KR940703803A - 2-아미노-1, 3- 프로판디올 화합물 및 면역 억제제(2-amino-1,3-propanediol compound and immunosupressant) - Google Patents
2-아미노-1, 3- 프로판디올 화합물 및 면역 억제제(2-amino-1,3-propanediol compound and immunosupressant)Info
- Publication number
- KR940703803A KR940703803A KR1019940702174A KR19940702174A KR940703803A KR 940703803 A KR940703803 A KR 940703803A KR 1019940702174 A KR1019940702174 A KR 1019940702174A KR 19940702174 A KR19940702174 A KR 19940702174A KR 940703803 A KR940703803 A KR 940703803A
- Authority
- KR
- South Korea
- Prior art keywords
- amino
- propanediol
- substituted
- alkyl
- ethyl
- Prior art date
Links
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 title claims 24
- 229920000166 polytrimethylene carbonate Polymers 0.000 title claims 24
- -1 2-amino-1,3-propanediol compound Chemical class 0.000 claims abstract 100
- 125000000217 alkyl group Chemical group 0.000 claims abstract 100
- 125000002252 acyl group Chemical group 0.000 claims abstract 45
- 150000003839 salts Chemical class 0.000 claims abstract 45
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims abstract 41
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 21
- 239000001257 hydrogen Substances 0.000 claims abstract 21
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract 19
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract 18
- 125000003118 aryl group Chemical group 0.000 claims abstract 18
- 150000001875 compounds Chemical class 0.000 claims abstract 17
- 150000002431 hydrogen Chemical class 0.000 claims abstract 13
- 239000003018 immunosuppressive agent Substances 0.000 claims abstract 5
- 208000023275 Autoimmune disease Diseases 0.000 claims abstract 3
- 229940125721 immunosuppressive agent Drugs 0.000 claims abstract 3
- KJJPLEZQSCZCKE-UHFFFAOYSA-N 2-aminopropane-1,3-diol Chemical class OCC(N)CO KJJPLEZQSCZCKE-UHFFFAOYSA-N 0.000 claims abstract 2
- 239000003814 drug Substances 0.000 claims abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 44
- 125000003545 alkoxy group Chemical group 0.000 claims 36
- 229910052736 halogen Inorganic materials 0.000 claims 36
- 150000002367 halogens Chemical class 0.000 claims 36
- 125000003302 alkenyloxy group Chemical group 0.000 claims 27
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 24
- 229940035437 1,3-propanediol Drugs 0.000 claims 23
- 125000004442 acylamino group Chemical group 0.000 claims 23
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 claims 23
- 125000004414 alkyl thio group Chemical group 0.000 claims 23
- 125000005133 alkynyloxy group Chemical group 0.000 claims 23
- 125000004423 acyloxy group Chemical group 0.000 claims 22
- 125000005115 alkyl carbamoyl group Chemical group 0.000 claims 22
- 125000001072 heteroaryl group Chemical group 0.000 claims 22
- 125000003282 alkyl amino group Chemical group 0.000 claims 21
- 125000000753 cycloalkyl group Chemical group 0.000 claims 20
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 19
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 19
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 19
- 125000001424 substituent group Chemical group 0.000 claims 19
- 125000002723 alicyclic group Chemical group 0.000 claims 18
- 125000001188 haloalkyl group Chemical group 0.000 claims 18
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims 17
- 125000004438 haloalkoxy group Chemical group 0.000 claims 14
- 125000003884 phenylalkyl group Chemical group 0.000 claims 13
- 125000005717 substituted cycloalkylene group Chemical group 0.000 claims 12
- 125000005530 alkylenedioxy group Chemical group 0.000 claims 11
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 11
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims 11
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims 11
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 10
- 125000000732 arylene group Chemical group 0.000 claims 10
- 125000004104 aryloxy group Chemical group 0.000 claims 10
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 10
- 125000005549 heteroarylene group Chemical group 0.000 claims 10
- 125000005842 heteroatom Chemical group 0.000 claims 10
- 229910052760 oxygen Inorganic materials 0.000 claims 10
- 239000001301 oxygen Substances 0.000 claims 10
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims 10
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 10
- 229910052717 sulfur Inorganic materials 0.000 claims 10
- 239000011593 sulfur Substances 0.000 claims 10
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical class [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 7
- 125000005343 heterocyclic alkyl group Chemical group 0.000 claims 7
- 125000005359 phenoxyalkyl group Chemical group 0.000 claims 7
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 7
- 125000003107 substituted aryl group Chemical group 0.000 claims 7
- 125000004430 oxygen atom Chemical group O* 0.000 claims 6
- 239000003795 chemical substances by application Substances 0.000 claims 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 5
- 125000002071 phenylalkoxy group Chemical group 0.000 claims 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims 4
- 125000003342 alkenyl group Chemical group 0.000 claims 3
- 125000002947 alkylene group Chemical group 0.000 claims 3
- 125000000304 alkynyl group Chemical group 0.000 claims 3
- 125000002541 furyl group Chemical group 0.000 claims 3
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 3
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims 3
- 230000000069 prophylactic effect Effects 0.000 claims 3
- 125000000547 substituted alkyl group Chemical group 0.000 claims 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 2
- JDJMXTBYBAZXKV-UHFFFAOYSA-N 2-amino-2-(10-phenyldecyl)propane-1,3-diol Chemical compound OCC(N)(CO)CCCCCCCCCCC1=CC=CC=C1 JDJMXTBYBAZXKV-UHFFFAOYSA-N 0.000 claims 2
- XOOADJWIILDCAQ-UHFFFAOYSA-N 2-amino-2-(12-phenoxydodecyl)propane-1,3-diol Chemical compound OCC(N)(CO)CCCCCCCCCCCCOC1=CC=CC=C1 XOOADJWIILDCAQ-UHFFFAOYSA-N 0.000 claims 2
- GZSURTJYFXYUJH-UHFFFAOYSA-N 2-amino-2-(13-phenyltridecyl)propane-1,3-diol Chemical compound OCC(N)(CO)CCCCCCCCCCCCCC1=CC=CC=C1 GZSURTJYFXYUJH-UHFFFAOYSA-N 0.000 claims 2
- UIZAQSMWJPNOOT-UHFFFAOYSA-N 2-amino-2-(8-phenylmethoxyoctyl)propane-1,3-diol Chemical compound OCC(N)(CO)CCCCCCCCOCC1=CC=CC=C1 UIZAQSMWJPNOOT-UHFFFAOYSA-N 0.000 claims 2
- JXAKCYOWWFCUAR-UHFFFAOYSA-N 2-amino-2-[2-(4-decylphenyl)ethyl]propane-1,3-diol Chemical compound CCCCCCCCCCC1=CC=C(CCC(N)(CO)CO)C=C1 JXAKCYOWWFCUAR-UHFFFAOYSA-N 0.000 claims 2
- CBZIYNCRQAOCQG-UHFFFAOYSA-N 2-amino-2-[2-(4-dodecylphenyl)ethyl]propane-1,3-diol Chemical compound CCCCCCCCCCCCC1=CC=C(CCC(N)(CO)CO)C=C1 CBZIYNCRQAOCQG-UHFFFAOYSA-N 0.000 claims 2
- KKWWOQPHXWAZME-UHFFFAOYSA-N 2-amino-2-[2-(4-heptoxyphenyl)ethyl]propane-1,3-diol Chemical compound CCCCCCCOC1=CC=C(CCC(N)(CO)CO)C=C1 KKWWOQPHXWAZME-UHFFFAOYSA-N 0.000 claims 2
- ZCQGLIFMOHCDGN-UHFFFAOYSA-N 2-amino-2-[2-(4-heptylphenyl)ethyl]propane-1,3-diol Chemical compound CCCCCCCC1=CC=C(CCC(N)(CO)CO)C=C1 ZCQGLIFMOHCDGN-UHFFFAOYSA-N 0.000 claims 2
- BHXQVMRZPIRWCQ-UHFFFAOYSA-N 2-amino-2-[2-(4-nonoxyphenyl)ethyl]propane-1,3-diol Chemical compound CCCCCCCCCOC1=CC=C(CCC(N)(CO)CO)C=C1 BHXQVMRZPIRWCQ-UHFFFAOYSA-N 0.000 claims 2
- ZHIYCKDBZCXAQL-UHFFFAOYSA-N 2-amino-2-[2-(4-nonylphenyl)ethyl]propane-1,3-diol Chemical compound CCCCCCCCCC1=CC=C(CCC(N)(CO)CO)C=C1 ZHIYCKDBZCXAQL-UHFFFAOYSA-N 0.000 claims 2
- KWFVWUWYUQXDNX-UHFFFAOYSA-N 2-amino-2-[2-(4-oct-7-enoxyphenyl)ethyl]propane-1,3-diol Chemical compound OCC(N)(CO)CCC1=CC=C(OCCCCCCC=C)C=C1 KWFVWUWYUQXDNX-UHFFFAOYSA-N 0.000 claims 2
- NESWGBXFIXAUKV-UHFFFAOYSA-N 2-amino-2-[2-(4-octoxyphenyl)ethyl]propane-1,3-diol Chemical compound CCCCCCCCOC1=CC=C(CCC(N)(CO)CO)C=C1 NESWGBXFIXAUKV-UHFFFAOYSA-N 0.000 claims 2
