IL155065A - History - 2 Aminopropene - 1, 3 - Diol and Pharmaceutical Preparations Containing Them - Google Patents
History - 2 Aminopropene - 1, 3 - Diol and Pharmaceutical Preparations Containing ThemInfo
- Publication number
- IL155065A IL155065A IL15506598A IL15506598A IL155065A IL 155065 A IL155065 A IL 155065A IL 15506598 A IL15506598 A IL 15506598A IL 15506598 A IL15506598 A IL 15506598A IL 155065 A IL155065 A IL 155065A
- Authority
- IL
- Israel
- Prior art keywords
- compound
- acid
- reaction
- present
- hydrate
- Prior art date
Links
- 239000008194 pharmaceutical composition Substances 0.000 title claims abstract description 10
- KJJPLEZQSCZCKE-UHFFFAOYSA-N 2-aminopropane-1,3-diol Chemical class OCC(N)CO KJJPLEZQSCZCKE-UHFFFAOYSA-N 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 385
- 239000002253 acid Substances 0.000 claims abstract description 58
- 150000003839 salts Chemical class 0.000 claims abstract description 37
- 125000002252 acyl group Chemical group 0.000 claims abstract description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 11
- 239000001257 hydrogen Substances 0.000 claims abstract description 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 6
- -1 4- (l-oxo-6-phenylhexyl) phenyl Chemical group 0.000 claims description 122
- 239000000203 mixture Substances 0.000 claims description 64
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 32
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 16
- 239000004480 active ingredient Substances 0.000 claims description 13
- 229960003444 immunosuppressant agent Drugs 0.000 claims description 11
- 239000003018 immunosuppressive agent Substances 0.000 claims description 11
- 230000001861 immunosuppressant effect Effects 0.000 claims description 8
- 125000003545 alkoxy group Chemical group 0.000 claims description 7
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 claims description 7
- 125000003435 aroyl group Chemical group 0.000 claims description 5
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 4
- 125000005098 aryl alkoxy carbonyl group Chemical group 0.000 claims description 4
- 150000002431 hydrogen Chemical class 0.000 claims description 4
- 238000011282 treatment Methods 0.000 abstract description 21
- 239000003814 drug Substances 0.000 abstract description 13
- 230000001506 immunosuppresive effect Effects 0.000 abstract description 11
- 210000000056 organ Anatomy 0.000 abstract description 9
- 231100000419 toxicity Toxicity 0.000 abstract description 8
- 230000001988 toxicity Effects 0.000 abstract description 8
- 208000023275 Autoimmune disease Diseases 0.000 abstract description 7
- 230000002265 prevention Effects 0.000 abstract description 7
- 229940079593 drug Drugs 0.000 abstract description 6
- 238000010322 bone marrow transplantation Methods 0.000 abstract description 5
- 208000026935 allergic disease Diseases 0.000 abstract description 4
- 239000003937 drug carrier Chemical class 0.000 abstract description 4
- 230000001629 suppression Effects 0.000 abstract description 2
- 238000006243 chemical reaction Methods 0.000 description 124
- 238000000034 method Methods 0.000 description 115
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 102
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 82
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 79
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 79
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 75
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 68
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 64
- 241000700159 Rattus Species 0.000 description 60
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 60
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 58
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 57
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 56
- 239000000243 solution Substances 0.000 description 53
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 52
- 238000009833 condensation Methods 0.000 description 47
- 230000005494 condensation Effects 0.000 description 47
- 239000002904 solvent Substances 0.000 description 46
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 45
- 230000009467 reduction Effects 0.000 description 43
- 238000006722 reduction reaction Methods 0.000 description 43
