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Merck

RDD039

Imidazole

Molecular Biology, ≥99% (titration), free-flowing, Redi-Dri™

Synonym(s):

1, 3-diazole, 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
NACRES:
NA.21
UNSPSC Code:
12352200
Beilstein/REAXYS Number:
103853
MDL number:
MFCD00005183

Product Name

Imidazole, Molecular Biology, ≥99% (titration), free-flowing, Redi-Dri™

SMILES string

c1c[nH]cn1

InChI key

RAXXELZNTBOGNW-UHFFFAOYSA-N

InChI

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

grade

Molecular Biology

vapor pressure

<1 mmHg ( 20 °C)

product line

Redi-Dri™

assay

≥99% (titration)

form

crystalline powder

quality

free-flowing

pH

6.2-7.8 (25 °C)

pKa (25 °C)

6.95

bp

256 °C (lit.)

mp

88-91 °C (lit.)

application(s)

diagnostic assay manufacturing

foreign activity

DNase, RNase and protease, none detected

Quality Level

100

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Application

Excellent for buffers in the range of pH 6.2-7.8
Imidazole has been used
  • in the lysis, wash, and elution buffer for the purification of histidine tagged proteins
  • in gradient for the purification of histidine tagged proteins using nickel affinity chromatography
  • as a component of homogenization buffer for the purification of phagosomal compartments from dendritic cells

Biochem/physiol Actions

Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division. It also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).

Features and Benefits

  • Qualified for molecular biology applications, DNase, Rnase, and protease free
  • Redi-Dri™ packaging controls moisture, eliminating clumps
  • Crystalline powder remains free-flowing and much easier to use
  • Safer to handle and weigh out for routine use in lab
  • Less waste, loss of drying, while maintaining high quality

General description

Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar.

Other Notes

For additional information on our range of Biochemicals, please complete this form.

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

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Certificates of Analysis (COA)

Lot/Batch Number
SLCG7433

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Imidazoles as potential anticancer agents
Ali I, et al.
MedChemComm, 8(9), 1742-1773 (2017)
Functional expression of novel human and murine AKR1B genes
Salabei JK, et al.
Chemico-Biological Interactions, 191(1-3), 177-184 (2011)
Imidazole: Having versatile biological activities
Verma A, et al.
Journal of Chemistry, 2013 (2013)
Molecular pathways regulating pro-migratory effects of Hedgehog signaling
Hochman E, et al.
The Journal of Biological Chemistry, 281(45), 33860-33870 (2006)
[Purification of proteins using polyhistidine affinity tags
Bornhorst JA and Falke JJ
Methods in Enzymology, 326, 245-254 (2000)
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