DE2011806C3 - Tricyclische Verbindungen, Verfahren zu deren Herstellung und diese enthaltende pharmazeutische Zubereitungen - Google Patents
Tricyclische Verbindungen, Verfahren zu deren Herstellung und diese enthaltende pharmazeutische ZubereitungenInfo
- Publication number
- DE2011806C3 DE2011806C3 DE19702011806 DE2011806A DE2011806C3 DE 2011806 C3 DE2011806 C3 DE 2011806C3 DE 19702011806 DE19702011806 DE 19702011806 DE 2011806 A DE2011806 A DE 2011806A DE 2011806 C3 DE2011806 C3 DE 2011806C3
- Authority
- DE
- Germany
- Prior art keywords
- acid
- preparation
- pharmaceutical preparations
- compounds
- processes
- 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
Links
- 150000001875 compounds Chemical class 0.000 title claims description 17
- 238000000034 method Methods 0.000 title description 7
- 238000002360 preparation method Methods 0.000 title description 5
- 239000000825 pharmaceutical preparation Substances 0.000 title description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 16
- 239000002253 acid Substances 0.000 description 10
- -1 cyclohepten-5-yl Chemical group 0.000 description 7
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- 239000002585 base Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 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 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical compound BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000012153 distilled water Substances 0.000 description 3
- 239000008101 lactose Substances 0.000 description 3
- 235000019359 magnesium stearate Nutrition 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 239000000454 talc Substances 0.000 description 3
- 229910052623 talc Inorganic materials 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- 229920002261 Corn starch Polymers 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- 108010010803 Gelatin Proteins 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 230000001476 alcoholic effect Effects 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 125000005907 alkyl ester group Chemical group 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000008120 corn starch Substances 0.000 description 2
- 229940099112 cornstarch Drugs 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 239000003937 drug carrier Substances 0.000 description 2
- 229920000159 gelatin Polymers 0.000 description 2
- 239000008273 gelatin Substances 0.000 description 2
- 235000019322 gelatine Nutrition 0.000 description 2
- 235000011852 gelatine desserts Nutrition 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- GZWIRHPWUOSRCO-UHFFFAOYSA-N heptanoic acid;hydrochloride Chemical compound Cl.CCCCCCC(O)=O GZWIRHPWUOSRCO-UHFFFAOYSA-N 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 230000000144 pharmacologic effect Effects 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 238000007127 saponification reaction Methods 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 230000001225 therapeutic effect Effects 0.000 description 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-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
- 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
- 239000005711 Benzoic acid Substances 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 241000700198 Cavia Species 0.000 description 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-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
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 239000004471 Glycine Substances 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
