DE2949464A1 - Benzoxadiazole und benzothiadiazole, ihre herstellung und verwendung - Google Patents

Benzoxadiazole und benzothiadiazole, ihre herstellung und verwendung

Info

Publication number: DE2949464A1
Authority: DE; Germany
Prior art keywords: alkyl; formula; cycloalkyl; independently; cycloalkylalkyl
Prior art date: 1978-12-18
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.): Ceased

Application number

DE19792949464

Other languages

German (de)

English (en)

Inventor

Peter Dr Neumann

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Sandoz AG

Original Assignee

Sandoz AG

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.)

1978-12-18

Filing date

1979-12-08

Publication date

1980-06-26

1978-12-18 Priority claimed from CH1288878A external-priority patent/CH640852A5/de

1978-12-18 Priority claimed from CH1289078A external-priority patent/CH643841A5/de

1979-12-08 Application filed by Sandoz AG filed Critical Sandoz AG

1980-06-26 Publication of DE2949464A1 publication Critical patent/DE2949464A1/de

Status Ceased legal-status Critical Current

Links

125000000217 alkyl group Chemical group 0.000 claims description 86
150000001875 compounds Chemical class 0.000 claims description 50
125000000753 cycloalkyl group Chemical group 0.000 claims description 32
125000003342 alkenyl group Chemical group 0.000 claims description 30
125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 30
125000000304 alkynyl group Chemical group 0.000 claims description 29
229910052739 hydrogen Inorganic materials 0.000 claims description 29
239000001257 hydrogen Substances 0.000 claims description 29
125000003884 phenylalkyl group Chemical group 0.000 claims description 28
229910052760 oxygen Inorganic materials 0.000 claims description 20
239000001301 oxygen Substances 0.000 claims description 20
125000004103 aminoalkyl group Chemical group 0.000 claims description 19
-1 nitro, hydroxy, azido, amino Chemical group 0.000 claims description 19
229910052736 halogen Inorganic materials 0.000 claims description 18
150000002367 halogens Chemical class 0.000 claims description 18
125000002768 hydroxyalkyl group Chemical group 0.000 claims description 18
125000004183 alkoxy alkyl group Chemical group 0.000 claims description 17
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 17
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 17
229910052717 sulfur Inorganic materials 0.000 claims description 17
125000003545 alkoxy group Chemical group 0.000 claims description 15
125000001424 substituent group Chemical group 0.000 claims description 15
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 14
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 12
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 12
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 11
239000011593 sulfur Substances 0.000 claims description 11
125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 9
125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 9
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
125000004414 alkyl thio group Chemical group 0.000 claims description 8
125000005842 heteroatom Chemical group 0.000 claims description 7
229910052757 nitrogen Inorganic materials 0.000 claims description 7
125000004433 nitrogen atom Chemical group N* 0.000 claims description 7
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 7
125000002373 5 membered heterocyclic group Chemical group 0.000 claims description 6
125000004070 6 membered heterocyclic group Chemical group 0.000 claims description 6
MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 6
125000004434 sulfur atom Chemical group 0.000 claims description 6
125000001589 carboacyl group Chemical group 0.000 claims description 5
