SU457217A3 - Способ получени несимметричных эфиров 1,4-дигидропиридинкарбоновой кислоты - Google Patents
Способ получени несимметричных эфиров 1,4-дигидропиридинкарбоновой кислотыInfo
- Publication number
- SU457217A3 SU457217A3 SU1888525A SU1888525A SU457217A3 SU 457217 A3 SU457217 A3 SU 457217A3 SU 1888525 A SU1888525 A SU 1888525A SU 1888525 A SU1888525 A SU 1888525A SU 457217 A3 SU457217 A3 SU 457217A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- ester
- acid
- ethyl
- acetic acid
- esters
- Prior art date
Links
- 238000000034 method Methods 0.000 title description 2
- CUNSUQKHHZVKMU-UHFFFAOYSA-N 1,4-dihydropyridine-2-carboxylic acid Chemical class OC(=O)C1=CCC=CN1 CUNSUQKHHZVKMU-UHFFFAOYSA-N 0.000 title 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 17
- 239000002253 acid Substances 0.000 description 14
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 11
- -1 2-cyano-4-methylbenzylidene ester Chemical class 0.000 description 8
- 150000002148 esters Chemical class 0.000 description 7
- 229960000583 acetic acid Drugs 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 5
- 125000004494 ethyl ester group Chemical group 0.000 description 5
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-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
- 150000001412 amines Chemical class 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 150000004702 methyl esters Chemical class 0.000 description 3
- NQMRYBIKMRVZLB-UHFFFAOYSA-N methylamine hydrochloride Chemical compound [Cl-].[NH3+]C NQMRYBIKMRVZLB-UHFFFAOYSA-N 0.000 description 3
- WWXMVRYHLZMQIG-UHFFFAOYSA-N 3-(3-nitrophenyl)prop-2-enoic acid Chemical compound OC(=O)C=CC1=CC=CC([N+]([O-])=O)=C1 WWXMVRYHLZMQIG-UHFFFAOYSA-N 0.000 description 2
- WDJHALXBUFZDSR-UHFFFAOYSA-N Acetoacetic acid Natural products CC(=O)CC(O)=O WDJHALXBUFZDSR-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- QPFYXYFORQJZEC-FOCLMDBBSA-N Phenazopyridine Chemical compound NC1=NC(N)=CC=C1\N=N\C1=CC=CC=C1 QPFYXYFORQJZEC-FOCLMDBBSA-N 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- 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 2
- KXKVLQRXCPHEJC-UHFFFAOYSA-N methyl acetate Chemical compound COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 229940070891 pyridium Drugs 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- DMXDUJPYGUWROU-UHFFFAOYSA-N 2-methyl-3-(3-nitrophenyl)prop-2-enoic acid Chemical compound OC(=O)C(C)=CC1=CC=CC([N+]([O-])=O)=C1 DMXDUJPYGUWROU-UHFFFAOYSA-N 0.000 description 1
- CFBYEGUGFPZCNF-UHFFFAOYSA-N 2-nitroanisole Chemical compound COC1=CC=CC=C1[N+]([O-])=O CFBYEGUGFPZCNF-UHFFFAOYSA-N 0.000 description 1
- OAKURXIZZOAYBC-UHFFFAOYSA-N 3-oxopropanoic acid Chemical compound OC(=O)CC=O OAKURXIZZOAYBC-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- GCFAUZGWPDYAJN-UHFFFAOYSA-N cyclohexyl 3-phenylprop-2-enoate Chemical compound C=1C=CC=CC=1C=CC(=O)OC1CCCCC1 GCFAUZGWPDYAJN-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- YFXHUWSRHDXWKD-XQRVVYSFSA-N ethyl (z)-2-(methylamino)but-2-enoate Chemical compound CCOC(=O)C(\NC)=C\C YFXHUWSRHDXWKD-XQRVVYSFSA-N 0.000 description 1
- 150000003947 ethylamines Chemical class 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
- DKQXESBKFCYESZ-UHFFFAOYSA-N methyl 3-(3-nitrophenyl)prop-2-enoate Chemical compound COC(=O)C=CC1=CC=CC([N+]([O-])=O)=C1 DKQXESBKFCYESZ-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- HVAMZGADVCBITI-UHFFFAOYSA-N pent-4-enoic acid Chemical compound OC(=O)CCC=C HVAMZGADVCBITI-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- 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