- 241000699666 Mus <mouse, genus> Species 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- GMZVRMREEHBGGF-UHFFFAOYSA-N Piracetam Chemical compound NC(=O)CN1CCCC1=O GMZVRMREEHBGGF-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 241000700159 Rattus Species 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
- DSRXQXXHDIAVJT-UHFFFAOYSA-N acetonitrile;n,n-dimethylformamide Chemical compound CC#N.CN(C)C=O DSRXQXXHDIAVJT-UHFFFAOYSA-N 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- ONNOFKFOZAJDHT-UHFFFAOYSA-N amineptine Chemical compound C1CC2=CC=CC=C2C(NCCCCCCC(=O)O)C2=CC=CC=C21 ONNOFKFOZAJDHT-UHFFFAOYSA-N 0.000 description 1
- 230000001430 anti-depressive effect Effects 0.000 description 1
- 239000000935 antidepressant agent Substances 0.000 description 1
- 229940005513 antidepressants Drugs 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 235000015165 citric acid Nutrition 0.000 description 1
- 229940110456 cocoa butter Drugs 0.000 description 1
- 235000019868 cocoa butter Nutrition 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- VBPPJUXIEMSWDT-UHFFFAOYSA-N ethyl 7-aminoheptanoate Chemical compound CCOC(=O)CCCCCCN VBPPJUXIEMSWDT-UHFFFAOYSA-N 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 230000002496 gastric effect Effects 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 239000012433 hydrogen halide Substances 0.000 description 1
- 229910000039 hydrogen halide Inorganic materials 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 150000002440 hydroxy compounds Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000007912 intraperitoneal administration Methods 0.000 description 1
- 238000009533 lab test Methods 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- QSLMDECMDJKHMQ-GSXCWMCISA-N maprotiline Chemical compound C12=CC=CC=C2[C@@]2(CCCNC)C3=CC=CC=C3[C@@H]1CC2 QSLMDECMDJKHMQ-GSXCWMCISA-N 0.000 description 1
- 229960004090 maprotiline Drugs 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 239000001048 orange dye Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 229960004526 piracetam Drugs 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D281/00—Heterocyclic compounds containing rings of more than six members having one nitrogen atom and one sulfur atom as the only ring hetero atoms
- C07D281/02—Seven-membered rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D313/00—Heterocyclic compounds containing rings of more than six members having one oxygen atom as the only ring hetero atom
- C07D313/02—Seven-membered rings
- C07D313/06—Seven-membered rings condensed with carbocyclic rings or ring systems
- C07D313/10—Seven-membered rings condensed with carbocyclic rings or ring systems condensed with two six-membered rings
- C07D313/12—[b,e]-condensed
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D337/00—Heterocyclic compounds containing rings of more than six members having one sulfur atom as the only ring hetero atom
- C07D337/02—Seven-membered rings
- C07D337/06—Seven-membered rings condensed with carbocyclic rings or ring systems
- C07D337/10—Seven-membered rings condensed with carbocyclic rings or ring systems condensed with two six-membered rings
- C07D337/12—[b,e]-condensed
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D337/00—Heterocyclic compounds containing rings of more than six members having one sulfur atom as the only ring hetero atom
