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Cas Database

98-10-2

98-10-2

Identification

  • Product Name:Benzenesulfonamide

  • CAS Number: 98-10-2

  • EINECS:202-637-1

  • Molecular Weight:157.193

  • Molecular Formula: C6H7NO2S

  • HS Code: Oral rat LD50: 991 mg/kg

  • Mol File:98-10-2.mol

Synonyms:Benzenesulphonamide;M and B 7973;NSC 5341;NSC 85506;Phenylsulfonamide;

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Safety information and MSDS view more

  • Pictogram(s):HarmfulXn

  • Hazard Codes:Xn

  • Signal Word:Warning

  • Hazard Statement:H302 Harmful if swallowed

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

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  • Manufacture/Brand:TRC
  • Product Description:Benzenesulfonamide
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  • Price:$ 45
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Benzenesulfonamide >98.0%(N)
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Benzenesulfonamide >98.0%(N)
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Benzenesulfonamide ≥98%
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  • Product Description:Benzenesulfonamide for synthesis. CAS No. 98-10-2, EC Number 202-637-1., for synthesis
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Benzenesulfonamide for synthesis
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Benzenesulfonamide ≥98%
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Benzenesulfonamide for synthesis
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Benzenesulfonamide ≥98%
  • Packaging:5g
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Benzenesulfonamide for synthesis. CAS No. 98-10-2, EC Number 202-637-1., for synthesis
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Relevant articles and documentsAll total 191 Articles be found

MECHANISTIC INVESTIGATIONS WITH POSITIVE HALOGENS: KINETICS OF OXIDATION OF THIOSEMICARBAZIDE BY CHLORAMINE-B, BROMAMINE-B AND DICHLORAMINE-B IN ACID MEDIUM

Gowda, B. Thimme,Bhat, J. Ishwara

, p. 2119 - 2128 (1987)

Kinetics of oxidation of thiosemicarbazide (TSC) by chloramine-B (CAB), and bromamine-B (BAB) in aqueous perchloric acid medium and by dichloramine-B (DCB) in 1:1 (v/v) water-methanol medium has been studied.The rate followed first order kinetics in and inverse fractional order in with all the oxidants.But it was fractional order in with CAB and independent of with BAB and DCB.Addition of benzenesulphonamide, the reduced product of the oxidants had no effect on the rate with CAB and BAB but it slightly increased the rate with DCB.Therate decreased with increase in ionis strength of the medium in all cases.Decrease of dielectric constant of the reaction medium by adding methanol had no effect on the rate with CAB and BAB but increased the rate with DCB.The mechanisms proposed and the derived rate laws are in conformity eith the observed results.The coefficients of the rate limiting steps have been calculated.Kinetics observed with HOCl and HOBr support the proposed mechanisms.

Osmium(VIII)-catalyzed kinetics and mechanism of indigo carmine oxidation by chloramine-B in basic medium

Cholkar, Kishore,Kouassi, Gilles K.,Ananda,Veeraiah,Gowda, Netkal M. Made

, p. 1126 - 1134 (2011)

Indigo carmine (IC) or sodium indigotin disulfonate is a natural dye that finds applications in clinical diagnosis, chemistry and biology. The osmium(VIII)-catalyzed oxidation of IC by chloramine-B (CAB) in alkaline solutions has been spectrophotometrically monitored at the indigo carmine λmax of 610 nm at 298 K. The reaction stoichiometry has been found to be 1:4 (mol:mol), resulting in the formation of major products that are the sodium salt of sulfonated anthranilic acid (SAA) and benzenesulfonamide (BSA). The reaction shows a first-order dependence of the rate on [IC], a fractional-order dependence each on [Os(VIII)] and [OH-], and a zero-order dependence each on [CAB], [BSA], and [SAA]. The variation of the ionic strength of the reaction medium has a negligible effect on the rate. Based on the effect of temperature in the range 288-313 K, activation parameters are evaluated from Arrhenius and Eyring plots. A mechanism consistent with the observed kinetic and activation data has been proposed and a rate law has been derived. Copyright Taylor & Francis Group, LLC.

Synthesis and X-Ray Structure of Bistetraphenylphosphonium Tris(phenylsulphonylimino)sulphite

Roesky, Herbert W.,Schmieder, W.,Sheldrick, William S.

, p. 1013 - 1014 (1981)

An aza-analogue of sulphite, the structure of which was determined by X-ray diffraction, is prepared from sodium amide and a sulphur di-imide in liquid ammonia.