238000000034 method Methods 0.000 claims description 5
125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 4
125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 4
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
238000002360 preparation method Methods 0.000 claims description 4
FNQJDLTXOVEEFB-UHFFFAOYSA-N 1,2,3-benzothiadiazole Chemical class C1=CC=C2SN=NC2=C1 FNQJDLTXOVEEFB-UHFFFAOYSA-N 0.000 claims description 3
SLLFVLKNXABYGI-UHFFFAOYSA-N 1,2,3-benzoxadiazole Chemical class C1=CC=C2ON=NC2=C1 SLLFVLKNXABYGI-UHFFFAOYSA-N 0.000 claims description 3
125000002947 alkylene group Chemical group 0.000 claims description 3
125000000623 heterocyclic group Chemical group 0.000 claims description 3
125000004093 cyano group Chemical group *C#N 0.000 claims description 2
125000000547 substituted alkyl group Chemical group 0.000 claims description 2
125000004435 hydrogen atom Chemical class [H]* 0.000 claims 3
241000238876 Acari Species 0.000 claims 1
125000004429 atom Chemical group 0.000 claims 1
125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 1
229940126601 medicinal product Drugs 0.000 claims 1
150000002431 hydrogen Chemical class 0.000 description 16
125000004432 carbon atom Chemical group C* 0.000 description 7
238000006243 chemical reaction Methods 0.000 description 5
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
239000002253 acid Substances 0.000 description 3
229910052799 carbon Inorganic materials 0.000 description 3
YNGDWRXWKFWCJY-UHFFFAOYSA-N 1,4-Dihydropyridine Chemical group C1C=CNC=C1 YNGDWRXWKFWCJY-UHFFFAOYSA-N 0.000 description 2
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
239000005977 Ethylene Substances 0.000 description 2
AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
125000000278 alkyl amino alkyl group Chemical group 0.000 description 2
125000003282 alkyl amino group Chemical group 0.000 description 2
229910052801 chlorine Inorganic materials 0.000 description 2
239000000460 chlorine Substances 0.000 description 2
210000004351 coronary vessel Anatomy 0.000 description 2
125000005113 hydroxyalkoxy group Chemical group 0.000 description 2
150000003839 salts Chemical class 0.000 description 2
239000007858 starting material Substances 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
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
YBBRQAXNTWMMFZ-UHFFFAOYSA-N 2,1,3-benzoxadiazole-4-carbaldehyde Chemical compound O=CC1=CC=CC2=NON=C12 YBBRQAXNTWMMFZ-UHFFFAOYSA-N 0.000 description 1
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 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
WDJHALXBUFZDSR-UHFFFAOYSA-N Acetoacetic acid Natural products CC(=O)CC(O)=O WDJHALXBUFZDSR-UHFFFAOYSA-N 0.000 description 1
206010002383 Angina Pectoris Diseases 0.000 description 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 1
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
229960000583 acetic acid Drugs 0.000 description 1
PQLVXDKIJBQVDF-UHFFFAOYSA-N acetic acid;hydrate Chemical compound O.CC(O)=O PQLVXDKIJBQVDF-UHFFFAOYSA-N 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
230000003276 anti-hypertensive effect Effects 0.000 description 1
ZSIQJIWKELUFRJ-UHFFFAOYSA-N azepane Chemical compound C1CCCNCC1 ZSIQJIWKELUFRJ-UHFFFAOYSA-N 0.000 description 1
230000009286 beneficial effect Effects 0.000 description 1
230000017531 blood circulation Effects 0.000 description 1
210000004556 brain Anatomy 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
230000002213 calciumantagonistic effect Effects 0.000 description 1
239000002775 capsule Substances 0.000 description 1
239000000969 carrier Substances 0.000 description 1
125000000490 cinnamyl group Chemical group C(C=CC1=CC=CC=C1)* 0.000 description 1
238000004440 column chromatography Methods 0.000 description 1
