2,5- OR 2,6-DISUBSTITUTED HYDROQUINONE DERIVATIVES WITH AT LEAST ONE CARBOXY, SULFO OR AMIDO GROUP USEFUL AS MEDICAMENTS

    公开(公告)号:EP3878837A1

    公开(公告)日:2021-09-15

    申请号:EP20162558.9

    申请日:2020-03-11

    申请人: OM Pharma SA

    摘要: The invention provides hydroquinone derivatives of formula (I), processes of preparation, as well as pharmaceutical compositions and methods of treating and/or preventing e.g. autoimmune, immunological, rheumatology, vascular, ophthalmologic, fibrotic, metabolic and gastro-intestinal disorders, neuroinflammatory and neurodegenerative diseases, neoplasms and cancer associated disorders, hormone related diseases and immunological disorders resulting from viral and bacterial infectious diseases and complications thereof.

    wherein: R a , R b = H, acyl or aryl alkyl; R 1 = COOR 4 , (CH 2 ) n COOR 4 , SO 3 H, (CH 2 ) n SO 3 H or CONH-R 10 ; R 2 and R 3 = H or R 5 , with the proviso that when one of R 2 and R 3 is R 5 , the other is H; R 4 = H, alkyl or aryl alkyl; R 5 = R 6 , R 7 or R 8 ; R 6 = CONH-R 9 , CONHCOR 9 , CONH(CH 2 ) n - R 9 , CONHCH(COOR 4 )(CH 2 ) k R 9 or heteroaryl-R 9 ; k = 0-4; R 7 = optionally substituted benzoheteroaryl ; R 8 = (CH 2 ) m X(CH 2 ) p R 9 ; X = O, S, SO 2 , NH, NAc or N(CH 2 ) q R 9 ; R 9 = optionally substituted aryl, heteroaryl or cycloalkyl ; R 10 = optionally substituted aryl or heteroaryl ; n, m, p and q = independently 1-4.

    PREPARATION METHOD OF 4-AMINOMETHYLBENZOIC ACID
    6.
    发明公开
    PREPARATION METHOD OF 4-AMINOMETHYLBENZOIC ACID 有权
    准备处理4-氨基甲基苯甲酸

    公开(公告)号:EP2524909A4

    公开(公告)日:2013-12-25

    申请号:EP10843276

    申请日:2010-12-09

    发明人: KIM WOO SUN

    摘要: The present invention relates to a preparation method of 4-aminomethylbenzoic acid comprising the following steps: preparing 4-carboxylbenzaldehyde or an alkyl ester thereof (methyl 4-formyl benzoate); reacting the 4-carboxylbenzaldehyde or an alkyl ester thereof (methyl 4-formyl benzoate) with hydroxyamine to oximate the same; and contact reducing 4-carboxylbenzaldehyde oxime or an alkyl ester oxime thereof obtained by the oximation, through hydrogen in a sodium hydroxide aqueous solution. Since methyl 4-hydroxyiminomethylbenzoate is reacted as a raw material in the presence of an alkali, hydrogen of a relatively low pressure can be used and a purification process is also simple, thereby enabling preparation of 4-aminomethylbenzoic acid with a low cost and high yield.