Skip to Content
Merck
All Photos(4)

Key Documents

More Documents

157864

Sigma-Aldrich

1-Acetylimidazole

98%

Synonym(s):

1-(1H-Imidazol-1-yl)ethan-1-one, 1-(1H-Imidazol-1-yl)ethanone, 1-Acetyl-1H-imidazole, N-Acetylimidazole

Sign Into View Organizational & Contract Pricing
All Photos(4)

About This Item

Empirical Formula (Hill Notation):
C5H6N2O
CAS Number:
2466-76-4
Molecular Weight:
110.11
Beilstein:
108425
EC Number:
219-577-7
MDL number:
MFCD00005287
UNSPSC Code:
12352005
PubChem Substance ID:
24849704
NACRES:
NA.22

Quality Level

200

Assay

98%

form

solid

mp

99-105 °C (lit.)

solubility

water: soluble 50 mg/mL, clear, colorless

storage temp.

2-8°C

SMILES string

CC(=O)n1ccnc1

InChI

1S/C5H6N2O/c1-5(8)7-3-2-6-4-7/h2-4H,1H3

InChI key

VIHYIVKEECZGOU-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

Rate of solvolysis of 1-acetylimidazole in acid solutions was evaluated. Reaction of 1-acetylimidazole with orthophosphate and adenosine-5′-phosphate has been reported.

Application

1-Acetylimidazole was used as acetylation reagent for amino groups. It was also employed for acetylation of histones.
Relatively specific reagent for tyrosyl residue acetylation. Reagent used in the synthesis of annulated imidazole derivatives.

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 3

1 of 3

1,2-Dimethylimidazole 97%

Sigma-Aldrich

136131

1,2-Dimethylimidazole

DIC 99%

Sigma-Aldrich

D125407

DIC

N-Bromosuccinimide ReagentPlus®, 99%

Sigma-Aldrich

B81255

N-Bromosuccinimide

I Wells et al.
Biochemistry, 31(40), 9520-9525 (1992-10-13)
Treatment of prostaglandin endoperoxide (PGH) synthase apoprotein with a 100- or 1000-fold excess of N-acetylimidazole (NAI) led to time-dependent inactivation of both cyclooxygenase and peroxide activities. Reconstitution of apoprotein with heme prior to incubation with NAI substantially protected the enzyme
Chemische Berichte, 125, 1939-1939 (1992)
The Solvolysis of 1-Acetylimidazole in Concentrated Acid and Salt Solutions.
Marburg S and Jencks WP.
Journal of the American Chemical Society, 84(2), 232-239 (1962)
Variation of the nuclear, subnuclear and chromosomal flavanol deposition in hemlock and rye.
Feucht W, et al.
International Journal of Molecular Sciences, 8(7), 635-650 (2007)
Hong Xu et al.
Protein and peptide letters, 10(5), 503-509 (2003-10-17)
Cinnamomin is a type II ribosome-inactivating protein (RIP) and its A-chain (CTA) is a RNA N-glycosidase. It is observed that modification of tyrosine residues by N-acetylimidazole (N-AI) causes almost complete loss of CTA activity. Adenine partially protects tyrosine residues from
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service