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
WOWBFOBYOAGEEA-UHFFFAOYSA-N diafenthiuron Chemical compound CC(C)C1=C(NC(=S)NC(C)(C)C)C(C(C)C)=CC(OC=2C=CC=CC=2)=C1 WOWBFOBYOAGEEA-UHFFFAOYSA-N 0.000 description 1
QPMLSUSACCOBDK-UHFFFAOYSA-N diazepane Chemical compound C1CCNNCC1 QPMLSUSACCOBDK-UHFFFAOYSA-N 0.000 description 1
125000004925 dihydropyridyl group Chemical group N1(CC=CC=C1)* 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
HPYNZHMRTTWQTB-UHFFFAOYSA-N dimethylpyridine Natural products CC1=CC=CN=C1C HPYNZHMRTTWQTB-UHFFFAOYSA-N 0.000 description 1
230000000694 effects Effects 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
229910052731 fluorine Inorganic materials 0.000 description 1
239000011737 fluorine Substances 0.000 description 1
VZCYOOQTPOCHFL-OWOJBTEDSA-M fumarate(1-) Chemical compound OC(=O)\C=C\C([O-])=O VZCYOOQTPOCHFL-OWOJBTEDSA-M 0.000 description 1
125000002541 furyl group Chemical group 0.000 description 1
239000012362 glacial acetic acid Substances 0.000 description 1
125000002883 imidazolyl group Chemical group 0.000 description 1
229910052740 iodine Inorganic materials 0.000 description 1
125000001786 isothiazolyl group Chemical group 0.000 description 1
125000000842 isoxazolyl group Chemical group 0.000 description 1
230000005923 long-lasting effect Effects 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
125000005394 methallyl group Chemical group 0.000 description 1
229940098779 methanesulfonic acid Drugs 0.000 description 1
XKORCTIIRYKLLG-ARJAWSKDSA-N methyl (z)-3-aminobut-2-enoate Chemical compound COC(=O)\C=C(\C)N XKORCTIIRYKLLG-ARJAWSKDSA-N 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
210000003205 muscle Anatomy 0.000 description 1
125000001715 oxadiazolyl group Chemical group 0.000 description 1
235000006408 oxalic acid Nutrition 0.000 description 1
125000002971 oxazolyl group Chemical group 0.000 description 1
239000000825 pharmaceutical preparation Substances 0.000 description 1
230000003285 pharmacodynamic effect Effects 0.000 description 1
230000000144 pharmacologic effect Effects 0.000 description 1
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
125000002568 propynyl group Chemical group [*]C#CC([H])([H])[H] 0.000 description 1
125000003226 pyrazolyl group Chemical group 0.000 description 1
125000002098 pyridazinyl group Chemical group 0.000 description 1
125000004076 pyridyl group Chemical group 0.000 description 1
125000000714 pyrimidinyl group Chemical group 0.000 description 1
125000000168 pyrrolyl group Chemical group 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
238000010992 reflux Methods 0.000 description 1
238000007363 ring formation reaction Methods 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
239000000741 silica gel Substances 0.000 description 1
229910002027 silica gel Inorganic materials 0.000 description 1
239000002904 solvent Substances 0.000 description 1
238000003786 synthesis reaction Methods 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
125000003831 tetrazolyl group Chemical group 0.000 description 1
125000001113 thiadiazolyl group Chemical group 0.000 description 1
125000000335 thiazolyl group Chemical group 0.000 description 1
125000001544 thienyl group Chemical group 0.000 description 1
238000004809 thin layer chromatography Methods 0.000 description 1
125000001425 triazolyl group Chemical group 0.000 description 1
125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Organic Chemistry (AREA)
Animal Behavior & Ethology (AREA)
Epidemiology (AREA)
Life Sciences & Earth Sciences (AREA)
Pharmacology & Pharmacy (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Medicinal Chemistry (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

