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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:
18342-66-0
Molecular Weight:
172.14
Beilstein:
1531863
MDL number:
MFCD00800292
UNSPSC Code:
12352005
PubChem Substance ID:
57652049
NACRES:
NA.22

product name

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

Assay

≥97.0% (N)

form

solid

application(s)

peptide synthesis

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

Related Categories

Other Notes

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

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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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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