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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/REAXYS Number:
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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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N-Hydroxysuccinimide 98%

Sigma-Aldrich

130672

N-Hydroxysuccinimide

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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