CZ20024110A3 - Léčivo pro léčení poruch spánku - Google Patents
Léčivo pro léčení poruch spánku Download PDFInfo
- Publication number
- CZ20024110A3 CZ20024110A3 CZ20024110A CZ20024110A CZ20024110A3 CZ 20024110 A3 CZ20024110 A3 CZ 20024110A3 CZ 20024110 A CZ20024110 A CZ 20024110A CZ 20024110 A CZ20024110 A CZ 20024110A CZ 20024110 A3 CZ20024110 A3 CZ 20024110A3
- Authority
- CZ
- Czechia
- Prior art keywords
- aminomethyl
- acetic acid
- cyclopentyl
- tert
- butyl
- Prior art date
Links
- 239000003814 drug Substances 0.000 title claims description 10
- 208000019116 sleep disease Diseases 0.000 title claims description 6
- 150000001875 compounds Chemical class 0.000 claims abstract description 42
- 208000013738 Sleep Initiation and Maintenance disease Diseases 0.000 claims abstract description 13
- 206010022437 insomnia Diseases 0.000 claims abstract description 13
- 150000003839 salts Chemical class 0.000 claims abstract description 13
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 176
- -1 amino, aminomethyl Chemical group 0.000 claims description 33
- 229910052739 hydrogen Inorganic materials 0.000 claims description 14
- 239000001257 hydrogen Substances 0.000 claims description 14
- 125000000217 alkyl group Chemical group 0.000 claims description 11
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 5
- IUVMAUQEZFTTFB-YUMQZZPRSA-N Atagabalin Chemical compound C[C@H]1CC(CN)(CC(O)=O)C[C@@H]1C IUVMAUQEZFTTFB-YUMQZZPRSA-N 0.000 claims description 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims description 4
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 3
- KKXFMWXZXDUYBF-BDAKNGLRSA-N (3s,5r)-3-(aminomethyl)-5-methyloctanoic acid Chemical compound CCC[C@@H](C)C[C@H](CN)CC(O)=O KKXFMWXZXDUYBF-BDAKNGLRSA-N 0.000 claims description 2
- OPAXRDNEIABTQI-VIFPVBQESA-N 2-[(1r)-1-(aminomethyl)-2,2-dimethylcyclobutyl]acetic acid Chemical compound CC1(C)CC[C@@]1(CN)CC(O)=O OPAXRDNEIABTQI-VIFPVBQESA-N 0.000 claims description 2
- SIKUEILNNOXUAZ-LBPRGKRZSA-N 2-[(1r)-1-(aminomethyl)-3,3-diethylcyclopentyl]acetic acid Chemical compound CCC1(CC)CC[C@](CN)(CC(O)=O)C1 SIKUEILNNOXUAZ-LBPRGKRZSA-N 0.000 claims description 2
- OPAXRDNEIABTQI-SECBINFHSA-N 2-[(1s)-1-(aminomethyl)-2,2-dimethylcyclobutyl]acetic acid Chemical compound CC1(C)CC[C@]1(CN)CC(O)=O OPAXRDNEIABTQI-SECBINFHSA-N 0.000 claims description 2
- XRAYXEBZNYLCBY-UHFFFAOYSA-N 2-[1-(aminomethyl)-2,2,4,4-tetramethylcyclobutyl]acetic acid Chemical compound CC1(C)CC(C)(C)C1(CN)CC(O)=O XRAYXEBZNYLCBY-UHFFFAOYSA-N 0.000 claims description 2
- SEPPWOWOFXDAAP-UHFFFAOYSA-N 2-[1-(aminomethyl)-3,3,4,4-tetraethylcyclopentyl]acetic acid Chemical compound CCC1(CC)CC(CN)(CC(O)=O)CC1(CC)CC SEPPWOWOFXDAAP-UHFFFAOYSA-N 0.000 claims description 2
- FLNCTXNXKXKYGH-UHFFFAOYSA-N 2-[1-(aminomethyl)-3,3,4,4-tetramethylcyclopentyl]acetic acid Chemical compound CC1(C)CC(CN)(CC(O)=O)CC1(C)C FLNCTXNXKXKYGH-UHFFFAOYSA-N 0.000 claims description 2
- UWYKQWDIAKQCEJ-UHFFFAOYSA-N 2-[1-(aminomethyl)-3,3-di(propan-2-yl)cyclobutyl]acetic acid Chemical compound CC(C)C1(C(C)C)CC(CN)(CC(O)=O)C1 UWYKQWDIAKQCEJ-UHFFFAOYSA-N 0.000 claims description 2
- SRLZVTNHASZZSM-UHFFFAOYSA-N 2-[1-(aminomethyl)-3,3-dibenzylcyclobutyl]acetic acid Chemical compound C1C(CN)(CC(O)=O)CC1(CC=1C=CC=CC=1)CC1=CC=CC=C1 SRLZVTNHASZZSM-UHFFFAOYSA-N 0.000 claims description 2
