ES2253890T3 - Uso de compuestos de vitamina pp. - Google Patents
Uso de compuestos de vitamina pp.Info
- Publication number
- ES2253890T3 ES2253890T3 ES99922119T ES99922119T ES2253890T3 ES 2253890 T3 ES2253890 T3 ES 2253890T3 ES 99922119 T ES99922119 T ES 99922119T ES 99922119 T ES99922119 T ES 99922119T ES 2253890 T3 ES2253890 T3 ES 2253890T3
- Authority
- ES
- Spain
- Prior art keywords
- pyridin
- butyl
- acrylamide
- piperidin
- ring
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 150000001875 compounds Chemical class 0.000 title claims abstract description 164
- 229940088594 vitamin Drugs 0.000 title description 6
- 229930003231 vitamin Natural products 0.000 title description 6
- 235000013343 vitamin Nutrition 0.000 title description 6
- 239000011782 vitamin Substances 0.000 title description 6
- 150000003722 vitamin derivatives Chemical class 0.000 title 1
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical class NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 claims abstract description 197
- 230000000694 effects Effects 0.000 claims abstract description 82
- 235000005152 nicotinamide Nutrition 0.000 claims abstract description 82
- 239000011570 nicotinamide Substances 0.000 claims abstract description 82
- 229960003966 nicotinamide Drugs 0.000 claims abstract description 76
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 claims abstract description 45
- 229960003512 nicotinic acid Drugs 0.000 claims abstract description 26
- 230000001506 immunosuppresive effect Effects 0.000 claims abstract description 8
- -1 alkenyl C 3 Chemical compound 0.000 claims description 393
- PIGFYZPCRLYGLF-UHFFFAOYSA-N Aluminum nitride Chemical compound [Al]#N PIGFYZPCRLYGLF-UHFFFAOYSA-N 0.000 claims description 144
- 239000003795 chemical substances by application Substances 0.000 claims description 122
- 125000003118 aryl group Chemical group 0.000 claims description 116
- 229910052757 nitrogen Inorganic materials 0.000 claims description 110
- 230000003327 cancerostatic effect Effects 0.000 claims description 97
- 125000000217 alkyl group Chemical group 0.000 claims description 95
- 125000004429 atom Chemical group 0.000 claims description 91
- 229910052760 oxygen Inorganic materials 0.000 claims description 78
- 229910052717 sulfur Inorganic materials 0.000 claims description 75
- 125000003545 alkoxy group Chemical group 0.000 claims description 68
- 239000000203 mixture Substances 0.000 claims description 65
- 125000000623 heterocyclic group Chemical group 0.000 claims description 60
- 239000001257 hydrogen Substances 0.000 claims description 59
- 229910052739 hydrogen Inorganic materials 0.000 claims description 59
- 239000003814 drug Substances 0.000 claims description 55
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 54
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 52
- 150000002431 hydrogen Chemical class 0.000 claims description 50
- 239000000243 solution Substances 0.000 claims description 50
- 125000005842 heteroatom Chemical group 0.000 claims description 45
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 45
- 239000003826 tablet Substances 0.000 claims description 45
- 125000001424 substituent group Chemical group 0.000 claims description 39
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 36
- 235000019160 vitamin B3 Nutrition 0.000 claims description 36
- 239000011708 vitamin B3 Substances 0.000 claims description 36
- 150000003949 imides Chemical class 0.000 claims description 34
- 239000002253 acid Substances 0.000 claims description 33
