SK102798A3 - Azabicyclic esters of carbamic acids useful in therapy - Google Patents

Azabicyclic esters of carbamic acids useful in therapy Download PDF

Info

Publication number: SK102798A3
Authority: SK; Slovakia
Prior art keywords: formula; azabicyclo; compound; ester; octan
Prior art date: 1996-02-23

Application number

SK1027-98A

Other languages

English (en)

Slovak (sk)

Inventor

John Macor

Edwin Wu

Original Assignee

Astra Ab

Priority date (The priority date 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 date listed.)

1996-02-23

Filing date

1997-02-21

Publication date

1999-01-11

1997-02-21 Application filed by Astra Ab filed Critical Astra Ab

1999-01-11 Publication of SK102798A3 publication Critical patent/SK102798A3/sk

Links

238000002560 therapeutic procedure Methods 0.000 title abstract description 4
150000002148 esters Chemical class 0.000 title description 13
150000001715 carbamic acids Chemical class 0.000 title description 3
150000001875 compounds Chemical class 0.000 claims abstract description 107
150000003839 salts Chemical class 0.000 claims abstract description 30
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 29
238000000034 method Methods 0.000 claims abstract description 27
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 24
239000001257 hydrogen Substances 0.000 claims abstract description 24
229910052736 halogen Inorganic materials 0.000 claims abstract description 21
150000002367 halogens Chemical group 0.000 claims abstract description 21
238000011282 treatment Methods 0.000 claims abstract description 21
229910052757 nitrogen Inorganic materials 0.000 claims abstract description 19
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 16
239000000203 mixture Substances 0.000 claims abstract description 16
-1 -OR5 Chemical group 0.000 claims abstract description 15
238000011321 prophylaxis Methods 0.000 claims abstract description 14
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 13
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 13
125000001424 substituent group Chemical group 0.000 claims abstract description 12
229910052760 oxygen Inorganic materials 0.000 claims abstract description 10
125000000217 alkyl group Chemical group 0.000 claims abstract description 9
150000002431 hydrogen Chemical group 0.000 claims abstract description 9
229910052717 sulfur Inorganic materials 0.000 claims abstract description 7
229910052799 carbon Inorganic materials 0.000 claims abstract description 6
230000008569 process Effects 0.000 claims abstract description 6
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125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 5
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 4
125000001153 fluoro group Chemical group F* 0.000 claims abstract description 4
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 30
239000002253 acid Substances 0.000 claims description 21
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JRNNBGOEDTYSGH-UHFFFAOYSA-N 1-azabicyclo[2.2.2]octan-3-yl n-(3,4-dichlorophenyl)carbamate Chemical compound C1=C(Cl)C(Cl)=CC=C1NC(=O)OC1C(CC2)CCN2C1 JRNNBGOEDTYSGH-UHFFFAOYSA-N 0.000 claims description 5
SLJMPDGIEKZJAU-UHFFFAOYSA-N 1-azabicyclo[2.2.2]octan-3-yl n-(4-bromophenyl)carbamate Chemical compound C1=CC(Br)=CC=C1NC(=O)OC1C(CC2)CCN2C1 SLJMPDGIEKZJAU-UHFFFAOYSA-N 0.000 claims description 5
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WVQQNNNYMPFHGO-UHFFFAOYSA-N 1-azabicyclo[2.2.2]octan-3-yl n-(4-methylphenyl)carbamate Chemical compound C1=CC(C)=CC=C1NC(=O)OC1C(CC2)CCN2C1 WVQQNNNYMPFHGO-UHFFFAOYSA-N 0.000 claims description 4
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RYDWZFYEYKGKQN-UHFFFAOYSA-N 1-azabicyclo[2.2.2]octan-3-yl n-pyridin-2-ylcarbamate Chemical compound C1N(CC2)CCC2C1OC(=O)NC1=CC=CC=N1 RYDWZFYEYKGKQN-UHFFFAOYSA-N 0.000 claims description 3
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UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 3
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239000001301 oxygen Substances 0.000 claims description 3
