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I2399

Sigma-Aldrich

Imidazole

ACS reagent, ≥99% (titration)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C3H4N2
CAS Number:
288-32-4
Molecular Weight:
68.08
Beilstein/REAXYS Number:
103853
EC Number:
206-019-2
MDL number:
MFCD00005183
UNSPSC Code:
12352005
eCl@ss:
39161001
PubChem Substance ID:
24895975
NACRES:
NA.21

grade

ACS reagent

Quality Level

200

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%

SMILES string

c1c[nH]cn1

InChI

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

InChI key

RAXXELZNTBOGNW-UHFFFAOYSA-N

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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.

Application

Excellent for buffers in the range of pH 6.2-7.8

Other Notes

Go to Redi-Dri™ Product Listing 792527

Legal Information

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

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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_germany

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000306815
0000306817
0000306815
0000305341
0000288351

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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
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)
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
Pam M Van Ry et al.
Molecular therapy : the journal of the American Society of Gene Therapy, 23(8), 1285-1297 (2015-06-09)
Duchenne muscular dystrophy (DMD) is a fatal neuromuscular disease caused by mutations in the dystrophin gene, leading to the loss of a critical component of the sarcolemmal dystrophin glycoprotein complex. Galectin-1 is a small 14 kDa protein normally found in skeletal
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