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Sigma-Aldrich

N-(Methyl)mercaptoacetamide

≥97.0% (RT)

Synonym(s):

N-(Methyl)thioglycolamide

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About This Item

Linear Formula:
HSCH2CONHCH3
CAS Number:
Molecular Weight:
105.16
Beilstein/REAXYS Number:
1740652
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.25

assay

≥97.0% (RT)

refractive index

n20/D 1.523

bp

83-85 °C/0.3 mmHg

density

1.19 g/mL at 20 °C (lit.)

storage temp.

2-8°C

SMILES string

CNC(=O)CS

InChI

1S/C3H7NOS/c1-4-3(5)2-6/h6H,2H2,1H3,(H,4,5)

InChI key

NSJNRJYQQPRCLF-UHFFFAOYSA-N

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Application

N-(Methyl)mercaptoacetamide is a reducing agent that reacts with methionine sulfoxide moieties. N-(Methyl)mercaptoacetamide may be used as a reference material in assays wherein this molecule is an expected leaving group. N-(Methyl)mercaptoacetamide is used in various zinc complexes to study metalloprotein structure and interactions.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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R.I. Lundblad et al.
Chemical Reagents for Protein Modification, I, 99-99 (1984)
David T Puerta et al.
Inorganic chemistry, 41(20), 5075-5082 (2002-10-02)
The tetrahedral zinc complex [(Tp(Me,Ph))ZnOH] (Tp(Me,Ph) = hydrotris(5,3-methylphenylpyrazolyl)borate) was combined with acetohydroxamic acid, 3-mercapto-2-butanone, N-(methyl)mercaptoacetamide, beta-mercaptoethanol, 3-mercapto-2-propanol, and 3-mercapto-2-butanol to generate the complexes [(Tp(Me,Ph))Zn(ZBG)] (ZBG = zinc-binding group). These complexes were prepared to determine the mode of binding for three
J Novák et al.
Journal of bacteriology, 176(14), 4316-4320 (1994-07-01)
Certain members of the indigenous biota of humans produce antimicrobial substances called bacteriocins, which inhibit other bacteria, including members of their own species. One of these substances, mutacin, is made by Streptococcus mutans, a member of the oral biota. Mutacin
Peter Eyer et al.
Biochemical pharmacology, 75(10), 2045-2053 (2008-04-04)
Isodimethoate is a thermal decomposition product that is present in usual pesticide formulations of dimethoate. Owing to its PO structure the compound is a direct anticholinesterase agent whose properties, to the best of our knowledge, are presented here for the

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