- UAAUTNFGEOTNNE-UHFFFAOYSA-N 2-amino-2-[2-(4-undecoxyphenyl)ethyl]propane-1,3-diol Chemical compound CCCCCCCCCCCOC1=CC=C(CCC(N)(CO)CO)C=C1 UAAUTNFGEOTNNE-UHFFFAOYSA-N 0.000 claims 2
- WYGWVODZJQOCQI-UHFFFAOYSA-N 2-amino-2-[2-(4-undecylphenyl)ethyl]propane-1,3-diol Chemical compound CCCCCCCCCCCC1=CC=C(CCC(N)(CO)CO)C=C1 WYGWVODZJQOCQI-UHFFFAOYSA-N 0.000 claims 2
- DJXKAISJGOVFDZ-UHFFFAOYSA-N 2-amino-2-[2-[4-(5-phenylpentoxymethyl)phenyl]ethyl]propane-1,3-diol Chemical compound C1=CC(CCC(CO)(CO)N)=CC=C1COCCCCCC1=CC=CC=C1 DJXKAISJGOVFDZ-UHFFFAOYSA-N 0.000 claims 2
- BQFHYBCCWLKPHO-UHFFFAOYSA-N 2-amino-2-[6-(8-phenyloctoxy)hexyl]propane-1,3-diol Chemical compound OCC(N)(CO)CCCCCCOCCCCCCCCC1=CC=CC=C1 BQFHYBCCWLKPHO-UHFFFAOYSA-N 0.000 claims 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- KKGQTZUTZRNORY-UHFFFAOYSA-N fingolimod Chemical compound CCCCCCCCC1=CC=C(CCC(N)(CO)CO)C=C1 KKGQTZUTZRNORY-UHFFFAOYSA-N 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 229960003444 immunosuppressant agent Drugs 0.000 claims 2
- 230000001861 immunosuppressant effect Effects 0.000 claims 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 claims 1
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 claims 1
- 125000006528 (C2-C6) alkyl group Chemical group 0.000 claims 1
- MYRKJSFPNVWZGT-UHFFFAOYSA-N 2-amino-2-(11-phenylundecyl)propane-1,3-diol Chemical compound OCC(N)(CO)CCCCCCCCCCCC1=CC=CC=C1 MYRKJSFPNVWZGT-UHFFFAOYSA-N 0.000 claims 1
- KIIPYAOCKRHVHI-UHFFFAOYSA-N 2-amino-2-(12-fluorododecyl)propane-1,3-diol Chemical compound OCC(N)(CO)CCCCCCCCCCCCF KIIPYAOCKRHVHI-UHFFFAOYSA-N 0.000 claims 1
- QLHAHWRIYFAOCR-UHFFFAOYSA-N 2-amino-2-(12-phenyldodecyl)propane-1,3-diol Chemical compound OCC(N)(CO)CCCCCCCCCCCCC1=CC=CC=C1 QLHAHWRIYFAOCR-UHFFFAOYSA-N 0.000 claims 1
- GEONXCGREIMCMM-UHFFFAOYSA-N 2-amino-2-(13-pyridin-2-yltridecyl)propane-1,3-diol Chemical compound OCC(N)(CO)CCCCCCCCCCCCCC1=CC=CC=N1 GEONXCGREIMCMM-UHFFFAOYSA-N 0.000 claims 1
- JXKCJCYUFDQMNY-UHFFFAOYSA-N 2-amino-2-(13-pyridin-3-yltridecyl)propane-1,3-diol Chemical compound OCC(N)(CO)CCCCCCCCCCCCCC1=CC=CN=C1 JXKCJCYUFDQMNY-UHFFFAOYSA-N 0.000 claims 1
- MWJXDEYZUHZOBY-UHFFFAOYSA-N 2-amino-2-(13-thiophen-2-yltridecyl)propane-1,3-diol Chemical compound OCC(N)(CO)CCCCCCCCCCCCCC1=CC=CS1 MWJXDEYZUHZOBY-UHFFFAOYSA-N 0.000 claims 1
- XXSXWBBEUPLNPW-UHFFFAOYSA-N 2-amino-2-(14-fluorotetradecyl)propane-1,3-diol Chemical compound OCC(N)(CO)CCCCCCCCCCCCCCF XXSXWBBEUPLNPW-UHFFFAOYSA-N 0.000 claims 1
- OLPPIVMAJKEBCW-UHFFFAOYSA-N 2-amino-2-(14-phenyltetradecyl)propane-1,3-diol Chemical compound OCC(N)(CO)CCCCCCCCCCCCCCC1=CC=CC=C1 OLPPIVMAJKEBCW-UHFFFAOYSA-N 0.000 claims 1
- PAKKNQWYDUTGFS-UHFFFAOYSA-N 2-amino-2-(15-phenylpentadecyl)propane-1,3-diol Chemical compound OCC(N)(CO)CCCCCCCCCCCCCCCC1=CC=CC=C1 PAKKNQWYDUTGFS-UHFFFAOYSA-N 0.000 claims 1
- OMMWEVVAMQHJNP-UHFFFAOYSA-N 2-amino-2-(16-phenylhexadecyl)propane-1,3-diol Chemical compound OCC(N)(CO)CCCCCCCCCCCCCCCCC1=CC=CC=C1 OMMWEVVAMQHJNP-UHFFFAOYSA-N 0.000 claims 1
- WFIAKGCLOHYWAM-UHFFFAOYSA-N 2-amino-2-(4-decylphenyl)propane-1,3-diol Chemical compound CCCCCCCCCCC1=CC=C(C(N)(CO)CO)C=C1 WFIAKGCLOHYWAM-UHFFFAOYSA-N 0.000 claims 1
- OZYASOFSEWSNIK-UHFFFAOYSA-N 2-amino-2-(4-dodecylphenyl)propane-1,3-diol Chemical compound CCCCCCCCCCCCC1=CC=C(C(N)(CO)CO)C=C1 OZYASOFSEWSNIK-UHFFFAOYSA-N 0.000 claims 1
- LXRDTFAGHJOIKJ-UHFFFAOYSA-N 2-amino-2-(4-hexadecylphenyl)propane-1,3-diol Chemical compound CCCCCCCCCCCCCCCCC1=CC=C(C(N)(CO)CO)C=C1 LXRDTFAGHJOIKJ-UHFFFAOYSA-N 0.000 claims 1
- JXYSMRWILAXXGJ-UHFFFAOYSA-N 2-amino-2-(4-tetradecylphenyl)propane-1,3-diol Chemical compound CCCCCCCCCCCCCCC1=CC=C(C(N)(CO)CO)C=C1 JXYSMRWILAXXGJ-UHFFFAOYSA-N 0.000 claims 1
- FAQAATFUVSNRTM-UHFFFAOYSA-N 2-amino-2-(9-phenoxynonyl)propane-1,3-diol Chemical compound OCC(N)(CO)CCCCCCCCCOC1=CC=CC=C1 FAQAATFUVSNRTM-UHFFFAOYSA-N 0.000 claims 1
- ATLXGVGXZWIUKP-UHFFFAOYSA-N 2-amino-2-(9-phenylnonyl)propane-1,3-diol Chemical compound OCC(N)(CO)CCCCCCCCCC1=CC=CC=C1 ATLXGVGXZWIUKP-UHFFFAOYSA-N 0.000 claims 1
- OBUYGVAWWQMKMG-UHFFFAOYSA-N 2-amino-2-(hydroxymethyl)icos-3-ene-1,3,14-triol Chemical compound CCCCCCC(CCCCCCCCCC=C(C(CO)(CO)N)O)O OBUYGVAWWQMKMG-UHFFFAOYSA-N 0.000 claims 1
- INTOPVHQXHFXFV-UHFFFAOYSA-N 2-amino-2-(hydroxymethyl)icos-3-ene-1,3,4,14-tetrol Chemical compound CCCCCCC(CCCCCCCCCC(=C(C(CO)(CO)N)O)O)O INTOPVHQXHFXFV-UHFFFAOYSA-N 0.000 claims 1
- NZQFPJFBQSSTIN-UHFFFAOYSA-N 2-amino-2-(hydroxymethyl)icos-3-ene-1,3,4-triol Chemical compound CCCCCCCCCCCCCCCCC(=C(C(CO)(CO)N)O)O NZQFPJFBQSSTIN-UHFFFAOYSA-N 0.000 claims 1
- DKCXKVNZNGXSGU-UHFFFAOYSA-N 2-amino-2-(hydroxymethyl)icos-6-ene-1,3,14-triol Chemical compound CCCCCCC(O)CCCCCCC=CCCC(O)C(N)(CO)CO DKCXKVNZNGXSGU-UHFFFAOYSA-N 0.000 claims 1
- ZPWAKEGUGTYZJD-UHFFFAOYSA-N 2-amino-2-(hydroxymethyl)icos-6-ene-1,3,4,14-tetrol Chemical compound CCCCCCC(O)CCCCCCC=CCC(O)C(O)C(N)(CO)CO ZPWAKEGUGTYZJD-UHFFFAOYSA-N 0.000 claims 1
- GYIACRCQLNZXCY-UHFFFAOYSA-N 2-amino-2-(hydroxymethyl)icos-6-ene-1,3,4-triol Chemical compound CCCCCCCCCCCCCC=CCC(O)C(O)C(N)(CO)CO GYIACRCQLNZXCY-UHFFFAOYSA-N 0.000 claims 1
- ACEXRJYBRTWKHI-UHFFFAOYSA-N 2-amino-2-[(4-decylphenoxy)methyl]propane-1,3-diol Chemical compound CCCCCCCCCCC1=CC=C(OCC(N)(CO)CO)C=C1 ACEXRJYBRTWKHI-UHFFFAOYSA-N 0.000 claims 1
- UJOZQNOQCHIUDI-UHFFFAOYSA-N 2-amino-2-[(4-dodecylphenoxy)methyl]propane-1,3-diol Chemical compound CCCCCCCCCCCCC1=CC=C(OCC(N)(CO)CO)C=C1 UJOZQNOQCHIUDI-UHFFFAOYSA-N 0.000 claims 1
- OHLQHFLADOYBCL-UHFFFAOYSA-N 2-amino-2-[(4-octylphenoxy)methyl]propane-1,3-diol Chemical compound CCCCCCCCC1=CC=C(OCC(N)(CO)CO)C=C1 OHLQHFLADOYBCL-UHFFFAOYSA-N 0.000 claims 1
- NBARKWQBMSWGRZ-UHFFFAOYSA-N 2-amino-2-[(4-tetradecylphenoxy)methyl]propane-1,3-diol Chemical compound CCCCCCCCCCCCCCC1=CC=C(OCC(N)(CO)CO)C=C1 NBARKWQBMSWGRZ-UHFFFAOYSA-N 0.000 claims 1
- MRINUWAIJRUOIG-UHFFFAOYSA-N 2-amino-2-[2-(1-octylpiperidin-4-yl)ethyl]propane-1,3-diol Chemical compound CCCCCCCCN1CCC(CCC(N)(CO)CO)CC1 MRINUWAIJRUOIG-UHFFFAOYSA-N 0.000 claims 1
- DPYHSJQYBLHGCH-UHFFFAOYSA-N 2-amino-2-[2-(4-decoxyphenyl)ethyl]propane-1,3-diol Chemical compound CCCCCCCCCCOC1=CC=C(CCC(N)(CO)CO)C=C1 DPYHSJQYBLHGCH-UHFFFAOYSA-N 0.000 claims 1
- DIHURAJHIHJUHG-UHFFFAOYSA-N 2-amino-2-[2-(4-decylphenyl)ethenyl]propane-1,3-diol Chemical compound CCCCCCCCCCC1=CC=C(C=CC(N)(CO)CO)C=C1 DIHURAJHIHJUHG-UHFFFAOYSA-N 0.000 claims 1
- JFFZPKGNQXSCMD-UHFFFAOYSA-N 2-amino-2-[2-(4-dodecoxyphenyl)ethyl]propane-1,3-diol Chemical compound CCCCCCCCCCCCOC1=CC=C(CCC(N)(CO)CO)C=C1 JFFZPKGNQXSCMD-UHFFFAOYSA-N 0.000 claims 1
- NWAOOYJFOOEDBP-UHFFFAOYSA-N 2-amino-2-[2-(4-dodecylcyclohexyl)ethyl]propane-1,3-diol Chemical compound CCCCCCCCCCCCC1CCC(CCC(N)(CO)CO)CC1 NWAOOYJFOOEDBP-UHFFFAOYSA-N 0.000 claims 1
- GUIWSRQGQSZYMN-UHFFFAOYSA-N 2-amino-2-[2-(4-dodecylphenyl)ethenyl]propane-1,3-diol Chemical compound CCCCCCCCCCCCC1=CC=C(C=CC(N)(CO)CO)C=C1 GUIWSRQGQSZYMN-UHFFFAOYSA-N 0.000 claims 1
- MYYFPIQDQBXQCD-UHFFFAOYSA-N 2-amino-2-[2-(4-hexoxyphenyl)ethyl]propane-1,3-diol Chemical compound CCCCCCOC1=CC=C(CCC(N)(CO)CO)C=C1 MYYFPIQDQBXQCD-UHFFFAOYSA-N 0.000 claims 1
- XCVQVRUXJXQFEU-UHFFFAOYSA-N 2-amino-2-[2-(4-nonylcyclohexyl)ethyl]propane-1,3-diol Chemical compound CCCCCCCCCC1CCC(CCC(N)(CO)CO)CC1 XCVQVRUXJXQFEU-UHFFFAOYSA-N 0.000 claims 1
- RRAVCMIWFYDGEM-UHFFFAOYSA-N 2-amino-2-[2-(4-octylcyclohexyl)ethyl]propane-1,3-diol Chemical compound CCCCCCCCC1CCC(CCC(N)(CO)CO)CC1 RRAVCMIWFYDGEM-UHFFFAOYSA-N 0.000 claims 1
- SUMFHVQSBPURCC-UHFFFAOYSA-N 2-amino-2-[2-(4-tetradecylphenyl)ethenyl]propane-1,3-diol Chemical compound CCCCCCCCCCCCCCC1=CC=C(C=CC(N)(CO)CO)C=C1 SUMFHVQSBPURCC-UHFFFAOYSA-N 0.000 claims 1
