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Cas Database

10393-86-9

10393-86-9

Identification

  • Product Name:Methanesulfonic acid,hydrazide

  • CAS Number: 10393-86-9

  • EINECS:-0

  • Molecular Weight:110.137

  • Molecular Formula: CH6N2O2S

  • HS Code:2935009090

  • Mol File:10393-86-9.mol

Synonyms:Mesyl hydrazide;

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Safety information and MSDS view more

  • Pictogram(s):R36/37/38:Irritating to eyes, respiratory system and skin.;

  • Hazard Codes:Xn

  • Signal Word:no data available

  • Hazard Statement:no data available

  • 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

Supplier and reference price

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  • Manufacture/Brand:TRC
  • Product Description:Methanesulfonohydrazide
  • Packaging:100mg
  • Price:$ 65
  • Delivery:In stock
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:METHANESULFONYL HYDRAZIDE 98.00%
  • Packaging:250G
  • Price:$ 5197.5
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  • Manufacture/Brand:Ambeed
  • Product Description:Methanesulfonohydrazide 98%
  • Packaging:5g
  • Price:$ 311
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  • Manufacture/Brand:Ambeed
  • Product Description:Methanesulfonohydrazide 98%
  • Packaging:1g
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  • Manufacture/Brand:Ambeed
  • Product Description:Methanesulfonohydrazide 98%
  • Packaging:250mg
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  • Manufacture/Brand:AHH
  • Product Description:Methanesulfonylhydrazide 98%
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Relevant articles and documentsAll total 13 Articles be found

CuCl2-promoted decomposition of sulfonyl hydrazides for the synthesis of thiosulfonates

Kim, Junsu,Park, Sanggil,Kim, Hyungjun,Kim, Jinho

, (2020)

Sulfonyl hydrazides recently received much attention as reagents for the introduction of sulfur-containing functional groups into organic compounds, because both sulfonyl and sulfenyl sources could be generated by the oxidation and decomposition of the sulfonyl hydrazides, respectively. However, the transformations of sulfonyl hydrazides into thiosulfonates, which could be produced by the reaction between sulfonyl and sulfenyl sources, have been less investigated. In this manuscript, we describe CuCl2-promoted selective synthesis of thiosulfonates from sulfonyl hydrazides. A variety of thiosulfonates were produced in moderate to good yields. The mechanism involving radical intermediates such as sulfonyl radical and thiyl radical was proposed on the basis of the previously reported references and mechanistic investigations. In addition, quantum chemical simulations revealed that Cu-promoted decomposition of sulfonyl hydrazides is thermodynamically viable in the developed conditions.

Carbonic anhydrase inhibitors: Synthesis, characterization and inhibition activities of furan sulfonylhydrazones against carbonic anhydrase i (hCA I)

Gündüzalp, Ayla Balaban,Parlakgümü?, G?khan,Uzun, Demet,?zmen, ümmuhan ?zdemir,?zbek, Neslihan,Sari, Musa,Tun?, Tuncay

, p. 332 - 340 (2016)

The methane sulfonic acide hydrazide (1) was used to obtain furan sulfonylhydrazones; 2-acetylfuranmethanesulfonylhydrazone (2), 2-furaldehydemethanesulfonylhydrazone (3), 5-nitro-2-furaldehydemethanesulfonylhydrazone (4). The structures of furan sulfonylhydrazones were determined by using elemental analysis, FT-IR, 1H NMR, 13C NMR and UV-vis methods. The structure of 5-nitro-2-furaldehydemethanesulfonylhydrazone (4) was also supported with X-ray difraction method and found that compound 4 was crystallized in triclinic, space group P1ˉ. In order to gain insight into the structure of the compounds, we performed computational studies by using 6-311G(d,p) basic set in which B3LYP correlation function was implemented. The geometry of the sulfonylhydrazones were optimized at DFT method with Gaussian 09 program package and the global reactivity descriptors were also calculated by this basic set. The enzyme inhibition activities of the sulfonylhydrazones were investigated on carbonic anhydrase I (hCA I) isoenzyme and their activity parameters (Km, IC50 and Ki) were calculated by spectrophotometric method. And also, their inhibitor effects were also investigated by cyclic voltammetry (CV) and differential pulse voltammetry (DPV) methods. Inhibition results show that compound 4 containing electron withdrawing group (NO2) has higher inhibition effect on hCA I isoenzyme than other's.