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 32
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 31
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 30
- 229920006395 saturated elastomer Polymers 0.000 claims description 30
- 239000002671 adjuvant Substances 0.000 claims description 28
- 239000000843 powder Substances 0.000 claims description 28
- 229910052736 halogen Inorganic materials 0.000 claims description 27
- 150000002367 halogens Chemical class 0.000 claims description 27
- 239000011737 fluorine Substances 0.000 claims description 26
- 229910052731 fluorine Inorganic materials 0.000 claims description 26
- 150000003839 salts Chemical class 0.000 claims description 26
- 238000009472 formulation Methods 0.000 claims description 24
- 239000011664 nicotinic acid Substances 0.000 claims description 24
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 24
- 239000003981 vehicle Substances 0.000 claims description 23
- 125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 claims description 22
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 20
- 230000002496 gastric effect Effects 0.000 claims description 20
- 235000001968 nicotinic acid Nutrition 0.000 claims description 20
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 20
- 239000007924 injection Substances 0.000 claims description 19
- 238000002347 injection Methods 0.000 claims description 19
- 238000004519 manufacturing process Methods 0.000 claims description 19
- ZENKESXKWBIZCV-UHFFFAOYSA-N 2,2,4,4-tetrafluoro-1,3-benzodioxin-6-amine Chemical group O1C(F)(F)OC(F)(F)C2=CC(N)=CC=C21 ZENKESXKWBIZCV-UHFFFAOYSA-N 0.000 claims description 18
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 claims description 18
- 125000002950 monocyclic group Chemical group 0.000 claims description 18
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 claims description 18
- 229940002612 prodrug Drugs 0.000 claims description 18
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- 238000011282 treatment Methods 0.000 claims description 18
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- 239000003018 immunosuppressive agent Substances 0.000 claims description 16
- 238000002360 preparation method Methods 0.000 claims description 16
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 15
- 125000002947 alkylene group Chemical group 0.000 claims description 15
- 125000001153 fluoro group Chemical group F* 0.000 claims description 14
- 239000000725 suspension Substances 0.000 claims description 14
- 230000002459 sustained effect Effects 0.000 claims description 14
- 230000001225 therapeutic effect Effects 0.000 claims description 14
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 13
- 239000002775 capsule Substances 0.000 claims description 13
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 13
- 125000004122 cyclic group Chemical group 0.000 claims description 13
- 239000007788 liquid Substances 0.000 claims description 13
- 239000003380 propellant Substances 0.000 claims description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 12
- 125000004450 alkenylene group Chemical group 0.000 claims description 12
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 12
- 239000000839 emulsion Substances 0.000 claims description 11
- 229940125721 immunosuppressive agent Drugs 0.000 claims description 11
- 239000002674 ointment Substances 0.000 claims description 11
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 10