- C07D337/16—Eight-membered rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1611669A GB1269551A (en) | 1969-03-27 | 1969-03-27 | New tricyclic derivatives and process for their manufacture |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2011806A1 DE2011806A1 (de) | 1970-10-15 |
| DE2011806B2 DE2011806B2 (OSRAM) | 1981-01-08 |
| DE2011806C3 true DE2011806C3 (de) | 1981-12-03 |
Family
ID=10071471
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19702065636 Expired DE2065636C3 (de) | 1969-03-27 | 1970-03-12 | Tricyclische Verbindungen, Verfahren zu ihrer Herstellung und diese enthaltende Arzneimittel |
| DE19702011806 Expired DE2011806C3 (de) | 1969-03-27 | 1970-03-12 | Tricyclische Verbindungen, Verfahren zu deren Herstellung und diese enthaltende pharmazeutische Zubereitungen |
| DE19702065635 Expired DE2065635C3 (de) | 1969-03-27 | 1970-03-12 | 10-Dioxo-11 -methyldibenzothiazepinderivate, Verfahren zu ihrer Herstellung und sie enthaltende pharmazeutische Zubereitungen |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19702065636 Expired DE2065636C3 (de) | 1969-03-27 | 1970-03-12 | Tricyclische Verbindungen, Verfahren zu ihrer Herstellung und diese enthaltende Arzneimittel |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19702065635 Expired DE2065635C3 (de) | 1969-03-27 | 1970-03-12 | 10-Dioxo-11 -methyldibenzothiazepinderivate, Verfahren zu ihrer Herstellung und sie enthaltende pharmazeutische Zubereitungen |
Country Status (9)
| Country | Link |
|---|---|
| BE (1) | BE748032A (OSRAM) |
| CH (1) | CH522595A (OSRAM) |
| DE (3) | DE2065636C3 (OSRAM) |
| DK (1) | DK133976B (OSRAM) |
| ES (1) | ES377906A1 (OSRAM) |
| FR (3) | FR2037266B1 (OSRAM) |
| GB (1) | GB1269551A (OSRAM) |
| NL (1) | NL140526B (OSRAM) |
| SE (2) | SE368005B (OSRAM) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8198268B2 (en) | 2008-10-31 | 2012-06-12 | Janssen Biotech, Inc. | Tianeptine sulfate salt forms and methods of making and using the same |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH629667A5 (fr) * | 1978-03-28 | 1982-05-14 | Science Union & Cie | Composition pharmaceutique agissant sur la motricite gastro-intestinale. |
| FR2594827B1 (fr) * | 1986-02-21 | 1988-05-20 | Adir | Nouveau derive tricyclique denomme acide ((chloro-3 methyl-6 dioxo-5,5 dihydro-6, 11 dibenzo (c,f) thiazepine (1,2) yl-11 amino)-5 pentazoique, son procede de preparation et les compositions pharmaceutiques qui le contiennent |
| JPH0578292A (ja) * | 1991-04-05 | 1993-03-30 | Hokuriku Seiyaku Co Ltd | 三環系化合物 |
| FR2716623B1 (fr) | 1994-02-25 | 1996-08-23 | Adir | Utilisation d'un dérivé tricyclique pour l'obtention de médicaments destinés au traitement des troubles mnémo-cognitifs. |
| US6221897B1 (en) | 1998-06-10 | 2001-04-24 | Aventis Pharma Deutschland Gmbh | Benzothiepine 1,1-dioxide derivatives, a process for their preparation, pharmaceuticals comprising these compounds, and their use |
| FR2807039A1 (fr) | 2000-03-31 | 2001-10-05 | Adir | NOUVEAU PROCEDE DE PREPARATION DE LA 11-AMINO-3-CHLORO-6,11- DIHYDRO-5,5-DIOXO-6-METHYL-DIBENZO[c,f][1,2]-THIAZEPINE ET APPLICATION A LA SYNTHESE DE LA TIANEPTINE |
| US6683072B1 (en) | 2003-02-04 | 2004-01-27 | Vela Pharmaceuticals, Inc. | Compositions and methods for treatment of irritable bowel syndrome and nonulcer dyspepsia |
| JPWO2004087131A1 (ja) * | 2003-03-31 | 2006-06-29 | 協和醗酵工業株式会社 | 鎮咳剤 |
| US8569380B2 (en) | 2007-11-28 | 2013-10-29 | Nektar Therapeutics | Oligomer-tricyclic conjugates |
| WO2010070667A2 (en) * | 2008-11-19 | 2010-06-24 | Biophore India Pharmaceuticals Pvt. Ltd. | Novel process for the preparation of 7-((3-chloro-6-methyl-5,5-dioxo-6,11-dihydrodibenzo(c,f)(1,2) thiazepin-11-yl)amino)heptanoate |