DE19792949464 1978-12-18 1979-12-08 Benzoxadiazole und benzothiadiazole, ihre herstellung und verwendung Ceased DE2949464A1 (de)

Applications Claiming Priority (5)

Application Number	Priority Date	Filing Date	Title
CH1288878A CH640852A5 (en)	1978-12-18	1978-12-18	1,4-Dihydropyridine derivatives, their preparation and use
CH1289078A CH643841A5 (en)	1978-12-18	1978-12-18	Novel 1,4-dihydropyridine derivatives, their preparation and use
CH347779		1979-04-11
CH347279		1979-04-11
CH562779		1979-06-15

Publications (1)

Publication Number	Publication Date
DE2949464A1 true DE2949464A1 (de)	1980-06-26

Family

ID=27509137

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DE19792949464 Ceased DE2949464A1 (de)	1978-12-18	1979-12-08	Benzoxadiazole und benzothiadiazole, ihre herstellung und verwendung

Country Status (7)

Country	Link
CA (1)	CA1131228A (fr)
DE (1)	DE2949464A1 (fr)
GB (1)	GB2041358B (fr)
IL (1)	IL58974A (fr)
NZ (1)	NZ192421A (fr)
PT (1)	PT70601A (fr)
SE (1)	SE7910151L (fr)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3136031A1 (de) *	1980-09-18	1982-04-08	Sandoz-Patent-GmbH, 7850 Lörrach	Pharmazeutische zusammensetzungen, wirksam gegen koronare herzkrankheiten und hohen blutdruck
EP0042089A3 (en) *	1980-06-12	1982-09-22	Bayer Ag	4-heterocylic substituted dihydropyridines, processes for preparing them, their therapeutical use and their preparation
WO1983003097A1 (fr) *	1982-03-10	1983-09-15	Ag Sandoz	Derives de 1,4 dihydropyridine, leur preparation et les preparations pharmaceutiques les renfermant
FR2528431A1 (fr) *	1982-06-15	1983-12-16	Sandoz Sa	Nouveaux derives de la 1,4-dihydropyridine, leur preparation et leur utilisation comme medicaments
WO1985000169A1 (fr) *	1983-06-21	1985-01-17	Sandoz Ag	Derives de 1,4-dihydropyridine, leur fabrication et les preparations pharmaceutiques les contenant
FR2554109A1 (fr) *	1983-11-01	1985-05-03	Sandoz Sa	Nouveaux derives de la 1,4-dihydropyridine, leur preparation et leur utilisation en therapeutique comme medicaments
EP0215250A1 (fr) *	1985-08-19	1987-03-25	Boehringer Mannheim Italia S.P.A.	1,4-Dihydropyridines substitués en position 2, leur procédé de préparation et compositions pharmaceutiques les contenant

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3269219D1 (en) *	1981-11-17	1986-03-27	Fisons Plc	Dihydropyridines, methods for their production and their formulation and use as pharmaceuticals
ATE50987T1 (de) *	1982-05-10	1990-03-15	Takeda Chemical Industries Ltd	Dihydropyridinderivate, deren herstellung und verwendung.
AU561213B2 (en) *	1983-06-02	1987-04-30	Teijin Limited	1, 4-dihydropyridine derivative
US4994476A (en) *	1984-10-31	1991-02-19	Bristol-Myers Company	Dihydropyridin-3,5-dicarboxylates incorporating aryloxypropanolamine moieties
US5260321A (en) *	1984-11-12	1993-11-09	Sandoz Ltd.	Use of 1,4-dihydropyridine derivatives and combinations thereof with calcitonins

Citations (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE1670824A1 (de) *	1967-03-20	1971-04-01	Bayer Ag	Verfahren zur Herstellung von 1,4-Dihydropyridinderivaten
DE2117571A1 (de) *	1971-04-10	1972-10-19		Unsymmetrische 1,4-Dihydropyridincarbonsäureester, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Arzneimittel I. Arfm: Farbenfabriken Bayer AG, 5090 Leverkusen
DE2218644A1 (de) *	1972-04-18	1973-10-25	Bayer Ag	Basische ester von 1,4-dihydropyridinen, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel
DE2407115A1 (de) *	1973-02-20	1974-10-10	Yamanouchi Pharma Co Ltd	Neue 1,4-dihydropyridinderivate
DE2635916A1 (de) *	1975-08-12	1977-02-24	Hexachimie	Dihydro-1,4-pyridine und diese enthaltende heilmittel
DE2616991A1 (de) *	1976-04-17	1977-10-27	Bayer Ag	Heterocyclisch-substituierte schwefelhaltige dihydropyridine, mehrere verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel
DE2740080A1 (de) *	1977-09-06	1979-03-15	Bayer Ag	2-alkylenaminodihydropyridine, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel