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 2
230000009471 action Effects 0.000 claims description 2
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 2
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PWXJULSLLONQHY-UHFFFAOYSA-N phenylcarbamic acid Chemical compound OC(=O)NC1=CC=CC=C1 PWXJULSLLONQHY-UHFFFAOYSA-N 0.000 claims 1
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125000004093 cyano group Chemical group *C#N 0.000 abstract 5
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125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
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WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 14
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238000006243 chemical reaction Methods 0.000 description 10
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GQHTUMJGOHRCHB-UHFFFAOYSA-N 2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine Chemical compound C1CCCCN2CCCN=C21 GQHTUMJGOHRCHB-UHFFFAOYSA-N 0.000 description 8
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RAJYWSMRWRODFV-UHFFFAOYSA-N 1-azabicyclo[2.2.2]octan-3-yl carbamate Chemical class C1CC2C(OC(=O)N)CN1CC2 RAJYWSMRWRODFV-UHFFFAOYSA-N 0.000 description 3
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WIXYVZUUXMTNBY-UHFFFAOYSA-N 1-azabicyclo[2.2.2]octan-3-yl n-(4-chloro-3-fluorophenyl)carbamate Chemical compound C1=C(Cl)C(F)=CC(NC(=O)OC2C3CCN(CC3)C2)=C1 WIXYVZUUXMTNBY-UHFFFAOYSA-N 0.000 description 1
KHINMWCEXQIYHR-UHFFFAOYSA-N 1-azabicyclo[2.2.2]octan-3-yl n-(4-chlorophenyl)carbamate Chemical compound C1=CC(Cl)=CC=C1NC(=O)OC1C(CC2)CCN2C1 KHINMWCEXQIYHR-UHFFFAOYSA-N 0.000 description 1
RUQCFKNORLVKCA-UHFFFAOYSA-N 1-azabicyclo[2.2.2]octan-3-yl n-(4-fluorophenyl)carbamate Chemical compound C1=CC(F)=CC=C1NC(=O)OC1C(CC2)CCN2C1 RUQCFKNORLVKCA-UHFFFAOYSA-N 0.000 description 1
IVUHKEGDYXRUHB-UHFFFAOYSA-N 1-azabicyclo[2.2.2]octan-3-yl n-pyridin-4-ylcarbamate Chemical compound C1N(CC2)CCC2C1OC(=O)NC1=CC=NC=C1 IVUHKEGDYXRUHB-UHFFFAOYSA-N 0.000 description 1
CZQIJQFTRGDODI-UHFFFAOYSA-N 1-bromo-4-isocyanatobenzene Chemical compound BrC1=CC=C(N=C=O)C=C1 CZQIJQFTRGDODI-UHFFFAOYSA-N 0.000 description 1
VZNCSZQPNIEEMN-UHFFFAOYSA-N 1-fluoro-2-isocyanatobenzene Chemical compound FC1=CC=CC=C1N=C=O VZNCSZQPNIEEMN-UHFFFAOYSA-N 0.000 description 1
FMDGXCSMDZMDHZ-UHFFFAOYSA-N 1-isocyanato-4-methoxybenzene Chemical compound COC1=CC=C(N=C=O)C=C1 FMDGXCSMDZMDHZ-UHFFFAOYSA-N 0.000 description 1
BDQNKCYCTYYMAA-UHFFFAOYSA-N 1-isocyanatonaphthalene Chemical compound C1=CC=C2C(N=C=O)=CC=CC2=C1 BDQNKCYCTYYMAA-UHFFFAOYSA-N 0.000 description 1
HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 1
SVNCRRZKBNSMIV-UHFFFAOYSA-N 3-Aminoquinoline Chemical compound C1=CC=CC2=CC(N)=CN=C21 SVNCRRZKBNSMIV-UHFFFAOYSA-N 0.000 description 1
BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 1
MUNOBADFTHUUFG-UHFFFAOYSA-N 3-phenylaniline Chemical group NC1=CC=CC(C=2C=CC=CC=2)=C1 MUNOBADFTHUUFG-UHFFFAOYSA-N 0.000 description 1
YBAZINRZQSAIAY-UHFFFAOYSA-N 4-aminobenzonitrile Chemical compound NC1=CC=C(C#N)C=C1 YBAZINRZQSAIAY-UHFFFAOYSA-N 0.000 description 1
MGYGFNQQGAQEON-UHFFFAOYSA-N 4-tolyl isocyanate Chemical compound CC1=CC=C(N=C=O)C=C1 MGYGFNQQGAQEON-UHFFFAOYSA-N 0.000 description 1
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GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
229930003347 Atropine Natural products 0.000 description 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
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208000000094 Chronic Pain Diseases 0.000 description 1
206010009900 Colitis ulcerative Diseases 0.000 description 1
YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 description 1
FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
239000005977 Ethylene Substances 0.000 description 1
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical class Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 1