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 claims description 10
- 230000009471 action Effects 0.000 claims description 10
- 125000004419 alkynylene group Chemical group 0.000 claims description 10
- 230000015572 biosynthetic process Effects 0.000 claims description 10
- 229910052799 carbon Inorganic materials 0.000 claims description 10
- 125000004181 carboxyalkyl group Chemical group 0.000 claims description 10
- 150000002148 esters Chemical class 0.000 claims description 10
- 229930195725 Mannitol Natural products 0.000 claims description 9
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims description 9
- 125000002619 bicyclic group Chemical group 0.000 claims description 9
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 9
- 125000001589 carboacyl group Chemical group 0.000 claims description 9
- 239000000594 mannitol Substances 0.000 claims description 9
- 235000010355 mannitol Nutrition 0.000 claims description 9
- 125000001624 naphthyl group Chemical group 0.000 claims description 9
- 229940124597 therapeutic agent Drugs 0.000 claims description 9
- 125000005019 carboxyalkenyl group Chemical group 0.000 claims description 8
- 125000005982 diphenylmethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 8
- 125000004076 pyridyl group Chemical group 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- QIVBCDIJIAJPQS-UHFFFAOYSA-N Tryptophan Natural products C1=CC=C2C(CC(N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-UHFFFAOYSA-N 0.000 claims description 7
- 150000001408 amides Chemical class 0.000 claims description 7
- 239000007943 implant Substances 0.000 claims description 7
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 claims description 7
- VZGLEQAAAJNIAH-UHFFFAOYSA-N n-[4-(1-benzhydrylpiperidin-4-yl)butyl]-3-pyridin-3-ylpropanamide Chemical compound C1CN(C(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC1CCCCNC(=O)CCC1=CC=CN=C1 VZGLEQAAAJNIAH-UHFFFAOYSA-N 0.000 claims description 7
- QIVBCDIJIAJPQS-VIFPVBQESA-N L-tryptophane Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-VIFPVBQESA-N 0.000 claims description 6
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims description 6
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 6
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 claims description 6
- 238000002788 crimping Methods 0.000 claims description 6
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 6
- 235000011187 glycerol Nutrition 0.000 claims description 6
- 238000001802 infusion Methods 0.000 claims description 6
- ABNUGIPWBGEPAS-UHFFFAOYSA-N n-[4-(1-benzhydrylpiperidin-4-yl)butyl]-5-pyridin-3-ylpenta-2,4-dienamide Chemical compound C=1C=CN=CC=1C=CC=CC(=O)NCCCCC(CC1)CCN1C(C=1C=CC=CC=1)C1=CC=CC=C1 ABNUGIPWBGEPAS-UHFFFAOYSA-N 0.000 claims description 6
- 125000003884 phenylalkyl group Chemical group 0.000 claims description 6
- 125000000129 anionic group Chemical group 0.000 claims description 5
- 229960003444 immunosuppressant agent Drugs 0.000 claims description 5
- JBSPSVYVYTWQNL-UHFFFAOYSA-N n-[4-(1-benzhydrylpiperidin-4-yl)butyl]-3-pyridin-3-ylprop-2-enamide Chemical compound C=1C=CN=CC=1C=CC(=O)NCCCCC(CC1)CCN1C(C=1C=CC=CC=1)C1=CC=CC=C1 JBSPSVYVYTWQNL-UHFFFAOYSA-N 0.000 claims description 5
- 125000005146 naphthylsulfonyl group Chemical group C1(=CC=CC2=CC=CC=C12)S(=O)(=O)* 0.000 claims description 5
- 239000008194 pharmaceutical composition Substances 0.000 claims description 5
- 239000007787 solid Substances 0.000 claims description 5
- 125000006828 (C2-C7) alkoxycarbonyl group Chemical group 0.000 claims description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 4
