Skip to Content
Merck

I2399

Imidazole

ACS reagent grade, ≥99% (titration)

Synonym(s):

1,3-Diaza-2,4-cyclopentadiene, Glyoxaline

Sign In to View Organizational & Contract Pricing.

Select a Size



About This Item

Empirical Formula (Hill Notation):
C3H4N2
CAS Number:
Molecular Weight:
68.08
NACRES:
NA.21
PubChem Substance ID:
eCl@ss:
39161001
UNSPSC Code:
12352005
EC Number:
206-019-2
MDL number:
Beilstein/REAXYS Number:
103853

Product Name

Imidazole, ACS reagent, ≥99% (titration)

InChI key

RAXXELZNTBOGNW-UHFFFAOYSA-N

InChI

1S/C3H4N2/c1-2-5-3-4-1/h1-3H,(H,4,5)

SMILES string

c1c[nH]cn1

grade

ACS reagent

vapor pressure

<1 mmHg ( 20 °C)

assay

≥99% (titration)

impurities

≤0.2% water

ign. residue

≤0.1%

pH

9.5-11.0 (25 °C, 5% in H2O)

pKa (25 °C)

6.95

bp

256 °C (lit.)

mp

88-91 °C (lit.)

cation traces

Fe: ≤0.001%

Quality Level

Looking for similar products? Visit Product Comparison Guide

Application

Excellent for buffers in the range of pH 6.2-7.8

General description

Imidazole is a five-membered heterocycle that is found in many naturally occurring compounds. It exhibits both acidic and basic properties. It is reported to be an inhibitor of thromboxane formation. Its vertical spectrum and the radiationless decay have been recorded and analyzed.

Legal Information

Redi-Dri is a trademark of Sigma-Aldrich Co. LLC

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Repr. 1B - Skin Corr. 1C

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 2

flash_point_f

293.0 °F - closed cup

flash_point_c

145 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

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

Visit the Document Library

S Moncada et al.
Prostaglandins, 13(4), 611-618 (1977-04-01)
Imidazole inhibits the enzymic conversion of the endoperoxides (PGG2 and PGH2) to thromboxane A2 by platelet microsomes (IC50: 22 MICRONG/ML; DETERMINED BY BIOASSAY). The inhibitor is selective, for prostaglandin cyclo-oxygenase is only affected at high doses. Radiochemical data confirms that
UV excitation and radiationless deactivation of imidazole.
Barbatti M, et al.
J. Chem. Phys. , 130(3), 034305-034305 (2009)
Zhong Jin
Natural product reports, 28(6), 1143-1191 (2011-04-08)
A great number of structurally diverse natural products containing five-membered heterocyclic subunits, such as imidazole, oxazole, thiazole, and their saturated congeners, are abundant in nature. These naturally occurring metabolites often exhibit extensive and pharmacologically important biological activities. The latest progress
Peter Canning et al.
Journal of molecular biology, 426(13), 2457-2470 (2014-04-29)
The discoidin domain receptors (DDRs), DDR1 and DDR2, form a unique subfamily of receptor tyrosine kinases that are activated by the binding of triple-helical collagen. Excessive signaling by DDR1 and DDR2 has been linked to the progression of various human
Ali Tebbi et al.
The Journal of biological chemistry, 290(22), 14077-14090 (2015-04-17)
Ribonucleotide reductase (RnR) is a key enzyme synthesizing deoxyribonucleotides for DNA replication and repair. In mammals, the R1 catalytic subunit forms an active complex with either one of the two small subunits R2 and p53R2. Expression of R2 is S

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