- FOSPLAWGLFKYCR-UHFFFAOYSA-N 2-amino-2-[2-(4-tetradecylphenyl)ethyl]propane-1,3-diol Chemical compound CCCCCCCCCCCCCCC1=CC=C(CCC(N)(CO)CO)C=C1 FOSPLAWGLFKYCR-UHFFFAOYSA-N 0.000 claims 1
- YMFOSSNINLWFTG-UHFFFAOYSA-N 2-amino-2-[2-(4-tridecoxyphenyl)ethyl]propane-1,3-diol Chemical compound CCCCCCCCCCCCCOC1=CC=C(CCC(N)(CO)CO)C=C1 YMFOSSNINLWFTG-UHFFFAOYSA-N 0.000 claims 1
- WGZUNRNJZJIWIR-UHFFFAOYSA-N 2-amino-2-[2-(4-tridecylphenyl)ethyl]propane-1,3-diol Chemical compound CCCCCCCCCCCCCC1=CC=C(CCC(N)(CO)CO)C=C1 WGZUNRNJZJIWIR-UHFFFAOYSA-N 0.000 claims 1
- JUNWMVZUXKGKAF-UHFFFAOYSA-N 2-amino-2-[2-(5-decylpyridin-2-yl)ethyl]propane-1,3-diol Chemical compound CCCCCCCCCCC1=CC=C(CCC(N)(CO)CO)N=C1 JUNWMVZUXKGKAF-UHFFFAOYSA-N 0.000 claims 1
- BBCGZDDYRFAVDF-UHFFFAOYSA-N 2-amino-2-[2-(5-decylthiophen-2-yl)ethyl]propane-1,3-diol Chemical compound CCCCCCCCCCC1=CC=C(CCC(N)(CO)CO)S1 BBCGZDDYRFAVDF-UHFFFAOYSA-N 0.000 claims 1
- KSQNJOVUTRSSGW-UHFFFAOYSA-N 2-amino-2-[2-(5-nonylthiophen-2-yl)ethyl]propane-1,3-diol Chemical compound CCCCCCCCCC1=CC=C(CCC(N)(CO)CO)S1 KSQNJOVUTRSSGW-UHFFFAOYSA-N 0.000 claims 1
- IHWOAKNSLAOGND-UHFFFAOYSA-N 2-amino-2-[2-(5-octylpyridin-2-yl)ethyl]propane-1,3-diol Chemical compound CCCCCCCCC1=CC=C(CCC(N)(CO)CO)N=C1 IHWOAKNSLAOGND-UHFFFAOYSA-N 0.000 claims 1
- YQENAZSQOAHBTF-UHFFFAOYSA-N 2-amino-2-[2-(5-octylthiophen-2-yl)ethyl]propane-1,3-diol Chemical compound CCCCCCCCC1=CC=C(CCC(N)(CO)CO)S1 YQENAZSQOAHBTF-UHFFFAOYSA-N 0.000 claims 1
- CDLUUWDZGGYQOD-UHFFFAOYSA-N 2-amino-2-[2-[4-(12-fluorododecyl)phenyl]ethyl]propane-1,3-diol Chemical compound OCC(N)(CO)CCC1=CC=C(CCCCCCCCCCCCF)C=C1 CDLUUWDZGGYQOD-UHFFFAOYSA-N 0.000 claims 1
- RJSCPMIYVHTYEL-UHFFFAOYSA-N 2-amino-2-[2-[4-(4-phenoxybutoxy)phenyl]ethyl]propane-1,3-diol Chemical compound C1=CC(CCC(CO)(CO)N)=CC=C1OCCCCOC1=CC=CC=C1 RJSCPMIYVHTYEL-UHFFFAOYSA-N 0.000 claims 1
- HUQIAZLNESVCGX-UHFFFAOYSA-N 2-amino-2-[2-[4-(4-phenoxybutyl)phenyl]ethyl]propane-1,3-diol Chemical compound C1=CC(CCC(CO)(CO)N)=CC=C1CCCCOC1=CC=CC=C1 HUQIAZLNESVCGX-UHFFFAOYSA-N 0.000 claims 1
- WJSPOUXRCCPISR-UHFFFAOYSA-N 2-amino-2-[2-[4-(5-phenoxypentoxy)phenyl]ethyl]propane-1,3-diol Chemical compound C1=CC(CCC(CO)(CO)N)=CC=C1OCCCCCOC1=CC=CC=C1 WJSPOUXRCCPISR-UHFFFAOYSA-N 0.000 claims 1
- OXXPHZZGZQLBFA-UHFFFAOYSA-N 2-amino-2-[2-[4-(5-phenoxypentyl)phenyl]ethyl]propane-1,3-diol Chemical compound C1=CC(CCC(CO)(CO)N)=CC=C1CCCCCOC1=CC=CC=C1 OXXPHZZGZQLBFA-UHFFFAOYSA-N 0.000 claims 1
- JHXUBPZYRXRCRA-UHFFFAOYSA-N 2-amino-2-[2-[4-(6-phenoxyhexoxy)phenyl]ethyl]propane-1,3-diol Chemical compound C1=CC(CCC(CO)(CO)N)=CC=C1OCCCCCCOC1=CC=CC=C1 JHXUBPZYRXRCRA-UHFFFAOYSA-N 0.000 claims 1
- ABWUOVHKXYAKTK-UHFFFAOYSA-N 2-amino-2-[2-[4-(6-phenoxyhexyl)phenyl]ethyl]propane-1,3-diol Chemical compound C1=CC(CCC(CO)(CO)N)=CC=C1CCCCCCOC1=CC=CC=C1 ABWUOVHKXYAKTK-UHFFFAOYSA-N 0.000 claims 1
- WVIWMKSFOLWEPK-UHFFFAOYSA-N 2-amino-2-[2-[4-(6-phenylhexoxy)phenyl]ethyl]propane-1,3-diol Chemical compound C1=CC(CCC(CO)(CO)N)=CC=C1OCCCCCCC1=CC=CC=C1 WVIWMKSFOLWEPK-UHFFFAOYSA-N 0.000 claims 1
- CEKKUCHCYFGKHW-UHFFFAOYSA-N 2-amino-2-[2-[4-(7-fluoroheptoxy)phenyl]ethyl]propane-1,3-diol Chemical compound OCC(N)(CO)CCC1=CC=C(OCCCCCCCF)C=C1 CEKKUCHCYFGKHW-UHFFFAOYSA-N 0.000 claims 1
- KSRJZAHRNXQNJI-UHFFFAOYSA-N 2-amino-2-[2-[4-(7-phenoxyheptoxy)phenyl]ethyl]propane-1,3-diol Chemical compound C1=CC(CCC(CO)(CO)N)=CC=C1OCCCCCCCOC1=CC=CC=C1 KSRJZAHRNXQNJI-UHFFFAOYSA-N 0.000 claims 1
- GTPAQPIVASFQEG-UHFFFAOYSA-N 2-amino-2-[2-[4-(7-phenoxyheptyl)phenyl]ethyl]propane-1,3-diol Chemical compound C1=CC(CCC(CO)(CO)N)=CC=C1CCCCCCCOC1=CC=CC=C1 GTPAQPIVASFQEG-UHFFFAOYSA-N 0.000 claims 1
- SJOXDBRVMVOJDF-UHFFFAOYSA-N 2-amino-2-[2-[4-(8-fluorooctyl)phenyl]ethyl]propane-1,3-diol Chemical compound OCC(N)(CO)CCC1=CC=C(CCCCCCCCF)C=C1 SJOXDBRVMVOJDF-UHFFFAOYSA-N 0.000 claims 1
- YBQGKMHHRNCJRY-UHFFFAOYSA-N 2-amino-2-[3-(4-heptylcyclohexyl)propyl]propane-1,3-diol Chemical compound CCCCCCCC1CCC(CCCC(N)(CO)CO)CC1 YBQGKMHHRNCJRY-UHFFFAOYSA-N 0.000 claims 1
- ZHYOGLMFPFGHMJ-UHFFFAOYSA-N 2-amino-2-[4-(4-butylcyclohexyl)butyl]propane-1,3-diol Chemical compound CCCCC1CCC(CCCCC(N)(CO)CO)CC1 ZHYOGLMFPFGHMJ-UHFFFAOYSA-N 0.000 claims 1
- JONUKZINBHXIOO-UHFFFAOYSA-N 2-amino-2-[6-(2-phenoxyethoxy)hexyl]propane-1,3-diol Chemical compound OCC(N)(CO)CCCCCCOCCOC1=CC=CC=C1 JONUKZINBHXIOO-UHFFFAOYSA-N 0.000 claims 1
- ZWHNDGIMMDARIZ-UHFFFAOYSA-N 2-amino-2-heptadecylpropane-1,3-diol Chemical compound CCCCCCCCCCCCCCCCCC(N)(CO)CO ZWHNDGIMMDARIZ-UHFFFAOYSA-N 0.000 claims 1
- NUDVTLPOESYOSC-UHFFFAOYSA-N 2-amino-2-hexadecylpropane-1,3-diol Chemical compound CCCCCCCCCCCCCCCCC(N)(CO)CO NUDVTLPOESYOSC-UHFFFAOYSA-N 0.000 claims 1
- QVVLIPFVCINIAE-UHFFFAOYSA-N 2-amino-2-icosylpropane-1,3-diol Chemical compound CCCCCCCCCCCCCCCCCCCCC(N)(CO)CO QVVLIPFVCINIAE-UHFFFAOYSA-N 0.000 claims 1
- MGDMTJTVSABMJP-UHFFFAOYSA-N 2-amino-2-nonadecylpropane-1,3-diol Chemical compound CCCCCCCCCCCCCCCCCCCC(N)(CO)CO MGDMTJTVSABMJP-UHFFFAOYSA-N 0.000 claims 1
- QZYAIOMYEGPVPF-UHFFFAOYSA-N 2-amino-2-octadecylpropane-1,3-diol Chemical compound CCCCCCCCCCCCCCCCCCC(N)(CO)CO QZYAIOMYEGPVPF-UHFFFAOYSA-N 0.000 claims 1
- WSVVRIWJEAKEOI-UHFFFAOYSA-N 2-amino-2-pentadecylpropane-1,3-diol Chemical compound CCCCCCCCCCCCCCCC(N)(CO)CO WSVVRIWJEAKEOI-UHFFFAOYSA-N 0.000 claims 1
- BXIWYZLGTUWLCD-UHFFFAOYSA-N 2-amino-2-tetradecylpropane-1,3-diol Chemical compound CCCCCCCCCCCCCCC(N)(CO)CO BXIWYZLGTUWLCD-UHFFFAOYSA-N 0.000 claims 1
- SWBKJMMKEUACOR-UHFFFAOYSA-N 2-amino-2-tridecylpropane-1,3-diol Chemical compound CCCCCCCCCCCCCC(N)(CO)CO SWBKJMMKEUACOR-UHFFFAOYSA-N 0.000 claims 1
- FVPRKAJCCPSJPM-UHFFFAOYSA-N 2-amino-4-[4-(7-fluoroheptoxy)phenyl]-2-(hydroxymethyl)butane-1,3-diol Chemical compound OCC(N)(CO)C(O)CC1=CC=C(OCCCCCCCF)C=C1 FVPRKAJCCPSJPM-UHFFFAOYSA-N 0.000 claims 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims 1
- XOCUXOWLYLLJLV-UHFFFAOYSA-N [O].[S] Chemical compound [O].[S] XOCUXOWLYLLJLV-UHFFFAOYSA-N 0.000 claims 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 1
- 125000002993 cycloalkylene group Chemical group 0.000 claims 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 239000003112 inhibitor Substances 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 238000010322 bone marrow transplantation Methods 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 230000001506 immunosuppresive effect Effects 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 210000000056 organ Anatomy 0.000 abstract 1
- 238000011321 prophylaxis Methods 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D207/325—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
-
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- 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
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
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- A—HUMAN NECESSITIES
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
- A61K31/235—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids having an aromatic ring attached to a carboxyl group
- A61K31/24—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids having an aromatic ring attached to a carboxyl group having an amino or nitro group
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- 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
- C07C215/04—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 saturated
- C07C215/06—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 saturated and acyclic
- C07C215/10—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 saturated and acyclic with one amino group and at least two hydroxy groups bound to the carbon skeleton
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- 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
- C07C215/04—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 saturated