1979
- 1979-12-08 DE DE19792949464 patent/DE2949464A1/de not_active Ceased
- 1979-12-10 SE SE7910151A patent/SE7910151L/ not_active Application Discontinuation
- 1979-12-14 GB GB7943112A patent/GB2041358B/en not_active Expired
- 1979-12-17 CA CA342,085A patent/CA1131228A/fr not_active Expired
- 1979-12-17 NZ NZ192421A patent/NZ192421A/xx unknown
- 1979-12-17 PT PT70601A patent/PT70601A/fr unknown
- 1979-12-17 IL IL58974A patent/IL58974A/xx unknown

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DE2117571A1 (de) *	1971-04-10	1972-10-19		Unsymmetrische 1,4-Dihydropyridincarbonsäureester, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Arzneimittel I. Arfm: Farbenfabriken Bayer AG, 5090 Leverkusen
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DE2407115A1 (de) *	1973-02-20	1974-10-10	Yamanouchi Pharma Co Ltd	Neue 1,4-dihydropyridinderivate
DE2635916A1 (de) *	1975-08-12	1977-02-24	Hexachimie	Dihydro-1,4-pyridine und diese enthaltende heilmittel
DE2616991A1 (de) *	1976-04-17	1977-10-27	Bayer Ag	Heterocyclisch-substituierte schwefelhaltige dihydropyridine, mehrere verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel
DE2740080A1 (de) *	1977-09-06	1979-03-15	Bayer Ag	2-alkylenaminodihydropyridine, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel

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Cited By (10)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0042089A3 (en) *	1980-06-12	1982-09-22	Bayer Ag	4-heterocylic substituted dihydropyridines, processes for preparing them, their therapeutical use and their preparation
DE3136031A1 (de) *	1980-09-18	1982-04-08	Sandoz-Patent-GmbH, 7850 Lörrach	Pharmazeutische zusammensetzungen, wirksam gegen koronare herzkrankheiten und hohen blutdruck
WO1983003097A1 (fr) *	1982-03-10	1983-09-15	Ag Sandoz	Derives de 1,4 dihydropyridine, leur preparation et les preparations pharmaceutiques les renfermant
FR2528431A1 (fr) *	1982-06-15	1983-12-16	Sandoz Sa	Nouveaux derives de la 1,4-dihydropyridine, leur preparation et leur utilisation comme medicaments
WO1984000033A1 (fr) *	1982-06-15	1984-01-05	Sandoz Ag	Derives de 1,4-dihydro-pyridine, leur preparation et compositions pharmaceutiques les contenant
WO1985000169A1 (fr) *	1983-06-21	1985-01-17	Sandoz Ag	Derives de 1,4-dihydropyridine, leur fabrication et les preparations pharmaceutiques les contenant
FR2549058A1 (fr) *	1983-06-21	1985-01-18	Sandoz Sa	Nouveaux derives de la 1,4-dihydropyridine, leur preparation et leur utilisation comme medicaments
FR2554109A1 (fr) *	1983-11-01	1985-05-03	Sandoz Sa	Nouveaux derives de la 1,4-dihydropyridine, leur preparation et leur utilisation en therapeutique comme medicaments
WO1985001940A1 (fr) *	1983-11-01	1985-05-09	Sandoz Ag	Derives de 1,4-dihydropyridine, leur preparation et les compositions pharmaceutiques les contenant
EP0215250A1 (fr) *	1985-08-19	1987-03-25	Boehringer Mannheim Italia S.P.A.	1,4-Dihydropyridines substitués en position 2, leur procédé de préparation et compositions pharmaceutiques les contenant

Also Published As

Publication number	Publication date
PT70601A (fr)	1980-01-01
GB2041358B (en)	1982-11-17
GB2041358A (en)	1980-09-10
IL58974A0 (en)	1980-03-31
NZ192421A (en)	1982-09-07
CA1131228A (fr)	1982-09-07
IL58974A (en)	1983-03-31
SE7910151L (sv)	1980-06-19

