157864
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
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All Photos(4)
About This Item
Empirical Formula (Hill Notation):
C5H6N2O
CAS Number:
Molecular Weight:
110.11
Beilstein:
108425
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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
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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
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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 Reaction of 1-Acetylimidazole with Orthophosphate*.
Brinigar WS and Knaff DB.
Biochemistry, 4(3), 406-409 (1965)
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)
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)
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