- C07C215/06—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 saturated and acyclic
- C07C215/18—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 saturated and acyclic with hydroxy groups and at least two amino groups bound to the carbon skeleton
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- 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
- C07C215/04—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 saturated
- C07C215/20—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 saturated the carbon skeleton being saturated and containing rings
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- 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
- C07C215/24—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 acyclic
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- 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
- C07C215/26—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 rings other than six-membered aromatic rings
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- 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
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- 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
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- 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
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/42—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having amino groups or hydroxy groups bound to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/46—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
- C07C215/48—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by hydroxy groups
- C07C215/54—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by hydroxy groups linked by carbon chains having at least three carbon atoms between the amino groups and the six-membered aromatic ring or the condensed ring system containing that ring
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- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/46—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
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- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/68—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings and hydroxy groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
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- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/02—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C217/04—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C217/28—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having one amino group and at least two singly-bound oxygen atoms, with at least one being part of an etherified hydroxy group, bound to the carbon skeleton, e.g. ethers of polyhydroxy amines
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/02—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
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- C07C217/30—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having one amino group and at least two singly-bound oxygen atoms, with at least one being part of an etherified hydroxy group, bound to the carbon skeleton, e.g. ethers of polyhydroxy amines having the oxygen atom of at least one of the etherified hydroxy groups further bound to a carbon atom of a six-membered aromatic ring
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- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
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- C07C217/34—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having one amino group and at least two singly-bound oxygen atoms, with at least one being part of an etherified hydroxy group, bound to the carbon skeleton, e.g. ethers of polyhydroxy amines having the oxygen atom of at least one of the etherified hydroxy groups further bound to a carbon atom of a six-membered aromatic ring the six-membered aromatic ring or condensed ring system containing that ring being further substituted by halogen atoms, by trihalomethyl, nitro or nitroso groups, or by singly-bound oxygen atoms
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- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D317/28—Radicals substituted by nitrogen atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
- C07D333/20—Radicals substituted by singly bound hetero atoms other than halogen by nitrogen atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
- C07C2601/08—Systems containing only non-condensed rings with a five-membered ring the ring being saturated
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Abstract
본 발명은 하기식(I)의 2-아미노-1,3-프로판디올 화합물, 그의 약제학적 허용가능한 염 및 이들 화합물을 활성 성분으로 함유하는 면역 억제제에 관한 것이다;
(식중, R은 치환될 수도 있는 직쇄 또는 측쇄 탄소사슬, 치환될 수도 있는 아릴, 치환 될 수도 있는 기크로 알킬 등이고, R2,R3,R4및 R5는 서로 동일 또는 상이하며, 각각은 수소, 알킬, 아랄킬, 아실 또는 알콕시카르보닐이다.)
본 발명의 2-아미노-1,3-프로판디올 화합물은 면역 억제작용이 있으며, 장기 또는 골수 이식술에서의 거부반응 억제용, 자가면역 질병의 예방치료용 또는 의학 및 약제학 분야 용도의 시약으로서 유용하다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (49)
- 하기식(I)의 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학적 허용가능한 염 ;[식중, R은 사슬내에 이중결합, 삼중결합, 산소, 황, 술피닐, 술포닐, -N(R6)-(식중, R6은 수소, 알킬, 아랄킬, 아실 또는 알콕시카르보닐 기임), 카르보닐, 치환될 수도 있는 아릴렌, 치환될 수도 있는 시클로알킬렌, 치환될 수도 있는 헤테로아릴렌 및 그의 알리시클로 구성된 군으로부터 선택된 단일결합, 헤테로원자 또는 기를 함유할 수 있고 ; 그의 사슬 말단에서 이중결합, 삼중결합, 치환될 수 있는 아릴, 치환될수도 있는 시크로알킬, 치환될 수도 있는 헤테로아릴 또는 그의 알리시클에 의해 치환될 수 있는 치환가능한 직쇄 또는 측쇄 탄소사슬이고 ; 치환 될 수도 있는 아릴, 치환될 수도 있는 시클로알킬, 치환될 수도 있는 헤테로아릴 또는 그의 알리시클이며 ; R2,R3,R4및 R5는 동일 또는 상이하고, 각각은 수소, 알킬, 아랄킬, 아실 또는 알콕시카르보닐이거나 R4및 R5는 알킬, 아릴 또는 아랄킬에 의해 치환될 수 있는 알킬렌 사슬을 형성하기 위해 결합할 수 있으며 ; 상기에서 치환될 수도 있는 직쇄-또는 측쇄 탄소사슬은 알콕시, 알케닐옥시, 알키닐옥시, 아랄킬옥시, 알키렌디옥시, 아실, 알킬아미노, 알킬티오, 아실아미노, 알콕시카르보닐, 알콕시카르보닐아미노, 아실옥시, 알킬카르바모일, 할로알킬, 할로알콕시, 니트로, 할로겐, 아미노, 히드록시이미노, 히드록시, 카르복시, 치환될 수도 있는 아릴, 치환될 수도 있는 아릴옥시, 치환될 수도 있는 시클로알킬, 치환될 수도 있는 헤테로아릴 및 그의 알리신클로 구성된 군으로부터 선택된 치환기를 가질 수 있으며 ; 상술한 치환될 수도 있는 아릴렌, 치환될 수도 있는 시클로알킬렌, 치환될 수도 있는 헤테로아릴렌 및 그의 알리시클은 알콕시, 알케닐옥시, 알키닐옥시, 아랄킬옥시, 알킬렌디옥시, 아실, 알킬아미노, 알킬티오, 아실아미노, 알콕시카르보닐, 알콕시카르보닐아미노, 아실옥시, 알킬카르바모일, 할로알킬, 할로알콕시, 니트로, 할로겐, 아미노, 히드록시 및 카르복시로 구성된 군으로부터 선택된 치환기르 가질 수 있고 ; 및 치환될 수도 있는 아릴, 치환될 수도 있는 아릴옥시, 치환될 수도 있는 시클로알킬, 치환될 수도 있는 헤테로아릴 및 그의 알리시클은 알킬, 알콕시, 알케닐옥시, 알키닐옥시, 아랄킬옥시, 알킬렌디옥시, 아실, 알킬아미노, 알킬티오, 아실아미노, 알콕시카르보닐, 알콕시카르보닐아미노, 아실옥시, 알킬카르바모일, 할로알킬, 할로알콕시, 니트로, 할로겐, 아미노, 히드록시 및 카르복시로 구성된 군으로부터 선택한 치환기를 지닐 수 있다(이때, R이 C1-C5 알킬일 때, 알킬은 치환되어야 하고, R이 푸릴메틸, 페닐메틸 또는 저급 알킬, 저급 알콕시, 클로로, 히드록시나 아미노에 의해 치환된 페닐메틸일 때, R2와 R3중 하나가 메틸 또는 에틸이 아니라는 조건하임).]
- 제1항에 있어서, 하기식(I-1)을 가지는 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학적 허용가능한 염 ;[식중, R1은 사슬내에 이중결합, 삼중결합, 산소, 황, 술피닐, 술포닐, -N(R6)-(식중, R6은 수소, 알킬, 아랄킬, 아실 또는 알콕시카르보닐 기임), 카르보닐, 치환될 수도 있는 아릴렌, 치환될 수도 있는 시클로알킬렌, 치환될 수도 있는 헤테로아릴렌 및 그의 알리시클로 구성된 군으로부터 선택된 단일결합, 헤테로원자 또는 기를 함유할 수 있고 ; 그의 사슬 말단(ω-위치)에서 이중결합, 삼중결합, 치환될 수 있는 아릴, 치환될 수도 있는 시크로알킬, 치환될 수도 있는 헤테로아릴 또는 그의 알리시클에 의해 치환될 수 있는 치환가능한 직쇄-또는 측쇄 탄소사슬이고 ; 치환 될 수도 있는 아릴, 치환될 수도 있는 시클로알킬, 치환될 수도 있는 헤테로아릴 또는 그의 알리시클이며 ; R2,R3,R4및 R5는 동일 또는 상이하고, 각각은 수소, 알킬, 아랄킬, 아실 또는 알콕시카르보닐이거나 R4및 R5는 알킬, 아릴 또는 아랄킬에 의해 치환될 수 있는 알킬렌 사슬을 형성하기 위해 결합할 수 있으며 ; 상기에서 치환될 수도 있는 직쇄-또는 측쇄 탄소사슬은 알콕시, 알케닐옥시, 알키닐옥시, 아랄킬옥시, 알키렌디옥시, 아실, 알킬아미노, 알킬티오, 아실아미노, 알콕시카르보닐, 알콕시카르보닐아미노, 아실옥시, 알킬카르바모일, 할로알킬, 할로알콕시, 니트로, 할로겐, 아미노, 히드록시이미노, 히드록시, 카르복시, 치환될 수도 있는 아릴, 치환될 수도 있는 아릴옥시, 치환될 수도 있는 시클로알킬, 치환될 수도 있는 헤테로아릴 및 그의 알리시클로 구성된 군으로부터 선택된 치환기를 가질 수 있으며 ; 상술한 치환될 수도 있는 아릴렌, 치환될 수도 있는 시클로알킬렌, 치환될 수도 있는 헤테로아릴렌 및 치환될 수도 있는 아릴, 치환될 수도 있는 아릴옥시, 치환될수도 있는 시클로알킬, 치환될 수도 있는 헤테로아릴과 그의 알리시클은 알콕시, 알케닐옥시, 알키닐옥시, 아랄킬옥시, 알킬렌디옥시, 아실, 알킬아미노, 알킬티오, 아실아미노, 알콕시카르보닐, 알콕시카르보닐아미노, 아실옥시, 알킬카르바모일, 할로알킬, 할로알콕시, 니트로, 할로겐, 아미노, 히드록시 및 카르복시로 구성된 군으로부터 선택된 치환기를 지닐수 있다(이때, R1이 C1-C4 알킬일 때, 알킬은 치환되어야 하고, R1이 푸릴, 페닐 또는 저급 알킬, 저급 알콕시, 클로로, 히드록시나 아미노에 의해 치환된 페닐일 때, R2와 R3중 하나가 메틸 또는 에틸이 아니라는 조건하임).]