RKUNBYITZUJHSG-UHFFFAOYSA-N Hyosciamin-hydrochlorid Natural products CN1C(C2)CCC1CC2OC(=O)C(CO)C1=CC=CC=C1 RKUNBYITZUJHSG-UHFFFAOYSA-N 0.000 description 1
239000005909 Kieselgur Substances 0.000 description 1
241000124008 Mammalia Species 0.000 description 1
241001465754 Metazoa Species 0.000 description 1
YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical class [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 1
229920002472 Starch Polymers 0.000 description 1
235000021355 Stearic acid Nutrition 0.000 description 1
FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
201000006704 Ulcerative Colitis Diseases 0.000 description 1
JEPJAGMRBZWMCT-CYBMUJFWSA-N [(3s)-1-azabicyclo[2.2.2]octan-3-yl] n-phenylcarbamate Chemical compound O([C@H]1C2CCN(CC2)C1)C(=O)NC1=CC=CC=C1 JEPJAGMRBZWMCT-CYBMUJFWSA-N 0.000 description 1
150000001242 acetic acid derivatives Chemical class 0.000 description 1
239000004480 active ingredient Substances 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
230000003444 anaesthetic effect Effects 0.000 description 1
229940035676 analgesics Drugs 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
239000000730 antalgic agent Substances 0.000 description 1
150000004982 aromatic amines Chemical class 0.000 description 1
RKUNBYITZUJHSG-SPUOUPEWSA-N atropine Chemical compound O([C@H]1C[C@H]2CC[C@@H](C1)N2C)C(=O)C(CO)C1=CC=CC=C1 RKUNBYITZUJHSG-SPUOUPEWSA-N 0.000 description 1
229960000396 atropine Drugs 0.000 description 1
230000004888 barrier function Effects 0.000 description 1
239000002585 base Substances 0.000 description 1
150000001558 benzoic acid derivatives Chemical class 0.000 description 1
230000037396 body weight Effects 0.000 description 1
UWTDFICHZKXYAC-UHFFFAOYSA-N boron;oxolane Chemical compound [B].C1CCOC1 UWTDFICHZKXYAC-UHFFFAOYSA-N 0.000 description 1
210000004556 brain Anatomy 0.000 description 1
239000012267 brine Substances 0.000 description 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
229910052794 bromium Inorganic materials 0.000 description 1
AIXAANGOTKPUOY-UHFFFAOYSA-N carbachol Chemical compound [Cl-].C[N+](C)(C)CCOC(N)=O AIXAANGOTKPUOY-UHFFFAOYSA-N 0.000 description 1
229960004484 carbachol Drugs 0.000 description 1
239000000969 carrier Substances 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
238000004296 chiral HPLC Methods 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
230000006949 cholinergic function Effects 0.000 description 1
238000004587 chromatography analysis Methods 0.000 description 1
230000001149 cognitive effect Effects 0.000 description 1
238000006482 condensation reaction Methods 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
238000001816 cooling Methods 0.000 description 1
239000013078 crystal Substances 0.000 description 1
125000006165 cyclic alkyl group Chemical group 0.000 description 1
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
229910052805 deuterium Inorganic materials 0.000 description 1
238000009792 diffusion process Methods 0.000 description 1
MUCZHBLJLSDCSD-UHFFFAOYSA-N diisopropyl fluorophosphate Chemical compound CC(C)OP(F)(=O)OC(C)C MUCZHBLJLSDCSD-UHFFFAOYSA-N 0.000 description 1
235000019441 ethanol Nutrition 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
238000000605 extraction Methods 0.000 description 1
239000011737 fluorine Substances 0.000 description 1
229910052731 fluorine Inorganic materials 0.000 description 1
229960005051 fluostigmine Drugs 0.000 description 1
150000004675 formic acid derivatives Chemical class 0.000 description 1
238000001640 fractional crystallisation Methods 0.000 description 1
239000012458 free base Substances 0.000 description 1
VZCYOOQTPOCHFL-OWOJBTEDSA-L fumarate(2-) Chemical class [O-]C(=O)\C=C\C([O-])=O VZCYOOQTPOCHFL-OWOJBTEDSA-L 0.000 description 1
238000002523 gelfiltration Methods 0.000 description 1
230000008570 general process Effects 0.000 description 1
235000011187 glycerol Nutrition 0.000 description 1
125000005241 heteroarylamino group Chemical group 0.000 description 1
230000000971 hippocampal effect Effects 0.000 description 1
239000011539 homogenization buffer Substances 0.000 description 1