- FUDBUFIPBPLPHY-UHFFFAOYSA-N 2-[1-(aminomethyl)-3,3-diphenylcyclobutyl]acetic acid Chemical compound C1C(CN)(CC(O)=O)CC1(C=1C=CC=CC=1)C1=CC=CC=C1 FUDBUFIPBPLPHY-UHFFFAOYSA-N 0.000 claims description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 2
- 241000124008 Mammalia Species 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052794 bromium Inorganic materials 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 229910052731 fluorine Inorganic materials 0.000 claims description 2
- 239000011737 fluorine Substances 0.000 claims description 2
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
- 208000020685 sleep-wake disease Diseases 0.000 claims 3
- KRZJRNZICWNMOA-GXSJLCMTSA-N (3s,4r)-4,8-dihydroxy-3-methoxy-3,4-dihydro-2h-naphthalen-1-one Chemical compound C1=CC=C2[C@@H](O)[C@@H](OC)CC(=O)C2=C1O KRZJRNZICWNMOA-GXSJLCMTSA-N 0.000 claims 1
- SIKUEILNNOXUAZ-GFCCVEGCSA-N 2-[(1s)-1-(aminomethyl)-3,3-diethylcyclopentyl]acetic acid Chemical compound CCC1(CC)CC[C@@](CN)(CC(O)=O)C1 SIKUEILNNOXUAZ-GFCCVEGCSA-N 0.000 claims 1
- QZBKCCCUSMQVTC-SNVBAGLBSA-N 2-[(1s)-1-(aminomethyl)-3,3-dimethylcyclopentyl]acetic acid Chemical compound CC1(C)CC[C@@](CN)(CC(O)=O)C1 QZBKCCCUSMQVTC-SNVBAGLBSA-N 0.000 claims 1
- FKLQZOOZJOUECB-VXGBXAGGSA-N 2-[(3r,4r)-1-(aminomethyl)-3,4-di(propan-2-yl)cyclopentyl]acetic acid Chemical compound CC(C)[C@H]1CC(CN)(CC(O)=O)C[C@@H]1C(C)C FKLQZOOZJOUECB-VXGBXAGGSA-N 0.000 claims 1
- MJEPQHYIBKJJGY-SCLLHFNJSA-N 2-[(3r,4r)-1-(aminomethyl)-3,4-dimethylcyclopentyl]acetic acid;hydrochloride Chemical compound Cl.C[C@@H]1CC(CN)(CC(O)=O)C[C@H]1C MJEPQHYIBKJJGY-SCLLHFNJSA-N 0.000 claims 1
- DPSPUVHOQGLSSE-VXGBXAGGSA-N 2-[(3r,4r)-1-(aminomethyl)-3,4-ditert-butylcyclopentyl]acetic acid Chemical compound CC(C)(C)[C@@H]1CC(CN)(CC(O)=O)C[C@H]1C(C)(C)C DPSPUVHOQGLSSE-VXGBXAGGSA-N 0.000 claims 1
- PSOWEDFUUXXEHX-UHFFFAOYSA-N 2-[1-(aminomethyl)-2,2,5,5-tetramethylcyclopentyl]acetic acid Chemical compound CC1(C)CCC(C)(C)C1(CN)CC(O)=O PSOWEDFUUXXEHX-UHFFFAOYSA-N 0.000 claims 1
- MWRHUMWZFNDHGY-UHFFFAOYSA-N 2-[1-(aminomethyl)-2,4-dimethylcyclopentyl]acetic acid Chemical compound CC1CC(C)C(CN)(CC(O)=O)C1 MWRHUMWZFNDHGY-UHFFFAOYSA-N 0.000 claims 1
- BSRBEUFYGVVBLO-UHFFFAOYSA-N 2-[1-(aminomethyl)-3,3-diethylcyclobutyl]acetic acid Chemical compound CCC1(CC)CC(CN)(CC(O)=O)C1 BSRBEUFYGVVBLO-UHFFFAOYSA-N 0.000 claims 1
- MWNPRUZOYUKSQP-UHFFFAOYSA-N 2-[1-(aminomethyl)-3-tert-butyl-4-propan-2-ylcyclopentyl]acetic acid Chemical compound CC(C)C1CC(CN)(CC(O)=O)CC1C(C)(C)C MWNPRUZOYUKSQP-UHFFFAOYSA-N 0.000 claims 1
- UKPVCXAEJOKSRI-UHFFFAOYSA-N 2-[1-(aminomethyl)cyclobutyl]acetic acid;hydrochloride Chemical compound Cl.OC(=O)CC1(CN)CCC1 UKPVCXAEJOKSRI-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract description 5
- 208000035475 disorder Diseases 0.000 abstract description 4
- 239000004480 active ingredient Substances 0.000 description 11
- 241000700159 Rattus Species 0.000 description 10
- 238000002360 preparation method Methods 0.000 description 9
- 230000008452 non REM sleep Effects 0.000 description 8
- 230000007958 sleep Effects 0.000 description 8
- 238000000034 method Methods 0.000 description 7
- 239000002775 capsule Substances 0.000 description 6
- 229940079593 drug Drugs 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 239000003826 tablet Substances 0.000 description 6
- 239000003981 vehicle Substances 0.000 description 6
- 238000002347 injection Methods 0.000 description 5