- 제1항 또는 제2항에 있어서, 하기식 (I-2)을 가지는 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학적 허용가능한 염 ;[식중, R1a은 사슬내에 이중결합, 삼중결합, 산소, 황, 술피닐, 술포닐, -N(R6)-(식중, R6은 수소, 알킬, 아랄킬, 아실 또는 알콕시카르보닐 기임), 카르보닐, 치환될 수도 있는 페닐렌, 치환될 수도 있는 시클로알킬렌으로 구성된 군으로부터 선택된 단일결합, 헤테로원자 또는 기를 함유할 수 있는 치환가능한 직쇄-또는 측쇄 탄소사슬이고 ; 치환 될 수도 있는 페닐 또는 치환될 수도 있는 시클로알킬이며 ; 및 R2a,R3a,R4a 및 R5a는 서로 동일 또는 상이하고, 각각은 수소, 알킬, 아실 또는 알콕시카르보닐이며 ; 여기서 , 치환될 수도 있는 페닐 및 치환될 수도 있는 시클로알킬은 이중결합, 삼중결합, 산소 황, 술피닐, 술포닐 -N(R6)-(이때, R6는 수소, 알킬, 아랄킬, 아실 또는 알콕시카르보닐 기임), 카르보닐, 치환될 수도 있는 페닐렌, 치환될 수도 있는 시클로알킬렌으로 구성된 군으로부터 선택된 단일결합, 헤테로원자 또는 기를 사슬내에 가질수 있는 치환될 수도 있는 직쇄-또는 측쇄 탄소사슬로 알콕시, 알케닐옥시, 알키닐옥시, 아랄킬옥시, 알키렌디옥시, 아실, 알킬아미노, 알킬티오, 아실아미노, 알콕시카르보닐, 알콕시카르보닐아미노, 아실옥시, 알킬카르바모일, 할로알킬, 니트로, 할로겐, 아미노, 히드록시, 카르복시, 치환될 수도 있는 페닐, 치환될 수도 있는 페녹시 및 치환될 수도 있는 시클로알킬로 구성된 군으로부터 선택된 치환기를 가질 수 있고 ; 치환 될 수도 있는 탄소사슬은 알콕시, 알케닐옥시, 알키닐옥시, 아랄킬옥시, 알킬렌디옥시, 아실, 알킬아미노, 알킬티오, 아실아미노, 알콕시카르보닐, 알콕시카르보닐아미노, 아실옥시, 알킬카르바모일, 할로알킬, 니트로, 할로겐, 아미노, 히드록시 및 카르복시, 치환될 수도 있는 페닐, 치환될 수도 있는 페녹시 및 치환될 수도 있는 시클로알킬로 구성된 군으로부터 선택된 치환기를 가질수 있으며 ; 및 상술한 치환될 수도 있는 페닐렌, 치환될 수도 있는 시클로알킬렌, 치환될 수도 있는 페닐, 치환될 수도 있는 페녹시 및 치환될 수도 있는 시클로알킬은 알콕시, 알케닐옥시, 알키닐옥시, 알랄킬옥시, 알킬렌디옥시, 아실, 알킬아미노, 알킬티오, 아실아미노, 알콕시카르보닐, 알콕시카르보닐아미노, 아실옥시, 알킬카르바모일, 할로알킬, 니트로, 할로겐, 아미노, 히드록시 및 카르복시로 구성된 군으로부터 선택한 치환기를 가질 수 있다(이때, R1a가 C1-C4 알킬일 때, 알킬은 치환되어야 하고, R1a가 푸릴, 페닐 또는 저급 알킬, 저급 알콕시, 클로로, 히드록시나 아미노에 의해 치환된 페닐일 때, R2a와 R3a중 하나가 메틸 또는 에틸이 아니라는 조건하임).]
- 제3항에 있어서, 하기식 (I-3)을 가지는 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학적 허용가능한 염 ;[식중, R1b는 치환될 수도 있는 알킬, 치환될 수도 있는 알케닐, 치환될 수도 있는 알키닐, 치환될 수도 있는 페닐 또는 치환될 수도 있는 시클로알킬이고 R2b,R3b,R4b 및 R5b는 서로 동일 또는 상이하고 각각은 수소, 알킬, 또는 아실이며 ; 여기서 치환될 수도 있는 알킬, 치환될 수도 있는 알케닐 및 치환될 수도 있는 알키닐은 알콕시, 알케닐옥시, 알키닐옥시, 아실, 알킬아미노, 알킬티오, 아실아미노, 알콕시카르보닐, 알콕시카르보닐아미노, 아실옥시, 알킬카르바모일, 니트로, 할로겐, 아미노, 히드록시 및 카르복시, 치환될 수도 있는 페닐, 치환될 수도 있는 시클로알킬로 구성된 군으로부터 선택된 치환기를 가질 수 있고 ; 및 상술한 치환될 수도 있는 페닐과 치환될 수도 있는 시클로알킬은 알킬, 알케닐, 알키닐, 알콕시, 알케닐옥시, 알키닐옥시, 알랄킬옥시, 아실, 알킬아미노, 알킬티오, 아실아미노, 알콕시카르보닐, 알콕시카르보닐아미노, 아실옥시, 알킬카르바모일, 할로알킬, 니트로, 할로겐, 아미노, 히드록시 및 카르복시로 구성된 군으로부터 선택한 1∼3개의 치환기를 가질 수 있다(이때, R1b가 C1-C4 알킬일 때, 알킬은 치환되어야 하고, R1b가 푸릴, 페닐 또는 저급 알킬, 저급 알콕시, 클로로, 히드록시 또는 아미노로 치환된 페닐일 때, R2b와 R3b중 하나가 메틸 또는 에틸이 아니라는 조건하임).]
- 제1항 내지 제4항중 어느 한 항에 있어서, 하기식(I-4)을 가지는 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 ;[식중, Ra는 사슬내에 이중결합, 삼중결합, 산소, 황, 술피닐, 술포닐, -N(R6)-(이때, R6는 수소, 알킬, 아랄킬, 아실 또는 알콕시카르보닐임) 및 카르보닐로 구성된 군으로부터 선택된 헤테로원자 또는 단일결합을 가질 수 있으며, 치환기로서 알콕시, 알케닐옥시, 알키닐옥시, 아랄킬옥시, 아실, 알킬아미노, 알킬티오, 아실아미노, 알콕시카르보닐, 알콕시카르보닐아미노, 아실옥시, 알킬카르바모일, 니트로, 할로겐, 아미노, 히드록시이미노, 히드록시 또는 카르복시를 가질 수 있는 탄소수 12∼22개의 직쇄-또는 측쇄 알킬이고, 및 R2b,R3b,R4b 및 R5b는 동일 또는 상이하고, 각각은 수고, 알킬 또는 아실이다.]
- 제5항에 있어서, 하기식(I-5)을 가지고 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 ;[식중, Rb는 사슬내에 산소원자를 가질 수 있고, 치환기로서 니트로, 할로겐, 아미노, 히드록시 또는 카르복시를 가질 수 있는 탄소원자 13∼20개의 직쇄-또는 측쇄 알킬이고, R2c 및 R3c는 동일 또는 상이하고, 각각은 수소 또는 알킬임]
- 제5항 또는 제6항에 있어서, 하기식(I-6)을 가지는 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 ;[식중, Rc는 탄소원자 13∼20개의 직쇄 또는 측쇄 알킬이거나 할로겐에 의해 치환된 탄소원자 13∼20개의 직쇄-또는 측쇄 알킬임]
- 제5항 내지 제7항중 어느 한항에 있어서, 하기로 구성된 군으로부터 선택된 2-아미노-1,3-프로판디올 화합물 및 그의 약제학상 허용가능한 염 ; 2-아미노-2-트리데실-1,3-프로판디올, 2-아미노-2-테트라데실-1,3-프로판디올, 2-아미노-2-펜타데실-1,3-프로판디올, 2-아미노-2-헥사데실-1,3-프로판디올, 2-아미노-2-헵타데실-1,3-프로판디올, 2-아미노-2-옥타데실-1,3-프로판디올, 2-아미노-2-노나데실-1,3-프로판디올, 2-아미노-2-이코실-1,3-프로판디올, 2-아미노-2-(12-플루오로도데실)-1,3-프로판디올 및 2-아미노-2-(14-플루오로테트라데실)-1,3-프로판디올.
- 제1항 내지 제4항중 어느 한 항에 있어서, 하기식(I-7)을 가지는 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 ;[식중, Rd는 페닐알킬, 치환된 페닐알킬, 시클로알킬알킬, 치환된 시클로알킬알킬, 헤테로아릴알킬, 치환된 헤테로아릴알킬, 헤테로시클릭알킬 또는 치환된 헤테로시클릭알킬이고, 이때, 알킬부분은 탄소사슬내 이중결합, 삼중결합, 산소, 황, 술피닐, 술포닐, -N(R6)-(이때, R6는 수소, 알킬, 아랄킬, 아실 또는 알콕시카르보닐임)과 카르보닐로 구성된 군으로부터 선택된 단일결합) 또는 헤테로원자이고, 치환기로서 알콕시, 알케닐옥시, 알키닐옥시, 아랄킬옥시, 아실, 알킬아미노, 알킬티오, 아실아미노, 알콕시카르보닐, 알콕시카르보닐아미노, 아실옥시, 알킬카르바모일, 니트로, 할로겐, 아미노, 히드록시 또는 카르복시를 가질 수 있고 ; 및 치환된 페닐알킬, 치환된 시클로알킬알킬, 치환된 헤테로아릴알킬 및 치환된 헤테로시클릭알킬은 알킬, 알콕시, 알케닐옥시, 알키닐옥시, 아랄킬옥시, 할로아랄킬옥시, 아랄킬옥시알킬, 페녹시알킬, 페녹시알콕시, 알킬렌디옥시, 아실, 알킬아미노, 알킬티오, 아실아미노, 알콕시카르보닐, 알콕시카르보닐아미노, 아실옥시, 알킬카르바모일, 할로알킬, 할로알콕시, 니트로, 할로겐, 아미노, 히드록시 및 카르복시로 구성된 군으로부터 선택된 치환기를 가질 수 있다.]
