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N-(4-Hydroxy-phenyl)-4,N-dimethyl-benzenesulfonamide, a sulfonamide derivative with the molecular formula C14H15NO3S, is a chemical compound extensively utilized in pharmaceutical research. It serves as a pharmacological inhibitor of carbonic anhydrases (CAs), enzymes that catalyze the reversible hydration of carbon dioxide to bicarbonate. N-(4-HYDROXY-PHENYL)-4,N-DIMETHYL-BENZENESULFONAMIDE has been the subject of research for its potential therapeutic applications in treating various medical conditions.

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  • 124772-05-0 Structure
  • Basic information

    1. Product Name: N-(4-HYDROXY-PHENYL)-4,N-DIMETHYL-BENZENESULFONAMIDE
    2. Synonyms: N-(4-hydroxyphenyl)-N,4-dimethylbenzenesulfonamide
    3. CAS NO:124772-05-0
    4. Molecular Formula: C14H15NO3S
    5. Molecular Weight: 277.3388
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 124772-05-0.mol
  • Chemical Properties

    1. Melting Point: 138 °C
    2. Boiling Point: 462.2 °C at 760 mmHg
    3. Flash Point: 233.3 °C
    4. Appearance: /
    5. Density: 1.309 g/cm3
    6. Vapor Pressure: 3.66E-09mmHg at 25°C
    7. Refractive Index: 1.625
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. PKA: 9.34±0.15(Predicted)
    11. CAS DataBase Reference: N-(4-HYDROXY-PHENYL)-4,N-DIMETHYL-BENZENESULFONAMIDE(CAS DataBase Reference)
    12. NIST Chemistry Reference: N-(4-HYDROXY-PHENYL)-4,N-DIMETHYL-BENZENESULFONAMIDE(124772-05-0)
    13. EPA Substance Registry System: N-(4-HYDROXY-PHENYL)-4,N-DIMETHYL-BENZENESULFONAMIDE(124772-05-0)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 124772-05-0(Hazardous Substances Data)

124772-05-0 Usage

Uses

Used in Pharmaceutical Research:
N-(4-HYDROXY-PHENYL)-4,N-DIMETHYL-BENZENESULFONAMIDE is used as a pharmacological inhibitor for studying the physiological roles of carbonic anhydrase enzymes and developing novel therapeutic agents. Its inhibitory activity against various isoforms of CAs makes it a valuable tool in this field.
Used in Medical Treatments:
In the medical industry, N-(4-HYDROXY-PHENYL)-4,N-DIMETHYL-BENZENESULFONAMIDE is used as a potential therapeutic agent for the treatment of conditions such as glaucoma, epilepsy, and cancer. Its ability to inhibit carbonic anhydrase enzymes plays a crucial role in managing these conditions.
Used in Anti-inflammatory and Analgesic Applications:
N-(4-HYDROXY-PHENYL)-4,N-DIMETHYL-BENZENESULFONAMIDE is also being investigated for its potential anti-inflammatory and analgesic properties, which could lead to its use in treating pain and inflammation in various medical scenarios.

Check Digit Verification of cas no

The CAS Registry Mumber 124772-05-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,4,7,7 and 2 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 124772-05:
(8*1)+(7*2)+(6*4)+(5*7)+(4*7)+(3*2)+(2*0)+(1*5)=120
120 % 10 = 0
So 124772-05-0 is a valid CAS Registry Number.
InChI:InChI=1/C14H15NO3S/c1-11-3-9-14(10-4-11)19(17,18)15(2)12-5-7-13(16)8-6-12/h3-10,16H,1-2H3

124772-05-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name N-(4-hydroxyphenyl)-N,4-dimethylbenzenesulfonamide

1.2 Other means of identification

Product number -
Other names p-Toluolsulfonsaeure-(N-methyl-4-oxy-anilid)