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 42
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 42
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 39
- 210000004027 cell Anatomy 0.000 description 39
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 39
- 125000006239 protecting group Chemical group 0.000 description 38
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 36
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 36
- 239000002585 base Substances 0.000 description 35
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 33
- 239000000126 substance Substances 0.000 description 31
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 30
- 230000000694 effects Effects 0.000 description 28
- 150000002148 esters Chemical class 0.000 description 28
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 27
- 230000015572 biosynthetic process Effects 0.000 description 27
- 239000003795 chemical substances by application Substances 0.000 description 27
- 238000003786 synthesis reaction Methods 0.000 description 27
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 25
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 25
- 238000004587 chromatography analysis Methods 0.000 description 25
- 239000003456 ion exchange resin Substances 0.000 description 25
- 229920003303 ion-exchange polymer Polymers 0.000 description 25
- 238000001953 recrystallisation Methods 0.000 description 25
- 238000000638 solvent extraction Methods 0.000 description 25
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 23
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 22
- 239000006210 lotion Substances 0.000 description 22
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 22
- 239000001294 propane Substances 0.000 description 22
- 210000003491 skin Anatomy 0.000 description 22
- 238000012360 testing method Methods 0.000 description 22
- 239000002674 ointment Substances 0.000 description 21
- 229960001760 dimethyl sulfoxide Drugs 0.000 description 20
- 238000002347 injection Methods 0.000 description 19
- 239000007924 injection Substances 0.000 description 19
- 229940126062 Compound A Drugs 0.000 description 18
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 18
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 18
- 230000002829 reductive effect Effects 0.000 description 18
- 210000004989 spleen cell Anatomy 0.000 description 18
- 239000011541 reaction mixture Substances 0.000 description 17
- JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 16
- 239000003995 emulsifying agent Substances 0.000 description 16
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 15
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 15
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 15
- 239000003638 chemical reducing agent Substances 0.000 description 15
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 15
- 238000004519 manufacturing process Methods 0.000 description 15
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical class O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 15
- 239000008096 xylene Substances 0.000 description 15
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 14
- GQHTUMJGOHRCHB-UHFFFAOYSA-N 2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine Chemical compound C1CCCCN2CCCN=C21 GQHTUMJGOHRCHB-UHFFFAOYSA-N 0.000 description 14
- GRTGGSXWHGKRSB-UHFFFAOYSA-N dichloromethyl methyl ether Chemical compound COC(Cl)Cl GRTGGSXWHGKRSB-UHFFFAOYSA-N 0.000 description 14
- ZCSHNCUQKCANBX-UHFFFAOYSA-N lithium diisopropylamide Chemical compound [Li+].CC(C)[N-]C(C)C ZCSHNCUQKCANBX-UHFFFAOYSA-N 0.000 description 14
- 210000004698 lymphocyte Anatomy 0.000 description 14
- 238000010898 silica gel chromatography Methods 0.000 description 14
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 13
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 13
- 239000003480 eluent Substances 0.000 description 13
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 13
- 239000010410 layer Substances 0.000 description 13
- 239000007787 solid Substances 0.000 description 13
- 239000000829 suppository Substances 0.000 description 13
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 12
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 12
