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Antioxidant inflammation modulators: C-17 approved oleanolic acid derivatives

机译:抗氧化剂炎症调节剂:C-17批准的齐墩果酸衍生物

摘要

A compound of the formula: ** Formula ** wherein: Y is alkanediyl (C = 8), alkenodiyl (C = 8), alkynediyl (C = 8), or a substituted version of any of these groups; Ra is: hydrogen, hydroxy, halogen, amino, nitro, cyano, azido, phosphate, 1,3-dioxoisoindolin-2-yl, mercapto or silyl; or alkyl (C = 12), alkenyl (C = 12), alkynyl (C = 12), aryl (C = 12), aralkyl (C = 12), heteroaryl (C = 12), heteroaralkyl (C = 12), acyl (C = 12), alkoxy (C = 12), alkenyloxy (C = 12), alkynyloxy (C = 12), aryloxy (C = 12), aralkoxy (C = 12), heteroaryloxy (C = 12), heteroaralkoxy (C = 12), acyloxy (C = 12), alkyl amino (C = 12), dialkylamino (C = 12), alkenylamino (C = 12), alkynyl-amino (C = 12), arylamino (C = 12), aralkylamino (C = 12), heteroaryl-amino (C = 12), heteroaralkylamino (C = 12), alkylsulfonylamino (C = 12), amido (C = 12), alkylthio (C = 12), alkenylthio (C = 12), alkynylthio (C = 12), arylthio (C = 12), aralkylthio (C = 12), heteroarylthio (C = 12), heteroaralkylthio (C = 12), acylthio (C = 12), thioacyl (C = 12), alkylsulfonyl (C = 12), alkenylsulfonyl (C = 12), alkynylsulfonyl (C = 12), arylsulfonyl (C = 12), aralkylsulfonyl (C = 12), heteroarylsulfonyl (C = 12), heteroaralkylsulfonyl (C = 12), alkylsulfinyl (C = 12) , alkenylsulfinyl (C = 12), alkynylsulfinyl (C = 12), arylsulfinyl (C = 12), aralkylsulfinyl (C = 12), h heteroarylsulfinyl (C = 12), hetero-aralkylsulfinyl (C = 12), alkylphosphonylol (C = 12), alkylphosphate (C = 12), dialkylphosphate (C = 12), alkylammonium (C = 12), alkylsulfonium (C = 12), alkylsilyl (C = 12), or a substituted version of any of these groups; or Y and Ra form a 3- to 7-membered ring, so that Y and Ra are further connected to each other by one or more of -O- and (C1-5) alkanediyl, where in addition Y is -CH- and Ra is -CH2-; or Y, Ra, and carbons number 13, 17, and 18 form a ring, so that Ra is attached to carbon 13, where Y is substituted alkanediyl (C = 1) or substituted alkanediyl (C = 1) and Ra is - OR-; wherein the term "alkenyl" when used without the "substituted" modifier refers to a monovalent group with a non-aromatic carbon atom as the point of attachment, having a linear or branched, cyclic, cyclic or acyclic structure, at least one non-aromatic carbon-carbon double bond, without carbon-carbon triple bonds, and without atoms other than carbon and hydrogen; wherein the term "substituted alkenyl" refers to a monovalent group with one non-aromatic carbon atom as the point of attachment, at least one non-aromatic carbon-carbon double bond, without carbon-carbon triple bonds, having a linear structure or branched, cyclic, cyclic or acyclic, and at least one atom independently selected from the group consisting of N, O, F, Cl, Br, I, Si, P and S; wherein the term "alkynyl" when used without the "substituted" modifier refers to a monovalent group with a non-aromatic carbon atom as the point of attachment, having a linear or branched, cyclic, cyclic or acyclic