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1. 发明授权

US4548923A Muramyl peptides and processes for their manufacture 失效
标题翻译：胞壁酰多肽及其制造方法
公开(公告)号：US4548923A
公开(公告)日：1985-10-22
申请号：US608911
申请日：1984-05-09
申请人： Albert Hartmann , Oskar Wacker , Gerhard Baschang , Lajos Tarcsay
发明人： Albert Hartmann , Oskar Wacker , Gerhard Baschang , Lajos Tarcsay
IPC分类号： A61K38/00 , A61K38/14 , A61K38/17 , A61P31/12 , A61P35/00 , C07K1/113 , C07K9/00 , C07K14/52 , C07K14/53 , C07K14/535 , A61K37/00 , C07D333/32
CPC分类号： C07K9/005
摘要： The compounds of the formula I ##STR1## in which each of R.sup.1, R.sup.4 and R.sup.6, independently of the others, represents hydrogen or lower alkanoyl, R.sup.2 represents C.sub.1-4 -alkyl, hydroxymethyl or phenyl, R.sup.3 represents hydrogen or methyl, R.sup.5 represents hydrogen or C.sub.1-3 -alkyl, R.sup.7 represents C.sub.1-3 -alkyl that is unsubstituted or substituted by hydroxy, mercapto or methylthio, R.sup.8 represents hydrogen or lower alkyl, X represents oxygen or the group NH, Y represents C.sub.1-4 -alkylidene, and each of R.sup.9 and R.sup.10, independently of the other, represents C.sub.11-17 -alkyl or C.sub.11-17 -alkenyl, and their salts, have an immunostimulating activeity.
摘要翻译： R 1，R 4和R 6各自独立地表示氢或低级烷酰基，R 2表示C 1-4 - 烷基，羟甲基或苯基，R 3表示氢或甲基，R 5表示氢或C 1-3 - 烷基，R 7表示未被取代或被羟基，巯基或甲硫基取代的C 3-烷基，R 8表示氢或低级烷基，X表示氧或NH基，Y表示 C 1-4 - 亚烷基，R 9和R 10各自独立地表示C 11-17 - 烷基或C 11-17-链烯基及其盐具有免疫刺激活性。

2. 发明授权

US4423038A Phosphoryl compounds, pharmaceutical preparations containing such compounds, and their use 失效
标题翻译：磷酰化合物，含有这些化合物的药物制剂及其用途
公开(公告)号：US4423038A
公开(公告)日：1983-12-27
申请号：US340680
申请日：1982-01-19
申请人： Gerhard Baschang , Albert Hartmann , Oskar Wacker , Lajos Tarcsay
发明人： Gerhard Baschang , Albert Hartmann , Oskar Wacker , Lajos Tarcsay
IPC分类号： A61K39/39 , A61P31/04 , A61P37/00 , C07K1/113 , C07K9/00 , C07K14/52 , C07K14/53 , C07K14/535 , A61K37/02 , C07C103/52
CPC分类号： C07K9/005
摘要： There are described hexopyranose compounds of the formula I and salts thereof having immunomodulatory action, which can be used, for example, in the form of pharmaceutical preparations, and also together with antibiotics, and processes for their manufacture. ##STR1## The variables are as described in the disclosure. The invention relates to the above-mentioned compounds as immunomodulators, especially as immunostimulants, their use as pharmacologically active substances, especially their use as immunomodulators, particularly as immunostimulants, and their use for the manufacture of pharmaceutical preparations, and to pharmaceutical preparations containing these compounds.
摘要翻译：描述了式I的六价吡喃糖化合物及其具有免疫调节作用的盐，其可以例如以药物制剂的形式使用，并且还与抗生素一起使用，以及其制备方法。（I）变量如本公开所述。本发明涉及作为免疫调节剂的上述化合物，特别是作为免疫刺激剂，其作为药理活性物质的用途，特别是其作为免疫调节剂，特别是作为免疫刺激剂的用途，以及其用于制备药物制剂的用途以及含有这些化合物的药物制剂。