| US8355927B2 (en) | 2010-11-05 | 2013-01-15 | Genomind, Llc | Neuropsychiatric test reports |
| GB201106520D0 (en) | 2011-04-18 | 2011-06-01 | Numedicus Ltd | Pharmaceutical compounds |
| ITMI20111308A1 (it) * | 2011-07-14 | 2013-01-15 | Cosma S P A | Metodo di preparazione di tianeptina sale sodico |
| PL2561864T3 (pl) | 2011-08-25 | 2015-05-29 | Zakl Farmaceutyczne Polpharma Sa | Tabletka powlekana zawierająca tianeptynę i sposób jej otrzymywania |
| BRPI1104695B1 (pt) * | 2011-09-02 | 2020-10-27 | Universidade Federal Do Rio Grande Do Sul | derivados de tianeptina, composições farmacêuticas, uso, e processo para sua produção |
| WO2013063512A1 (en) | 2011-10-28 | 2013-05-02 | Lumena Pharmaceuticals, Inc | Bile acid recycling inhibitors for treatment of pediatric cholestatic liver diseases |
| MX363161B (es) | 2011-10-28 | 2019-03-13 | Lumena Pharmaceuticals Inc | Inhibidores de la recirculación de ácidos biliares para el tratamiento de hipercolemia y enfermedad hepática colestásica. |
| GB201208315D0 (en) | 2012-05-11 | 2012-06-27 | Numedicus Ltd | Pharmaceutical methods and compositions |
| AU2015229258B2 (en) * | 2014-03-12 | 2020-01-30 | The Trustees Of Columbia University In The City Of New York | A new class of Mu-Opioid receptor agonists |
| CA2998868A1 (en) | 2015-09-16 | 2017-03-23 | The Trustees Of Columbia University In The City Of New York | Carboxylic diarylthiazepineamines as mu-opioid receptor agonists |
| KR102199871B1 (ko) | 2018-12-21 | 2021-01-08 | 주식회사 한서켐 | 3,11-디클로로-6-메틸-6,11-디하이드로디벤조[c,f][1,2]티아제핀 5,5-디옥시드의 제조방법 |
| WO2025221948A1 (en) * | 2024-04-19 | 2025-10-23 | Siemens Healthcare Diagnostics Inc. | Tianeptine analogs and conjugates and use of the same in detection of tianeptine and its metabolites |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1543035A1 (de) * | 1965-01-06 | 1969-09-25 | Hoffmann La Roche | Verfahren zur Herstellung von Dibenzocycloheptenverbindungen |
-
1969
- 1969-03-27 GB GB1611669A patent/GB1269551A/en not_active Expired
-
1970
- 1970-03-11 NL NL7003429A patent/NL140526B/xx not_active IP Right Cessation
- 1970-03-12 DE DE19702065636 patent/DE2065636C3/de not_active Expired
- 1970-03-12 DE DE19702011806 patent/DE2011806C3/de not_active Expired
- 1970-03-12 DE DE19702065635 patent/DE2065635C3/de not_active Expired
- 1970-03-19 FR FR7009863A patent/FR2037266B1/fr not_active Expired
- 1970-03-20 DK DK145070A patent/DK133976B/da unknown
- 1970-03-24 ES ES377906A patent/ES377906A1/es not_active Expired
- 1970-03-25 CH CH454770A patent/CH522595A/fr not_active IP Right Cessation
- 1970-03-26 BE BE748032D patent/BE748032A/xx not_active IP Right Cessation
- 1970-03-26 SE SE428970A patent/SE368005B/xx unknown
-
1971
- 1971-09-07 FR FR7132198A patent/FR2104729B1/fr not_active Expired
- 1971-09-07 FR FR7132197A patent/FR2104728B1/fr not_active Expired
-
1973
- 1973-04-10 SE SE7305057A patent/SE402104B/xx unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8198268B2 (en) | 2008-10-31 | 2012-06-12 | Janssen Biotech, Inc. | Tianeptine sulfate salt forms and methods of making and using the same |
Also Published As
| Publication number | Publication date |
|---|---|
| SE368005B (OSRAM) | 1974-06-17 |
| CH522595A (fr) | 1972-06-30 |
| DE2065635A1 (de) | 1974-09-05 |
| NL7003429A (OSRAM) | 1970-09-29 |
| FR2104728A1 (OSRAM) | 1972-04-21 |
| DE2065635B2 (de) | 1979-02-08 |
| DE2065636A1 (de) | 1974-12-19 |
| FR2104729B1 (OSRAM) | 1974-05-24 |
| DE2065636C3 (de) | 1979-07-19 |