230000001939 inductive effect Effects 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
239000011630 iodine Substances 0.000 description 1
229910052740 iodine Inorganic materials 0.000 description 1
230000002045 lasting effect Effects 0.000 description 1
231100001231 less toxic Toxicity 0.000 description 1
239000007788 liquid Substances 0.000 description 1
229960005015 local anesthetics Drugs 0.000 description 1
229910052943 magnesium sulfate Inorganic materials 0.000 description 1
235000019341 magnesium sulphate Nutrition 0.000 description 1
150000002688 maleic acid derivatives Chemical class 0.000 description 1
239000000463 material Substances 0.000 description 1
125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 description 1
238000002156 mixing Methods 0.000 description 1
239000000472 muscarinic agonist Substances 0.000 description 1
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
230000001537 neural effect Effects 0.000 description 1
230000004112 neuroprotection Effects 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
239000003921 oil Substances 0.000 description 1
235000019198 oils Nutrition 0.000 description 1
230000003287 optical effect Effects 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
PIBWKRNGBLPSSY-UHFFFAOYSA-L palladium(II) chloride Chemical compound Cl[Pd]Cl PIBWKRNGBLPSSY-UHFFFAOYSA-L 0.000 description 1
239000008024 pharmaceutical diluent Substances 0.000 description 1
229940117953 phenylisothiocyanate Drugs 0.000 description 1
235000011056 potassium acetate Nutrition 0.000 description 1
230000002265 prevention Effects 0.000 description 1
239000000047 product Substances 0.000 description 1
238000000159 protein binding assay Methods 0.000 description 1
230000006340 racemization Effects 0.000 description 1
239000000018 receptor agonist Substances 0.000 description 1
229940044601 receptor agonist Drugs 0.000 description 1
239000011347 resin Substances 0.000 description 1
229920005989 resin Polymers 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
239000011877 solvent mixture Substances 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
238000010561 standard procedure Methods 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
239000008117 stearic acid Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
238000013268 sustained release Methods 0.000 description 1
239000012730 sustained-release form Substances 0.000 description 1
230000005062 synaptic transmission Effects 0.000 description 1
208000011580 syndromic disease Diseases 0.000 description 1
239000006188 syrup Substances 0.000 description 1
235000020357 syrup Nutrition 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
235000012222 talc Nutrition 0.000 description 1
235000002906 tartaric acid Nutrition 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
125000005270 trialkylamine group Chemical group 0.000 description 1
LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
239000001993 wax Substances 0.000 description 1
238000009736 wetting Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D453/00—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids
- C07D453/02—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing not further condensed quinuclidine ring systems
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
- 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
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
- 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
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
- 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
- A61P25/22—Anxiolytics
- 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
- A61P25/24—Antidepressants
- 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
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
- 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
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
- A61P25/34—Tobacco-abuse
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/027—Organoboranes and organoborohydrides