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims description 4
- KPBNHDGDUADAGP-UHFFFAOYSA-N N-[4-(1-benzoyl-4-piperidinyl)butyl]-3-(3-pyridinyl)-2-propenamide Chemical compound C=1C=CN=CC=1C=CC(=O)NCCCCC(CC1)CCN1C(=O)C1=CC=CC=C1 KPBNHDGDUADAGP-UHFFFAOYSA-N 0.000 claims description 4
- 239000012141 concentrate Substances 0.000 claims description 4
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 4
- 210000004392 genitalia Anatomy 0.000 claims description 4
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims description 4
- 230000001861 immunosuppressant effect Effects 0.000 claims description 4
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 4
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 claims description 4
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims description 4
- 229940080818 propionamide Drugs 0.000 claims description 4
- 125000000464 thioxo group Chemical group S=* 0.000 claims description 4
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 4
- 235000010447 xylitol Nutrition 0.000 claims description 4
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 claims description 4
- CUCDLJSFYHNNJV-VQTJNVASSA-N (1r,2r)-2-phenyl-n-[4-(3-pyridin-3-ylprop-2-enoylamino)butyl]cyclopropane-1-carboxamide Chemical compound C1([C@@H]2C[C@H]2C(=O)NCCCCNC(=O)C=CC=2C=NC=CC=2)=CC=CC=C1 CUCDLJSFYHNNJV-VQTJNVASSA-N 0.000 claims description 3
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims description 3
- SQHKJSPPFSVNDF-UHFFFAOYSA-N 1,2,2,3-tetrakis(hydroxymethyl)cyclohexan-1-ol Chemical compound OCC1CCCC(O)(CO)C1(CO)CO SQHKJSPPFSVNDF-UHFFFAOYSA-N 0.000 claims description 3
- QERPRBXFYXTKDD-UHFFFAOYSA-N 2-hexyl-2-(hydroxymethyl)propane-1,3-diol Chemical compound CCCCCCC(CO)(CO)CO QERPRBXFYXTKDD-UHFFFAOYSA-N 0.000 claims description 3
- 125000000389 2-pyrrolyl group Chemical group [H]N1C([*])=C([H])C([H])=C1[H] 0.000 claims description 3
- DXJSEOMWIQUKFK-UHFFFAOYSA-N 3-hexylpyrrolidine-2,5-dione Chemical compound CCCCCCC1CC(=O)NC1=O DXJSEOMWIQUKFK-UHFFFAOYSA-N 0.000 claims description 3
- RUOPWDVFAXCKCF-UHFFFAOYSA-N 4-[4-[4-(3-pyridin-3-ylprop-2-enoylamino)butyl]piperazine-1-carbonyl]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1C(=O)N1CCN(CCCCNC(=O)C=CC=2C=NC=CC=2)CC1 RUOPWDVFAXCKCF-UHFFFAOYSA-N 0.000 claims description 3
- LMSDNEUOCUNNFM-UHFFFAOYSA-N 4-[phenyl-[4-[4-(3-pyridin-3-ylprop-2-enoylamino)butyl]piperazin-1-yl]methyl]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1C(C=1C=CC=CC=1)N1CCN(CCCCNC(=O)C=CC=2C=NC=CC=2)CC1 LMSDNEUOCUNNFM-UHFFFAOYSA-N 0.000 claims description 3
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 3
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 3
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- 239000004386 Erythritol Substances 0.000 claims description 3
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 claims description 3
- SQUHHTBVTRBESD-UHFFFAOYSA-N Hexa-Ac-myo-Inositol Natural products CC(=O)OC1C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C1OC(C)=O SQUHHTBVTRBESD-UHFFFAOYSA-N 0.000 claims description 3
- HNLTUCHZVXVEBA-UHFFFAOYSA-N N-[4-(2,2-dioxo-2lambda6-thia-3-azatricyclo[6.3.1.04,12]dodeca-1(11),4,6,8(12),9-pentaen-3-yl)butyl]-3-pyridin-3-ylprop-2-enamide Chemical compound C=12C3=CC=CC2=CC=CC=1S(=O)(=O)N3CCCCNC(=O)C=CC1=CC=CN=C1 HNLTUCHZVXVEBA-UHFFFAOYSA-N 0.000 claims description 3