3. 发明授权

US4439425A Peptide derivatives 失效
标题翻译：肽衍生物
公开(公告)号：US4439425A
公开(公告)日：1984-03-27
申请号：US385594
申请日：1982-06-07
申请人： Lajos Tarcsay , Bruno Kamber , Jaroslav Stanek , Gerhard Baschang , Albert Hartmann
发明人： Lajos Tarcsay , Bruno Kamber , Jaroslav Stanek , Gerhard Baschang , Albert Hartmann
IPC分类号： C07K1/113 , A61K38/00 , A61P37/04 , C07J41/00 , C07K5/083 , C07K5/103 , C07K7/06 , C07K14/245 , A61K37/00
CPC分类号： C07K7/06 , C07K14/245 , C07K5/081 , C07K5/1013 , A61K38/00
摘要： The present invention relates to new lipopeptides and in particular to compounds of either of the formulae ##STR1## wherein R.sub.1 and R.sub.2 each represent a saturated or unsaturated aliphatic or mixed aliphatic-cycloaliphatic hydrocarbon radical which has 11-21 C atoms and which is also optionally substituted by oxygen functions, R.sub.3 represents hydrogen or the radical R.sub.1 --CO--O--CH.sub.2 --, where R.sub.1 has the same meaning, R.sub.1 ' is a saturated or unsaturated aliphatic hydrocarbon radical of at least 9 C atoms, which is optionally substituted at one of the C atoms non adjacent to the sulfur atom by a free hydroxyl group or a hydroxyl group esterified with a monobasic carboxylic acid and which is optionally interrupted in the C atoms chain by one or more oxygen atoms, and which hydrocarbon is optionally substituted by a maximum of 2 cycloaliphatic hydrocarbon radicals having 5-8 ring C atoms, or R.sub.1 ' is the radical --CO--R.sub.1 ", wherein R.sub.1 " represents a saturated or unsaturated aliphatic or mixed aliphatic-cycloaliphatic hydrocarbon radical of 11-21 C-atoms and which is optionally interrupted in the C atoms chain by oxygen atoms, and X represents an amino acid with free esterified or amidated carboxyl group, or an amino acid sequence of 2-10 aliphatic amino acids, the terminal carboxyl group of which is free or in the ester or amide form, the amino acids being naturals ones in the case of compounds of formula (1).
摘要翻译：本发明涉及新的脂肽，特别是涉及式（I）* = R ** = R或S或R / S中的任一个的化合物（I'）n = 1,2 * = R / S或R或S，其中R 1和R 2各自表示饱和或不饱和的具有11-21个C原子的脂族或混合的脂族 - 脂环族烃基，并且也可任选被氧官能团取代，R 3表示氢或基团R 1 - CO-O-CH 2 - ，其中R 1具有相同的含义，R 1'是至少9个C原子的饱和或不饱和脂族烃基，其任选地在不与硫原子相邻的C原子之一被自由基羟基或用一元羧酸酯化的羟基，其任选地在C原子链中被一个或多个氧原子中断，并且该烃任选被具有5-8个环C原子的最多2个脂环族烃基取代，或者R1'是-CO-R1“基团，其中R1”表示是11-21个C原子的饱和或不饱和脂族或混合脂族 - 脂环族烃基，其任选在C原子链中被氧原子中断，X表示具有游离酯化或酰胺化羧基的氨基酸，或 2-10脂肪族氨基酸的氨基酸序列，其末端羧基是游离的或呈酯或酰胺形式，氨基酸在式（1）化合物的情况下是天然的。

4. 发明授权

US4446128A Antigen derivatives and processes for their preparation 失效
标题翻译：抗原衍生物及其制备方法
公开(公告)号：US4446128A
公开(公告)日：1984-05-01
申请号：US379404
申请日：1982-05-18
申请人： Gerhard Baschang , Felix M. Dietrich , Roland Gisler , Albert Hartmann , Jaroslav Stanek , Lajos Tarcsay
发明人： Gerhard Baschang , Felix M. Dietrich , Roland Gisler , Albert Hartmann , Jaroslav Stanek , Lajos Tarcsay
IPC分类号： A61K39/00 , A61K39/385 , C07H9/04 , C07H23/00 , C07K9/00 , A61K37/00 , C07C103/52 , C07G7/00
CPC分类号： C07H9/04 , A61K39/00 , A61K39/385 , C07H23/00 , C07K9/005 , A61K2039/55583 , A61K2039/6062 , Y10S530/806 , Y10S530/807
摘要： The invention relates to novel antigen derivatives comprising an antigen and at least one muramyl-peptide covalently bonded thereto, if appropriate via a spacer, to pharmaceutical preparations which contain such compounds and to their use as a vaccine.The novel antigen derivatives produce a pronounced increase in the immuno-response to the antigen, and in particular also a cell-medicated immunity under clinically acceptable conditions of administration.
摘要翻译：本发明涉及包含抗原的新型抗原衍生物和至少一种通过间隔基共价键合到其上的胞壁酰肽与含有这些化合物的药物制剂及其作为疫苗的用途。新抗原衍生物对抗原的免疫应答产生明显的增加，特别是在临床可接受的施用条件下也是细胞免疫。

