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183733

Sigma-Aldrich

4′-(Imidazol-1-yl)acetophenone

96%

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Empirical Formula (Hill Notation):
C11H10N2O
CAS Number:
Molecular Weight:
186.21
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

96%

form

solid

mp

108-110 °C (lit.)

SMILES string

CC(=O)c1ccc(cc1)-n2ccnc2

InChI

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

InChI key

GAIQQJIMVVUTQN-UHFFFAOYSA-N

General description

4′-(Imidazol-1-yl)acetophenone is a selective thromboxane synthesis inhibitor.

Application

4′-(Imidazol-1-yl)acetophenone was used in the synthesis of (R)-(+)-4′-(imidozol-1-yl)-phenyl ethanol using spiroborate catalyst.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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A J Watson et al.
American journal of kidney diseases : the official journal of the National Kidney Foundation, 8(1), 26-30 (1986-07-01)
It has recently been postulated that thromboxane A2 may participate in the pathogenesis of acute myohemoglobinuric experimental acute renal failure. To investigate this further, the effect of selective inhibition of thromboxane synthesis on the course of glycerol-induced acute renal failure
J Triscari et al.
International journal of obesity, 11 Suppl 3, 43-51 (1987-01-01)
A selective inhibitor of thromboxane synthase, Ro 22-3581 has been shown to be a useful tool for investigating the relationship between hyperinsulinemia and obesity. These studies have established that the pharmacologic normalization of the hyperinsulinemia associated with elevated weights in
H D Uderman et al.
Prostaglandins, 24(2), 237-244 (1982-08-01)
The compound 4'-(imidazol-1-yl) acetophenone was demonstrated to be a selective thromboxane (Tx) synthetase inhibitor in spontaneously hypertensive rats (SHR). Serum TxB2 concentrations (from clotted blood) were suppressed by 89.1% (p less than 0.001) and 41.2% (p less than 0.01) at
Viatcheslav Stepanenko et al.
Tetrahedron, asymmetry, 18(23), 2738-2745 (2007-11-26)
The effectiveness of several spiroborate ester catalysts was investigated in the asymmetric borane reduction of 2-, 3-, 4-acetylpyridines under different reaction conditions. Highly enantiomerically enriched 1-(2-, 3- and 4-pyridyl)ethanols and 1-(heterocyclic)ethanols were obtained using 1 to 10% catalytic loads of
W D Watkins et al.
Prostaglandins, 23(3), 273-285 (1982-03-01)
We assessed the effect of a specific thromboxane synthetase inhibitor (an imidazole derivative) on pulmonary hemodynamics and the concentrations of TxB2 (TxA2), 6-keto-PGF1 alpha (PGI2), and PGF2 in pulmonary lymph and transpulmonary blood samples following intravenous administration of E. coli

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