- 239000007924 injection Substances 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000002552 dosage form Substances 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 150000002431 hydrogen Chemical class 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 229940125904 compound 1 Drugs 0.000 description 3
- 229940125782 compound 2 Drugs 0.000 description 3
- 239000000796 flavoring agent Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000007937 lozenge Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 206010010904 Convulsion Diseases 0.000 description 2
- UGJMXCAKCUNAIE-UHFFFAOYSA-N Gabapentin Chemical compound OC(=O)CC1(CN)CCCCC1 UGJMXCAKCUNAIE-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 238000000692 Student's t-test Methods 0.000 description 2
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 150000001413 amino acids Chemical class 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 239000001768 carboxy methyl cellulose Substances 0.000 description 2
- 230000002490 cerebral effect Effects 0.000 description 2
- 229940110456 cocoa butter Drugs 0.000 description 2
- 235000019868 cocoa butter Nutrition 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 230000002354 daily effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 239000012669 liquid formulation Substances 0.000 description 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 229920000609 methyl cellulose Polymers 0.000 description 2
- 239000001923 methylcellulose Substances 0.000 description 2
- 235000010981 methylcellulose Nutrition 0.000 description 2
- 239000006187 pill Substances 0.000 description 2
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 2
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000000829 suppository Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 238000012353 t test Methods 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- DNHPJOLWCOXHOV-SNVBAGLBSA-N 2-[(1s)-1-(aminomethyl)-2,2-dimethylcyclopentyl]acetic acid Chemical compound CC1(C)CCC[C@]1(CN)CC(O)=O DNHPJOLWCOXHOV-SNVBAGLBSA-N 0.000 description 1
- VVJFYFLGWOCDQD-HTQZYQBOSA-N 2-[(2r,5r)-1-(aminomethyl)-2,5-dimethylcyclopentyl]acetic acid Chemical compound C[C@@H]1CC[C@@H](C)C1(CN)CC(O)=O VVJFYFLGWOCDQD-HTQZYQBOSA-N 0.000 description 1
- IUVMAUQEZFTTFB-HTQZYQBOSA-N 2-[(3r,4r)-1-(aminomethyl)-3,4-dimethylcyclopentyl]acetic acid Chemical compound C[C@@H]1CC(CN)(CC(O)=O)C[C@H]1C IUVMAUQEZFTTFB-HTQZYQBOSA-N 0.000 description 1
- FKLQZOOZJOUECB-RYUDHWBXSA-N 2-[(3s,4s)-1-(aminomethyl)-3,4-di(propan-2-yl)cyclopentyl]acetic acid Chemical compound CC(C)[C@@H]1CC(CN)(CC(O)=O)C[C@H]1C(C)C FKLQZOOZJOUECB-RYUDHWBXSA-N 0.000 description 1
- ZKPYVRKWQDIKJF-UHFFFAOYSA-N 2-[1-(aminomethyl)-2,2,3,3,4,4-hexamethylcyclobutyl]acetic acid Chemical compound CC1(C)C(C)(C)C(CN)(CC(O)=O)C1(C)C ZKPYVRKWQDIKJF-UHFFFAOYSA-N 0.000 description 1
- CYOHDPOYWOPSRK-UHFFFAOYSA-N 2-[1-(aminomethyl)-3,3-ditert-butylcyclobutyl]acetic acid Chemical compound CC(C)(C)C1(C(C)(C)C)CC(CN)(CC(O)=O)C1 CYOHDPOYWOPSRK-UHFFFAOYSA-N 0.000 description 1
- KLZGZONBEGYVSU-UHFFFAOYSA-N 2-[1-(aminomethyl)-3-benzylcyclopentyl]acetic acid Chemical compound C1C(CN)(CC(O)=O)CCC1CC1=CC=CC=C1 KLZGZONBEGYVSU-UHFFFAOYSA-N 0.000 description 1
- KKXFMWXZXDUYBF-UHFFFAOYSA-N 3-(aminomethyl)-5-methyloctanoic acid Chemical compound CCCC(C)CC(CN)CC(O)=O KKXFMWXZXDUYBF-UHFFFAOYSA-N 0.000 description 1