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- MOFCWYINYVYDCX-UHFFFAOYSA-N n-(7-phenylheptyl)-3-pyridin-3-ylprop-2-enamide Chemical compound C=1C=CN=CC=1C=CC(=O)NCCCCCCCC1=CC=CC=C1 MOFCWYINYVYDCX-UHFFFAOYSA-N 0.000 claims description 3
- GRTOVVRWHCOGMJ-UHFFFAOYSA-N n-(8,8-diphenyloctyl)-3-pyridin-3-ylprop-2-enamide Chemical compound C=1C=CN=CC=1C=CC(=O)NCCCCCCCC(C=1C=CC=CC=1)C1=CC=CC=C1 GRTOVVRWHCOGMJ-UHFFFAOYSA-N 0.000 claims description 3
- PDYNDWDUJZXGFI-UHFFFAOYSA-N n-(8-hydroxy-8,8-diphenyloctyl)-3-pyridin-3-ylprop-2-enamide Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(O)CCCCCCCNC(=O)C=CC1=CC=CN=C1 PDYNDWDUJZXGFI-UHFFFAOYSA-N 0.000 claims description 3
- HYMGIVPAGRJMPL-UHFFFAOYSA-N n-[2-(1-benzhydrylpiperidin-4-yl)ethyl]-3-pyridin-3-ylprop-2-enamide Chemical compound C=1C=CN=CC=1C=CC(=O)NCCC(CC1)CCN1C(C=1C=CC=CC=1)C1=CC=CC=C1 HYMGIVPAGRJMPL-UHFFFAOYSA-N 0.000 claims description 3
- QEZKOYHOZVNHFW-UHFFFAOYSA-N n-[2-(1-benzhydrylpiperidin-4-yl)ethyl]-3-pyridin-3-ylpropanamide Chemical compound C1CN(C(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC1CCNC(=O)CCC1=CC=CN=C1 QEZKOYHOZVNHFW-UHFFFAOYSA-N 0.000 claims description 3
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- FQTHEQNFMCCPND-UHFFFAOYSA-N n-[2-[1-(4-phenylbutyl)piperidin-4-yl]ethyl]-3-pyridin-3-ylpropanamide Chemical compound C1CN(CCCCC=2C=CC=CC=2)CCC1CCNC(=O)CCC1=CC=CN=C1 FQTHEQNFMCCPND-UHFFFAOYSA-N 0.000 claims description 3
- VYOWHSVUJZPJEH-UHFFFAOYSA-N n-[2-[2-(4-benzhydrylpiperazin-1-yl)ethoxy]ethyl]-3-pyridin-3-ylprop-2-enamide Chemical compound C=1C=CN=CC=1C=CC(=O)NCCOCCN(CC1)CCN1C(C=1C=CC=CC=1)C1=CC=CC=C1 VYOWHSVUJZPJEH-UHFFFAOYSA-N 0.000 claims description 3
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Classifications
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- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4406—Non condensed pyridines; Hydrogenated derivatives thereof only substituted in position 3, e.g. zimeldine
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- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
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- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/445—Non condensed piperidines, e.g. piperocaine
- A61K31/4523—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
- A61K31/4545—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring hetero atom, e.g. pipamperone, anabasine
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- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
- A61K31/472—Non-condensed isoquinolines, e.g. papaverine
- A61K31/4725—Non-condensed isoquinolines, e.g. papaverine containing further heterocyclic rings
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- A61K31/553—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole having at least one nitrogen and one oxygen as ring hetero atoms, e.g. loxapine, staurosporine
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- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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Landscapes
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- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Chemical & Material Sciences (AREA)
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- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
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- Toxicology (AREA)
- Transplantation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicinal Preparation (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19818044A DE19818044A1 (de) | 1998-04-22 | 1998-04-22 | Verwendung von Vitamin-PP-Verbindungen |
