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183733

Sigma-Aldrich

4′-(Imidazol-1-yl)acetophenone

96%

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About This Item

Empirical Formula (Hill Notation):
C11H10N2O
CAS Number:
10041-06-2
Molecular Weight:
186.21
EC Number:
233-123-5
MDL number:
MFCD00005282
UNSPSC Code:
12352005
PubChem Substance ID:
24851074
NACRES:
NA.22

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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.

JAN Code

183733-5G:
183733-BULK:
183733-VAR:
183733-25G:

Certificates of Analysis (COA)

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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
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
P A Craven et al.
The Journal of laboratory and clinical medicine, 116(4), 469-478 (1990-10-01)
Thromboxane contributes to the regulation of glomerular hemodynamics in experimental models of diabetes and has been implicated as mediator in some models of glomerular injury. In the present study we examined urinary albumin, protein, and thromboxane B2 (TXB2) excretion during
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
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
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