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 12
- 239000003153 chemical reaction reagent Substances 0.000 description 12
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 12
- 201000010099 disease Diseases 0.000 description 12
- 230000004083 survival effect Effects 0.000 description 12
- 229940086542 triethylamine Drugs 0.000 description 12
- 238000005481 NMR spectroscopy Methods 0.000 description 11
- 239000013078 crystal Substances 0.000 description 11
- 238000000921 elemental analysis Methods 0.000 description 11
- 210000000548 hind-foot Anatomy 0.000 description 11
- 238000002649 immunization Methods 0.000 description 11
- 239000007788 liquid Substances 0.000 description 11
- 239000003960 organic solvent Substances 0.000 description 11
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 11
- 239000000725 suspension Substances 0.000 description 11
- 239000012980 RPMI-1640 medium Substances 0.000 description 10
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 10
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 10
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 10
- 239000002671 adjuvant Substances 0.000 description 10
- 125000001931 aliphatic group Chemical group 0.000 description 10
- 230000035584 blastogenesis Effects 0.000 description 10
- 230000037396 body weight Effects 0.000 description 10
- 239000006285 cell suspension Substances 0.000 description 10
- 230000003053 immunization Effects 0.000 description 10
- 230000002401 inhibitory effect Effects 0.000 description 10
- 239000012280 lithium aluminium hydride Substances 0.000 description 10
- 229910052751 metal Inorganic materials 0.000 description 10
- 239000002184 metal Substances 0.000 description 10
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 description 10
- 239000012312 sodium hydride Substances 0.000 description 10
- 229910000104 sodium hydride Inorganic materials 0.000 description 10
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 description 9
- 241000699670 Mus sp. Species 0.000 description 9
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 9
- 239000000543 intermediate Substances 0.000 description 9
- 239000003883 ointment base Substances 0.000 description 9
- NTTOTNSKUYCDAV-UHFFFAOYSA-N potassium hydride Chemical compound [KH] NTTOTNSKUYCDAV-UHFFFAOYSA-N 0.000 description 9
- 229910000105 potassium hydride Inorganic materials 0.000 description 9
- 238000002360 preparation method Methods 0.000 description 9
- 108010002350 Interleukin-2 Proteins 0.000 description 8
- 102000000588 Interleukin-2 Human genes 0.000 description 8
- 239000012448 Lithium borohydride Substances 0.000 description 8
- 239000000654 additive Substances 0.000 description 8
- 208000006673 asthma Diseases 0.000 description 8
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 8
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 8
- 238000002330 electrospray ionisation mass spectrometry Methods 0.000 description 8
- 239000003889 eye drop Substances 0.000 description 8
- 235000011187 glycerol Nutrition 0.000 description 8
- 238000002844 melting Methods 0.000 description 8
- 230000008018 melting Effects 0.000 description 8
- 230000035755 proliferation Effects 0.000 description 8
- 239000012279 sodium borohydride Substances 0.000 description 8
- 229910000033 sodium borohydride Inorganic materials 0.000 description 8
- 230000003381 solubilizing effect Effects 0.000 description 8
- 210000000952 spleen Anatomy 0.000 description 8
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 7
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 7
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 7
- 239000000443 aerosol Substances 0.000 description 7
- 125000003277 amino group Chemical group 0.000 description 7
- 125000001589 carboacyl group Chemical group 0.000 description 7
- 238000001816 cooling Methods 0.000 description 7
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- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 7
- 238000010438 heat treatment Methods 0.000 description 7
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- 239000007923 nasal drop Substances 0.000 description 7
- 239000003921 oil Substances 0.000 description 7
- 235000019198 oils Nutrition 0.000 description 7
- 235000019271 petrolatum Nutrition 0.000 description 7