- 제9항에 있어서, 하기식(I-8)을 가지는 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 ;[식중, Re는 알킬부분이 탄소원자 6∼20개인 직쇄-또는 측쇄의 페닐알킬 ; 할로겐에 의해 치환가능한 직쇄-또는 측쇄의 C6-C20알킬, 할로겐에 의해 치환가능한 직쇄-또는 측쇄의 C6-C20알콕시, 직쇄-또는 측쇄의 C6-C20알케닐옥시, 페닐알콕시, 할로페닐알콕시, 페닐알콕시알킬, 페녹시알콕시 또는 페녹시알킬에 의해 치환될 수 있는 페닐알킬 ; 알킬부분이 탄소원자 6∼20개의 직쇄-또는 측쇄의 시클로알킬알킬 ; 탄소원자 6∼20개인 직쇄-또는 측쇄의 알킬에 의해 치환된 시클로알킬알킬 ; 알킬부분이 탄소원자 6∼20개인 직쇄-또는 측쇄의 헤테로아릴알킬 ; 탄소원자 6∼20개인 직쇄-또는 측쇄 알킬에 의해 치환된 헤테로아릴알킬 ; 알킬부분이 탄소원자 6∼20개인 직쇄-또는 측쇄이거나 탄소원자 6∼20개인 직쇄-측쇄 알킬에 의해 치환된 헤테로시클릭알킬이다(이때, 알킬부분은 탄소사슬내에 이중결합, 삼중결합, 산소, 황, 술피닐, 술포닐, -N(R6)-(이때, R6는 수소, 알킬, 아랄킬, 아실 또는 알콕시카르보닐임)과 카르보닐로 구성된 군으로부터 선택한 단일결합 또는 헤테로원자이고, 치환기로서 알콕시, 알케닐옥시, 알키닐옥시, 아랄킬옥시, 아실, 알킬아미노, 알킬티오, 아실아미노, 알콕시카르보닐, 알콕시카르보닐아미노, 아실옥시, 알킬카르바모일, 니트로, 할로겐, 아미노, 히드록시 또는 카르복시를 가질 수 있다)]
- 제9항 또는 제10항에 있어서, 하기식 (I-9)을 가지는 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 ;[식중, Rf는 알킬부분이 탄소원자 6∼20개인 직쇄-또는 측쇄로 탄소사슬내에 1 또는 2개의 산소원자를 가지는 페닐알킬 ; 할로겐에 의해 치환가능한 직쇄-또는 측쇄 C6-C20알킬, 할로겐에 의해 치환가능한 직쇄-또는 측쇄의 C6-C20알콕시, 직쇄-또는 측쇄의 C6-C20알케닐옥시, 페닐알콕시, 할로페닐알콕시, 페닐알콕시알킬, 페녹시알콕시 또는 페녹시알킬에 의해 치환될 수 있는 페닐알킬 ; 알킬부분이 탄소원자 6∼20개의 직쇄-또는 측쇄로, 탄소사슬내에 1 또는 2개의 산소원자를 가질 수 있는 시클로알킬알킬 ; 탄소원자 6∼20개인 직쇄-또는 측쇄의 알킬에 의해 치환된 시클로알킬알킬 ; 알킬부분이 탄소원자 6∼20개인 직쇄-또는 측쇄로, 탄소사슬내에 1 또는 2개의 산소원자를 가질 수 있는 헤테로아릴알킬 ; 탄소원자 6∼20개인 직쇄-또는 측쇄 알킬에 의해 치환된 헤테로아릴알킬 ; 알킬부분이 탄소원자 6∼20개인 직쇄-또는 측쇄 알킬에 의해 치환된 헤테로아릴알킬 ; 알킬부분이 탄소원자 6∼20개인 직쇄-또는 측쇄로, 탄소사슬내에 1 또는 2개의 산소원자를 가질 수 있는 헤테로시클릭 알킬 또는 탄소원자 6∼20개인 직쇄-또는 측쇄 알킬에 의해 치환된 헤테로시클릭알킬이고 ; 이때, 알킬부분은 탄소사슬내에 알콕시, 알케닐옥시, 알키닐옥시, 아랄킬옥시, 아실, 알킬아미노, 알킬티오, 아실아미노, 알콕시카르보닐, 알콕시카르보닐아미노, 아실옥시, 알킬카르바모일, 니트로, 할로겐, 아미노, 히드록시 또는 카르복시로 구성된 군으로부터 선택한 치환기를 가질 수 있다)]
- 제9항 내지 제11항중 어느 한 항에 있어서, 하기식 (I-10)을 가지는 2-아미노-1,3-프로판디올화합물 또는 그의 약제학상 허용가능한 염 ;[식중, Rg는 알킬부분이 탄소원자 6∼20개인 직쇄-또는 측쇄로, 탄소사슬내에 1 또는 2개의 산소원자를 가질 수 있는 페닐알킬 ; 할로겐에 의해 치환가능한 직쇄-또는 측쇄 C6-C14알킬, 할로겐에 의해 치환가능한 직쇄-또는 측쇄의 C6-C14알콕시, 직쇄-또는 측쇄의 C6-C14알케닐옥시, 페닐알콕시, 할로페닐알콕시, 페닐알콕시알킬, 페녹시알콕시 또는 페녹시알킬에 의해 치환될 수 있는 페닐알킬 ; 알킬부분에 탄소원자 6∼20개를 가지는 시클로알킬알킬 ; 탄소원자 6∼20개인 직쇄-또는 측쇄 알킬에 의해 치환된 시클로알킬알킬 ; 알킬부분에 탄소원자 6∼20개를 가지는 헤테로아릴알킬 ; 탄소원자 6∼14개인 직쇄-또는 측쇄 알킬에 의해 치환된 헤테로아릴알킬 ; 알킬부분에 탄소원자 6∼20개인 헤테로아릴알킬 ; 알킬부분에 탄소원자 6∼20개인 헤테로시클릭알킬 또는 탄소원자 6∼20개인 직쇄-또는 측쇄 알킬에 의해 치환된 헤테로시클릭알킬이다]
- 제12항에 있어서, 하기식(I-11)을 가지는 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학적 허용가능한 염 :[식중, Rh는 아킬부분에 탄소원자가 6∼20개인 페닐알킬, 알킬부분과 알콕시부분에 전체 탄소원자가 6∼20개인 페닐알콕시알킬, 알킬부분에 탄소원자가 6∼20개인 페녹시알킬 또는 알킬부분과 알콕시부분에 전체 탄소원자가 6∼20개인 페녹시알콕시알킬이다]
- 제13항에 있어서, 하기로 구성된 군으로부터 선택한 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 ;1-아미노-2-(8-페닐옥틸)-1,3-프로판디올, 2-아미노-2-(9-페닐노닐)-1,3-프로판디올, 2-아미노-2-(10-페닐데실)-1,3-프로판디올, 2-아미노-2-(11-페닐운데실)-1,3-프로판디올, 2-아미노-2-(12-페닐도데실)-1,3-프로판디올, 2-아미노-2-(13-페닐트리데실)-1,3-프로판디올, 2-아미노-2-(14-페닐테트라데실)-1,3-프로판디올, 2-아미노-2-(15-페닐펜타데실)-1,3-프로판디올, 2-아미노-2-(16-페닐헥사데실)-1,3-프로판디올, 2-아미노-2-[6-(8-페닐옥틸옥시)헥실]-1,3-프로판디올, 2-아미노-2-(8-페닐메틸옥시옥틸)-1,3-프로판디올, 2-아미노-2-(9-페녹시노닐)-1,3-프로판디올, 2-아미노-2-(12-페녹시도데실)-1,3-프로판디올 및 2-아미노-2-[6-(2-페녹시에틸옥시)헥실]-1,3-프로판디올.
- 제13항에 있어서, 하기로 구성된 군으로부터 선택한 2-아미노-1,3-프로판디올 또는 그의 약제학상 허용가능한 염 :2-아미노-2-(10-페닐데실)-1,3-프로판디올, 2-아미노-2-(13-페닐트리데실)-1,3-프로판디올, 2-아미노-2-[6-(8-페닐옥틸옥시)헥실]-1,3-프로판디올, 2-아미노-2-(8-페닐메틸옥시옥틸)-1,3-프로판디올, 2-아미노-2-(9-페녹시노닐)-1,3-프로판디올, 2-아미노-2-(12-페녹시도데실)-1,3-프로판디올 및 2-아미노-2-[6 -2-페녹시에틸옥시)헥실]-1,3-프로판디올.
- 제12항에 있어서, 하기식 (I-12)을 가지는 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 :[식중, Ri는 할로겐으로 치환가능한 직쇄-또는 측쇄 C6-C14알킬, 할로겐에 의해 치환가능한 직쇄-또는 측쇄 C6-C14알콕시 또는 직쇄-또는 측쇄 C6-C14알케닐옥시에 의해 치환된 페닐알킬이고 ; 페닐알킬중 알킬부분은 히드록시에 의해 치환가능하다]
- 제16항에 있어서, 하기식 (I-13)을 가지는 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 :[식중, Rj는 할로겐에 의해 치환가능한 직쇄-또는 측쇄 C6-C14알킬, 할로겐에 의해 치환가능한 직쇄-또는 측쇄 C6-C14알콕시 또는 직쇄-또는 측쇄 C6-C14알케닐옥시에 의해 치환된 페닐알킬이다(식중 알킬부분은 히드록시에 의해 치환가능한 C2-C6알킬임).]
- 제16항 또는 제17항에 있어서, 하기의 군으로부터 선택한 직쇄-또는 측쇄2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 :2-아미노-2-[2-(4-헵틸페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-옥틸페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-노닐페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-데실페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-운데실페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-도데실페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-트리데실페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-테트라데실페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-헥실옥시페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-헵틸옥시페닐)에틸]-1, 3-프로판디올, 2-아미노-2-[2-(4-옥틸옥시페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-노닐옥시페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-데실옥시페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-운데실옥시페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-도데실옥시페닐)에틸]-1,3-프로판디올, 2-아미노-2-[ 2-(4-트리데실옥시페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-(8-플루오로옥틸)페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-(12-플루오로도데실)페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-(7-플루오로헵틸옥시)페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-(11-플루오로운데실옥시)페닐)에틸]-1,3-프로판디올 및 2-아미노-2-[2-(4-(7-옥테닐옥시)페닐)에틸]-1,3-프로판디올.
- 제16항 또는 제17항에 있어서, 하기로 구성된 군으로부터 선택한 2-아미노-1,3-프로판디올 화합물또는 그의 약제학상 허용가능한 염 :2-아미노-2-[2-(4-헵틸페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-옥틸페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-노닐페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-데실페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-운데실페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-도데실페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-헵틸옥시페닐)에틸]-1, 3-프로판디올, 2-아미노-2-[2-(4-옥틸옥시페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-노닐옥시페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-운데실옥시페닐)에틸]- 1,3-프로판디올, 및 2-아미노-2-[2-(4-(7-옥테닐옥시)페닐)에틸]-1,3-프로판디올.
- 제12항에 있어서, 하기식(I-14)을 가지는 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 :[식중, Rk는 페닐알콕시, 할로페닐알콕시, 페닐알콕시알킬, 페녹시알콕시 또는 페녹시알킬에 의해 치환된 페닐알킬이다.]