- 241000416162 Astragalus gummifer Species 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 239000004375 Dextrin Substances 0.000 description 1
- 229920001353 Dextrin Polymers 0.000 description 1
- KBAUFVUYFNWQFM-UHFFFAOYSA-N Doxylamine succinate Chemical compound OC(=O)CCC(O)=O.C=1C=CC=NC=1C(C)(OCCN(C)C)C1=CC=CC=C1 KBAUFVUYFNWQFM-UHFFFAOYSA-N 0.000 description 1
- 208000027534 Emotional disease Diseases 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 206010060891 General symptom Diseases 0.000 description 1
- 208000006083 Hypokinesia Diseases 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- QIVBCDIJIAJPQS-VIFPVBQESA-N L-tryptophane Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-VIFPVBQESA-N 0.000 description 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- YJPIGAIKUZMOQA-UHFFFAOYSA-N Melatonin Natural products COC1=CC=C2N(C(C)=O)C=C(CCN)C2=C1 YJPIGAIKUZMOQA-UHFFFAOYSA-N 0.000 description 1
- 229940121985 Non-benzodiazepine hypnotic Drugs 0.000 description 1
- CWRVKFFCRWGWCS-UHFFFAOYSA-N Pentrazole Chemical compound C1CCCCC2=NN=NN21 CWRVKFFCRWGWCS-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 208000010340 Sleep Deprivation Diseases 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 229920001615 Tragacanth Polymers 0.000 description 1
- QIVBCDIJIAJPQS-UHFFFAOYSA-N Tryptophan Natural products C1=CC=C2C(CC(N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-UHFFFAOYSA-N 0.000 description 1
- 244000126014 Valeriana officinalis Species 0.000 description 1
- 235000013832 Valeriana officinalis Nutrition 0.000 description 1
- 208000027418 Wounds and injury Diseases 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 229940125715 antihistaminic agent Drugs 0.000 description 1
- 239000000739 antihistaminic agent Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229940049706 benzodiazepine Drugs 0.000 description 1
- 150000001557 benzodiazepines Chemical class 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000006172 buffering agent Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 235000019425 dextrin Nutrition 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- PCHPORCSPXIHLZ-UHFFFAOYSA-N diphenhydramine hydrochloride Chemical compound [Cl-].C=1C=CC=CC=1C(OCC[NH+](C)C)C1=CC=CC=C1 PCHPORCSPXIHLZ-UHFFFAOYSA-N 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 239000007884 disintegrant Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 229960005008 doxylamine succinate Drugs 0.000 description 1
- 239000003937 drug carrier Substances 0.000 description 1
- 238000009509 drug development Methods 0.000 description 1
- 230000002996 emotional effect Effects 0.000 description 1
- 206010015037 epilepsy Diseases 0.000 description 1
- 230000001552 evening effect Effects 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 235000013355 food flavoring agent Nutrition 0.000 description 1
- 229960002870 gabapentin Drugs 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 150000004677 hydrates Chemical class 0.000 description 1
- BRWIZMBXBAOCCF-UHFFFAOYSA-N hydrazinecarbothioamide Chemical compound NNC(N)=S BRWIZMBXBAOCCF-UHFFFAOYSA-N 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 239000003326 hypnotic agent Substances 0.000 description 1
- 230000000147 hypnotic effect Effects 0.000 description 1
