesulfonamide 
• 150981-77-4 4-{3-(4-Bromo-phenyl)-5-[2-(4-bromo-phenyl)-2H-[1,2,3]triazol-4-yl]-4,5-dihydro-pyrazol-1-yl}-benzenesulfonamide 
• 77121-23-4 4-(3-(4-chlorophenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl)benzenesulfonamide 
• 122259-14-7 4-{N'-[(E)-1-(4-Methoxy-phenyl)-3-phenyl-prop-2-en-(E)-ylidene]-hydrazino}-benzenesulfonamide 
• 80883-92-7 4-(3-(4-methoxyphenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl)benzenesulfonamide 

Relevant articles and documents

Anti-inflammatory Exploration of Sulfonamide Containing Diaryl Pyrazoles with Promising COX-2 Selectivity and Enhanced Gastric Safety Profile

Novel sulfonamide containing diaryl pyrazoles were synthesized and were subsequently tested for their in vitro cyclooxygenase inhibitory assay. Compounds that showed promising in vitro COX-2 IC50 values and selectivity indices were then evaluat

Synthetic method of celecoxib intermediate P-hydrazinamide hydrochloride

The method, comprises the following steps :1): preparing a sulfanilamide hydrochloric acid aqueous solution, to prepare a sodium nitrite solution ;2) to acidify, and then acidifying the resulting reaction solution to 1 with ;3) powder, activated carbon to

Pyrazole–coumarin and pyrazole–quinoline chalcones as potential antitubercular agents

Pyrazole, coumarin, and quinoline are medicinally important moieties. In this study, two series of novel pyrazole–coumarin chalcones and pyrazole–quinoline chalcones were synthesized using multiple-step reactions. All the synthesized compounds were well c

An Integrated Continuous Flow Micro-Total Ultrafast Process System (μ-TUFPS) for the Synthesis of Celecoxib and Other Cyclooxygenase Inhibitors

Integrated continuous manufacturing has emerged as a promising device for the rapid manufacturing of active pharmaceutical ingredients (APIs). We herein report a newly designed continuous flow micro-total process system platform for the rapid manufacturing of celecoxib, a selective nonsteroidal anti-inflammatory drug. This approach has been proven generally for the synthesis of several alkyl and aryl substituted pyrazoles. In order to minimize the tedious work-up process of potential reaction intermediates/products, we have developed a continuous flow extraction and separation platform to carry out the entire reaction sequence resulting in a short residence time with good yield. The present process was further extended to gram-scale synthesis of the COX-2-related API, viz. celecoxib, in the continuous flow process.