I2399

Sigma-Aldrich

Imidazole

ACS reagent, ≥99% (titration)

Synonym(s):
1,3-Diaza-2,4-cyclopentadiene, Glyoxaline
Empirical Formula (Hill Notation):
C3H4N2
CAS Number:
Molecular Weight:
68.08
Beilstein/REAXYS Number:
103853
EC Number:
MDL number:
eCl@ss:
39161001
PubChem Substance ID:
NACRES:
NA.21

Quality Level

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%

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.

Packaging

100, 500 g in poly bottle

Application

Excellent for buffers in the range of pH 6.2-7.8

Legal Information

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

Signal Word

Danger

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 3263 8 / PGIII

WGK Germany

WGK 2

Flash Point(F)

293.0 °F - closed cup

Flash Point(C)

145 °C - closed cup

Certificate of Analysis

Certificate of Origin

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...
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...
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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