5. 发明授权

US4574058A Antigen derivatives and processes for their preparation 失效
标题翻译：抗原衍生物及其制备方法
公开(公告)号：US4574058A
公开(公告)日：1986-03-04
申请号：US477281
申请日：1983-03-21
申请人： Gerhard Baschang , Felix M. Dietrich , Roland Gisler , Albert Hartmann , Jaroslav Stanek , Lajos Tarcsay
发明人： Gerhard Baschang , Felix M. Dietrich , Roland Gisler , Albert Hartmann , Jaroslav Stanek , Lajos Tarcsay
IPC分类号： A61K39/00 , A61K39/385 , C07H9/04 , C07H23/00 , C07K9/00 , A61K37/00
CPC分类号： C07H9/04 , A61K39/00 , A61K39/385 , C07H23/00 , C07K9/005 , A61K2039/55583 , A61K2039/6062 , Y10S530/807
摘要： The invention relates to novel antigen derivatives comprising an antigen and at least one muramylpeptide covalently bonded thereto, if appropriate via a spacer, to pharmaceutical preparations which contain such compounds and to their use as a vaccine.The novel antigen derivatives produce a pronounced increase in the immuno-response to the antigen, and in particular also a cell-medicated immunity under clinically acceptable conditions of administration.
摘要翻译：本发明涉及包含抗原和至少一种通过间隔基共价连接到其上的胞壁酰肽与包含这些化合物的药物制剂和它们作为疫苗的用途的新型抗原衍生物。新抗原衍生物对抗原的免疫应答产生明显的增加，特别是在临床可接受的施用条件下也是细胞免疫。

6. 发明授权

US4414204A Antibiotic preparations having increased effectiveness, processes for their manufacture and method for increasing the antibiotic action of antibiotics 失效
标题翻译：具有增加效力的抗生素制剂，其制备方法和增加抗生素抗生素作用的方法
公开(公告)号：US4414204A
公开(公告)日：1983-11-08
申请号：US226966
申请日：1981-01-21
申请人： Lajos Tarcsay , Gerhard Baschang , Albert Hartmann , Jaroslav Stanek
发明人： Lajos Tarcsay , Gerhard Baschang , Albert Hartmann , Jaroslav Stanek
IPC分类号： C07H13/00 , A61K38/00 , A61K38/14 , A61K39/39 , A61P37/04 , C07K1/06 , C07K1/113 , C07K9/00 , C07K14/52 , C07K14/53 , C07K14/535 , A61K37/02 , A61K31/71 , C07C103/52
CPC分类号： C07K9/005
摘要： The invention relates to pharmaceutical preparations that contain an antibiotic and a muramylpeptide of the formula I or a salt thereof, to processes for their manufacture and to a method for increasing the antibiotic effectiveness of antibiotics. ##STR1## In the formula I, X represents carbonyl or carbonyloxy, R.sub.1 represents optionally substituted alkyl or aryl, R.sub.2, R.sub.3, R.sub.4 and R.sub.6 represent hydrogen or lower alkyl, R.sub.5 represents hydrogen, optionally substituted lower alkyl, cycloalkyl, aryl or nitrogen-containing heterocyclyl, or R.sub.4 and R.sub.5 together represent also C.sub.3 -C.sub.4 alkylene, R.sub.7 represents hydrogen or free, esterified or amidated carboxyl, one of the radicals A.sub.1 and A.sub.2 represents a radical of the formula II and the other of the radicals A.sub.1 and A.sub.2 represents optionally substituted or functionally modified hydroxy or amino. ##STR2## In the formula II, T represents NH or O, Y represents an optionally substituted alkylene group that can also be interrupted by oxycarbonyl or iminocarbonyl, W represents hydrogen and Z represents an optionally esterified or etherified 1,2-dihydroxyethyl or 2-hydroxyethyl group, or W and Z represent an optionally esterified or etherified hydroxymethyl group.
摘要翻译：本发明涉及含有抗生素和式I的胞壁酰胺或其盐的药物制剂及其制备方法以及提高抗生素抗生素效力的方法。（I）在式I中，X表示羰基或羰氧基，R 1表示任选取代的烷基或芳基，R 2，R 3，R 4和R 6表示氢或低级烷基，R 5表示氢，任选取代的低级烷基，环烷基，芳基或含氮杂环基，或者R4和R5一起也代表C3-C4亚烷基，R7代表氢或游离的酯化或酰胺化的羧基，基团A1和A2之一代表式II的基团和基团A1中的另一个且A2表示任选取代的或官能改性的羟基或氨基。（II）在式II中，T表示NH或O，Y表示也可被氧羰基或亚氨基羰基间隔的任选取代的亚烷基，W表示氢，Z表示任选酯化或醚化的1,2-二羟乙基或2-羟乙基，或W和Z表示任选酯化或醚化的羟甲基。

