HIV inhibiting N-aminoimidazole derivatives

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

Reexamination Certificate

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C548S331100

Reexamination Certificate

active

07049332

ABSTRACT:
An N-aminoimidazole or N-aminoimidazolethione derivative, a pharmaceutically acceptable salt, a tautomer, an isomer, an ester or glycosylation product thereof, said derivative being represented by general formula (I): wherein m=zero or 1, n=zero or 1, R1is selected from hydrogen, methyl or ethyl, R2is selected from hydrogen, SH or —SR0wherein R0is methyl, benzyl or glucose residue; Q is selected from 1-naphtyl, 2-naphtyl, biphenyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidyl, 4-pyrimidyl, 5-pyrimidyl, thienyl, or a substituted or unsubstituted phenyl ring, wherein the substitution is understood as being one or two substituents selected from H, F, Cl, Br, I, methyl, ethyl or isopropyl; L is selected from 1-naphtyl, 2-naphtyl, biphenyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidyl, 4-pyrimidyl, 5-pyrimidyl, thienyl, or a substituted or unsubstituted phenyl ring wherein the substitution is understood as being one or two substituents selected from H, F, Cl, Br, I, methyl, ethyl or isopropyl. This invention further relates to the use of compounds of formula (I) as agents having biological activity, especially against viral infections.

REFERENCES:
patent: 0700911 (1996-03-01), None
patent: 0786455 (1997-07-01), None
patent: 219917 (1993-09-01), None
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Schantl, “l—Arylamino- lH—Imidazoles by ‘Oxidative Reduction’—Conversion of l—Arylamino—2,3—Dihydro- lH—Imidazole—2—Thiones”, Heterocycles, vol. 48, No. 5, 1998, pp. 929-938.
Schantl, “Direct Synthetic Approach to N—Substituted l —Amino- 2,3—Dihydro- lH—Imidazole—2—Thiones”, Hetrocycles, vol. 45, No. 4, 1997, pp. 691-700.
Salaski, Syntesis of Imidazobenzazepinthiones: A New Series of HIV—l Reverse Transcriptase Inhibitors:, Tetrahedron Letters, vol. 36, No. 9, 1995, pp. 1387-1390.
Butler, “1,2,3—Triazolium- l -oxide, —l—imide and l—methanide Hetero- 1, 3, 5- Triene Equilibrium: Ab Initio Calculations. A New Base Induced Ring Expansion of l—Alkyl—1,2,3—triazolium Salts to 1, 2,3—Dihydro-1,2,4—triazines and l—Amino—imidazoles via the 1,2,5—Triazahexa- 1,3,5—triene System. Azolium l, 3—Dipoles”, J. Chem. So. Perkin Trans. l, 1992, pp. 147-152.

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