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64275

Sigma-Aldrich

Methanesulfonamide

≥97.0% (CHN)

Synonym(s):

Mesylamide, Methanesulfonic amide, Methanesulphonamide

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£58.30
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10 G
£58.30
50 G
£95.80

About This Item

Linear Formula:
CH3SO2NH2
CAS Number:
Molecular Weight:
95.12
Beilstein:
1740835
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

£58.30


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Quality Level

Assay

≥97.0% (CHN)

form

solid

mp

85-89 °C (lit.)

SMILES string

CS(N)(=O)=O

InChI

1S/CH5NO2S/c1-5(2,3)4/h1H3,(H2,2,3,4)

InChI key

HNQIVZYLYMDVSB-UHFFFAOYSA-N

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Application

  • Methanesulfonamide is used in the synthesis of important organic reagents such as N-(2-methylthio-1-p-toluenesufonyl)methanesulfonamide and tert-butyl ((2-(trimethylsilyl)ethyl)sulfonyl)carbamate.[1]
  • It can be used as a source of nitrogen in the conversion of carboxylic acids to corresponding nitriles.[2]
  • It is widely used as a reagent in the synthesis of medicinally important compounds such as derivatives of indole-N-acetamide[3], methanesulfonamide pyrimidine-substituted 3,5-dihydroxy-6-heptenoates[4] and repertaxin[5].

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Development and preliminary optimization of indole-N-acetamide inhibitors of hepatitis C virus NS5B polymerase.
Harper S, et al.
Journal of Medicinal Chemistry, 48(5), 1314-1317 (2005)
Synthesis and biological activity of methanesulfonamide pyrimidine-and N-methanesulfonyl pyrrole-substituted 3, 5-dihydroxy-6-heptenoates, a novel series of HMG-CoA reductase inhibitors.
Watanabe M, et al.
Bioorganic & Medicinal Chemistry, 5(2), 437-444 (1997)
2-Arylpropionic CXC chemokine receptor 1 (CXCR1) ligands as novel noncompetitive CXCL8 inhibitors.
Allegretti M, et al.
Journal of Medicinal Chemistry, 48(13), 4312-4331 (2005)
Methanesulfonamide.
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2007)
Sevgi Karakuş et al.
European journal of medicinal chemistry, 44(9), 3591-3595 (2009-03-28)
Due to a continuing effort to develop new antiviral agents, a series of 1-[4-(methanesulfonamido)-3-phenoxyphenyl]-3-alkyl/aryl thioureas 3a-i have been synthesized by the reaction of alkyl/aryl isothiocyanates with 4-amino-2-phenoxymethanesulfonanilide. These derivatives were structurally characterized by the use of spectral techniques and evaluated

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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