- 230000003483 hypokinetic effect Effects 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000000411 inducer Substances 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 208000014674 injury Diseases 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- DRLFMBDRBRZALE-UHFFFAOYSA-N melatonin Chemical compound COC1=CC=C2NC=C(CCNC(C)=O)C2=C1 DRLFMBDRBRZALE-UHFFFAOYSA-N 0.000 description 1
- 229960003987 melatonin Drugs 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 235000021096 natural sweeteners Nutrition 0.000 description 1
- 210000004237 neck muscle Anatomy 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 239000006186 oral dosage form Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000006201 parenteral dosage form Substances 0.000 description 1
- 239000001814 pectin Substances 0.000 description 1
- 235000010987 pectin Nutrition 0.000 description 1
- 229920001277 pectin Polymers 0.000 description 1
- 229960005152 pentetrazol Drugs 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 208000024335 physical disease Diseases 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 239000000651 prodrug Substances 0.000 description 1
- 229940002612 prodrug Drugs 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 230000004461 rapid eye movement Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000007909 solid dosage form Substances 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000013222 sprague-dawley male rat Methods 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 206010042772 syncope Diseases 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
- QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- 230000008733 trauma Effects 0.000 description 1
- 235000016788 valerian Nutrition 0.000 description 1
- 239000011345 viscous material Substances 0.000 description 1
- 235000012431 wafers Nutrition 0.000 description 1
- 230000002618 waking effect Effects 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 210000000707 wrist Anatomy 0.000 description 1
Classifications
-
- 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
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
-
- 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
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
- A61K31/197—Carboxylic acids, e.g. valproic acid having an amino group the amino and the carboxyl groups being attached to the same acyclic carbon chain, e.g. gamma-aminobutyric acid [GABA], beta-alanine, epsilon-aminocaproic acid or pantothenic acid
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/20—Hypnotics; Sedatives
Landscapes
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Neurosurgery (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Anesthesiology (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US21417100P | 2000-06-26 | 2000-06-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CZ20024110A3 true CZ20024110A3 (cs) | 2003-10-15 |
Family
ID=22798045
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CZ20024110A CZ20024110A3 (cs) | 2000-06-26 | 2001-05-18 | Léčivo pro léčení poruch spánku |
Country Status (23)
| Country | Link |
|---|---|
| US (1) | US7141606B2 (enExample) |
| EP (1) | EP1296671B1 (enExample) |
| JP (1) | JP3909842B2 (enExample) |
| KR (1) | KR100785182B1 (enExample) |
| CN (1) | CN1279900C (enExample) |
| AT (1) | ATE390133T1 (enExample) |
| AU (2) | AU2001264736B2 (enExample) |
| BR (1) | BR0111913A (enExample) |
| CA (1) | CA2414008C (enExample) |