| DE19818044 | 1998-04-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2253890T3 true ES2253890T3 (es) | 2006-06-01 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES99922119T Expired - Lifetime ES2253890T3 (es) | 1998-04-22 | 1999-04-21 | Uso de compuestos de vitamina pp. |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US20100227896A1 (enExample) |
| EP (1) | EP1079832B1 (enExample) |
| JP (1) | JP4607319B2 (enExample) |
| AT (1) | ATE311186T1 (enExample) |
| AU (1) | AU3928299A (enExample) |
| DE (2) | DE19818044A1 (enExample) |
| DK (1) | DK1079832T3 (enExample) |
| ES (1) | ES2253890T3 (enExample) |
| WO (1) | WO1999053920A1 (enExample) |
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| WO2000007580A2 (en) * | 1998-08-03 | 2000-02-17 | N-Gene Kutató Kft. | Pharmaceutical compositions against autoimmune diseases |
| GB0104240D0 (en) | 2001-02-21 | 2001-04-11 | Clariant Int Ltd | Copolymer composition having pigment like properties |
| EP1348434A1 (en) * | 2002-03-27 | 2003-10-01 | Fujisawa Deutschland GmbH | Use of pyridyl amides as inhibitors of angiogenesis |
| US8067457B2 (en) | 2005-11-01 | 2011-11-29 | Millennium Pharmaceuticals, Inc. | Compounds useful as antagonists of CCR2 |
| WO2007053499A2 (en) | 2005-11-01 | 2007-05-10 | Millennium Pharmaceuticals, Inc. | Compounds useful as antagonists of ccr2 |
| US8211912B2 (en) * | 2007-09-26 | 2012-07-03 | Gemin X Pharmaceuticals Canada | Compositions and methods for effecting NAD+ levels using a nicotinamide phosphoribosyl tranferase inhibitor |
| EP2213288A1 (en) * | 2009-01-30 | 2010-08-04 | Karl Welte | NAMPT and vitamin B3 for treating or preventing diseases |
| CA2768338A1 (en) | 2009-07-17 | 2011-01-20 | Topotarget A/S | Method for predicting the utility of administering nicotinic acid or a precursor or prodrug thereof to reduce the severity of side-effects of cancer treatment with nicotinamide phosphoribosyltransferase inhibitors |
| US8912184B1 (en) | 2010-03-01 | 2014-12-16 | Alzheimer's Institute Of America, Inc. | Therapeutic and diagnostic methods |
| US9889222B2 (en) | 2011-11-09 | 2018-02-13 | Kimberly-Clark Worldwide, Inc. | Aqueous medium-sensitive coating compositions for triggered release of active ingredients and visual indication for wetness |
| US8791045B2 (en) | 2011-11-09 | 2014-07-29 | Kimberly-Clark Worldwide, Inc. | Non-tacky wetness indicator composition for application on a polymeric substrate |
| US9585826B2 (en) | 2012-11-07 | 2017-03-07 | Kimberly-Clark Worldwide, Inc. | Triggerable compositions for two-stage, controlled release of active chemistry |
| US9938258B2 (en) | 2012-11-29 | 2018-04-10 | Karyopharm Therapeutics Inc. | Substituted 2,3-dihydrobenzofuranyl compounds and uses thereof |
| US9856241B2 (en) | 2013-07-03 | 2018-01-02 | Karyopharm Therapeutics Inc. | Substituted benzofuranyl and benzoxazolyl compounds and uses thereof |
| WO2015042414A1 (en) | 2013-09-20 | 2015-03-26 | Karyopharm Therapeutics Inc. | Multicyclic compounds and methods of using same |
| US9119780B2 (en) | 2013-10-30 | 2015-09-01 | Kimberly-Clark Worldwide, Inc. | Triggerable compositions for two-stage, controlled release of proactive chemistry |
| JP2018528196A (ja) | 2015-08-18 | 2018-09-27 | カリオファーム セラピューティクス，インコーポレイテッド | 癌の治療のための（ｓ，ｅ）−３−（６−アミノピリジン−３−イル）−ｎ−（（５−（４−（３−フルオロ−３−メチルピロリジン−１−カルボニル）フェニル）−７−（４−フルオロフェニル）ベンゾフラン−２−イル）メチル）アクリルアミド |
| WO2017117447A1 (en) | 2015-12-31 | 2017-07-06 | Karyopharm Therapeutics Inc. | Multicyclic compounds and uses thereof |