Khorgami

, p. 574 (1972)

Chloraminometric and bromaminometric oxidation of sulfanilic acid in alkaline medium: A comparative kinetic and mechanistic study

Puttaswamy,Jagadeesh

, p. 48 - 56 (2006)

The kinetics of oxidation of sulfanilic acid (SAA) by chloramine-B (CAB) and bromamine-B (BAB) has been investigated in alkaline medium at 35 ± 0.1°C. The oxidation reaction follows identical kinetics in the case of both the oxidants with first-order dependence on each [oxidant]o and [SAA]o and an inverse first-order dependence on [OH-]. The variation of ionic strength, dielectric constant of the medium, addition of the reaction product (benzene-sulfonamide), and halide ions showed no significant influence on the reaction rate. Proton inventory studies made in H2O-D2O mixtures for CAB and BAB have been utilized to calculate the isotopic fractionation factor. The reaction has been studied at different temperatures, and activation parameters for the composite reaction have been computed from the Arrhenius plots. N-Hydroxylaminobenzene-4-sulfonic acid was identified as the oxidation product of SAA from IR and GC-MS analysis. A mechanism consistent with the kinetic results is proposed in which PhSO 2NHX (X = Cl or Br) interact with the substrate in the rate-limiting step. A suitable rate law is derived. The rate of oxidation of sulfanilic acid is about fourfold faster in BAB compared to CAB. The oxidation of SAA brought about by CAT and BAT was also investigated under identical experimental conditions, and the overall rate of oxidation of SAA increases in the order: BAB > BAT > CAB > CAT This may be attributed to the difference in electrophilicities of Cl+ and Br+ ions and also the van der Waal's radii of chlorine and bromine.

SELECTIVE NON-CYCLIC NUCLEOTIDE ACTIVATORS FOR THE CAMP SENSOR EPAC1

-

Paragraph 00174-00176; 00198; 00277, (2021/09/26)

The invention relates generally to novel EPAC1 activators, such as Formula (I) and (II) and the preparation thereof as well as the use of EPAC1 activators disclosed herein as to selectively activate EPAC1 in cells.

Synthesis, biological evaluation, and docking studies of novel pyrrolo[2,3-b]pyridine derivatives as both ectonucleotide pyrophosphatase/phosphodiesterase inhibitors and antiproliferative agents

Ullah, Saif,El-Gamal, Mohammed I.,El-Gamal, Randa,Pelletier, Julie,Sévigny, Jean,Shehata, Mahmoud K.,Anbar, Hanan S.,Iqbal, Jamshed

, (2021/03/22)

Ecto-nucleotide pyrophosphatases/phosphodiesterases (NPPs) together with nucleoside triphosphate diphosphohydrolases (NTPDases) and alkaline phosphatases (APs) are nucleotidases located at the surface of the cells. NPP1 and NPP3 are important members of NPP family that are known as druggable targets for a number of disorders such as impaired calcification, type 2 diabetes, and cancer. Sulfonylurea derivatives have been reported as antidiabetic and anticancer agents, therefore, we synthesized and investigated series of sulfonylurea derivatives 1a-m possessing pyrrolo[2,3-b]pyridine core as inhibitors of NPP1 and NPP3 isozymes that are over-expressed in cancer and diabetes. The enzymatic evaluation highlighted compound 1a as selective NPP1 inhibitor, however, 1c was observed as the most potent inhibitor of NPP1 with an IC50 value of 0.80 ± 0.04 μM. Compound 1l was found to be the most potent and moderately selective inhibitor of NPP3 (IC50 = 0.55 ± 0.01 μM). Furthermore, in vitro cytotoxicity assays of compounds 1a-m against MCF-7 and HT-29 cancer cell lines exhibited compound 1c (IC50 = 4.70 ± 0.67 μM), and 1h (IC50 = 1.58 ± 0.20 μM) as the most cytotoxic compounds against MCF-7 and HT-29 cancer cell lines, respectively. Both of the investigated compounds showed high degree of selectivity towards cancer cells than normal cells (WI-38). Molecular docking studies of selective and potent enzyme inhibitors revealed promising mode of interactions with important binding sites residues of both isozymes i.e., Thr256, His380, Lys255, Asn277 residues of NPP1 and His329, Thr205, and Leu239 residues of NPP3. In addition, the most potent antiproliferative agent, compound 1h, doesn't produce hypoglycemia as a side effect when injected to mice. This is an additional merit of the promising compound 1h.