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/08—Bronchodilators
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/06—Antiarrhythmics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/08—Vasodilators for multiple indications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/80—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D211/84—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen directly attached to ring carbon atoms
- C07D211/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur 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)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Endocrinology (AREA)
- Reproductive Health (AREA)
- Pulmonology (AREA)
- Hydrogenated Pyridines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2210672A DE2210672C3 (de) | 1972-03-06 | 1972-03-06 | N-substituierte unsymmetrische 1 ^-Dihydropyridin-S^-dicarbonsäureester, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Arzneimittel |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU457217A3 true SU457217A3 (ru) | 1975-01-15 |
Family
ID=5838025
Family Applications (6)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1888525A SU457217A3 (ru) | 1972-03-06 | 1973-02-28 | Способ получени несимметричных эфиров 1,4-дигидропиридинкарбоновой кислоты |
| SU1888153A SU468416A3 (ru) | 1972-03-06 | 1973-02-28 | Способ получени эфиров 2-амино-4,5дигидропиридин-3,5-дикарбоновой кислоты |
| SU1888150A SU470958A3 (ru) | 1972-03-06 | 1973-02-28 | Способ получени производных 2-амино-1,4-дигидропиридина |
| SU1888534A SU466656A3 (ru) | 1972-03-06 | 1973-02-28 | Способ получени 2,6-диаминодигидропиридинов |
| SU1888529A SU451241A3 (ru) | 1972-03-06 | 1973-02-28 | Способ получени 2,6-диамино-дигидропиридинов |
| SU1888533A SU464111A3 (ru) | 1972-03-06 | 1973-02-28 | Способ получени несимметричных эфиров 1,4-дигидропиридинкарбоновой кислоты |
Family Applications After (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1888153A SU468416A3 (ru) | 1972-03-06 | 1973-02-28 | Способ получени эфиров 2-амино-4,5дигидропиридин-3,5-дикарбоновой кислоты |
| SU1888150A SU470958A3 (ru) | 1972-03-06 | 1973-02-28 | Способ получени производных 2-амино-1,4-дигидропиридина |
| SU1888534A SU466656A3 (ru) | 1972-03-06 | 1973-02-28 | Способ получени 2,6-диаминодигидропиридинов |
| SU1888529A SU451241A3 (ru) | 1972-03-06 | 1973-02-28 | Способ получени 2,6-диамино-дигидропиридинов |
| SU1888533A SU464111A3 (ru) | 1972-03-06 | 1973-02-28 | Способ получени несимметричных эфиров 1,4-дигидропиридинкарбоновой кислоты |
Country Status (25)
| Country | Link |
|---|---|
| US (1) | US3883540A (enExample) |
| JP (1) | JPS5626657B2 (enExample) |
| KR (1) | KR780000010B1 (enExample) |
| AT (1) | AT324335B (enExample) |
| AU (1) | AU468879B2 (enExample) |
| BE (1) | BE796274A (enExample) |
| BG (2) | BG20351A3 (enExample) |
| CA (1) | CA1045138A (enExample) |
| CH (2) | CH579049A5 (enExample) |
| CS (2) | CS173624B2 (enExample) |
| DD (1) | DD107456A5 (enExample) |
| DE (1) | DE2210672C3 (enExample) |
| DK (1) | DK136900C (enExample) |
| ES (2) | ES412319A1 (enExample) |
| FR (1) | FR2183674B1 (enExample) |
| GB (1) | GB1384031A (enExample) |
| HU (1) | HU164867B (enExample) |
| IE (1) | IE37366B1 (enExample) |
| IL (1) | IL41668A (enExample) |
| LU (1) | LU67146A1 (enExample) |