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 7
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 7
- 229920000053 polysorbate 80 Polymers 0.000 description 7
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 7
- 238000002054 transplantation Methods 0.000 description 7
- 150000003626 triacylglycerols Chemical class 0.000 description 7
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 6
- 241000282414 Homo sapiens Species 0.000 description 6
- NWIBSHFKIJFRCO-WUDYKRTCSA-N Mytomycin Chemical compound C1N2C(C(C(C)=C(N)C3=O)=O)=C3[C@@H](COC(N)=O)[C@@]2(OC)[C@@H]2[C@H]1N2 NWIBSHFKIJFRCO-WUDYKRTCSA-N 0.000 description 6
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 6
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 6
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 6
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 6
- 238000005576 amination reaction Methods 0.000 description 6
- 239000000427 antigen Substances 0.000 description 6
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- 230000001419 dependent effect Effects 0.000 description 6
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- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 6
- 229910052736 halogen Inorganic materials 0.000 description 6
- 150000002367 halogens Chemical class 0.000 description 6
- 210000002216 heart Anatomy 0.000 description 6
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- 231100000252 nontoxic Toxicity 0.000 description 6
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- 229940068968 polysorbate 80 Drugs 0.000 description 6
- LEHBURLTIWGHEM-UHFFFAOYSA-N pyridinium chlorochromate Chemical compound [O-][Cr](Cl)(=O)=O.C1=CC=[NH+]C=C1 LEHBURLTIWGHEM-UHFFFAOYSA-N 0.000 description 6
- 229920006395 saturated elastomer Polymers 0.000 description 6
- FVAUCKIRQBBSSJ-UHFFFAOYSA-M sodium iodide Chemical compound [Na+].[I-] FVAUCKIRQBBSSJ-UHFFFAOYSA-M 0.000 description 6
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 6
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 6
- 208000027930 type IV hypersensitivity disease Diseases 0.000 description 6
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 6
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- 206010061218 Inflammation Diseases 0.000 description 5
- 241001465754 Metazoa Species 0.000 description 5
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- 239000004677 Nylon Substances 0.000 description 5
- 239000004264 Petrolatum Substances 0.000 description 5
- 210000001744 T-lymphocyte Anatomy 0.000 description 5
- QQIRAVWVGBTHMJ-UHFFFAOYSA-N [dimethyl-(trimethylsilylamino)silyl]methane;lithium Chemical compound [Li].C[Si](C)(C)N[Si](C)(C)C QQIRAVWVGBTHMJ-UHFFFAOYSA-N 0.000 description 5
- 239000000853 adhesive Substances 0.000 description 5
- 230000001070 adhesive effect Effects 0.000 description 5
- 229960001950 benzethonium chloride Drugs 0.000 description 5
- UREZNYTWGJKWBI-UHFFFAOYSA-M benzethonium chloride Chemical compound [Cl-].C1=CC(C(C)(C)CC(C)(C)C)=CC=C1OCCOCC[N+](C)(C)CC1=CC=CC=C1 UREZNYTWGJKWBI-UHFFFAOYSA-M 0.000 description 5
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 description 5
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 5
- 230000006378 damage Effects 0.000 description 5
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
- 125000004185 ester group Chemical group 0.000 description 5
- 125000005456 glyceride group Chemical group 0.000 description 5
- 230000008595 infiltration Effects 0.000 description 5
- 238000001764 infiltration Methods 0.000 description 5
- 230000004054 inflammatory process Effects 0.000 description 5
- 210000004185 liver Anatomy 0.000 description 5
- 210000003141 lower extremity Anatomy 0.000 description 5
- 210000001165 lymph node Anatomy 0.000 description 5
- 239000011777 magnesium Substances 0.000 description 5
- 239000002609 medium Substances 0.000 description 5
- 229920001778 nylon Polymers 0.000 description 5
- 239000007800 oxidant agent Substances 0.000 description 5
- 229940066842 petrolatum Drugs 0.000 description 5
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 description 5
- 239000003755 preservative agent Substances 0.000 description 5
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 5
