structure of 4'-(Imidazol-1-yl)acetophenone

4'-(Imidazol-1-yl)acetophenone

CAS No.: 10041-06-2
M. Wt: 186.21000
M. Fa: C11H10N2O
InChI Key: GAIQQJIMVVUTQN-UHFFFAOYSA-N
Appearance: Pale-yellow Solid

Names and Identifiers of 4'-(Imidazol-1-yl)acetophenone

CAS Number

10041-06-2

EC Number

233-123-5

MDL Number

MFCD00005282

IUPAC Name

1-(4-imidazol-1-ylphenyl)ethanone

InChI

InChI=1S/C11H10N2O/c1-9(14)10-2-4-11(5-3-10)13-7-6-12-8-13/h2-8H,1H3

InChIKey

GAIQQJIMVVUTQN-UHFFFAOYSA-N

Canonical SMILES

CC(=O)C1=CC=C(C=C1)N2C=CN=C2

UNII

KQU6ES7DSS

UNSPSC Code

12352100

Physical and chemical properties of 4'-(Imidazol-1-yl)acetophenone

Acidity coefficient

4.99±0.10(Predicted)

Boiling Point

360.9ºC at 760 mmHg

BRN

608955

Density

1.13g/cm3

Exact Mass

186.07900

Flash Point

172.1ºC

Index of Refraction

1.593

LogP

2.07490

Melting Point

108-110 °C(lit.)

Molecular Formula

C11H10N2O

Molecular Weight

186.21000

PSA

34.89000

Solubility

>27.9 [ug/mL] (The mean of the results at pH 7.4)

Storage condition

Sealed in dry,Room Temperature

Vapour Pressure

2.15E-05mmHg at 25°C

Safety Information of 4'-(Imidazol-1-yl)acetophenone

Pictograms

Signal Word

Warning

Safety Data Sheet

Supports customized editing of SDS information and downloading in PDF documents.

Applications of 4'-(Imidazol-1-yl)acetophenone

The primary applications of 4'-(Imidazol-1-yl)acetophenone are in laboratory research and potentially in pharmaceutical development. Its use as a selective thromboxane synthesis inhibitor makes it valuable in studying blood clotting mechanisms and developing potential treatments for related disorders. Additionally, it is commonly used in biochemical research to investigate various cellular processes and signaling pathways.

Interaction Studies of 4'-(Imidazol-1-yl)acetophenone

While specific interaction studies are not detailed in the provided search results, the compound's ability to inhibit thromboxane synthesis suggests that it interacts with enzymes involved in the thromboxane biosynthetic pathway. Further research would be needed to elucidate its precise mechanisms of action and potential interactions with other biological molecules.

Similar Compounds: Comparison and Uniqueness

4'-(Imidazol-1-yl)acetophenone belongs to a class of compounds that combine imidazole and acetophenone moieties. While specific comparisons are not provided in the search results, we can infer that its uniqueness likely stems from the particular arrangement of these functional groups, which contributes to its selective thromboxane synthesis inhibition.

Similar compounds might include:

  • Other imidazole derivatives
  • Various acetophenone derivatives
  • Compounds with similar thromboxane synthesis inhibition properties

The specific positioning of the imidazole group at the 4' position of the acetophenone likely contributes to its unique biological activity and selectivity compared to related compounds.

Biological Activity of 4'-(Imidazol-1-yl)acetophenone

4'-(Imidazol-1-yl)acetophenone exhibits significant biological activity, particularly as a selective thromboxane synthesis inhibitor. Thromboxane is a lipid molecule involved in blood clotting and inflammation processes. By inhibiting its synthesis, this compound may have potential therapeutic applications in conditions related to blood clotting disorders or inflammatory diseases.

Physical sample testing spectrum (NMR) of 4'-(Imidazol-1-yl)acetophenone

Physical sample testing spectrum (NMR) of 4'-(Imidazol-1-yl)acetophenone

Retrosynthesis analysis of 4'-(Imidazol-1-yl)acetophenone

  • Route#1

    Cas:288-32-4
    Cas:99-91-2
    Cas:10041-06-2
  • Route#2

    Cas:13329-40-3
    Cas:288-32-4
    Cas:10041-06-2
  • Route#3

    Cas:288-32-4
    Cas:403-42-9
    Cas:10041-06-2