Landscapes

Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
Bioinformatics & Cheminformatics (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Animal Behavior & Ethology (AREA)
Neurosurgery (AREA)
Biomedical Technology (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Neurology (AREA)
General Health & Medical Sciences (AREA)
Psychiatry (AREA)
Addiction (AREA)
Pain & Pain Management (AREA)
Hospice & Palliative Care (AREA)
Psychology (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Hydrogenated Pyridines (AREA)

SK1027-98A 1996-02-23 1997-02-21 Azabicyclic esters of carbamic acids useful in therapy SK102798A3 (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
SE9600683A SE9600683D0 (sv)	1996-02-23	1996-02-23	Azabicyclic esters of carbamic acids useful in therapy
PCT/SE1997/000294 WO1997030998A1 (en)	1996-02-23	1997-02-21	Azabicyclic esters of carbamic acids useful in therapy

Publications (1)

Publication Number	Publication Date
SK102798A3 true SK102798A3 (en)	1999-01-11

Family

ID=20401517

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SK1027-98A SK102798A3 (en)	1996-02-23	1997-02-21	Azabicyclic esters of carbamic acids useful in therapy

Country Status (26)

Country	Link
US (2)	US5998429A (da)
EP (1)	EP0885221B1 (da)
JP (1)	JP2000505452A (da)
KR (1)	KR19990087184A (da)
CN (1)	CN1063749C (da)
AR (1)	AR005876A1 (da)
AT (1)	ATE219081T1 (da)
AU (1)	AU706944B2 (da)
BR (1)	BR9707616A (da)
CA (1)	CA2246051A1 (da)
CZ (1)	CZ289110B6 (da)
DE (1)	DE69713295T2 (da)
EE (1)	EE9800250A (da)
HU (1)	HUP9901273A3 (da)
ID (1)	ID15969A (da)
IL (2)	IL125620A (da)
IS (1)	IS4830A (da)
NO (1)	NO983711L (da)
NZ (1)	NZ331145A (da)
PL (1)	PL328614A1 (da)
RU (1)	RU2172739C2 (da)
SE (1)	SE9600683D0 (da)
SK (1)	SK102798A3 (da)
TR (1)	TR199801642T2 (da)
WO (1)	WO1997030998A1 (da)
ZA (1)	ZA971082B (da)