An Electrochemical Variant in the Syntheses of Exaltone and Muscone: Anodic Fragmentation of α,β-Unsaturated Tosylhydrazones

Limacher, Liviana L.,Delay, Francois D.,Bedert, Nicole,Tissot, Paul

, p. 1383 - 1389 (1989)

Ring enlargement of bicyclopentadec-1(12)-en-13-one p-toluenesulfonylhydrazone into cyclopentadec-4-yn-1-one was accomplished under mild and controlled anodic oxidation conditions.The mechanism of this fragmentation is reconsidered.

Alkyl sulfonic acide hydrazides: Synthesis, characterization, computational studies and anticancer, antibacterial, anticarbonic anhydrase II (hCA II) activities

Ozdemir, Ummuhan O.,Ilbiz, Firdevs,Balaban Gunduzalp, Ayla,Ozbek, Neslihan,Karagoz Gen?, Zuhal,Hamurcu, Fatma,Tekin, Suat

, p. 464 - 474 (2015)

Abstract Methane sulfonic acide hydrazide, CH3SO2NHNH2 (1), ethane sulfonic acide hydrazide, CH3CH2SO2NHNH2 (2), propane sulfonic acide hydrazide, CH3CH2CH2SO2NHNH2 (3) and butane sulfonic acide hydrazide, CH3CH2CH2CH2SO2NHNH2 (4) have been synthesized as homologous series and characterized by using elemental analysis, spectrophotometric methods (1H-13C NMR, FT-IR, LC-MS). In order to gain insight into the structure of the compounds, we have performed computational studies by using 6-311G(d, p) functional in which B3LYP functional were implemented. The geometry of the sulfonic acide hydrazides were optimized at the DFT method with Gaussian 09 program package. A conformational analysis of compounds were performed by using NMR theoretical calculations with DFT/B3LYP/6-311++G(2d, 2p) level of theory by applying the (GIAO) approach. The anticancer activities of these compounds on MCF-7 human breast cancer cell line investigated by comparing IC50 values. The antibacterial activities of synthesized compounds were studied against Gram positive bacteria; Staphylococcus aureus ATCC 6538, Bacillus subtilis ATCC 6633, Bacillus cereus NRRL-B-3711, Enterococcus faecalis ATCC 29212 and Gram negative bacteria; Escherichia coli ATCC 11230, Pseudomonas aeruginosa ATCC 15442, Klebsiella pneumonia ATCC 70063 by using the disc diffusion method. The inhibition activities of these compounds on carbonic anhydrase II enzyme (hCA II) have been investigated by comparing IC50 and Ki values. The biological activity screening shows that butane sulfonic acide hydrazide (4) has more activity than the others against tested breast cancer cell lines MCF-7, Gram negative/Gram positive bacteria and carbonic anhydrase II (hCA II) isoenzyme.

Synthesis, structural properties, enzyme inhibition and molecular docking studies of (Z)-N'-(1-allyl-2-oxoindolin-3-ylidene) methanesulfono-hydrazide and (Z)-N'-(1-allyl-2-oxoindolin-3-ylidene)-3-nitrobenzenesulfono-hydrazide

Ahmed, Kainat,Arshad, Muhammad,Arshad, Muhammad Nadeem,Asiri, Abdullah M.,Iqbal, Zafar,Mahmood, Tariq,Rashid, Umer

, (2020)

