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    3-HYDROXYPYRIDINE-2-CARBOXAMIDE ESTER, ITS PRODUCTION AND ITS USE AS MEDICINE
    1.
    发明专利
    3-HYDROXYPYRIDINE-2-CARBOXAMIDE ESTER, ITS PRODUCTION AND ITS USE AS MEDICINE 失效

    公开(公告)号：JPH10168062A

    公开(公告)日：1998-06-23

    申请号：JP33414897

    申请日：1997-12-04

    Applicant: HOECHST AG

    Inventor： WEIDMANN KLAUS DR ,  BARINGHAUS KARL-HEINZ DR ,  TSCHANK GEORG DR ,  BICKEL MARTIN DR

    IPC: C07D213/64 ,  A61K31/44 ,  A61P9/10 ,  A61P11/00 ,  A61P43/00 ,  C07D213/69 ,  C07D213/81

    Abstract: PROBLEM TO BE SOLVED: To obtain the subject compound having inhibiting activity against prolylhydroxylase, capable of exhibiting biosynthesis suppressing effect for collagen and useful as a medicine for curing of fibrous disease. SOLUTION: This compound is expressed by formula I [R to R are each H; A is CH2 ; B is CO2 G G is an organic group making the compound the formula I to a prodrug containing a bioactive salt excepting 3-hydroxypyridine-2- carboxylic acid (glycyl) ethyl esteramide}] and 3-hydroxypyridine-2-carboxylic acid N-[ (1-dodecyloxy)carbonykyl}methyl]amide is exemplified. The compound of the formula I is obtained by, e.g. reacting a pyridine-2-carboxylic acid of formula II (R is H) with an amino ester of the formula H2 N-A-CO2 G or its salt. The compound can be used for fibrous disease, athereosclerosis, etc.

    7.
    发明专利
    未知

    公开(公告)号：ES2146676T3

    公开(公告)日：2000-08-16

    申请号：ES95103582

    申请日：1995-03-13

    Applicant: HOECHST AG

    Inventor： WEIDMANN KLAUS DR ,  BICKEL MARTIN DR ,  GUNZLER-PUKALL VOLKMAR

    IPC: C07D213/81 ,  A61K31/44 ,  A61K31/4418 ,  A61P1/16 ,  A61P3/00 ,  A61P11/00 ,  A61P43/00 ,  C07D213/82 ,  C07D213/89

    Abstract: Sulphonamidocarbonyl pyridine-2-carboxylic acid ester amide derivs. of formula (I) and their pyridine N-oxides are new. R1 = OH or 1-6C alkoxy; R2, R3 = H, opt. substd. 1-6C alkyl, 1-6C alkoxy, halogen (esp. F, Cl or Br), CN, OH or NH2; R6 = H, 1-6C alkyl or a N-protecting gp., a 1-4 valent cation or a cation of a basic amino acid; R7 = Y-(Y'U)rDW but not SO3H; Y = SO2 or CO; Y' = bond or 1-16C alkanediyl, 3-10C cyclic alkanediyl, 2-16C alkenediyl, 2-16C cycloalkenediyl, 2-16C alkynediyl, 2-16C alkenynediyl, opt. contg. more than 1 C-C multiple bond; U = bond, H (sic), CO, OCO, COO, CONR, NRCO, O, SO, SO2, NR; R = 1-3C alkyl or H; r = 1-4; D = bond, H (sic), 1-10C alkanediyl, 1-10C alkenediyl, 2-10C alkynediyl, 2-10C alkenynediyl, opt. contg. more than one C-C multiple bond; W = bond (sic), H, 3-10C cycloaliphatic alkyl, 3-10C alkenyl, 3-10C alkynyl or 3-10C alkenynyl, 6-16C aryl or 5-6 membered heteroaryl; R4 = H, 1-6C alkyl, Ph or phenyl(1-4C)alkyl; R5 = aliphatic 1-8C alkyl, (mono-substd. by 1-12C alkoxycarbonyl, 1-12C alkoxy(1-2C)alkoxycarbonyl, 3-8C cycloalkoxycarbonyl, 3-12C alkenyloxycarbonhyl, or 3-12C alkynyloxycarbonyl), and which is opt. substd. with one or more substitutents (sic); with provisos.

    Substituted quinoline-2-carboxyamides their preparation and their use as pharmaceuticals and intermediates
    8.
    发明专利
    Substituted quinoline-2-carboxyamides their preparation and their use as pharmaceuticals and intermediates 未知

    公开(公告)号：SG45503A1

    公开(公告)日：1998-01-16

    申请号：SG1996010735

    申请日：1996-09-27

    Applicant: HOECHST AG

    Inventor： WEIDMANN KLAUS DR ,  BARINGHAUS KARL-HEINZ DR ,  TSCHANK GEORG DR ,  BICKEL MARTIN DR

    IPC: A61K31/47 ,  A61P1/16 ,  A61P11/00 ,  A61P17/00 ,  A61P37/00 ,  A61P43/00 ,  C07D215/16 ,  C07D215/48 ,  C07D215/60 ,  C07K5/078 ,  C07D

