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Merck

I2399

Imidazole

ACS reagent grade, ≥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
PubChem Substance ID:
24895975
eCl@ss:
39161001
UNSPSC Code:
12352005
NACRES:
NA.21
EC Number:
206-019-2
MDL number:
MFCD00005183
Beilstein/REAXYS Number:
103853
Assay:
≥99% (titration)

Key Documents

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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

300

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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.

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

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

288-32-4

CAS No.

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Certificates of Analysis (COA)

Lot/Batch Number
SLCM3522
SLCK7110
SLCJ6393
SLCH7487
SLCH2966

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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
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
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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