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    • 54. 发明授权
    • Novel N'-acylated phenyl-hydrazine and hydrozone derivatives
    • 新型N {40-酰基苯基 - 肼和水解产物
    • US3974145A
    • 1976-08-10
    • US439035
    • 1974-02-04
    • Michio KimuraShigeho InabaHisao Yamamoto
    • Michio KimuraShigeho InabaHisao Yamamoto
    • C07D209/60C07D209/70C07D307/54C07D317/66C07D317/68C07D319/18
    • C07D307/54C07D209/60C07D209/70C07D317/66C07D317/68C07D319/18
    • Novel indolylacetic acid derivatives, which have excellent anti-inflammatory, antipyretic and analgesic activities, represented by the formula, ##SPC1##Wherein X.sub.1 and X.sub.2 each is a member selected from the group consisting of oxygen and methylene; A is a member selected from the group consisting of unsubstituted saturated hydrocarbon chain having up to 5 carbon atoms, unsubstituted unsaturated hydrocarbon chain having up to 5 carbon atoms and substituted saturated or substituted ethylenically unsaturated hydrocarbon chain having up to 5 carbon atoms, in which the substituents are selected from the group consisting of halogen or phenyl, the hydrocarbon chain being straight or blanched one; m is 0 or 1; n is 1 or 2; R.sub.1 and R.sub.2 each is a member selected from the group consisting of hydrogen and alkyl having up to 4 carbon atoms; R.sub.3 is a member selected from the group consisting of alkyl having up to 4 carbon atoms, unsubstituted or a lower alkyl-, lower alkoxy-, lower alkylthio-, nitro-, cyano-, methylenedioxy-, ethylenedioxy- or halogen-substituted aryl, each of said alkyl, alkoxy and alkylthio substituents containing up to 4 carbon atoms, or unsubstituted, or halogen-, alkyl- or phenyl-substituted or benzene ring-condensed, saturated or unsaturated mono- or poly-aclicyclic group, or alkyl group substituted by said alicyclic group, or unsubstituted or methyl-, ethyl- or halogen-substituted 5- or 6-membered heterocyclic ring group containing oxygen, sulfur or nitrogen atom; R.sub.4 is a member selected from the group consisting of alkyl having up to 4 carbon atoms or hydrogen, or a group of M (wherein M is a cation).The indolylacetic acid of the formula (I) is prepared by reacting a compound of the formula, ##SPC2##Wherein X.sub.1, X.sub.2 and n are the same as defined above and B is a member selected from the group consisting of ##EQU1## and Z (wherein Z is a nitrogen protecting system comprising at least one readily removable group), with an acid halide represented by the formula,R.sub.3 --(A).sub.m --CO--hal (V)wherein R.sub.3, A and m are the same as defined above and hal is halogen, to obtain N.sup.1 -acylated compound of the formula, ##SPC3##Wherein X.sub.1, X.sub.2, R.sub.3, A, B, m and n are the same as defined above, then reacting the resultant N.sup.1 -acylated compound (II) with an aliphatic acid derivative represented by the formula, ##EQU2## wherein R.sub.1, R.sub.2 and R.sub.4 are the same as defined above.
    • 新型吲哚乙酸衍生物,其具有优异的抗炎,解热和止痛活性,由式WHEREIN X1和X2各自为选自氧和亚甲基的成员; A是选自具有至多5个碳原子的未取代的饱和烃链,具有至多5个碳原子的未取代的不饱和烃链和具有至多5个碳原子的取代的饱和或取代的烯属不饱和烃链的成员,其中 取代基选自卤素或苯基,烃链是直链或漂白的; m为0或1; n为1或2; R1和R2各自是选自氢和具有至多4个碳原子的烷基的成员; R3是选自具有至多4个碳原子的烷基,未取代的或低级烷基,低级烷氧基 - ,低级烷硫基 - ,硝基 - ,氰基 - ,亚甲二氧基 - ,亚乙二氧基或卤素取代的芳基的成员, 所述烷基,烷氧基和烷硫基取代基含有至多4个碳原子,或未取代的或卤素,烷基或苯基取代的或苯环稠合的饱和或不饱和的单 - 或多 - 酰基基团或烷基取代的 或含有氧,硫或氮原子的未取代或甲基,乙基或卤素取代的5元或6元杂环基; R4是选自具有至多4个碳原子的烷基或氢的成员,或一组M(其中M是阳离子)。
    • 55. 发明授权
    • 1-Phenylthiopropyl-4-hydroxy-4-phenyl piperidines
    • 1-苯基硫丙基-4-羟基-4-苯基哌啶
    • US3960873A
    • 1976-06-01
    • US481796
    • 1974-06-21
    • Isamu MaruyamaHisao YamamotoMasaru NakaoShigeru SakaiKikuo SasajimaSumio KitagawaShigeho Inaba
    • Isamu MaruyamaHisao YamamotoMasaru NakaoShigeru SakaiKikuo SasajimaSumio KitagawaShigeho Inaba
    • C07D295/092C07D211/52
    • C07D295/088
    • Novel N-substituted heterocyclic derivatives represented by the formula, ##SPC1##Wherein R.sub.1 is hydrogen atom, lower alkyl, lower alkoxy, nitro, halogen or trifluoromethyl group; R.sub.2 is hydrogen atom or lower alkyl group; X is sulfur atom, sulfinyl or sulfonyl group; Y is ##EQU1## group (wherein R.sub.3 is phenyl or substituted phenyl group; R.sub.4 is hydrogen atom, hydroxy, lower alkyl, lower alkoxy, lower alkanoyl, lower alkanoyloxy, carbamoyl, N-(lower alkyl)-carbamoyl or N,N-di(lower akyl)-carbamoyl group; R.sub.5 is hydrogen atom, morpholino, pyrrolidinyl, piperidinyl, hexamethylenimino, lower alkyl, cyclo(lower alkyl), cyclo(lower alkyl)-(lower alkyl), hydroxy-(lower alkyl), (lower alkoxy)-(lower alkyl), phenyl or substituted phenyl group; k is 0 or 1 and m is 0, 1 or 2); and n is 3 or 4, and pharmaceutically acceptable salts thereof, which have excellent tranquillizing, anti-psychotonic, anti-emotional, anti-convulsive, anti-psychosis, sedative, analgesic or anti-hypertensive activities.
    • 由式WHEREIN R1表示的新型N-取代的杂环衍生物是氢原子,低级烷基,低级烷氧基,硝基,卤素或三氟甲基; R2是氢原子或低级烷基; X是硫原子,亚磺酰基或磺酰基; Y是|| - (CH2)kN-(CH2)m-R3, - (CH2)kC-(CH2)m-R5或| R4 | -CH = C-(CH2)m-R5基(其中R3是苯基 或取代的苯基; R 4是氢原子,羟基,低级烷基,低级烷氧基,低级烷酰基,低级烷酰氧基,氨基甲酰基,N-(低级烷基) - 氨基甲酰基或N,N-二(低级烷基) - 氨基甲酰基; 氢原子,吗啉代,吡咯烷基,哌啶基,六亚甲基亚氨基,低级烷基,环(低级烷基),环(低级烷基) - (低级烷基),羟基 - (低级烷基),(低级烷氧基) - (低级烷基) 取代苯基; k为0或1,m为0,1或2); 和n为3或4,及其药学上可接受的盐,其具有优异的镇静,抗心律失常,抗感觉,抗惊厥,抗精神病,镇静,止痛或抗高血压活性。