7. 发明授权

US4406890A Novel lipophilic muramyl peptides and processes for their manufacture 失效
标题翻译：新型亲脂胞壁酰多肽及其制备方法
公开(公告)号：US4406890A
公开(公告)日：1983-09-27
申请号：US283759
申请日：1981-07-16
申请人： Lajos Tarcsay , Gerhard Baschang , Albert Hartmann , Jaroslav Stanek
发明人： Lajos Tarcsay , Gerhard Baschang , Albert Hartmann , Jaroslav Stanek
IPC分类号： C07H13/00 , A61K38/00 , A61K38/14 , A61K39/39 , A61P37/04 , C07K1/06 , C07K1/113 , C07K9/00 , C07K14/52 , C07K14/53 , C07K14/535 , A61K37/02 , C07C103/52 , C07G7/00
CPC分类号： C07K9/005
摘要： The invention relates to muramyl peptide compounds, especially of the formula ##STR1## in which R.sub.1 represents, for example, alkyl or phenyl,R.sub.3 represents, for example, hydrogen or methyl andR.sub.5 represents, for example, hydrogen or lower alkyl optionally substituted, for example, by hydroxy, mercapto, or methylthio,and in which one of the radicalsA.sub.1 and A.sub.2 represents a group of the formula ##STR2## in which T represents the group of the formula -NH or -O, andY represents an alkylene radical optionally interrupted by a radical of the formula -CO-O- or -CO-NH-,and in whichW represents hydrogen andZ represents a hydroxy-substituted ethyl group, wherein at least one hydroxy group is esterified by a long-chained acyl radical orW and Z represent hydroxymethyl, wherein hydroxy is esterified by a long-chained acyl radical,and the other of the radicals A.sub.1 and A.sub.2 represents optionally etherified hydroxy or optionally substituted amino.The novel compounds have immunopotentiating properties.
摘要翻译：本发明涉及胞壁酰胺肽化合物，特别是式（I）的化合物，其中R 1表示例如烷基或苯基，R 3表示例如氢或甲基，R 5表示例如氢或低级烷基任选地被羟基，巯基或甲硫基取代，其中基团A1和A2中的一个表示式为“IMAGE”的基团，其中T表示式-NH或-O的基团，Y 表示任选地被式-CO-O-或-CO-NH-的基团中断的亚烷基，其中W表示氢，Z表示羟基取代的乙基，其中至少一个羟基被长链酰基或W和Z表示羟甲基，其中羟基被长链酰基酯化，基团A1和A2中的另一个表示任选醚化的羟基或任选取代的氨基。该新化合物具有免疫增强特性。

8. 发明授权

US4409209A Novel phosphorylmuramyl peptides and processes for the manufacture thereof 失效
公开(公告)号：US4409209A
公开(公告)日：1983-10-11
申请号：US327381
申请日：1981-12-04
申请人： Gerhard Baschang , Lajos Tarcsay , Albert Hartmann , Jaroslav Stanek
发明人： Gerhard Baschang , Lajos Tarcsay , Albert Hartmann , Jaroslav Stanek
IPC分类号： C07K9/00 , A61K37/00
CPC分类号： C07K9/005
摘要： Phosphorylmuramyl peptides of the formula ##STR1## are immuno-potentiating. In the formula, R.sub.1 represents optionally substituted alkyl or aryl, R.sub.2, R.sub.4, R.sub.6 and R.sub.7 represent, for example, hydrogen, R.sub.3 represents hydrogen or lower alkyl, R.sub.5 represents, for example, hydrogen, lower alkyl, hydroxy-lower alkyl, amino-lower alkyl, cycloalkyl, cycloalkyl-lower alkyl, aryl or aralkyl, or nitrogen-containing heterocyclyl or heterocyclyl-lower alkyl, and one of the radicals A.sub.1 and A.sub.2 represents a radical of the formula (II) ##STR2## In the formula (II), T represents NH or O, Y represents an optionally substituted alkylene group, which may also be interrupted by one or two oxycarbonyl and/or iminocarbonyl groups, and W represents an aliphatic radical or a cycloalkyl or cycloalkenyl radical having more than 6 carbon atoms. The other of the radicals A.sub.1 and A.sub.2 represents free or etherified hydroxy, amino, lower alkylamino or aminocarbonyl-lower alkylamino.

