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66181

Sigma-Aldrich

N-Succinimidyl N-methylcarbamate

≥97.0% (N), for peptide synthesis

Synonym(s):

MIC substitute, Methyl isocyanate substitute

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About This Item

Empirical Formula (Hill Notation):
C6H8N2O4
CAS Number:
Molecular Weight:
172.14
Beilstein:
1531863
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

product name

N-Succinimidyl N-methylcarbamate, ≥97.0% (N)

Assay

≥97.0% (N)

form

solid

application(s)

peptide synthesis

functional group

amine
imide

storage temp.

2-8°C

SMILES string

CNC(=O)ON1C(=O)CCC1=O

InChI

1S/C6H8N2O4/c1-7-6(11)12-8-4(9)2-3-5(8)10/h2-3H2,1H3,(H,7,11)

InChI key

XMNGSPOWUCNRMO-UHFFFAOYSA-N

Other Notes

Safe and crystalline chemical equivalent of the toxic methyl isocyanate, MIC

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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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K. Takeda et al.
Tetrahedron Letters, 24, 4569-4569 (1983)
J Martinez et al.
Journal of medicinal chemistry, 25(2), 178-182 (1982-02-01)
A practical and convenient method for synthesizing antitumor compounds, N-alkyl-N-nitrosoureas, regioselectively nitrosated on the nitrogen atom bearing the alkyl group is proposed. N-Alkyl-N-nitrosocarbamates are interesting intermediates in these syntheses and yield, by reaction with amino compounds, the regioselectively nitrosated N-alkyl-N-nitrosoureas.

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