Isatin and its derivatives exhibit broad range of biological and pharmacological applications. Keeping in view the importance of isatin and its derivatives, herein we report two isatin based new sulfono-hydrazides 4 & 5, synthesized in high yields and characterized by spectroscopic techniques. Their structures are confirmed unequivocally using X-ray diffraction crystallography, which revealed the presence of P21/c (4) and P21/n (5) space groups and unit cells stabilized through noncovalent interactions. Further details about geometric and electronic properties of compounds 4 and 5 are obtained by quantum mechanical approach based on density functional theory (DFT). These compounds are also evaluated for in vitro urease enzyme inhibition potential against Bacillus pasteurii. Both compounds inhibited the urease activity in μM concentration, however, compound 4 with IC50 value of 15.26 ± 0.16 μM proved to be more potent than the standard thiourea having IC50 value of 21.25 ± 0.15 μM. The higher inhibition activity of compound 4 might be associated with its stronger interaction as observed by in silico molecular docking studies using MOE, which showed that compound 4 interacts more closely to the binding site of enzyme (4UBP) via Ni2+ ions coordination as compared to its counterpart.

Iodine-Mediated Coupling of Cyclic Amines with Sulfonyl Hydrazides: an Efficient Synthesis of Vinyl Sulfone Derivatives

Rong, Xiaona,Guo, Jingwen,Hu, Zheqi,Huang, Lehao,Gu, Yugui,Cai, Yuepiao,Liang, Guang,Xia, Qinqin

supporting information, p. 701 - 708 (2020/12/30)

An efficient iodine-mediated coupling of cyclic amines with sulfonyl hydrazides is reported. This transformation opens a new route to the synthesis of vinyl sulfones derivatives, which is a common structural motif in natural products and pharmaceuticals. Tentative mechanistic studies suggest that this reaction is likely to involve a radical process.

One-pot synthesis of sulfonylhydrazones from sulfonyl chloride, hydrazine hydrate and vinyl azide in water

Luo, Mengqiang,Wang, Hai,Ren, Xiaorong,Lu, Ruijuan,Qi, Chenze,Zhang, Yaohong,Shen, Runpu

, p. 2713 - 2722 (2021/03/19)

A facile and eco-friendly protocol for the synthesis of sulfonylhydrazones from sulfonyl chlorides, hydrazine hydrate and vinyl azides was developed. The unique advantage of this approach is that desired products can be obtained efficiently in water, which meets the requirements of green chemistry and provides good perspectives for the sustainable production of new drug candidate. Also, this reaction proceeded in moderate to good yields with a wide tolerance of functional groups.

Acridine Orange Hemi(Zinc Chloride) Salt as a Lewis Acid-Photoredox Hybrid Catalyst for the Generation of α-Carbonyl Radicals

Das, Sanju,De Sarkar, Suman,Mandal, Tanumoy

supporting information, (2021/12/10)

A readily accessible organic-inorganic hybrid catalyst is reported for the reductive fragmentation of α-halocarbonyl compounds. The robust hybrid catalyst is a self-stabilizing combination of ZnCl2 Lewis acid and acridine orange as the photoactive organic dye. Mechanistic specifics of this hybrid catalyst have been studied in detail using both photophysical and electrochemical experiments. A systematic study enabled the discovery of the appropriate Lewis acid for the effective LUMO stabilization of α-halocarbonyl compounds and thereby lowering of reduction potential within the range of a standard organic dye. This strategy resolves the issues like dehalogenative hydrogenation or homo-coupling of alkyl radicals by guiding the photoredox cycle through an oxidative quenching pathway. The cooperativity between the photoactive organic dye and the Lewis acid counterparts empowers functionalization with a wide range of coupling partners through efficient and controlled generation of alkyl radicals and serves as an appropriate alternative to the expensive late transition metal-based photocatalysts. To demonstrate the application potential of this cooperative catalytic system, four different synthetic transformations of α-carbonyl bromides were explored with broad substrate scopes.