structure, at least one carbon-carbon triple bond, and without atoms other than carbon and hydrogen; wherein the term "substituted alkynyl" refers to a monovalent group with a non-aromatic carbon atom as the point of attachment and at least one carbon-carbon triple bond, having a linear or branched, cyclic, cyclic or acyclic structure , and at least one atom independently selected from the group consisting of N, O, F, Cl, Br, I, Si, P and S; wherein the term "aryl" when used without the "substituted" modifier refers to a monovalent group with an aromatic carbon atom as the point of attachment, said carbon atom being part of a 6-membered aromatic ring structure, where the ring atoms are all carbon, and where the monovalent group consists of atoms other than carbon and hydrogen; wherein the term "alkyl group" includes alkyl groups that may contain one or more cycloalkyl components; wherein the required hydrocarbon components of the alkanediyl, alkenodiyl, and alkynediyl groups include hydrocarbon components, which may contain one or more carbocyclic moieties; wherein the alkyl parts of the alkoxy, alkylamino, alkylimino, alkylthio, alkylsulfonyl, alkylsulfinyl, alkylammonium and alkylsulfonium groups include alkyl parts which may contain one or more cycloalkyl components; or one of its pharmaceutically acceptable salts or tautomers.
机译:下式的化合物:式中的:其中Y是烷二基(C≤8),烯二基(C≤8),炔二基(C≤8)或这些基团的取代基; Ra为:氢,羟基,卤素,氨基,硝基,氰基,叠氮基,磷酸根,1,3-二氧异吲哚-2-基,巯基或甲硅烷基;或烷基(C <= 12),烯基(C <= 12),炔基(C <= 12),芳基(C <= 12),芳烷基(C <= 12),杂芳基(C <= 12),杂芳烷基(C <= 12),酰基(C <= 12),烷氧基(C <= 12),烯氧基(C <= 12),炔氧基(C <= 12),芳氧基(C <= 12),芳烷氧基(C <= 12),杂芳氧基(C <= 12),杂芳烷氧基(C <= 12),酰氧基(C <= 12),烷基氨基(C <= 12),二烷基氨基(C <= 12),烯基氨基(C < = 12),炔基-氨基(C <= 12),芳基氨基(C <= 12),芳烷基氨基(C <= 12),杂芳基-氨基(C <= 12),杂芳烷基氨基(C <= 12),烷基磺酰基氨基( C <= 12),酰胺基(C <= 12),烷硫基(C <= 12),烯硫基(C <= 12),炔硫基(C <= 12),芳硫基(C <= 12),芳烷硫基(C < = 12),杂芳硫基(C <= 12),杂芳烷硫基(C <= 12),酰基硫基(C <= 12),硫酰基(C <= 12),烷基磺酰基(C <= 12),烯基磺酰基(C <= 12 ),炔基磺酰基(C <= 12),芳基磺酰基(C <= 12),芳烷基磺酰基(C <= 12),杂芳基磺酰基(C <= 12),杂芳烷基磺酰基(C <= 12),烷基亚磺酰基(C <= 12), ALK烯基亚磺酰基(C <= 12),炔基亚磺酰基(C <= 12),芳基亚磺酰基(C <= 12),芳烷基亚磺酰基(C <= 12),杂芳基亚磺酰基(C <= 12),杂芳烷基亚磺酰基(C <= 12) ,烷基膦醇(C <= 12),磷酸烷基酯(C <= 12),磷酸二烷基酯(C <= 12),烷基铵(C <= 12),烷基ulf(C <= 12),烷基甲硅烷基(C <= 12)或这些组中任何一个的替代版本; Y或Ra形成3至7元环,因此Y和Ra进一步通过-O-和(C1-5)烷二基中的一个或多个彼此连接,其中Y为-CH-和Ra是-CH 2-;或Y,Ra和碳数13、17和18形成环,因此Ra连接到碳13上,其中Y为取代的烷二基(C = 1)或取代的烷二基(C = 1),且Ra为-OR -;其中术语“烯基”在不使用“取代的”改性剂的情况下是指具有非芳族碳原子作为连接点的一价基团,具有直链或支链,环状,环状或无环结构,至少一个非-芳族碳-碳双键,无碳-碳三键,无碳和氢以外的原子;其中术语“取代的烯基”是指具有一个非芳族碳原子作为连接点的单价基团,至少一个具有直链结构或支链的非芳族碳-碳双键,无碳-碳三键原子,环状,环状或无环原子,以及至少一个独立地选自N,O,F,Cl,Br,I,Si,P和S的原子;其中术语“炔基”在不使用“取代的”改性剂的情况下是指具有非芳族碳原子作为连接点的一价基团,具有直链或支链,环状,环状或无环结构,至少一个碳原子为-碳三键,没有碳和氢以外的原子;其中术语“取代的炔基”是指具有非芳族碳原子作为连接点并且具有至少一个碳-碳三键的单价基团,其具有直链或支链,环状,环状或无环结构,并且至少一个独立地选自N,O,F,Cl,Br,I,Si,P和S的原子;其中术语“芳基”在不使用“取代的”改性剂的情况下是指具有芳族碳原子作为连接点的单价基团,所述碳原子是6-元芳族环结构的一部分,其中环原子都是碳,且一价基团由碳和氢以外的原子组成;其中术语“烷基”包括可以包含一种或多种环烷基组分的烷基;其中所述烷二基,烯二基和炔二基的所需烃组分包括烃组分,其可以包含一个或多个碳环部分;其中烷氧基,烷基氨基,烷基亚氨基,烷硫基,烷基磺酰基,烷基亚磺酰基,烷基铵和烷基ulf的烷基部分包括可含有一种或多种环烷基组分的烷基部分;或其药学上可接受的盐或互变异构体之一。

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