Synthesis of magnetic chitosan supported metformin-Cu(II) complex as a recyclable catalyst for N-arylation of primary sulfonamides

Ahmadpoor, Fatemeh,Nasrollahzadeh, Mahmoud,Nezafat, Zahra,Pakzad, Khatereh

, (2021/06/25)

The application of chitosan, which has received much attention as a natural polymer and effective support, has many advantages such as biodegradability and biocompatibility. In this study, the immobilization of a copper complex on the magnetic chitosan bearing metformin ligand has been developed through immobilizing structurally defined metformin with long tail of (3-chloropropyl)trimethoxysilane (TMOS). The synthesized Fe3O4-chitosan@metformin-Cu(II) complex (Fe3O4-CS@Met-Cu(II)) was used as an effective, reusable and magnetic catalyst in the N-arylation of different derivatives of primary sulfonamides with arylboronic acids in ethanol. The primary sulfonamides were prepared from the reaction of sulfonyl chlorides with sodium cyanate in water under ultrasonic irradiation. Utilizing a wide variety of substrates in EtOH as a green solvent, high yields of the primary and secondary sulfonamides, easy work-up along with the excellent recovery and reusability of the catalyst, make this process a simple, economic and environmentally benign method. The synthesized Fe3O4-CS@Met-Cu(II) was characterized using various techniques such as XRD (X-ray diffraction), EDS (energy-dispersive X-ray spectroscopy), elemental mapping, TEM (transmission electron microscopy), FESEM (field emission scanning electron microscopy), VSM (vibrating sample magnetometer), ICP-MS (inductively coupled plasma mass spectroscopy), TGA (thermogravimetric analysis) and FT-IR (Fourier-transform infrared spectroscopy) analyses. The catalyst can be recycled and reused 5 times with no considerable loss of catalytic activity.

Development of succinimide-based inhibitors for the mitochondrial rhomboid protease PARL

Andrews, Charlotte L.,Cardozo, Joaquin M.,Chow, Alyssa S.,Crainic, Jennifer A.,Parsons, William H.,Rutland, Nicholas T.,Sheehan, Brendan K.

supporting information, (2021/08/04)

While the biochemistry of rhomboid proteases has been extensively studied since their discovery two decades ago, efforts to define the physiological roles of these enzymes are ongoing and would benefit from chemical probes that can be used to manipulate the functions of these proteins in their native settings. Here, we describe the use of activity-based protein profiling (ABPP) technology to conduct a targeted screen for small-molecule inhibitors of the mitochondrial rhomboid protease PARL, which plays a critical role in regulating mitophagy and cell death. We synthesized a series of succinimide-containing sulfonyl esters and sulfonamides and discovered that these compounds serve as inhibitors of PARL with the most potent sulfonamides having submicromolar affinity for the enzyme. A counterscreen against the bacterial rhomboid protease GlpG demonstrates that several of these compounds display selectivity for PARL over GlpG by as much as two orders of magnitude. Both the sulfonyl ester and sulfonamide scaffolds exhibit reversible binding and are able to engage PARL in mammalian cells. Collectively, our findings provide encouraging precedent for the development of PARL-selective inhibitors and establish N-[(arylsulfonyl)oxy]succinimides and N-arylsulfonylsuccinimides as new molecular scaffolds for inhibiting members of the rhomboid protease family.

Unlocking Amides through Selective C–N Bond Cleavage: Allyl Bromide-Mediated Divergent Synthesis of Nitrogen-Containing Functional Groups

Govindan, Karthick,Chen, Nian-Qi,Chuang, Yu-Wei,Lin, Wei-Yu

, p. 9419 - 9424 (2021/11/30)

We report a new set of reactions based on the unlocking of amides through simple treatment with allyl bromide, creating a common platform for accessing a diverse range of nitrogen-containing functional groups such as primary amides, sulfonamides, primary amines, N-acyl compounds (esters, thioesters, amides), and N-sulfonyl esters. The method has potential industrial applicability, as demonstrated through gram-scale syntheses in batch and in a continuous flow system.