Synthesis, in vitro α-amylase inhibitory, and radicals (DPPH & ABTS) scavenging potentials of new N-sulfonohydrazide substituted indazoles

Rafique, Rafaila,Khan, Khalid Mohammed,Arshia,Chigurupati, Sridevi,Wadood, Abdul,Rehman, Ashfaq Ur,Salar, Uzma,Venugopal, Vijayan,Shamim, Shahbaz,Taha, Muhammad,Perveen, Shahnaz

, (2019/11/26)

Over-expression of α-amylase enzyme causes hyperglycemia which lead to many physiological complications including oxidative stress, one of the most commonly associated problem with diabetes mellitus. Marketed α-amylase inhibitors such as acarbose, voglibose, and miglitol used to treat type-II diabetes mellitus, but also linked to several harmful effects. Therefore, it is essential to explore new and nontoxic antidiabetic agents with additional antioxidant properties. In this connection, a series of new N-sulfonohydrazide substituted indazoles 1–19 were synthesized by multistep reaction scheme and assessed for in vitro α-amylase inhibitory and radical (DPPH and ABTS) scavenging properties. All compounds were fully characterized by different spectroscopic techniques including 1H, 13C NMR, EI-MS, HREI-MS, ESI-MS, and HRESI-MS. Compounds showed promising α-amylase inhibitory activities (IC50 = 1.23 ± 0.06–4.5 ± 0.03 μM) as compared to the standard acarbose (IC50 1.20 ± 0.09 μM). In addition to that all derivatives were found good to moderate scavengers of DPPH (IC50 2.01 ± 0.13–5.3 ± 0.11) and ABTS (IC50 = 2.34 ± 0.07–5.5 ± 0.07 μM) radicals, in comparison with standard ascorbic acid having scavenging activities with IC50 = 1.99 ± 0.09 μM, and IC50 2.03 ± 0.11 μM for DPPH and ABTS radicals. In silico molecular docking study was conducted to rationalize the binding interaction of α-amylase enzyme with ligands. Compounds were observed as mixed type inhibitors in enzyme kinetic characterization.

Process route upstream and downstream products

Process route

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

methanesulphonyl hydrazide
10393-86-9

methanesulphonyl hydrazide

Conditions
Conditions Yield
With sodium hydroxide; hydrazine hydrate; In water; at 8 ℃;
90%
With hydrazine hydrate; In tetrahydrofuran; at 10 - 15 ℃; for 0.5h;
82%
With hydrazine hydrate; In ethanol; at 10 - 20 ℃; for 1h;
50%
With sodium hydroxide; hydrazine hydrate;
With ethanol; hydrazine hydrate;
With hydrazine hydrate; In water; toluene; for 15h; Ambient temperature;
With hydrazine hydrate; sodium hydroxide; In water; at 8 ℃;
With hydrazine hydrate; In ethanol; at 10 ℃;
With pyridine; hydrazine hydrate; In ethanol; at 70 ℃; for 2h;
With hydrazine hydrate; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;
With hydrazine hydrate; triethylamine; In water; at 0 ℃; Green chemistry;
With hydrazine hydrate; In tetrahydrofuran; at 0 - 20 ℃; for 0.5h;
With hydrazine hydrate; triethylamine; In water; at 0 - 20 ℃; for 1h; Green chemistry;
With hydrazine hydrate; In tetrahydrofuran; at 0 ℃; for 30h; Inert atmosphere;
methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

methanesulphonyl hydrazide
10393-86-9

methanesulphonyl hydrazide

di-methanesulfonyl hydrazide
18300-37-3

di-methanesulfonyl hydrazide

Conditions
Conditions Yield
With sodium hydroxide; hydrazine hydrate; In water; cooling;
methanesulphonyl hydrazide
10393-86-9

methanesulphonyl hydrazide

Conditions
Conditions Yield
methanesulphonyl hydrazide
10393-86-9

methanesulphonyl hydrazide

methoxybenzene
100-66-3

methoxybenzene

1-methoxy-4-methylsulfanyl-benzene
1879-16-9

1-methoxy-4-methylsulfanyl-benzene

Conditions
Conditions Yield
With iodine; In 1,2-dichloro-ethane; at 120 ℃; Sealed tube;
25%
methanesulphonyl hydrazide
10393-86-9