| CZ (1) | CZ20024110A3 (enExample) |
| DE (1) | DE60133389T2 (enExample) |
| DK (1) | DK1296671T3 (enExample) |
| ES (1) | ES2300332T3 (enExample) |
| HU (1) | HUP0300833A3 (enExample) |
| IL (2) | IL152770A0 (enExample) |
| MX (1) | MXPA02010668A (enExample) |
| NZ (1) | NZ522480A (enExample) |
| PL (1) | PL359872A1 (enExample) |
| PT (1) | PT1296671E (enExample) |
| SK (1) | SK17922002A3 (enExample) |
| TW (1) | TWI298020B (enExample) |
| WO (1) | WO2002000209A2 (enExample) |
| ZA (1) | ZA200209418B (enExample) |
Families Citing this family (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2444053C (en) | 2001-04-19 | 2008-06-17 | Warner-Lambert Company Llc | Fused bicyclic or tricyclic amino acids |
| EP1412324A4 (en) | 2001-06-11 | 2004-09-29 | Xenoport Inc | AMINO ACID CONJUGATES THAT RESULT IN GABA ANALOGA LASTING SYSTEMIC CONCENTRATIONS |
| AU2002310409C1 (en) | 2001-06-11 | 2008-04-17 | Xenoport, Inc. | Orally administered dosage forms of GABA analog prodrugs having reduced toxicity |
| US8048917B2 (en) | 2005-04-06 | 2011-11-01 | Xenoport, Inc. | Prodrugs of GABA analogs, compositions and uses thereof |
| US6818787B2 (en) | 2001-06-11 | 2004-11-16 | Xenoport, Inc. | Prodrugs of GABA analogs, compositions and uses thereof |
| US7186855B2 (en) | 2001-06-11 | 2007-03-06 | Xenoport, Inc. | Prodrugs of GABA analogs, compositions and uses thereof |
| US6927036B2 (en) | 2002-02-19 | 2005-08-09 | Xero Port, Inc. | Methods for synthesis of prodrugs from 1-acyl-alkyl derivatives and compositions thereof |
| WO2003080588A1 (en) | 2002-03-20 | 2003-10-02 | Xenoport | Cyclic 1-(acyloxy)-alkyl prodrugs of gaba analogs, compositions and uses thereof |
| WO2003099338A2 (en) | 2002-05-17 | 2003-12-04 | Xenoport, Inc. | Amino acid conjugates providing for sustained systemic concentrations of gaba analogues |
| AU2003297927A1 (en) | 2002-12-11 | 2004-06-30 | Xenoport, Inc. | Prodrugs of fused gaba analogs, pharmaceutical compositions and uses thereof |
| CA2451267A1 (en) * | 2002-12-13 | 2004-06-13 | Warner-Lambert Company Llc | Pharmaceutical uses for alpha2delta ligands |
| AU2003283718A1 (en) * | 2002-12-13 | 2004-07-09 | Warner-Lambert Company Llc | Gabapentin analogues for fibromyalgia and other related disorders |
| EP1622603A4 (en) * | 2003-03-25 | 2010-03-24 | Kiel Lab Inc | GABAPENTINIC PHENOLIC ACID SALTS IN SOLID DOSAGE FORMS AND METHODS OF USE |
| CA2537837A1 (en) | 2003-09-11 | 2005-03-24 | Xenoport, Inc. | Treating and/or preventing urinary incontinence using prodrugs of gaba analogs |
| CA2538802C (en) | 2003-09-17 | 2015-01-27 | Xenoport, Inc. | Treating or preventing restless legs syndrome using prodrugs of gaba analogs |
| CA2541752C (en) | 2003-10-14 | 2012-01-03 | Xenoport, Inc. | Crystalline form of gamma-aminobutyric acid analog |
| JP4613031B2 (ja) * | 2004-05-06 | 2011-01-12 | エスエス製薬株式会社 | 催眠剤組成物 |
| JP2005325070A (ja) * | 2004-05-14 | 2005-11-24 | Ss Pharmaceut Co Ltd | 睡眠改善剤 |
| EP1811986B1 (en) | 2004-11-04 | 2014-03-26 | XenoPort, Inc. | Gabapentin prodrug sustained release oral dosage forms |
| AU2006262502A1 (en) | 2005-06-23 | 2007-01-04 | Emory Univerisity | Imaging agents |
| KR20070070307A (ko) * | 2005-08-24 | 2007-07-04 | 에스에스 세야쿠 가부시키 가이샤 | 수면 개선 의약 조성물 |
| CA2640402C (en) * | 2006-03-06 | 2012-01-03 | Pfizer Products Inc. | Alpha-2-delta ligands for non-restorative sleep |