| RU2651047C1 (ru) * | 2017-05-04 | 2018-04-18 | Общество С Ограниченной Ответственностью "Научно-Технологическая Фармацевтическая Фирма "Полисан" | Лекарственная композиция цитопротекторного действия и способ ее получения |
| EP3749306B1 (en) | 2018-02-05 | 2025-09-03 | The Trustees of Indiana University | Nicotinamide phosphoribosyltransferase inhibitors and methods for use of the same |
| CN115177594B (zh) * | 2022-07-04 | 2023-08-15 | 武汉大学中南医院 | 一种阿昔替尼药物制剂及其制备方法 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3148115A (en) * | 1958-12-08 | 1964-09-08 | Horner Frank W Ltd | Potentiation of tumor-growth inhibition from deoxypyridoxine, testosterone, or 6-mercaptopurine, by 6-aminonicotinamide |
| JPH04103538A (ja) * | 1990-08-24 | 1992-04-06 | Ajinomoto Co Inc | 制癌剤副作用抑制剤 |
| US5547927A (en) * | 1993-05-28 | 1996-08-20 | Abbott Laboratories | Enteral nutritional product for patients undergoing radiation therapy and/or chemotherapy |
| KR100290129B1 (ko) * | 1994-08-12 | 2001-05-15 | 마이클 바마트 | 옥시퓨린 누클레오시드로 패혈증 또는 염증성 질병을 치료하는 방법 |
| JPH0881371A (ja) * | 1994-09-09 | 1996-03-26 | Suntory Ltd | 造血機能亢進剤 |
| EP0800829B2 (en) * | 1994-12-29 | 2012-07-25 | Chugai Seiyaku Kabushiki Kaisha | Use of a pm-1 antibody or of a mh 166 antibody for enhancing the anti-tumor effect of cisplatin or carboplatin |
| JP3119430B2 (ja) * | 1995-07-25 | 2000-12-18 | 大鵬薬品工業株式会社 | 水酸基ラジカル消去剤 |
| JP2860637B2 (ja) * | 1995-12-11 | 1999-02-24 | 末綱 陽子 | 新規なペプチドおよび活性化酸素阻害剤 |
| JP3836203B2 (ja) * | 1995-12-20 | 2006-10-25 | 日本臓器製薬株式会社 | 活性酸素・フリーラジカル消去剤 |
| DE19624659A1 (de) * | 1996-06-20 | 1998-01-08 | Klinge Co Chem Pharm Fab | Neue Pyridylalken- und Pyridylalkinsäureamide |
| DE19624668A1 (de) * | 1996-06-20 | 1998-02-19 | Klinge Co Chem Pharm Fab | Verwendung von Pyridylalkan-, Pyridylalken- bzw. Pyridylalkinsäureamiden |
| US6451816B1 (en) * | 1997-06-20 | 2002-09-17 | Klinge Pharma Gmbh | Use of pyridyl alkane, pyridyl alkene and/or pyridyl alkine acid amides in the treatment of tumors or for immunosuppression |
| DE19624704A1 (de) * | 1996-06-20 | 1998-01-08 | Klinge Co Chem Pharm Fab | Neue Pyridylalkansäureamide |
| JPH1036260A (ja) * | 1996-07-18 | 1998-02-10 | Mitsui Norin Kk | 抗ガン剤の効力増強方法 |
| JPH1045594A (ja) * | 1996-07-30 | 1998-02-17 | Mitsubishi Gas Chem Co Inc | 活性酸素消去剤 |
-
1998
- 1998-04-22 DE DE19818044A patent/DE19818044A1/de not_active Ceased
-
1999
- 1999-04-21 WO PCT/EP1999/002686 patent/WO1999053920A1/en not_active Ceased
- 1999-04-21 ES ES99922119T patent/ES2253890T3/es not_active Expired - Lifetime
- 1999-04-21 DE DE69928660T patent/DE69928660T2/de not_active Expired - Lifetime
- 1999-04-21 AU AU39282/99A patent/AU3928299A/en not_active Abandoned
- 1999-04-21 AT AT99922119T patent/ATE311186T1/de active
- 1999-04-21 EP EP99922119A patent/EP1079832B1/en not_active Expired - Lifetime
- 1999-04-21 DK DK99922119T patent/DK1079832T3/da active
- 1999-04-21 JP JP2000544324A patent/JP4607319B2/ja not_active Expired - Fee Related
-
2010
- 2010-05-13 US US12/779,698 patent/US20100227896A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| DE69928660D1 (de) | 2006-01-05 |
| DE69928660T2 (de) | 2006-09-14 |
| EP1079832A1 (en) | 2001-03-07 |
| JP2002512190A (ja) | 2002-04-23 |
| DE19818044A1 (de) | 1999-10-28 |
| AU3928299A (en) | 1999-11-08 |
| JP4607319B2 (ja) | 2011-01-05 |
| WO1999053920A1 (en) | 1999-10-28 |
| EP1079832B1 (en) | 2005-11-30 |
| US20100227896A1 (en) | 2010-09-09 |
| DK1079832T3 (da) | 2006-04-03 |
| ATE311186T1 (de) | 2005-12-15 |
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