80930-52-5

Upstream product

• 288-32-4 1H-imidazole 
• 52727-99-8 2-bromo-1-(5-chloro-2-hydroxyphenyl)-1-ethanone 

Downstream Products

• 406721-61-7 4-chloro-2-(1-cyclopropyl-1-hydroxy-2-(1H-1-imidazolyl)ethyl)phenol 
• 406721-60-6 4-chloro-2-(1-hydroxy-1-(1H-1-imidazolylmethyl)butyl)phenol 
• 406721-59-3 4-chloro-2-(1-hydroxy-2-(1H-1-imidazolyl)-1-methylethyl)phenol 

Relevant academic research and scientific papers

Imidazole derivatives or their salts

Imidazole derivatives of the formula (1) or salts thereof, pharmaceuticals containing the derivatives or the salts, and intermediates for the synthesis of the derivatives or the salts (wherein R1 is lower alkyl; R2 is alkyl or aralkyl; and X1 is halogeno). These compounds exhibit G-CSF-like activities and can be substituted for G-CSF preparations. 1

N-Imidazolylchroman-4-ones, N-imidazolyl-1-tetralones, and their alcohols as hypolipemic agents raising high-density lipoproteins

A series of 3-(1-imidazolyl)chroman-4-ones and 2-(1-imidazolyl)-1-tetralones II, some of their alcohols, and some related compounds were synthesized and tested for hypolipidemic activity. Compounds II, bearing appropriate lipophilic substituents on the phenyl ring, strongly reduced total serum cholesterol while raising high-density lipoprotein cholesterol in diet-induced hypercholesterolemic rats. 3-(1-Imidazolyl)chroman-4-ols and 2-(1-imidazolyl)-1-tetralols corresponding to II retained the hypolipidemic activity while removal of the carbonyl or hydroxy group adjacent to imidazole gave inactive compounds. Although many of the active compounds significantly increased liver weight, the one studied as a model, 6-chloro-3-(1-imidazolyl)-2,3-dihydro-4H-1-benzopyran-4-one (5), caused no peroxisome proliferation. Compound 5 and the corresponding alcohol, as representatives of the ketone and alcohol series, showed significant hypolipidemic activity in normolipemic rats. Some of the compounds assayed in cholesterol biosynthesis inhibited acetate incorporation but none inhibited HMG-CoA reductase. 5-Bromo-6-hydroxy-2-(1-imidazolyl)-3,4-dihydro-1(2H)-naphthalenon e, which showed strong activity but caused little hepatomegaly in the rat, was chosen for further pharmacological evaluation.

N-Imidazolyl derivatives containing naphthalene or indene nucleus

Compounds of the formula (I) STR1 wherein the symbol represents a single or a double bond; Z completes a single bond or is a --CH2 -- group; each of R1, R2, R3 and R4, which may be the same or different is (a) hydrogen; hydroxy; halogen; cyano; C1 -C6 alkyl; C1 -C6 alkoxy; a C2 -C4 acyl or C2 -C4 acylamino group; --SR', --N(R') (R"), --CH2 OR', --COR or --CH2 COR, wherein R is OR' or --N(R') (R") and each of R' and R", being the same or different, is hydrogen or C1 -C6 alkyl; or (b) one of R1, R2, R3 and R4 is 5- tetrazolyl or a group selected from --COCH2 OR', --CH=C(R')-COR and --X-C(R') (R")-COR, wherein R, R' and R" are as defined above, and X is --O--, --S--, or --NH--, and the others are as defined above under (a); one of R5 and R6 is hydrogen and the other is hydrogen, C1 -C6 alkyl, C3 -C6 cycloalkyl, or a phenyl or pyridyl ring, wherein the phenyl or pyridyl ring is unsubstituted or substituted by one to three substituents chosen from hydroxy and C1 -C4 alkoxy; or pharmaceutically acceptable salts thereof exhibit pharmaceutical activity as vasodilators or blood platelet aggregation inhibitors. Additionally, these compounds and their pharmaceutically acceptable salts are useful in the treatment of migraine, diabetic microangeopathy, rheumatoid arthritis, hypertension, peptic ulcers, osteoporosis, angina pectoris, atherosclerosis and dislipidaemies.

Imidazolyl Derivatives of The Chroman Ring. 1.

The synthesis of 2-(1H-imidazol-1-yl)-2,3-dihydro-2H-1-benzopyran-4-ones (I) through 3-bromo-2,3-dihydro-4H-1-benzopyran-4-ones or more conveniently through chroman ring closure from 2-(1H-imidazol-1-yl)-2'-hydroxy-acetophenones is described.The ring closure also works well for the pyrazolyl derivatives.Compounds I and the corresponding imidazolylchromanols, -chromenes, and -chromans derived from the former, were pharmacologically investigated.

3-(1-Imidazolyl)-derivatives of 2,3-dihydro-4H-1-benzopyran

3-(1-imidazolyl)-derivatives of 2,3-dihydro-4H-1-benzopyran, such as, for instance, the compound 3-(1-imidazolyl)-2,3-dihydro-4H-1-benzopyran-4-one, are disclosed, as well as method of making same, and pharmaceutical compositions containing same. Also dis