| NL (1) | NL7303135A (enExample) |
| PL (2) | PL89257B1 (enExample) |
| RO (2) | RO63067A (enExample) |
| SU (6) | SU457217A3 (enExample) |
| ZA (1) | ZA731500B (enExample) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4031104A (en) * | 1972-04-18 | 1977-06-21 | Bayer Aktiengesellschaft | 1,4-Dihydropyridine carboxylic acid esters |
| US3974278A (en) * | 1973-07-12 | 1976-08-10 | Bayer Aktiengesellschaft | 1,4-Dihydropyridine esters |
| CH607848A5 (enExample) * | 1974-06-04 | 1978-11-30 | Bayer Ag | |
| FR2320750A1 (fr) * | 1975-08-12 | 1977-03-11 | Hexachimie | Dihydro-1,4 pyridines et leur application therapeutique |
| US4466972A (en) * | 1977-06-20 | 1984-08-21 | Sandoz Ltd. | Benzoxadiazoles and benzothiadiazoles, their preparation and pharmaceutical compositions containing them |
| SU798099A1 (ru) * | 1978-03-06 | 1981-01-23 | Ордена Трудового Красного Знамениинститут Органического Синтезаан Латвийской Ccp | 1-Бензил-2,6-диметил-4-о-или-M-НиТРОфЕНил-3,5-диэТОКСиКАРбОНил- 1,4-дигидРОпиРидиНы, пРО Вл ющиЕКОРОНАРОдилАТиРующую АКТиВНОСТь |
| SE429652B (sv) * | 1978-06-30 | 1983-09-19 | Haessle Ab | 2.6-dimetyl-4-(2.3-diklorfenyl)-1.4-dihydropyridin-3.5-dikarboxylsyra-3-metylester-5-etylester |
| DE2847236A1 (de) * | 1978-10-31 | 1980-05-14 | Bayer Ag | Neue dihydropyridine mit substituierten estergruppierungen, mehrer verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel |
| US4497808A (en) * | 1981-12-30 | 1985-02-05 | Ciba-Geigy Corporation | N-Oxide compounds useful in the treatment of cardiovascular ailments |
| DE3208628A1 (de) * | 1982-03-10 | 1983-09-22 | Bayer Ag, 5090 Leverkusen | Neue verbindungen, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel |
| IL68604A0 (en) * | 1982-05-21 | 1983-09-30 | Haessle Ab | Processes for preparing therapeutically active dihydropyridines and intermediates for the processes |
| DE3312283A1 (de) * | 1983-04-05 | 1984-10-18 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von unsymmetrischen 1,4-dihydropyridincarbonsaeureestern |
| US5237089A (en) * | 1986-02-07 | 1993-08-17 | Basf Aktiengesellschaft | Nitro or amino substituted phenylalkyl or phenylalkenyl carboxylic acid derivatives |
| DE3724399A1 (de) * | 1987-07-23 | 1989-02-02 | Basf Ag | Phenylalkenylcarbonsaeuren und deren ester |
| US5216172A (en) * | 1988-02-24 | 1993-06-01 | Ajinomoto Co., Inc. | 1,4-dihydropyridine-4-aryl-2,6-dimethyl-3,5-dicarboxylates useful as agents against drug resistant tumor cells |
| EP0330470A3 (en) * | 1988-02-24 | 1992-01-02 | Ajinomoto Co., Inc. | 1,4-dihydropyridine derivatives useful against tumour cells |
| DE4011695A1 (de) * | 1990-04-11 | 1991-10-17 | Bayer Ag | Verwendung von n-alkylierten 1,4-dihydropyridindicarbonsaeureestern als arzneimittel, neue verbindungen und verfahren zu ihrer herstellung |
| DE4125271A1 (de) * | 1991-07-31 | 1993-02-11 | Bayer Ag | Neue n-alkylierte 1,4-dihydropyridindicarbonsaeureester |
| DE4133257A1 (de) * | 1991-10-08 | 1993-04-15 | Bayer Ag | N-methyl-nimodipin, verfahren zu seiner herstellung und seine verwendung als zerebraltherapeutikum |
| EP2147679B1 (en) | 2001-07-25 | 2014-06-25 | Raptor Pharmaceutical, Inc. | Compositions for blood-brain barrier transport |
| EP2392258B1 (en) | 2005-04-28 | 2014-10-08 | Proteus Digital Health, Inc. | Pharma-informatics system |
| CN101594878A (zh) | 2006-09-18 | 2009-12-02 | 雷普特药品公司 | 通过给予受体相关蛋白（rap）-缀合物对肝病症的治疗 |