methanesulphonyl hydrazide

methanethiosulfonic acid S-methyl ester
2949-92-0,31761-75-8

methanethiosulfonic acid S-methyl ester

Conditions
Conditions Yield
With dipotassium peroxodisulfate; N-iodo-succinimide; In tetrahydrofuran; at 70 ℃; for 8h; Schlenk technique; Green chemistry;
87%
With copper dichloride; In toluene; at 90 ℃; for 15h; Inert atmosphere;
68%
With dipotassium peroxodisulfate; tetrabutylammomium bromide; In water; at 40 ℃; for 24h; under 760.051 Torr; Schlenk technique;
62%
methanesulphonyl hydrazide
10393-86-9

methanesulphonyl hydrazide

2-ethynylbenzaldehyde
38846-64-9

2-ethynylbenzaldehyde

C<sub>10</sub>H<sub>10</sub>N<sub>2</sub>O<sub>2</sub>S

C10H10N2O2S

Conditions
Conditions Yield
With hydrogenchloride; In ethanol; for 1h; Ambient temperature; dark;
methanesulphonyl hydrazide
10393-86-9

methanesulphonyl hydrazide

C<sub>15</sub>H<sub>16</sub>N<sub>2</sub>O<sub>3</sub>S

C15H16N2O3S

Conditions
Conditions Yield
With sodium bromate; sodium hydrogensulfite; In tetrachloromethane; at 60 ℃;
86.6%
potassium tetrachloropalladate(II)
10025-98-6

potassium tetrachloropalladate(II)

methanesulphonyl hydrazide
10393-86-9

methanesulphonyl hydrazide

trans-dichlorotetrakis(methanesulfonic acid hydrazide-N<sup>(2)</sup>)palladium(II)

trans-dichlorotetrakis(methanesulfonic acid hydrazide-N(2))palladium(II)

palladium
7440-05-3

palladium

Conditions
Conditions Yield
In water; aq. soln. of org. compd. mixed with soln. of Pd salt, heated at 40°C for 5 min;
0%
potassium tetraiodoplatinate

potassium tetraiodoplatinate

methanesulphonyl hydrazide
10393-86-9

methanesulphonyl hydrazide

trans-diiodotetrakis(methanesulfonic acid hydrazide-N<sup>(2)</sup>)platinum(II)

trans-diiodotetrakis(methanesulfonic acid hydrazide-N(2))platinum(II)

platinum
7440-06-4

platinum

Conditions
Conditions Yield
In water; aq. soln. of org. compd. mixed with soln. of Pt salt, heated at 40°C for 5 min;
0%
potassium tetrachloroplatinate(II)
10025-99-7

potassium tetrachloroplatinate(II)

methanesulphonyl hydrazide
10393-86-9

methanesulphonyl hydrazide

trans-dichlorotetrakis(methanesulfonic acid hydrazide-N<sup>(2)</sup>)platinum(II)

trans-dichlorotetrakis(methanesulfonic acid hydrazide-N(2))platinum(II)

platinum
7440-06-4

platinum

Conditions
Conditions Yield
In water; aq. soln. of org. compd. mixed with soln. of Pt salt, heated at 40°C for 5 min;
0%

Global suppliers and manufacturers

Global( 36) Suppliers
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  • Amadis Chemical Co., Ltd.
  • Business Type:Lab/Research institutions
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  • Emails:sales@amadischem.com
  • Main Products:29
  • Country:China (Mainland)
  • Finetech Industry Limited
  • Business Type:Trading Company
  • Contact Tel:86-27-87465837
  • Emails:sales@finetechnology-ind.com
  • Main Products:29
  • Country:China (Mainland)
  • Antimex Chemical Limied
  • Business Type:Lab/Research institutions
  • Contact Tel:0086-21-50563169
  • Emails:anthony@antimex.com
  • Main Products:163
  • Country:China (Mainland)
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