C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
167/224, 260/265
C07D 241/46 (2006.01) A61K 31/50 (2006.01)
Patent
CA 2003730
- 1 - Abstract The invention provides a new antimicrobial phenazine derivative which has the structural Formula I Image I characterized by one of the following five sets (a - e) of values for R, R1 and R2 (a) R = CH3- ; R1 = H ; R2 = Cl (b) R = CH3. CH2-; R1 = H ; R2 = Cl (c) R = CH3. CH2-; R1 = Br; R2 = H (d) R = CH3. CH2-; R1 = Cl; R2 = Cl (e) R = CH3. CH2-; R1 = Br; R2 = Cl. The last three compounds (Ic), (Id) and (Ie) are preferred. A method for preparing these compounds is also provided, comprising - 2 - (1) reacting a substituted nitrobenzene (III) with a substituted and formylated aniline (IV) to produce a substituted 2-nitrodiphenylamine (V), (2) reducing the product of Step (1) to form a 2-aminodiphenylamine (VI); (3) oxidatively condensing the product of Step (2) to unite two molecules thereof forming a substituted 3-anilino-2-imino-10-phenyl-2,10-dihydrophenazine (VII); and (4) reacting the product of Step 3 with methylamine or ethylamine. The compounds are useful in the treatment of ailments caused by various named bacterial families and species, especially Mycobacterium avium and M leprae, and in the treatment of opportunistic infections in patients whose immune system is compromised. Formula I
O'sullivan John F.
Riches Mckenzie & Herbert Llp
Westmart Hill Limited
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