| PL3395372T3 (pl) | 2009-02-20 | 2022-07-25 | EnhanX Biopharm Inc. | Układ do dostarczania leków na bazie glutationu |
| CN102458374A (zh) | 2009-05-06 | 2012-05-16 | 实验室护肤股份有限公司 | 包含活性剂-磷酸钙颗粒复合物的皮肤递送组合物及其使用方法 |
| US20120077778A1 (en) | 2010-09-29 | 2012-03-29 | Andrea Bourdelais | Ladder-Frame Polyether Conjugates |
| AU2012342226B2 (en) * | 2011-11-24 | 2017-09-28 | Richter Gedeon Nyrt. | 1,4- dihydropyridine derivatives with Hsp modulating activity |
| JP7411994B2 (ja) | 2020-03-19 | 2024-01-12 | 昌史 星野 | 腰枕および腰枕セット |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2359329A (en) * | 1943-06-18 | 1944-10-03 | Burroughs Wellcome Co | Quinoline substituted dihydropyridines |
| DE2013431C3 (de) * | 1970-03-20 | 1979-12-20 | Bayer Ag, 5090 Leverkusen | 4-Azidophenyl-l,4-dihydropyridin-3,5-dicarbonsäureester |
| DE1963186C3 (de) * | 1969-12-17 | 1979-02-15 | Bayer Ag, 5090 Leverkusen | Schwefelhaltige 1,4-Dihydropyridin-33-dicarbonsäureester |
| DE2117572C3 (de) * | 1971-04-10 | 1980-03-20 | Bayer Ag, 5090 Leverkusen | Unsymmetrische 1,4-Dihydropyridin ^-dicarbonsäureester, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Arzneimittel |
-
1972
- 1972-03-06 DE DE2210672A patent/DE2210672C3/de not_active Expired
-
1973
- 1973-02-13 RO RO7300082609A patent/RO63067A/ro unknown
- 1973-02-13 RO RO7300073831A patent/RO62798A/ro unknown
- 1973-02-26 DD DD169053A patent/DD107456A5/xx unknown
- 1973-02-28 US US336605A patent/US3883540A/en not_active Expired - Lifetime
- 1973-02-28 SU SU1888525A patent/SU457217A3/ru active
- 1973-02-28 SU SU1888153A patent/SU468416A3/ru active
- 1973-02-28 BG BG024471A patent/BG20351A3/xx unknown
- 1973-02-28 SU SU1888150A patent/SU470958A3/ru active
- 1973-02-28 SU SU1888534A patent/SU466656A3/ru active
- 1973-02-28 BG BG022856A patent/BG22389A3/xx unknown
- 1973-02-28 SU SU1888529A patent/SU451241A3/ru active
- 1973-02-28 SU SU1888533A patent/SU464111A3/ru active
- 1973-03-02 CH CH237476A patent/CH579049A5/xx not_active IP Right Cessation
- 1973-03-02 AU AU52876/73A patent/AU468879B2/en not_active Expired
- 1973-03-02 IL IL7341668A patent/IL41668A/en unknown
- 1973-03-02 CH CH313773A patent/CH578530A5/xx not_active IP Right Cessation
- 1973-03-02 JP JP2444773A patent/JPS5626657B2/ja not_active Expired
- 1973-03-02 LU LU67146A patent/LU67146A1/xx unknown
- 1973-03-03 PL PL1973161009A patent/PL89257B1/pl unknown
- 1973-03-03 PL PL1973181661A patent/PL92117B1/pl unknown
- 1973-03-05 DK DK118573A patent/DK136900C/da not_active IP Right Cessation
- 1973-03-05 ES ES412319A patent/ES412319A1/es not_active Expired
- 1973-03-05 CA CA165,184A patent/CA1045138A/en not_active Expired
- 1973-03-05 IE IE342/73A patent/IE37366B1/xx unknown
- 1973-03-05 ZA ZA731500A patent/ZA731500B/xx unknown
- 1973-03-05 BE BE128369A patent/BE796274A/xx not_active IP Right Cessation
- 1973-03-05 KR KR7300354A patent/KR780000010B1/ko not_active Expired
- 1973-03-06 CS CS1591A patent/CS173624B2/cs unknown
- 1973-03-06 CS CS5080A patent/CS173649B2/cs unknown
- 1973-03-06 FR FR7307921A patent/FR2183674B1/fr not_active Expired
- 1973-03-06 AT AT196873A patent/AT324335B/de not_active IP Right Cessation
- 1973-03-06 NL NL7303135A patent/NL7303135A/xx not_active Application Discontinuation
- 1973-03-06 HU HUBA2887A patent/HU164867B/hu unknown
- 1973-03-06 GB GB1075473A patent/GB1384031A/en not_active Expired
-
1975
- 1975-07-16 ES ES439487A patent/ES439487A1/es not_active Expired
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