Process route upstream and downstream products

Process route

phenylsulfonyl azide
938-10-3

phenylsulfonyl azide

N-methylaniline
100-61-8

N-methylaniline

benzenesulfonamide
98-10-2

benzenesulfonamide

4,4'-methylenebis(N-methylaniline)
1807-55-2

4,4'-methylenebis(N-methylaniline)

benzenesulfonic acid-(4-methylamino-anilide)

benzenesulfonic acid-(4-methylamino-anilide)

Conditions
Conditions Yield
phenylsulfonyl azide
938-10-3

phenylsulfonyl azide

N-methylaniline
100-61-8

N-methylaniline

benzenesulfonamide
98-10-2

benzenesulfonamide

4,4'-methylenebis(N-methylaniline)
1807-55-2

4,4'-methylenebis(N-methylaniline)

benzenesulfonic acid-(4-methylamino-anilide)

benzenesulfonic acid-(4-methylamino-anilide)

benzenesulfonic acid-(2-amino-<i>N</i>-methyl-anilide)

benzenesulfonic acid-(2-amino-N-methyl-anilide)

Conditions
Conditions Yield
phenylsulfonyl azide
938-10-3

phenylsulfonyl azide

N-methylaniline
100-61-8

N-methylaniline

benzenesulfonamide
98-10-2

benzenesulfonamide

4,4'-methylenebis(N-methylaniline)
1807-55-2

4,4'-methylenebis(N-methylaniline)

benzenesulfonic acid-(2-amino-<i>N</i>-methyl-anilide)

benzenesulfonic acid-(2-amino-N-methyl-anilide)

Conditions
Conditions Yield
N,N-dimethylbenzenesulfonamide
14417-01-7

N,N-dimethylbenzenesulfonamide

benzenesulfonamide
98-10-2

benzenesulfonamide

methyl(phenylsulfonyl)amide
5183-78-8

methyl(phenylsulfonyl)amide

N-formyl-N-methyl benzenesulfonamide

N-formyl-N-methyl benzenesulfonamide

Conditions
Conditions Yield
With chromium(III) acetate hydroxide; periodic acid; In acetonitrile; at 20 ℃; for 24h;
35%
45%
5%
N-ethyl-N-methyl benzenesulfonamide
74805-36-0

N-ethyl-N-methyl benzenesulfonamide

benzenesulfonamide
98-10-2

benzenesulfonamide

methyl(phenylsulfonyl)amide
5183-78-8

methyl(phenylsulfonyl)amide

C<sub>9</sub>H<sub>11</sub>NO<sub>3</sub>S

C9H11NO3S

Conditions
Conditions Yield
With chromium(III) acetate hydroxide; periodic acid; In acetonitrile; at 20 ℃; for 18h;
72%
12%
5%
N-methyl-N-propyl benzenesulfonamide
778592-08-8

N-methyl-N-propyl benzenesulfonamide

benzenesulfonamide
98-10-2

benzenesulfonamide

methyl(phenylsulfonyl)amide
5183-78-8

methyl(phenylsulfonyl)amide

C<sub>10</sub>H<sub>13</sub>NO<sub>3</sub>S

C10H13NO3S

Conditions
Conditions Yield
With chromium(III) acetate hydroxide; periodic acid; In acetonitrile; at 20 ℃; for 18h;
72%
12%
5%
bromamine B
16917-09-2

bromamine B

phenylglycylphenylglycine

phenylglycylphenylglycine

benzenesulfonamide
98-10-2

benzenesulfonamide

carbon dioxide
124-38-9,18923-20-1

carbon dioxide

benzaldehyde
100-52-7

benzaldehyde

Conditions
Conditions Yield
With perchloric acid; In water; at 39.85 ℃; Further Variations:; Temperatures; Kinetics;
bromamine B
16917-09-2

bromamine B

benzenesulfonamide
98-10-2

benzenesulfonamide

benzaldehyde
100-52-7

benzaldehyde

Conditions
Conditions Yield
With perchloric acid; In acetic acid; at 24.9 - 39.9 ℃; for 10h; Thermodynamic data; Mechanism; Kinetics; ΔH(excit), ΔS(excit), ΔG(excit);
N-benzylbenzenesulfonamide
837-18-3

N-benzylbenzenesulfonamide

benzenesulfonamide
98-10-2

benzenesulfonamide

benzaldehyde
100-52-7

benzaldehyde

Conditions
Conditions Yield
With potassium peroxide; In tetrahydrofuran; for 24h; other benzylarenesulfonamides; var. time;
88 % Chromat.
benzenesulfonylamino-phenyl-acetyl chloride

benzenesulfonylamino-phenyl-acetyl chloride

benzenesulfonamide
98-10-2

benzenesulfonamide

benzaldehyde
100-52-7

benzaldehyde

Conditions
Conditions Yield

Global suppliers and manufacturers

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  • Chemwill Asia Co., Ltd.
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  • EAST CHEMSOURCES LIMITED
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  • Henan Wising Chem Co., Ltd
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