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* Cited by examiner, † Cited by third party
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US5977144A (en) *	1992-08-31	1999-11-02	University Of Florida	Methods of use and compositions for benzylidene- and cinnamylidene-anabaseines
US7214686B2 (en)	1997-06-30	2007-05-08	Targacept, Inc.	Pharmaceutical compositions and methods for effecting dopamine release
US6632823B1 (en) *	1997-12-22	2003-10-14	Merck & Co., Inc.	Substituted pyridine compounds useful as modulators of acetylcholine receptors
US6277870B1 (en) *	1998-05-04	2001-08-21	Astra Ab	Use
FR2804430B1 (fr) *	2000-01-28	2002-03-22	Sanofi Synthelabo	Derives de 4-heteroaryl-1,4-diazabicyclo[3.2.2] nonane, leur preparation et leur application en therapeutique
GB0010955D0 (en)	2000-05-05	2000-06-28	Novartis Ag	Organic compounds
US8914114B2 (en)	2000-05-23	2014-12-16	The Feinstein Institute For Medical Research	Inhibition of inflammatory cytokine production by cholinergic agonists and vagus nerve stimulation
WO2002016357A2 (en) *	2000-08-18	2002-02-28	Pharmacia & Upjohn Company	Quinuclidine-substituted aryl moieties for treatment of disease (nicotinic acetylcholine receptor ligands)
WO2002016356A2 (en) *	2000-08-18	2002-02-28	Pharmacia & Upjohn Company	Quinuclidine-substituted aryl moieties for treatment of disease (nicotinic acetylcholine receptor ligands)
US6492385B2 (en)	2000-08-18	2002-12-10	Pharmacia & Upjohn Company	Quinuclidine-substituted heteroaryl moieties for treatment of disease
JP2004506735A (ja)	2000-08-18	2004-03-04	ファルマシア・アンド・アップジョン・カンパニー	疾患治療用キヌクリジン置換アリール化合物
AU2001282910A1 (en) *	2000-08-21	2002-03-04	Pharmacia And Upjohn Company	Quinuclidine-substituted heteroaryl moieties for treatment of disease (nicotinic) acetylcholine receptor ligands
WO2002017358A2 (en) *	2000-08-21	2002-02-28	Pharmacia & Upjohn Company	Quinuclidine-substituted heteroaryl moieties for treatment of disease (nicotinic acetylcholine receptor antagonists)
WO2002015662A2 (en) *	2000-08-21	2002-02-28	Pharmacia & Upjohn Company	Quinuclidine-substituted heteroaryl moieties for treatment of disease (nicotinic acetylcholine receptor antagonists
PE20021019A1 (es)	2001-04-19	2002-11-13	Upjohn Co	Grupos azabiciclicos sustituidos
AR036040A1 (es)	2001-06-12	2004-08-04	Upjohn Co	Compuestos de heteroarilo multiciclicos sustituidos con quinuclidinas y composiciones farmaceuticas que los contienen
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Publication number	Publication date
IL125620A (en)	2001-09-13
ZA971082B (en)	1997-08-25
US5998429A (en)	1999-12-07
CN1211983A (zh)	1999-03-24
DE69713295T2 (de)	2003-01-09
ATE219081T1 (de)	2002-06-15
EE9800250A (et)	1999-02-15
EP0885221B1 (en)	2002-06-12
DE69713295D1 (de)	2002-07-18
KR19990087184A (ko)	1999-12-15
CZ289110B6 (cs)	2001-11-14
CA2246051A1 (en)	1997-08-28
IS4830A (is)	1998-08-20
IL125620A0 (en)	1999-04-11
AU2238797A (en)	1997-09-10
SE9600683D0 (sv)	1996-02-23
TR199801642T2 (xx)	1998-11-23
HK1017357A1 (en)	1999-11-19
PL328614A1 (en)	1999-02-01
CZ265998A3 (cs)	2000-02-16
WO1997030998A1 (en)	1997-08-28
AR005876A1 (es)	1999-07-21
IL137585A0 (en)	2001-07-24
EP0885221A1 (en)	1998-12-23
HUP9901273A3 (en)	2000-06-28
NO983711D0 (no)	1998-08-13
JP2000505452A (ja)	2000-05-09
ID15969A (id)	1997-08-21
RU2172739C2 (ru)	2001-08-27
BR9707616A (pt)	1999-07-27
US6054464A (en)	2000-04-25
NZ331145A (en)	2000-02-28
NO983711L (no)	1998-08-13
HUP9901273A2 (hu)	1999-07-28
AU706944B2 (en)	1999-07-01
CN1063749C (zh)	2001-03-28

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