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- RTKIYNMVFMVABJ-UHFFFAOYSA-L thimerosal Chemical compound [Na+].CC[Hg]SC1=CC=CC=C1C([O-])=O RTKIYNMVFMVABJ-UHFFFAOYSA-L 0.000 description 1
- 229940033663 thimerosal Drugs 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 229960001295 tocopherol Drugs 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- 125000005425 toluyl group Chemical group 0.000 description 1
- 231100000041 toxicology testing Toxicity 0.000 description 1
- 239000003053 toxin Substances 0.000 description 1
- 231100000765 toxin Toxicity 0.000 description 1
- 108700012359 toxins Proteins 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- 125000004665 trialkylsilyl group Chemical group 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- CMSYDJVRTHCWFP-UHFFFAOYSA-N triphenylphosphane;hydrobromide Chemical compound Br.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 CMSYDJVRTHCWFP-UHFFFAOYSA-N 0.000 description 1
- LEAHFJQFYSDGGP-UHFFFAOYSA-K trisodium;dihydrogen phosphate;hydrogen phosphate Chemical compound [Na+].[Na+].[Na+].OP(O)([O-])=O.OP([O-])([O-])=O LEAHFJQFYSDGGP-UHFFFAOYSA-K 0.000 description 1
- 201000008827 tuberculosis Diseases 0.000 description 1
- 208000001072 type 2 diabetes mellitus Diseases 0.000 description 1
- 230000005951 type IV hypersensitivity Effects 0.000 description 1
- JABYJIQOLGWMQW-UHFFFAOYSA-N undec-4-ene Chemical compound CCCCCCC=CCCC JABYJIQOLGWMQW-UHFFFAOYSA-N 0.000 description 1
- 125000000297 undecanoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000002485 urinary effect Effects 0.000 description 1
- 230000002792 vascular Effects 0.000 description 1
- 230000003966 vascular damage Effects 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 210000003462 vein Anatomy 0.000 description 1
- 201000005539 vernal conjunctivitis Diseases 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000010497 wheat germ oil Substances 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 238000002689 xenotransplantation Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/16—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and singly-bound oxygen atoms bound to the same carbon atom of an acyclic carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C225/00—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones
- C07C225/02—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton
- C07C225/14—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being unsaturated
- C07C225/16—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C215/22—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated
- C07C215/28—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings
- C07C215/34—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings containing hydroxy groups and carbon atoms of six-membered aromatic rings bound to the same carbon atom of the carbon skeleton and at least one hydroxy group bound to another carbon atom of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C223/00—Compounds containing amino and —CHO groups bound to the same carbon skeleton
- C07C223/02—Compounds containing amino and —CHO groups bound to the same carbon skeleton having amino groups bound to acyclic carbon atoms of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Immunology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Veterinary Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Transplantation (AREA)
- Pulmonology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP8625597 | 1997-04-04 | ||
IL13220898A IL132208A (en) | 1997-04-04 | 1998-04-03 | 2-aminopropane-1,3-diol derivatives and pharmaceutical compositions containing the same |
PCT/JP1998/001571 WO1998045249A1 (fr) | 1997-04-04 | 1998-04-03 | Composes 2-aminopropane-1,3-diol, leur utilisation pharmaceutique, et intermediaires servant a leur synthese |
Publications (2)
Publication Number | Publication Date |
---|---|
IL155065A0 IL155065A0 (en) | 2003-10-31 |
IL155065A true IL155065A (en) | 2004-01-04 |
Family
ID=13881722
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IL13220898A IL132208A (en) | 1997-04-04 | 1998-04-03 | 2-aminopropane-1,3-diol derivatives and pharmaceutical compositions containing the same |