| FR2104729A1 (OSRAM) | 1972-04-21 |
| FR2104728B1 (OSRAM) | 1974-05-24 |
| DE2065635C3 (de) | 1979-10-04 |
| DE2011806B2 (OSRAM) | 1981-01-08 |
| DK133976C (OSRAM) | 1977-03-21 |
| SE402104B (sv) | 1978-06-19 |
| DE2065636B2 (de) | 1978-11-16 |
| DE2011806A1 (de) | 1970-10-15 |
| BE748032A (fr) | 1970-09-28 |
| ES377906A1 (es) | 1972-06-16 |
| FR2037266A1 (OSRAM) | 1970-12-31 |
| GB1269551A (en) | 1972-04-06 |
| FR2037266B1 (OSRAM) | 1974-05-24 |
| DK133976B (da) | 1976-08-23 |
| NL140526B (nl) | 1973-12-17 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2011806C3 (de) | Tricyclische Verbindungen, Verfahren zu deren Herstellung und diese enthaltende pharmazeutische Zubereitungen | |
| DE2513916C2 (de) | N-(2-Piperidylmethyl)-2,5-bis (2,2,2-trifluoräthoxy)-benzamid | |
| AT363096B (de) | Verfahren zur herstellung von neuen phthalazinderivaten und deren salzen | |
| DE69634416T2 (de) | Chinolin-derivate | |
| EP0705244B1 (de) | Nitrato-aminosäure-disulfide zur therapie von erkrankungen des herz-kreislauf-systems | |
| DE3026201C2 (OSRAM) | ||
| DE602005004039T2 (de) | Nicht-peptidische bradykinin-antagonisten und pharmazeutische zusammensetzungen daraus | |
| DE1795022C3 (de) | Lysergsäurederivate | |
| DE69824582T2 (de) | Neuartige Chinolin- und Naphthalincarboxamide, pharmazeutische Zusammensetzungen und Verfahren zum Inhibieren von Calpain | |
| DD300105A5 (de) | Neue R(-)3-Quinuliclidinol - Derivate | |
| EP0665228B1 (de) | Neue 3-Phenylsulfonyl-3,7-diazabicyclo(3,3,1)nonan-Verbindungen enthaltende Arzneimittel | |
| DE68917211T2 (de) | N-(5,6,7,8-Tetrahydropyrido(2,3-d)pyrimidin-6-yl-alkanoyl)-glutaminsäure-Derivate. | |
| DE69420345T2 (de) | Benzothiazolsulfonamid-derivate, verfahren zu deren herstellung und anwendungen | |
| EP1335720A1 (de) | Sulfonamiden zur behandlung von erkrankungen des zentralen nervensystems | |
| DE2040510C3 (de) | Oxazole- und Thiazole eckige Klammer auf 5,4-d] azepin- Derivate | |
| DE3107743A1 (de) | Neue klasse von acylderivaten des carnitins, verfahren zu deren herstellung sowie ihre therapeutische verwendung | |
| DE3512629C2 (de) | s-Triazolo[1,5-a]pyrimidine und Verfahren zu ihrer Herstellung | |
| DD205682A5 (de) | Verfahren zur herstellung von (-)-2-(1-(2,6-dichlorphenoxy)-ethyl)-1,3-diazacyclopent-2-en und seinen salzen | |
| EP0021103B1 (de) | Theophyllin-Derivate, Verfahren zu ihrer Herstellung und diese Verbindungen enthaltende Arzneimittel | |
| DE2729165A1 (de) | Neue derivate der phenaethylamine, deren salze, verfahren zu deren herstellung und diese enthaltende pharmazeutische zusammensetzungen | |
| EP0003286B1 (de) | Ergopeptidalkaloid-Derivate, Verfahren zu ihrer Herstellung und diese enthaltende pharmazeutische Zusammensetzungen | |
| EP0665014A1 (de) | 3-Benzoyl-3,7-diazabicyclo(3,3,1)nonan-Verbindungen mit anti-arrhythmischer Wirkung | |
| DE2656227C2 (de) | Basisch alkylierte Diphenyldisulfid-2,2'-biscarbonsäureamide, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Arzneimittel | |
| DE2166662A1 (de) | Tricyclische derivate von aliphatischen omega-alkoholen und verfahren zu ihrer herstellung | |
| EP0170775B2 (de) | Derivate bicyclischer Aminosäuren, Verfahren zu ihrer Herstellung, diese enthaltende Mittel und deren Verwendung sowie neue bicyclische Aminosäuren als Zwischenstufen und Verfahren zu deren Herstellung |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OI | Miscellaneous see part 1 | ||
| 8326 | Change of the secondary classification | ||
| C3 | Grant after two publication steps (3rd publication) |