    Abstract: 3-Hydroxyquinoline-2-carboxamide derivs. (I) and their salts are new. A =1-4C alkylene (opt. mono- or disubstd. by V, 1-6C hydroxyalkyl, Ph, benzyl, OPh, benzyloxy, anilino, N-methylanilino, SPh, SOPh or SO2Ph; or opt. monosubstd. by 6-12C aryl, 6-12C aryloxy, 7-11C aralkyl or 7-11C aralkoxy (all opt. mono- to penta- substd. by V, OCF2Cl or O-CF2-CHFCl); or 1 or more Rx); V = halo, CN, NO2, CF3, 1-6C alkyl, 1-6C alkoxy, -O-(CH2)x-CfH(2f+1-g)Halg, 1-6C alkylthio, 1-6C alkylsulphinyl, 1-6C alkylsulphonyl, 1-6C alkylcarbonyl, 1-6C alkoxycarbonyl, CONH2 (opt. mono- or disubstd. by 1-4C alkyl), 1-6C alkylcarbonyloxy, 3-8C cycloalkyl or SO2NH2 (opt. mono- or disubstd. by 1-4C alkyl); B = COOH, CONHCOR''', CONHSOR''', CONHSO2R''', NHSO2CF3, tetrazolyl, imidazolyl or 3-hydroxyisoxazolyl; R''' = aryl, heteroaryl, 3-7C cycloalkyl or 1-4C alkyl, opt. monosubstd. by 6-12C aryl, heteroaryl, OH, SH, 1-4C alkyl, 1-4C alkoxy, 1-4C alkylthio, alkylsulphinyl or alkylsulphonyl, CF3, Cl, Br, F, I, NO2, COOH, 2-5C alkoxycarbonyl, mono- or di- (1-4C alkyl)amino or 1-4C perfluoroalkyl; R1-R5 =H, OH, halo, CN, CF3, NO2, COOH, V', OV', 1-12C alkyl or alkoxy (both substd. by 3-8C cycloalkyl, 3-8C cycloalkoxy or 1-20C alkoxy), 3-8C cycloalkyl-1-8C alkyl-1-6C alkoxy, 7-16C aralkenyl; 7-16C aralkynyl, retinyloxy, 1-12C alkoxy-1-12C alkyl, 1-12C alkoxy-1-8C alkoxy-1-8C alkyl, OV', 1-6C alkoxy (substd. by 6-12C aryloxy or 7-16C aralkoxy), 1-16C hydroxyalkyl, 1-8C alkyl (substd. by 6-16C aryloxy or 7-16C aralkoxy), 1-6C alkyl (substd. by OCyc-substd. 1-8C alkoxy, 1-12C alkyl-thio, -sulphinyl, -sulphonyl, 6-12C arylthio, etc., -O-(CH2)x-CfH(2f+1-g)Halg, 1-6C chlorofluoroalkoxy, COV', COCyc, cinnamoyl, COOV', COOCyc, OCOV", OCOCyc, cinnamoyloxy, OCOOV', OCOOCyc, CONH2 (opt. mono- or disubstd., by 1-12C alkyl or by 3-8C cycloalkyl), CONE, COÄNRq-CHRx-COÜs-T, carbamoyloxy (opt. mono- or disubstd. by 1-12C alkyl), OCONHCyc, NRyRz, 1-8C alkyl (substd. by 1-12C alkanoylamino, etc.), 1-20C alkyl-thio, -sulphinyl, -sulphonyl, 6-12C arylthio, etc.; or 2 adjacent gps. of R1-R5 form 3-5C n-alkylene or n-alkenylene (opt. with 1 or 2 CH2 replaced by O, S, SO, SO2 or NR'); V' = 1-20 C alkyl, 2-20C alkenyl or 2-20C alkynyl; V" = 1-12C alkyl, 2-12C alkenyl or 2-12C alkynyl; Cyc = 3-8C cycloalkyl, 6-12C aryl or 7-16C aralkyl; E = 3-7C n-alkylene (opt. with one CH2 replaced by O, S, 1-8C alkylimino, N(Cyc), 3-8C cycloalkyl-1-12C alkylimino or 1-12C alkoxy-1-6C alkylimino); Rx = L- or D- alpha -amino acid substit.; T = OH, OR, or NRqRq; Rq = independently H, 6-12C aryl, 7-11C aralkyl, 1-8C alkyl, 3-8C cycloalkyl, (+)-dehydroabietyl, 1-8C alkyl (substd. by 1-8C alkoxy, 7-12C aralkoxy or 6-12C aryloxy), 1-10C alkanoyl, opt. substd. 7-16C aralkanoyl or opt. substd. 6-12C aroyl; or Rq+Rq = 3-7C n-alkylene (opt. with one CH2 replaced by O, S, SO, SO2, N-acylimino, etc.); R' = H, 6-12C aryl, 1-8C alkyl (opt. substd. by 1-8C alkoxy, 7-12C aralkoxy or 6-12C aryloxy), 1-10C alkanoyl, opt. substd. 7-16C aralkanoyl or opt. substd. 6-12C aroyl; Ry, Rz = V", 1-12C alkoxy, 3-8C cycloalkyl, 6-12C aryl, 7-11C aralkyl, 7-12C aralkoxy, 1-12C alkanoyl, 3-8C cycloalkanoyl, 6-12C aroyl or 7-16C aralkanoyl; or Ry+Rz = 3-6C n-alkylene, opt. with 1 CH2 replaced by O, S, N-(1-4C alkyl)carbonylimino or N-(1-4C alkoxy)carbonylimino; f = 1-8; g = 0 - (2f+1); m = 0 or 1; s = 1-5; x = 0-3; aryl gps. are all opt. substd., (where two of the substits. may be fused to form a CH2 chain (opt. with a CH2 replaced by O, S, SO, SO2 or NR') or CH=CH-CH=CH).

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