| CA2710538A1 (en) | 2008-01-25 | 2009-07-30 | Xenoport, Inc. | Crystalline form of a (3s)-aminomethyl-5-methyl-hexanoic acid prodrug and methods of use |
| WO2009094577A2 (en) | 2008-01-25 | 2009-07-30 | Xenoport, Inc. | Mesophasic forms of (3s)-aminomethyl-5-methyl-hexanoic acid prodrugs and methods of use |
| WO2009094563A2 (en) | 2008-01-25 | 2009-07-30 | Xenoport, Inc. | Crystalline form of calcium-salts of (3s)-aminomethyl-b-methyl-hexanoic acids and methods of use |
| ES2589915T3 (es) | 2008-10-08 | 2016-11-17 | Xgene Pharmaceutical Inc | Conjugados de GABA y métodos de utilización de los mismos |
| WO2011071995A2 (en) | 2009-12-08 | 2011-06-16 | Case Western Reserve University | Compounds and methods of treating ocular disorders |
| US9066853B2 (en) | 2013-01-15 | 2015-06-30 | Warsaw Orthopedic, Inc. | Clonidine compounds in a biodegradable fiber |
| HUE047629T2 (hu) | 2013-01-28 | 2020-05-28 | Lopez Hector L | Eljárások ß-alanin tolerancia, farmakodinamika és hatékonyság javítására és azok alkalmazása |
| SG10201912843YA (en) * | 2016-05-26 | 2020-02-27 | Amino Up Chemical Co Ltd | Sleep improving agent |
| JP7441181B2 (ja) | 2018-05-14 | 2024-02-29 | エックスジーン ファーマシューティカル インク． | ナプロキセンとプレガバリンの１－（アシルオキシ）－アルキルカルバメート薬品複合体の結晶形態 |
| CN117776950B (zh) * | 2022-09-20 | 2025-12-23 | 中科中山药物创新研究院 | 一种γ-氨基丁酸衍生物、药物组合物和应用 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4087544A (en) * | 1974-12-21 | 1978-05-02 | Warner-Lambert Company | Treatment of cranial dysfunctions using novel cyclic amino acids |
| DE2460891C2 (de) * | 1974-12-21 | 1982-09-23 | Gödecke AG, 1000 Berlin | 1-Aminomethyl-1-cycloalkanessigsäuren und deren Ester, Verfahren zu deren Herstellung und diese Verbindungen enthaltende Arzneimittel |
| US5084479A (en) * | 1990-01-02 | 1992-01-28 | Warner-Lambert Company | Novel methods for treating neurodegenerative diseases |
| US6197819B1 (en) * | 1990-11-27 | 2001-03-06 | Northwestern University | Gamma amino butyric acid analogs and optical isomers |
| US5510381A (en) * | 1995-05-15 | 1996-04-23 | Warner-Lambert Company | Method of treatment of mania and bipolar disorder |
| DE19525598C2 (de) * | 1995-07-13 | 1997-09-25 | Max Planck Gesellschaft | Schlafmittel |
| EA001214B1 (ru) * | 1996-03-14 | 2000-12-25 | Варнер-Ламберт Компани | Новые мостиковые циклические аминокислоты как фармацевтически применимые вещества |
| US6372792B1 (en) * | 1996-04-26 | 2002-04-16 | Guy Chouinard | Method for treating anxiety, anxiety disorders and insomnia |
| ATE323067T1 (de) * | 1997-10-27 | 2006-04-15 | Warner Lambert Co | Zyklische aminosäuren und deren derivate als arzneimittel |
| BR9911887A (pt) | 1998-07-09 | 2001-03-27 | Warner Lambert Co | Método para o tratamento da insÈnia |
| JP2003525207A (ja) * | 1999-06-02 | 2003-08-26 | ワーナー−ランバート・カンパニー、リミテッド、ライアビリティ、カンパニー | 薬剤として有用なアミノ複素環 |
| HN2000000224A (es) * | 1999-10-20 | 2001-04-11 | Warner Lambert Co | Aminoacidos biciclicos como agentes farmaceuticos |
| BR0016201A (pt) * | 1999-12-08 | 2002-08-13 | Warner Lambert Co | Método para a sìntese estereosseletiva de aminoácidos cìclicos |
| GB9930083D0 (en) * | 1999-12-20 | 2000-02-09 | Glaxo Group Ltd | Medicaments |
-
2001
- 2001-05-18 NZ NZ522480A patent/NZ522480A/en unknown
- 2001-05-18 AU AU2001264736A patent/AU2001264736B2/en not_active Ceased
- 2001-05-18 CN CNB018110487A patent/CN1279900C/zh not_active Expired - Fee Related
