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67787

Sigma-Aldrich

N-(Methyl)mercaptoacetamide

≥97.0% (RT)

Synonym(s):
N-(Methyl)thioglycolamide
Linear Formula:
HSCH2CONHCH3
CAS Number:
Molecular Weight:
105.16
Beilstein:
1740652
MDL number:
PubChem Substance ID:
NACRES:
NA.25

Quality Level

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

12 - Non Combustible Liquids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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...
R.I. Lundblad et al.
Chemical Reagents for Protein Modification, I, 99-99 (1984)
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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