9. 发明授权

US4397844A Antigen derivatives and processes for their preparation 失效
公开(公告)号：US4397844A
公开(公告)日：1983-08-09
申请号：US303244
申请日：1981-09-17
申请人： Gerhard Baschang , Felix M. Dietrich , Roland Gisler , Albert Hartmann , Jaroslav Stanek , Lajos Tarcsay
发明人： Gerhard Baschang , Felix M. Dietrich , Roland Gisler , Albert Hartmann , Jaroslav Stanek , Lajos Tarcsay
IPC分类号： A61K39/00 , A61K39/385 , C07H9/04 , C07H23/00 , C07K9/00 , A61K37/00 , C07C103/52
CPC分类号： C07H9/04 , A61K39/00 , A61K39/385 , C07H23/00 , C07K9/005 , A61K2039/55583 , A61K2039/6062 , Y10S530/806 , Y10S530/807
摘要： The invention relates to novel antigen derivatives comprising an antigen and at least one muramylpeptide covalently bonded thereto, if appropriate via a spacer, to pharmaceutical preparations which contain such compounds and to their use as a vaccine.The novel antigen derivatives produce a pronounced increase in the immuno-response to the antigen, and in particular also a cell-medicated immunity under clinically acceptable conditions of administration.

10. 发明授权

US4323560A Novel phosphorylmuramyl peptides and processes for the manufacture thereof 失效
标题翻译：新型磷酰木瓜霉糖肽及其制备方法
公开(公告)号：US4323560A
公开(公告)日：1982-04-06
申请号：US194104
申请日：1980-10-06
申请人： Gerhard Baschang , Lajos Tarcsay , Albert Hartmann , Jaroslav Stanek
发明人： Gerhard Baschang , Lajos Tarcsay , Albert Hartmann , Jaroslav Stanek
IPC分类号： A61K31/70 , A61P37/04 , C07J17/00 , C07K1/113 , C07K9/00 , C07K14/52 , C07K14/53 , C07K14/535 , A61K37/00 , A61K37/02 , C07C103/52
CPC分类号： C07K9/005
摘要： Phosphorylmuramyl peptides of the formula ##STR1## are immuno-potentiating. In the formula, R.sub.1 represents optionally substituted alkyl or aryl, R.sub.2, R.sub.4, R.sub.6 and R.sub.7 represent, for example, hydrogen, R.sub.3 represents hydrogen or lower alkyl, R.sub.5 represents, for example, hydrogen, lower alkyl, hydroxy-lower alkyl, amino-lower alkyl, cycloalkyl, cycloalkyl-lower alkyl, aryl or aralkyl, or nitrogen-containing heterocyclyl or heterocyclyl-lower alkyl, and one of the radicals A.sub.1 and A.sub.2 represents a radical of the formula (II) ##STR2## In the formula (II), T represents NH or O, Y represents an optionally substituted alkylene group, which may also be interrupted by one or two oxycarbonyl and/or iminocarbonyl groups, and W represents an aliphatic radical or a cycloalkyl or cycloalkenyl radical having more than 6 carbon atoms. The other of the radicals A.sub.1 and A.sub.2 represents free or etherified hydroxy, amino, lower alkylamino or aminocarbonyl-lower alkylamino.
摘要翻译：式“IMAGE”的磷酰木瓜霉素肽是免疫增强的。在该式中，R 1表示任选取代的烷基或芳基，R 2，R 4，R 6和R 7表示例如氢，R 3表示氢或低级烷基，R 5表示例如氢，低级烷基，羟基 - 低级烷基，氨基 - 低级烷基，环烷基，环烷基 - 低级烷基，芳基或芳烷基或含氮杂环基或杂环基 - 低级烷基，基团A1和A2之一表示式（II）的基团。式（II）中，T表示NH或O，Y表示任选取代的亚烷基，其也可被一个或两个氧羰基和/或亚氨基羰基间隔，W表示具有更多的脂族基团或环烷基或环烯基超过6个碳原子。基团A1和A2中的另一个表示游离的或醚化的羟基，氨基，低级烷基氨基或氨基羰基 - 低级烷基氨基。

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