- 제20항에 있어서, 하기식(I-15)을 가지는 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 :[식중, Rl은 알콕시부분에 탄소원자 2∼8개인 페닐알콕시, 알콕시부분에 탄소원자가 2∼8개인 할로페닐알콕시, 알콕시부분과 알킬부분에 전체 탄소원자가 2∼8개인 페닐알콕시알킬, 알콕시부분에 탄소원자가 2∼8개인 페녹시알콕시 또는 알킬부분에 탄소원자가 2∼8개인 페녹시 알킬에 의해 치환된, 알킬부분에 2∼6개인 탄소원자를 가지는 페닐알킬이다]
- 제20항 또는 제21항에 있어서, 하기로 구성된 군으로부터 선택한 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 :2-아미노-2-[2-(4-페닐메틸옥시페닐)에틸]1,3-프로판디올, 2-아미노-2-[2-(4-(2-페닐에틸옥시)페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-(3-페닐프로필옥시)페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-( 4-(4-페닐부틸옥시)페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-(5-페닐펜틸옥시)페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-(6-페닐헥실옥시))에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-(7-페닐헵틸옥시)페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-(8-페닐옥틸옥시)페닐)에틸]-1,3-프로판디올, 2-아미노-2- [4-(6-(4-플루오로페닐)헥실옥시)페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-(5-페닐펜틸옥시메틸)페닐)에틸]-1, 3-프로판디올, 2-아미노-2-[2-(4-(4-페녹시부틸옥시)페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-(5-페녹시펜틸옥시)페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-(6-페녹시헥실옥시)페닐)에틸 ]-1,3-프로판디올, 2-아미노-2-[2-(4-(7-페녹시헵틸옥시)페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4- (4-페녹시부틸)페닐)에틸]-1,3-프로판디올, 2-아미노-2-[ 2-(4-(5-페녹시펜틸)페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-(6-페녹시헥실)페닐)에틸]-1,3-프로판디올 및 2-아미노-2-[2-(4-(7-페녹시헵틸)페닐)에틸]-1,3-프로판디올.
- 제20항 또는 제21항에 있어서, 하기로 구성된 군으로부터 선택한 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 :2-아미노-2-[2-(4-(6-페닐헥실옥시)페닐)에틸]-1,3-프로판디올 및 2-아미노-2-[2-(4-(5-페닐펜틸옥시메틸)페닐)에틸]-1,3-프로판디올.
- 제12항에 있어서, 하기식(I-16)을 가지는 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 :[식중, Rm은 알킬부분에 전체 탄소원자가 6∼20개인 알킬-치환된 시클로알킬이다]
- 제24항에 있어서, 하기로 구성딘 군으로부터 선택한 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 :2-아미노-2-[3-(4-헵틸시클로헥실)프로필]-1,3-프로판디올. 2-아미노-2-[4-(4-부틸시클로헥실)부틸]-1, 3-프로판디올, 2-아미노-2-[2-(4-옥틸시클로헥실)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-노닐시클로헥실)에틸]-1,3-프로판디올 및 2-아미노-2-[2-(4-도데실시클로헥실)에틸]-1,3-프로판디올.
- 제12항에 있어서, 하기식(I-17)을 가지는 2-아미노-1,3-프로판이올 화합물 또는 그의 약제학상 허용가능한 염 :[식중, Rn은 알킬부분에 전체 탄소원자가 6∼20개인 1-알킬-치환된 피페리딘-4-일알킬이다]
- 제26항에 있어서, 하기로 구성된 군으로부터 선택한 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 ;2-아미노-2-[2-(1-옥틸피페리딘-4-일)에틸]-1,3-프로판디올 및 2-아미노-2-[2-(1-도데실피페리딘-4-일)에틸]-1,3-프로판디올.
- 제12항에 있어서, 하기식(i-18)을 가지는 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 :[식중, Ro는 알킬부분에 탄소원자가 6∼20개인 티에닐알킬, 알킬부분에 전체 탄소원자가 6∼20개인 알킬-치환된 티에닐알킬, 알킬부분에 탄소원자가 6∼20개인 피리딜알킬 또는 알킬부분에 전체 탄소원자가 6∼20개인 알킬-치환된 피리딜알킬이다]
- 제28항에 있어서, 하기로 구성된 군으로부터 선택한 2-아미노-1,3-프로판디올 화합물 및 그의 약제학상 허용가능한 염 :2-아미노-2-[2-(5-옥틸-2-티에닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(5-노닐-2-티에닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(5-데실-2-티에닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(5-도데실-2-티에닐)에틸]-1,3-프로판디올, 2-아미노-2-[13-(2-티에닐)트리데실]-1,3-프로판디올, 2-아미노-2-[2-(5-옥틸-2-피리딜)에틸]-1,3-프로판디올, 2-아미노-2-[2-(5-데실-2-피리딜)에틸]-1,3-프로판디올, 2-아미노-2- [13-(2-피리딜)트리데실]-1,3-프로판디올,2-아미노-2-[2-(2-옥틸-5-피리딜)에틸]-1,3-프로판디올 2-아미노-2-[2-(2-데실-2-피리딜)에틸]-1,3-프로판디올 및 2-아미노-2-[13-(3-필리딜)트리데실]-1,3-프로판디올.
- 제1항 또는 제2항에 있어서, 하기식(I-19)을 가지는 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 :[식중, Rp는 C6-C18알킬, 시클로알킬, 헤테로아릴 또는 헤테로시클에 의해 치환된 페닐이다]
- 제30항에 있어서, 하기식(I-20)을 가지는 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 ;[식중, Rq는 C6-C18알킬에 의해 치환된 페닐이다]
- 제30항 또는 제31항에 있어서, 하기로 구성된 군으로부터 선택한 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 ;2-아미노-2-(4-데실페닐)-1,3-프로판디올, 2-아미노-2-(4-도데실페닐)-1,3-프로판디올, 2-아미노-2- (4-테트라데실페닐)-1,3-프로판디올 및 2-아미노-2-(4-헥사데실페닐)-1,3-프로판디올.
- 제1항 또는 제2항에 있어서, 하기식(I-21)을 가지는 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 :[식중, R1은 사슬내에 이중결합, 삼중결합, 산소, 황, 술피닐, 술포닐, -N(R6)-(식중, R6은 수소, 알킬, 아랄킬, 아실 또는 알콕시카르보닐 기임) 및 카르보닐, 치환될 수 있는 아릴렌, 치환될 수도 있는 시클로알킬렌, 치환될 수도 있는 헤테로아릴렌 및 그의 알리시클로 구성된 군으로부터 선택된 단일결합, 헤테로원자 또는 기를 함유할 수 있고 ; 그의 사슬 말단(ω-위치)에는 이중결합, 삼중결합, 치환될 수도 있는 아릴, 치환될 수도 있는 시클로알킬, 치환될 수도 있는 헤테로아릴 또는 그의 알리시클에 의해 치환될 수 있는 치환가능한 직쇄-또는 측쇄 탄소사슬이며 ; 치환될 수도 있는 아릴, 치환될 수도 있는 시클로알킬, 치환될 수도 있는 헤테로아릴 또는 그의 알리시클이고 ; 및 R2a,R3a,R4a 및 R5a는 동일 또는 상이하고, 각각은 수소, 알킬, 아실 또는 알콕시카르보닐이며 ; 상기에서 치환될 수도 있는 직쇄-또는 측쇄 탄소사슬은 알콕시, 알케닐옥시, 알키닐옥시, 아랄킬옥시, 알킬렌디옥시, 아실, 알킬아미노, 알킬티오, 아실아미노, 알콕시카르보닐, 알콕시카르보닐아미노, 아실옥시, 알킬카르바모일, 할로알킬, 할로알콕시, 니트로, 할로겐, 아미노, 히드록시이미노, 히드록시 또는 카르복시, 치환될 수도 있는 아릴, 치환될 수도 있는 아릴옥시, 치환될 수도 있는 시클로알킬, 치환될 수도 있는 헤테로아릴 및 그의 알리시클로 구성된 군으로부터 선택된 치환기를 가질 수 있으며 ; 상술한 치환될 수도 있는 아릴렌, 치환될 수도 있는 시클로알킬렌, 치환될 수도 있는 헤테로아릴렌 및 그의 알리시클, 치환될 수도 있는 아릴, 치환될 수도 있는 아릴옥시, 치환될 수도 있는 시클로알킬, 치환될 수도 있는 헤테로아릴과 그의 알리시킬은 알콕시, 알케닐옥시, 알키닐옥시, 알랄킬옥시, 알킬렌디옥시, 아실, 알킬아미노, 알킬티오, 아실아미노, 알콕시카르보닐, 알콕시카르보닐아미노, 아실옥시, 알킬카르바모일, 할로알킬, 할로알콕시, 니트로, 할로겐, 아미노, 히드록시 및 카르복시로 구성된 군으로부터 선택한 치환기를 가질 수도 있다.]
- 제33항에 있어서, 하기식(I-22)을 가지는 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 :[식중, Rr은 사슬내 이중결합이나 카르보닐을 가질 수 있으며, 히드록시 및/또는 히드록시이미노에 의해 치환가능한 알킬이다]
- 제33항 또는 제34항에 있어서, 하기로 구성된 군으로부터 선택한 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 ;2-아미노-2-(1,2,12-트리히드록시-4-옥타데세닐)-1,3-프로판디올, 2-아미노-2-(1,2-디히드록시-4-옥타데세닐)-1,3-프로판디올, 2-아미노-2-(1,2-디히드록시옥타데세닐)-1,3-프로판디올, 2-아미노-2-(1,12-디히드록시-4-옥타데세닐)-1,3-프로판디올, 2-아미노-2-1,2,4-트리히드록시부틸)-1,3-프로판디올, 2-아미노-2-(1,2,12-트리히드록시옥타데세닐)-1,3-프로판디올 및 2-아미노-2-(1,12-디히드록시옥타데세닐)-1,3-프로판디올.
- 제33항에 있어서, 하기식 (I-23)을 가지는 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 :[식중, Rs는 할로겐에 의해 치환가능한 직쇄-또는 측쇄 C6-C14알킬, 할로겐에 의해 치환가능한 직쇄-또는 측쇄 C6-C14알콕시 또는 직쇄-또는 측쇄 C6-C14알케닐옥시에 의해 치환된 페닐알킬이다]
- 제36항에 있어서, 하기로 구성된 군으로부터 선택한 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 ;2-아미노-2-[1-히드록시-2-(4-옥틸페닐)에틸]-1,3-프로판디올, 2-아미노-2-(2-(4-도데실페닐)-1-히드록시에틸]-1,3-프로판디올, 2-아미노-2-(2-(4-헵틸옥시페닐)-1-히드록시에틸]-1,3-프로판디올, 2-아미노-2-[1-히드록시-2-(4-운데실옥시페닐)에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-(8-플루오로옥틸)페닐)-1 -히드록시에틸]-1,3-프로판디올, 2-아미노-2-(2-(4-(12-플루오로도데실)페닐)-1-히드록시에틸]-1,3-프로판디올, 2-아미노-2-[2-(4-(7-플루오로헵틸옥시)페닐)-1-히드록시에틸]-1,3-프로판디올 및 2-아미노-2- [1-히드록시-2-(4-(11-플루오로운데실옥시)페닐)에틸]-1,3-프로판디올.