IL15506698A IL155066A (en) | 1997-04-04 | 1998-04-03 | History 2 - Amino - 2 - (2 - Ethyl (converted)) Propane - 1, 3 - Diol Efficacy in the preparation of 2 - Aminopropene - 1, 3 - Diol |
IL15506598A IL155065A (en) | 1997-04-04 | 1998-04-03 | History - 2 Aminopropene - 1, 3 - Diol and Pharmaceutical Preparations Containing Them |
Family Applications Before (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IL13220898A IL132208A (en) | 1997-04-04 | 1998-04-03 | 2-aminopropane-1,3-diol derivatives and pharmaceutical compositions containing the same |
IL15506698A IL155066A (en) | 1997-04-04 | 1998-04-03 | History 2 - Amino - 2 - (2 - Ethyl (converted)) Propane - 1, 3 - Diol Efficacy in the preparation of 2 - Aminopropene - 1, 3 - Diol |
Country Status (18)
Country | Link |
---|---|
US (2) | US6214873B1 (de) |
EP (2) | EP1002792B1 (de) |
JP (1) | JP4045364B2 (de) |
KR (1) | KR100551931B1 (de) |
CN (2) | CN1137086C (de) |
AT (2) | ATE298740T1 (de) |
AU (1) | AU735853B2 (de) |
BR (1) | BR9808481A (de) |
CA (1) | CA2286315C (de) |
DE (2) | DE69825056T2 (de) |
DK (2) | DK1002792T3 (de) |
ES (2) | ES2226110T3 (de) |
IL (3) | IL132208A (de) |
NZ (1) | NZ500713A (de) |
PT (2) | PT1319651E (de) |
RU (1) | RU2198162C2 (de) |
SI (2) | SI1002792T1 (de) |
WO (1) | WO1998045249A1 (de) |
Families Citing this family (71)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6861442B1 (en) * | 1998-12-30 | 2005-03-01 | Sugen, Inc. | PYK2 and inflammation |
US6515117B2 (en) * | 1999-10-12 | 2003-02-04 | Bristol-Myers Squibb Company | C-aryl glucoside SGLT2 inhibitors and method |
CA2415678A1 (en) | 2000-07-13 | 2003-01-10 | Sankyo Company Limited | Amino alcohol derivatives |
AU2001296536A1 (en) | 2000-10-03 | 2002-04-15 | University Of Virginian Patent Foundation | Novel lysophosphatidic acid receptor agonists and antagonists |
US20040241211A9 (en) * | 2000-11-06 | 2004-12-02 | Fischell Robert E. | Devices and methods for reducing scar tissue formation |
US6534693B2 (en) * | 2000-11-06 | 2003-03-18 | Afmedica, Inc. | Surgically implanted devices having reduced scar tissue formation |
EP1383778B1 (de) | 2001-01-30 | 2009-10-21 | University Of Virginia Patent Foundation | Agonisten und antagonisten von sphingosin-1-phosphatrezeptoren |
EP1368015B1 (de) * | 2001-02-22 | 2006-08-09 | Novartis AG | Verwendung von beschleunigten lymphozyten zielansteuernden wirkstoffen zur herstellung eines medikaments für die behandlung der verzögertern transplantat-funktion |
US20030072717A1 (en) * | 2001-02-23 | 2003-04-17 | Vapotronics, Inc. | Inhalation device having an optimized air flow path |
DK1377593T3 (da) | 2001-03-26 | 2006-04-10 | Novartis Ag | 2-Amino-propanolderivater |
CA2448022C (en) * | 2001-05-21 | 2013-11-12 | Injet Digital Aerosols Limited | Compositions for protein delivery via the pulmonary route |
GB0117921D0 (en) * | 2001-07-23 | 2001-09-12 | Novartis Ag | Organic compounds |
DE60235900D1 (de) | 2001-09-27 | 2010-05-20 | Kyorin Seiyaku Kk | Osuppressivum |
DE60223699T2 (de) * | 2001-09-27 | 2008-10-30 | Kyorin Pharmaceutical Co., Ltd. | Diarylsulfidderivat, dessen additionssalz und immunsuppressivum |
GB0125443D0 (en) * | 2001-10-23 | 2001-12-12 | Novartis Ag | Organic Compounds |
PT1471054E (pt) | 2002-01-11 | 2009-09-23 | Daiichi Sankyo Co Ltd | Derivado de aminoálcool ou derivado de ácido fosfónico e composição medicinal que os contém |
US6797722B2 (en) * | 2002-05-03 | 2004-09-28 | Sigma-Tau Industrie Farmaceutiche Riunite S.P.A. | Use of 3-(2-ethylphenyl)-5-(3-methoxyphenyl)-1H-1,2,4-triazole for the treatment of autoimmune diseases |
CN1652757B (zh) | 2002-05-16 | 2012-02-08 | 诺瓦提斯公司 | Edg受体结合剂在癌症中的应用 |
GB0217152D0 (en) | 2002-07-24 | 2002-09-04 | Novartis Ag | Organic compounds |
EP1539674A1 (de) * | 2002-09-13 | 2005-06-15 | Novartis AG | Aminopropanol-derivate |
TWI376363B (en) * | 2002-09-24 | 2012-11-11 | Novartis Ag | Pharmaceutical combination for treating demyelinating disease |
AU2008200368B2 (en) * | 2003-04-08 | 2011-04-28 | Mitsubishi Tanabe Pharma Corporation | Solid pharmaceutical compositions comprising a S1P receptor agonist and a sugar alcohol |
PE20130200A1 (es) * | 2003-04-08 | 2013-03-09 | Novartis Ag | Composicion farmaceutica que contiene un agonista del receptor s1p y un alcohol de azucar |