Publication	Publication Date	Title
EP0103796A2 (fr)	1984-03-28	Dihydropyrimidines, leur procédé de préparation et leur emploi dans des médicaments
DE3200304A1 (de)	1982-08-26	3-aminopropoxyaryl-derivate, ihre herstellung und sie enthaltende arzneimittel
DE2949464A1 (de)	1980-06-26	Benzoxadiazole und benzothiadiazole, ihre herstellung und verwendung
DE2949491A1 (de)	1980-06-26	1,4-dihydropyridine, ihre herstellung und verwendung
EP0163260A1 (fr)	1985-12-04	Nouvelles pyrrolidones substituées, procédé pour leur préparation et médicaments
EP0039863B1 (fr)	1983-12-28	Dihydro-1,4 pyridines comportant des substituants différents en positions 2 et 6, procédés pour leur préparation et leur utilisation dans des médicaments
DE3042769A1 (de)	1982-06-09	C-3 verknuepfte 1,4-dihydropyridine, ihre verwendung in arzneimitteln und verfahren zu ihrer herstellung
DD142341A5 (de)	1980-06-18	Verfahren zur herstellung von n-oxacyclyl-alkyl-piperidyl-diazaverbindungen
DE2426149B2 (de)	1980-01-31	7-Fluor-substituierte Phenothiazine, Verfahren zu ihrer Herstellung und diese enthaltende pharmazeutische Mittel
EP0010130A1 (fr)	1980-04-30	Dérivés de 1,4-dihydropyridine, procédés pour leur préparation, compositions pharmaceutiques et procédé pour leur préparation
DE69810560T2 (de)	2003-11-27	Indanol-Derivate, Verfahren zu deren Herstellung und diese enthaltende pharmazeutische Zusammensetzungen
DE2628570B2 (fr)	1980-02-07
DE3311003A1 (de)	1984-09-27	Chromon- und thiochromonsubstituierte 1,4-dihydropyridinlactone, mehrere verfahren zu ihrer herstellung und ihre verwendung in arzneimitteln
DE1445878A1 (de)	1969-04-17	Verfahren zur Herstellung von Benzodiazepin-Derivaten
DE3782378T2 (de)	1993-03-11	Dihydropyridinderivate und deren pharmazeutische zusammensetzungen.
DD234424A5 (de)	1986-04-02	Verfahren zur herstellung von dihydropyridinlactonen
CH652401A5 (de)	1985-11-15	Amino-2,1,3-benzothiadiazol- und -benzoxadiazol-derivate, ihre herstellung und sie enthaltende arzneimittel.
DE2650013A1 (de)	1978-05-11	1.4-dihydro-2.6-dimethyl-4-(3-nitrophenyl)-3.5-pyridindicarbonsaeure-isopropyl-(2-propoxy-aethyl)-ester, mehrere verfahren zu seiner herstellung sowie seine verwendung als peripherer vasodilatator
DE3124673A1 (de)	1983-01-13	Subsituierte 2-amino-pyridinderivate, verfahren zu ihrer herstellung, ihre verwendung in arzneimitteln, sowie deren herstellung
DE2333646A1 (de)	1974-01-24	Neue pyrazolopyridobenzodiazepine und ihre salze
EP0073997A1 (fr)	1983-03-16	Dérivés substitués de l'amino-2 dihydro-3,4 pyridine, leur procédé de préparation et leur utilisation dans des médicaments
EP0084155B1 (fr)	1987-03-25	1,4-Benzodiazépines (1,2) anellés ainsi qu'un procédé pour leur préparation et médicaments contenant ces composés
DE2230393C3 (de)	1978-12-07	1 -Isopropyl-4-(4'-fluorphenyl)-7-methyl-2(lH>chinazolinon
DE1620368A1 (de)	1970-04-02	Verfahren zur Herstellung neuer heterocyclischer Verbindungen
EP0160256B1 (fr)	1988-09-28	Furanones condensées, leur procédé de préparation et leur application comme médicaments

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Date	Code	Title	Description
1986-11-13	8110	Request for examination paragraph 44
1988-09-01	8131	Rejection