- 제1항 또는 제2항에 있어서, 하기식(I-24)을 가지는 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 ;[식중, Rt는 사슬내에 이중결합, 삼중결합, 산소, 황, 술피닐, 술포닐, -N(R6)-(식중, R6은 수소, 알킬, 아랄킬, 아실 또는 알콕시카르보닐 기임), 카르보닐, 치환될 수도 있는 아릴렌, 치환될 수 있는 시클로알킬렌, 치환될 수도 있는 헤테로아릴렌 및 그의 알리시클, 치환될 수도 있는 아릴, 치환될 수도 있는 시클로알킬, 치환될 수도 있는 헤테로아릴 또는 그의 알리시클로 구성된 군으로부터 선택한 단일결합, 헤테로원자 또는 기를 함유할 수 있는 치환가능한 직쇄-또는 측쇄 사슬이고, R2a,R3a,R4a 및 R5a는 동일 또는 상이하고, 각각은 수소, 알킬, 아실 또는 알콕시카르보닐이며 ; 상기에서 치환될 수도 있는 직쇄-또는 측쇄 탄소사슬은 알콕시, 알케닐옥시, 알키닐옥시, 아랄킬옥시, 알킬렌디옥시, 아실, 알킬아미노, 알킬티오, 아실아미노, 알콕시카르보닐, 알콕시카르보닐아미노, 아실옥시, 알킬카르바모일, 할로알킬, 할로알콕시, 니트로, 할로겐, 아미노, 히드록시, 카르복시, 치환될 수도 있는 아릴, 치환될 수도 있는 아릴옥시, 치환될 수도 있는 시클로알킬, 치환될 수도 있는 헤테로아릴 및 그의 알리시클로 구성된 군으로부터 선택된 치환기를 가질 수 있으며 ; 상술한 치환될 수도 있는 아릴렌, 치환될 수도 있는 시클로알킬렌, 치환될 수도 있는 헤테로아릴렌 및 그의 알리시클, 치환될 수도 있는 아릴, 치환될 수도 있는 아릴옥시, 치환될 수도 있는 시클로알킬, 치환될 수도 있는 헤테로아릴과 그의 알리시킬은 알콕시, 알케닐옥시, 알키닐옥시, 알랄킬옥시, 알킬렌디옥시, 아실, 알킬아미노, 알킬티오, 아실아미노, 알콕시카르보닐, 알콕시카르보닐아미노, 아실옥시, 알킬카르바모일, 할로알킬, 할로알콕시, 니트로, 할로겐, 아미노, 히드록시 및 카르복시로 구성된 군으로부터 선택한 치환기를 가질 수도 있다.]
- 제38항에 있어서, 하기식(I-25)을 가지는 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 :[식중, Ru는 탄소원자가 4∼16개인 알킬에 의해 치환된 페닐이다]
- 제 38항 또는 제39항에 있어서, 하기로 구성된 군으로부터 선택한 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 ;2-아미노-2-[2-(4-옥틸페닐)에테닐)-1,3-프로판디올, 2-아미노-2-[2-(4-데실페닐)에테닐]-1,3-프로판디올, 2-아미노-2-[2-(4-도데실페닐)에테닐]-1,3-프로판디올 및 2-아미노-2-[2-(4-테트라데실페닐)에테닐]-1,3-프로판디올.
- 제1항 또는 제2항에 있어서, 하기식(I-26)을 가지는 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 ;[식중, Rv는 치환가능한 아릴, 치환가능한 시클로알킬, 치환가능한 헤테로아릴 또는 그의 알리시클이고 ; R2a,R3a,R4a 및 R5a는 동일 또는 상이하고, 각각은 수소, 알킬, 아실 또는 알콕시카르보닐이며 ; X는 산소, 황, 술피닐, 술포닐, -N(R6)-(여기서, R6은 수소 알킬, 아랄킬, 아실 또는 알콕시카르보닐)이며 ; 및 α와 β는 α+β=5∼20이고, 이때 치환가능한 아릴, 치환가능한 시클로알킬, 치환가능한 헤테로아릴 및 그의 알리시클이 알킬, 알콕시, 알케닐옥시, 알키닐옥시, 아랄킬옥시, 알킬렌디옥시, 아실, 알킬아미노, 알킬티오, 아실아미노, 알콕시카르보닐, 알콕시카르보닐아미노, 아실옥시, 알킬카르바모일, 할로알킬, 할로알콕시, 니트로, 할로겐, 아미노, 히드록시 및 카르복시로 구성된 군으로부터 선택된 치환기를 가질 수 있다는 조건하에서 0또는 1∼20의 정수이다]
- 제41항에 있어서, 하기식(I-27)을 가지는 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 :[식중, Rw는 C4-C16알킬에 의해 치환된 페닐이다]
- 제41항 또는 제42항에 있어서, 하기로 구성된 군으로부터 선택한 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염 ;2-아미노-2-(4-옥틸페녹시메틸)-1,3-프로판디올, 2-아미노-2-(4-데실페녹시메틸)-1,3-프로판디올, 2-아미노-2-(4-도데실페녹시메틸)-1,3-프로판디올 및 2-아미노-2-(4-테트라데실페녹시메틸)-1,3-프로판디올.
- 제1항 내지 제4항중 어느 하나를 함유하는 약제학적 조성물.
- 하기식(I-28)의 2-아미노-1,3-프론판디올 화합물 또는 그의 약제학상 허용가능한 염을 포함하는 면역 억제제 ;[식중, R은 사슬내에 이중결합, 삼중결합, 산소, 황, 술피닐, 술포닐, -N(R6)-(식중, R6은 수소, 알킬, 아랄킬, 아실 또는 알콕시카르보닐 기임), 카르보닐, 치환될 수도 있는 아릴렌, 치환될 수 있는 시클로알킬렌, 치환될 수도 있는 헤테로아릴렌 및 그의 알리시클로 구성된 군으로부터 선택한 단일결합, 헤테로원자 또는 기를 가질 수 있고 ; 그의 사슬 말단에는 이중결합, 삼중결합, 치환될 수도 있는 아릴, 치환될 수도 있는 시클로알킬, 치환될 수도 있는 헤테로아릴 또는 그의 알리시클에 의해 치환될 수 있는 치환가능한 직쇄-또는 측쇄 탄소사슬이고 ; 치환될 수도 있는 아릴, 치환될 수도 있는 시클로알킬, 치환될 수도 있는 헤테로아릴 또는 그의 알리시클이며 ; R2,R3,R4및 R5는 동일 또는 상이하고, 각각은 수소, 알킬, 아랄킬, 아실 또는 알콕시카르보닐이거나 R4및 R5는 알킬, 아릴 또는 아랄킬에 의해 치환될 수 있는 알킬렌 사슬에 의해 결합할 수 있으며 ; 상기에서 치환될 수도 있는 직쇄-또는 측쇄 탄소사슬은 알콕시, 알케닐옥시, 알키닐옥시, 아랄킬옥시, 알킬렌디옥시, 아실, 알킬아미노, 알킬티오, 아실아미노, 알콕시카르보닐, 알콕시카르보닐아미노, 아실옥시, 알킬카르바모일, 할로알킬, 할로알콕시, 니트로, 할로겐, 아미노, 히드록시, 카르복시, 치환될 수도 있는 아릴, 치환될 수도 있는 아릴옥시, 치환될 수도 있는 시클로알킬, 치환될 수도 있는 헤테로아릴 및 그의 알리시클로 구성된 군으로부터 선택된 치환기를 가질 수 있으며 ; 상술한 치환될 수도 있는 아릴렌, 치환될 수도 있는 시클로알킬렌, 치환될 수도 있는 헤테로아릴렌 및 그의 알리시클은 알콕시, 알케닐옥시, 알키닐옥시, 알랄킬옥시, 알킬렌디옥시, 아실, 알킬아미노, 알킬티오, 아실아미노, 알콕시카르보닐, 알콕시카르보닐아미노, 아실옥시, 알킬카르바모일, 할로알킬, 할로알콕시, 니트로, 할로겐, 아미노, 히드록시 및 카르복시로 구성된 군으로부터 선택된 치환기를 가질 수 있고 ; 및 치환될 수도 있는 아릴, 치환될 수도 있는 아릴 옥시, 치환될 수도 있는 시클로알킬, 치환될 수도 있는 헤테로아릴 및 그의 알리시클은 알킬, 알콕시, 알케닐옥시, 알키닐옥시, 아랄킬옥시, 알킬렌디옥시, 아실, 알킬아미노, 알킬티오, 아실아미노, 알콕시카르보닐, 알콕시카르보닐아미노, 아실옥시, 알킬카르바모일, 할로알킬, 할로알콕시, 니트로, 할로겐, 아미노, 히드록시 및 카르복시로 구성된 군으로부터 선택한 치환기를 지닐 수 있다]
- 제1항 내지 제43항중 어느 한 항에 있어서, 2-아미노-1,3-프로판디올 화합물 또는 그의 약제학상 허용가능한 염을 함유하는 면역 억제제.
- 제45항 또는 제46항에 있어서, 면역 억제제가 거부반응의 억제제인 약제.
- 제45항 또는 제46항에 있어서, 면역 억제제가 자가면역 질병의 예방 치료제인 약제.
- 제49항에 있어서, 자가면역 질병의 예방 치료제가 류마티즘의 예방치료제인 약제.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
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JP17942793 | 1993-07-20 | ||
PCT/JP1993/001515 WO1994008943A1 (en) | 1992-10-21 | 1993-10-18 | 2-amino-1,3-propanediol compound and immunosuppressant |
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1993
- 1993-10-18 KR KR1019940702174A patent/KR0155015B1/ko not_active IP Right Cessation
- 1993-10-18 WO PCT/JP1993/001515 patent/WO1994008943A1/ja active IP Right Grant
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- 1993-10-18 EP EP93923035A patent/EP0627406B1/en not_active Expired - Lifetime
- 1993-10-18 DK DK93923035T patent/DK0627406T3/da active
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- 1993-10-18 DE DE69321823T patent/DE69321823T2/de not_active Expired - Lifetime
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- 1993-10-18 AT AT93923035T patent/ATE172711T1/de active
- 1993-10-18 US US08/244,942 patent/US5604229A/en not_active Expired - Lifetime
- 1993-10-18 CA CA002126337A patent/CA2126337C/en not_active Expired - Lifetime
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EP0627406B1 (en) | 1998-10-28 |
WO1994008943A1 (en) | 1994-04-28 |
EP0627406A4 (en) | 1995-04-12 |
DE69321823T2 (de) | 1999-06-02 |
CY2011006I2 (el) | 2016-12-14 |
US5719176A (en) | 1998-02-17 |
ES2126658T3 (es) | 1999-04-01 |
CY2215B1 (en) | 2003-04-18 |
DE69321823D1 (de) | 1998-12-03 |
EP0627406A1 (en) | 1994-12-07 |
CA2126337C (en) | 2003-06-24 |
CY2011006I1 (el) | 2016-12-14 |
DE122011100012I1 (de) | 2011-10-20 |
LU91832I2 (fr) | 2011-08-30 |
DK0627406T3 (da) | 1999-07-12 |
JP2579602B2 (ja) | 1997-02-05 |
US5952316A (en) | 1999-09-14 |
US5604229A (en) | 1997-02-18 |
HK1013281A1 (en) | 1999-08-20 |
KR0155015B1 (ko) | 1998-12-01 |
CA2126337A1 (en) | 1994-04-28 |
ATE172711T1 (de) | 1998-11-15 |
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