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:124772-05-0 SDS

124772-05-0Relevant articles and documents

A Mild Heteroatom (O -, N -, and S -) Methylation Protocol Using Trimethyl Phosphate (TMP)-Ca(OH) 2Combination

Tang, Yu,Yu, Biao

, (2022/03/27)

A mild heteroatom methylation protocol using trimethyl phosphate (TMP)-Ca(OH)2combination has been developed, which proceeds in DMF, or water, or under neat conditions, at 80 °C or at room temperature. A series of O-, N-, and S-nucleophiles, including phenols, sulfonamides, N-heterocycles, such as 9H-carbazole, indole derivatives, and 1,8-naphthalimide, and aryl/alkyl thiols, are suitable substrates for this protocol. The high efficiency, operational simplicity, scalability, cost-efficiency, and environmentally friendly nature of this protocol make it an attractive alternative to the conventional base-promoted heteroatom methylation procedures.

Transition-Metal-Free and Visible-Light-Mediated Desulfonylation and Dehalogenation Reactions: Hantzsch Ester Anion as Electron and Hydrogen Atom Donor

Heredia, Micaela D.,Guerra, Walter D.,Barolo, Silvia M.,Fornasier, Santiago J.,Rossi, Roberto A.,Budén, Mariá E.

, p. 13481 - 13494 (2020/12/15)

Novel approaches for N- and O-desulfonylation under room temperature (rt) and transition-metal-free conditions have been developed. The first methodology involves the transformation of a variety of N-sulfonyl heterocycles and phenyl benzenesulfonates to the corresponding desulfonylated products in good to excellent yields using only KOtBu in dimethyl sulfoxide (DMSO) at rt. Alternately, a visible light method has been used for deprotection of N-methyl-N-arylsulfonamides with Hantzsch ester (HE) anion serving as the visible-light-absorbing reagent and electron and hydrogen atom donor to promote the desulfonylation reaction. The HE anion can be easily prepared in situ by reaction of the corresponding HE with KOtBu in DMSO at rt. Both protocols were further explored in terms of synthetic scope as well as mechanistic aspects to rationalize key features of desulfonylation processes. Furthermore, the HE anion induces reductive dehalogenation reaction of aryl halides under visible light irradiation.

O- and N-substituted derivatives of planetol as valuable bioactive compounds

Irshad, Misbah,Abbasi, Muhammad Athar,Aziz-Ur-Rehman,Rasool, Shahid,Siddiqui, Sabahat Zahra,Ahmad, Irshad,Ashraf, Muhammad,Lodhi, Muhammad Arif,Jamal, Syed Babar

, p. 1151 - 1160 (2014/06/09)

The compounds bearing sulfamoyl and acetamoyl groups have been found to show various biological activities. In the present research work, a series of O- and N-substituted derivatives were synthesized, starting with planetol (1). First N-methyl-4-hydroxyanilinium sulfate (1; planetol or metol) was treated with different aryl sulfonyl chlorides (2a-i) using aq. sodium carbonate solution as reaction medium to yield N-substituted derivatives 3a-i. The electrophile, N-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-bromoacetamide (5) was prepared by the reaction of 2,3-dihydro-1,4-benzodioxin-6-amine (4) and 2-bromoacetylbromide in a weak basic aqueous medium. The target O-substituted molecules 6a-i, were synthesized by gearing up the electrophile 5, with the molecules 3a-i, in a polar aprotic solvent using LiH as an activator. The proposed structures of all the synthesized molecules were corroborated by IR,1H NMR and EIMS spectral data. The in vitro enzyme inhibition and antibacterial studies rendered the synthesized molecules as better cholinesterase inhibitors and moderately better antibacterial agents. To explore the binding modes of the synthesized compounds, all of them were computationally docked against the active sites of acetyl cholinesterase (AChE), butyryl cholinesterase (BChE) and lipoxygenase (LOX). The compounds showed significant interactions and good correlation with the experimental data.

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