AU2011205050B2 (en) * | 2003-04-08 | 2014-01-30 | Mitsubishi Tanabe Pharma Corporation | Solid pharmaceutical compositions comprising a S1P receptor agonist and a sugar alcohol |
JP4603531B2 (ja) * | 2003-04-30 | 2010-12-22 | ノバルティス アーゲー | スフィンゴシン−1−ホスフェートレセプターモジュレーターとしての、アミノプロパノール誘導体 |
MY150088A (en) | 2003-05-19 | 2013-11-29 | Irm Llc | Immunosuppressant compounds and compositions |
EP1484057A1 (de) * | 2003-06-06 | 2004-12-08 | Aventis Pharma Deutschland GmbH | Verwendung von 2-amino-1,3-propandiolderivaten zur herstrllung eines medikaments zur behandlung von bestimmten schmerzen |
US7524887B2 (en) | 2003-06-06 | 2009-04-28 | Sanofi-Aventis Deutschland Gmbh | 2-amino-1,3-propanediol compounds for the treatment of acute pain |
US20040265238A1 (en) * | 2003-06-27 | 2004-12-30 | Imtiaz Chaudry | Inhalable formulations for treating pulmonary hypertension and methods of using same |
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GB0324210D0 (en) * | 2003-10-15 | 2003-11-19 | Novartis Ag | Organic compounds |
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GB0500020D0 (en) | 2005-01-04 | 2005-02-09 | Novartis Ag | Organic compounds |
KR20110136901A (ko) | 2004-02-24 | 2011-12-21 | 상꾜 가부시키가이샤 | 아미노 알코올 화합물 |
JP2007536310A (ja) * | 2004-05-03 | 2007-12-13 | ノバルティス アクチエンゲゼルシャフト | S1p受容体アゴニストおよびjak3キナーゼ阻害剤を含む、組合せ剤 |
EP1750722A4 (de) | 2004-05-06 | 2010-03-10 | Univ Virginia | Neue lysophosphatidsäure-rezeptorselektive antagonisten |
GB0411929D0 (en) * | 2004-05-27 | 2004-06-30 | Novartis Ag | Organic compounds |
US20110104186A1 (en) | 2004-06-24 | 2011-05-05 | Nicholas Valiante | Small molecule immunopotentiators and assays for their detection |
JP4917433B2 (ja) | 2004-07-16 | 2012-04-18 | 杏林製薬株式会社 | 効果的な医薬の使用法及び副作用発現の防御に関する方法 |
JP4919374B2 (ja) * | 2004-07-29 | 2012-04-18 | 第一三共株式会社 | 免疫抑制剤としての医薬組成物 |
TW200611687A (en) * | 2004-07-29 | 2006-04-16 | Sankyo Co | Pharmaceutical compositions used for immunosuppressant |
AU2005266449B2 (en) | 2004-07-30 | 2009-10-08 | Novartis Ag | Compound formulations of 2-amino-1,3-propanediol compounds |
US20060223866A1 (en) * | 2004-08-13 | 2006-10-05 | Praecis Pharmaceuticals, Inc. | Methods and compositions for modulating sphingosine-1-phosphate (S1P) receptor activity |
EP1781595A1 (de) * | 2004-08-13 | 2007-05-09 | Praecis Pharmaceuticals Inc. | Verfahren und zusammensetzungen zur modulation von sphingosin-1-phosphat-rezeptoraktivität |
PT2511262T (pt) * | 2004-10-12 | 2017-03-30 | Kyorin Seiyaku Kk | Processo para a produção de cloridrato de 2-amino-2-[2-[4-(3- benziloxi-feniltio)-2-clorofenil[etil]-1,3-propanodiol |
MX2007006373A (es) | 2004-11-29 | 2007-06-20 | Novartis Ag | Regimen de dosificacion de un agonista del receptor s1p. |
CA2595960A1 (en) * | 2005-02-08 | 2006-08-17 | Novartis Ag | Antilymphocyte antibody induction by combination of an s1p receptor agonist/modulator and of immunosuppressive drugs |
GB0504544D0 (en) | 2005-03-04 | 2005-04-13 | Novartis Ag | Organic compounds |
TW200702326A (en) * | 2005-05-31 | 2007-01-16 | Mitsubishi Pharma Corp | 2-aminobutanol compound and its pharmaceutical use |
TWI418350B (zh) * | 2005-06-24 | 2013-12-11 | Sankyo Co | 含有ppar調節劑之醫藥組成物的用途 |
GT200600350A (es) * | 2005-08-09 | 2007-03-28 | Formulaciones líquidas | |
EP1932522B1 (de) * | 2005-10-07 | 2012-05-23 | Kyorin Pharmaceutical Co., Ltd. | Therapeutisches Mittel gegen Lebererkrankungen mit einem 2-Amino-1,3-propandiol-Derivat als Wirkstoff |
TWI389683B (zh) * | 2006-02-06 | 2013-03-21 | Kyorin Seiyaku Kk | A therapeutic agent for an inflammatory bowel disease or an inflammatory bowel disease treatment using a 2-amino-1,3-propanediol derivative as an active ingredient |
RU2448976C2 (ru) | 2006-04-11 | 2012-04-27 | Новартис Аг | Ингибиторы hcv/вич и их применение |
GB0612721D0 (en) | 2006-06-27 | 2006-08-09 | Novartis Ag | Organic compounds |
TW200815600A (en) | 2006-08-04 | 2008-04-01 | Daiichi Sankyo Co Ltd | An enzyme for phosphorizing a medicine |
RS53080B (en) * | 2006-08-08 | 2014-06-30 | Kyorin Pharmaceutical Co. Ltd. | AMINOPHOSPHORIC ACID ETHAR DERIVATIVE AND S1P RECEPTOR MODULATOR CONTAINING THE SAME AS THE ACTIVE INGREDIENT |
WO2008018447A1 (fr) * | 2006-08-08 | 2008-02-14 | Kyorin Pharmaceutical Co., Ltd. | Dérivé d'aminoalcool et immunodépresseur le contenant en tant que principe actif |