- 2001-05-18 IL IL15277001A patent/IL152770A0/xx unknown
- 2001-05-18 PL PL35987201A patent/PL359872A1/xx not_active Application Discontinuation
- 2001-05-18 PT PT01939192T patent/PT1296671E/pt unknown
- 2001-05-18 ES ES01939192T patent/ES2300332T3/es not_active Expired - Lifetime
- 2001-05-18 HU HU0300833A patent/HUP0300833A3/hu unknown
- 2001-05-18 US US10/297,827 patent/US7141606B2/en not_active Expired - Fee Related
- 2001-05-18 BR BR0111913-3A patent/BR0111913A/pt not_active Application Discontinuation
- 2001-05-18 DK DK01939192T patent/DK1296671T3/da active
- 2001-05-18 EP EP01939192A patent/EP1296671B1/en not_active Expired - Lifetime
- 2001-05-18 CZ CZ20024110A patent/CZ20024110A3/cs unknown
- 2001-05-18 AT AT01939192T patent/ATE390133T1/de not_active IP Right Cessation
- 2001-05-18 WO PCT/US2001/016343 patent/WO2002000209A2/en not_active Ceased
- 2001-05-18 SK SK1792-2002A patent/SK17922002A3/sk not_active Application Discontinuation
- 2001-05-18 JP JP2002504991A patent/JP3909842B2/ja not_active Expired - Fee Related
- 2001-05-18 DE DE60133389T patent/DE60133389T2/de not_active Expired - Lifetime
- 2001-05-18 KR KR1020027017609A patent/KR100785182B1/ko not_active Expired - Fee Related
- 2001-05-18 MX MXPA02010668A patent/MXPA02010668A/es active IP Right Grant
- 2001-05-18 AU AU6473601A patent/AU6473601A/xx active Pending
- 2001-05-18 CA CA2414008A patent/CA2414008C/en not_active Expired - Fee Related
- 2001-06-19 TW TW090114841A patent/TWI298020B/zh not_active IP Right Cessation
-
2002
- 2002-11-11 IL IL152770A patent/IL152770A/en not_active IP Right Cessation
- 2002-11-19 ZA ZA200209418A patent/ZA200209418B/en unknown
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR100785182B1 (ko) | 수면 장애를 위한 가바펜틴 유사체 | |
| AU2001264736A1 (en) | Gabapentin analogues for sleep disorders | |
| US4877620A (en) | Ibuprofen-containing medicament | |
| ES2244103T3 (es) | Remedio para enfermedades neurodegenerativas. | |
| US20110259786A1 (en) | Droxidopa and pharmaceutical composition thereof for the treatment of fibromyalgia | |
| HU225534B1 (en) | Pharmaceutical compositions comprising mirtazapine and one or more selective serotonin reuptake inhibitors | |
| SK284923B6 (sk) | Zmes liečiv s antidepresívnym účinkom obsahujúca 2-amino-4,5,6,7- tetrahydro-6-propylaminobenzotiazol a sertralín a jej použitie | |
| ZA200007174B (en) | Method for the treatment of insomnia. | |
| SK284937B6 (sk) | Použitie prokineticky účinného antiemetika a tramadolu na výrobu liečiva na liečenie migrény | |
| BG63744B1 (bg) | Използване на аналог на валпроева киселина за лечение и профилактика на мигрена и афективни заболявания | |
| KR20020060192A (ko) | Ｎｋ₁ 수용체 길항제와 ｇａｂａ 구조유사체의 상승적배합물 | |
| US5519057A (en) | Ibuprofen-containing medicament | |
| US20060052455A1 (en) | Composition for preventing treating the xepression of clinical symptom in disease caused by mitochondrial dysfunction | |
| US3932652A (en) | Antidepressant compositions | |
| CA2141774A1 (en) | Venlafaxine in the inducement of cognition enhancement | |
| WO2023156275A1 (en) | Pharmaceutical composition and medicament comprising l-tryptophan, l-5-hydroxytryptophan and a peripheral degradation inhibitor | |
| AU2007222112A1 (en) | Alpha-2-delta ligands for non-restorative sleep | |
| AU766708B2 (en) | The treatment of renal colic with GABA analogs | |
| JPH06102624B2 (ja) | 非心臓由来の不整脈防止薬 |