PL3103448T3 (pl) | 2006-09-26 | 2019-12-31 | Novartis Ag | Kompozycje farmaceutyczne zawierające modulator S1P |
WO2008121709A1 (en) * | 2007-03-30 | 2008-10-09 | Transport Pharmaceuticals, Inc. | Pharmaceutical formulations for iontophoretic delivery of an anti-fungal drug |
KR101161498B1 (ko) | 2007-06-14 | 2012-06-29 | 미쓰비시 타나베 파마 코퍼레이션 | 아민 화합물 및 그 의약 용도 |
DE102007039954A1 (de) * | 2007-08-23 | 2009-02-26 | Henkel Ag & Co. Kgaa | Reduktive Entfärbung keratinhaltiger Fasern |
WO2009048993A2 (en) | 2007-10-12 | 2009-04-16 | Novartis Ag | Compositions comprising sphingosine 1 phosphate (s1p) receptor modulators |
TW200946105A (en) | 2008-02-07 | 2009-11-16 | Kyorin Seiyaku Kk | Therapeutic agent or preventive agent for inflammatory bowel disease containing amino alcohol derivative as active ingredient |
US20110182850A1 (en) | 2009-04-10 | 2011-07-28 | Trixi Brandl | Organic compounds and their uses |
US8512690B2 (en) | 2009-04-10 | 2013-08-20 | Novartis Ag | Derivatised proline containing peptide compounds as protease inhibitors |
EA201390532A1 (ru) | 2010-10-08 | 2013-09-30 | Новартис Аг | Композиции сульфамидых ингибиторов ns3, содержащие витамин е |
JO3177B1 (ar) | 2011-04-01 | 2018-03-08 | Novartis Ag | تركيبات تتالف من 2-أمينو-2- [ 2- ( 4- أكتيل فينيل ) إثيل ] بروبان - 3, 1- ديول |
EP2842937B1 (de) | 2012-04-23 | 2018-01-17 | Mitsubishi Tanabe Pharma Corporation | Aminverbindung und verwendung davon für medizinische zwecke |
CN110862409B (zh) * | 2019-12-04 | 2021-08-20 | 江南大学 | 一种制备含二元醇结构的硅烷类化合物及其改性水性聚氨酯的方法 |
US20220153684A1 (en) * | 2020-11-13 | 2022-05-19 | Shivalik Rasayan Limited | Process for preparation of fingolimod hydrochloride |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3660488A (en) * | 1965-07-16 | 1972-05-02 | Phillips Petroleum Co | 2-halo-alkylene- and -cyclopentylene-2-amino-propane 1 3-diols |
DE122011100012I1 (de) * | 1992-10-21 | 2011-10-20 | Mitsubishi Tanabe Pharma Corp | 2-Amino-1, 3-propandiolverbindung und immunosuppressium. |
DE69524962T4 (de) * | 1994-08-22 | 2003-08-28 | Mitsubishi Pharma Corp., Osaka | Benzolderivate und deren medizinische verwendung |
-
1998
- 1998-04-03 NZ NZ500713A patent/NZ500713A/xx not_active IP Right Cessation
- 1998-04-03 DE DE69825056T patent/DE69825056T2/de not_active Expired - Lifetime
- 1998-04-03 BR BR9808481-0A patent/BR9808481A/pt active Search and Examination
- 1998-04-03 IL IL13220898A patent/IL132208A/xx not_active IP Right Cessation
- 1998-04-03 DE DE69830756T patent/DE69830756T2/de not_active Expired - Lifetime
- 1998-04-03 CN CNB988058804A patent/CN1137086C/zh not_active Expired - Fee Related
- 1998-04-03 AU AU65230/98A patent/AU735853B2/en not_active Ceased
- 1998-04-03 DK DK98911211T patent/DK1002792T3/da active
- 1998-04-03 CN CNB03136893XA patent/CN1290819C/zh not_active Expired - Fee Related
- 1998-04-03 IL IL15506698A patent/IL155066A/en not_active IP Right Cessation
- 1998-04-03 AT AT03003623T patent/ATE298740T1/de active
- 1998-04-03 ES ES98911211T patent/ES2226110T3/es not_active Expired - Lifetime
- 1998-04-03 AT AT98911211T patent/ATE271028T1/de active
- 1998-04-03 US US09/402,375 patent/US6214873B1/en not_active Ceased
- 1998-04-03 KR KR1019997009082A patent/KR100551931B1/ko not_active IP Right Cessation
- 1998-04-03 CA CA002286315A patent/CA2286315C/en not_active Expired - Fee Related
- 1998-04-03 JP JP54259298A patent/JP4045364B2/ja not_active Expired - Fee Related
- 1998-04-03 EP EP98911211A patent/EP1002792B1/de not_active Expired - Lifetime
- 1998-04-03 PT PT03003623T patent/PT1319651E/pt unknown
- 1998-04-03 RU RU99123047/04A patent/RU2198162C2/ru not_active IP Right Cessation
- 1998-04-03 US US10/410,387 patent/USRE39072E1/en not_active Expired - Lifetime
- 1998-04-03 EP EP03003623A patent/EP1319651B1/de not_active Expired - Lifetime
- 1998-04-03 DK DK03003623T patent/DK1319651T3/da active
- 1998-04-03 WO PCT/JP1998/001571 patent/WO1998045249A1/ja active IP Right Grant
- 1998-04-03 SI SI9830698T patent/SI1002792T1/xx unknown
- 1998-04-03 ES ES03003623T patent/ES2240868T3/es not_active Expired - Lifetime
- 1998-04-03 SI SI9830785T patent/SI1319651T1/xx unknown
- 1998-04-03 IL IL15506598A patent/IL155065A/en not_active IP Right Cessation
- 1998-04-03 PT PT98911211T patent/PT1002792E/pt unknown
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