DE2914059C2 - 4-Thiazolidincarbonsäuren, Verfahren zu deren Herstellung und diese enthaltende pharmazeutische Zusammensetzung - Google Patents
4-Thiazolidincarbonsäuren, Verfahren zu deren Herstellung und diese enthaltende pharmazeutische ZusammensetzungInfo
- Publication number
- DE2914059C2 DE2914059C2 DE2914059A DE2914059A DE2914059C2 DE 2914059 C2 DE2914059 C2 DE 2914059C2 DE 2914059 A DE2914059 A DE 2914059A DE 2914059 A DE2914059 A DE 2914059A DE 2914059 C2 DE2914059 C2 DE 2914059C2
- Authority
- DE
- Germany
- Prior art keywords
- compound
- formula
- carboxylic acid
- mercapto
- angiotensin
- 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
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- 235000011187 glycerol Nutrition 0.000 description 1
- 229960003602 guanethidine Drugs 0.000 description 1
- ACGDKVXYNVEAGU-UHFFFAOYSA-N guanethidine Chemical compound NC(N)=NCCN1CCCCCCC1 ACGDKVXYNVEAGU-UHFFFAOYSA-N 0.000 description 1
- 229960002474 hydralazine Drugs 0.000 description 1
- DMDGGSIALPNSEE-UHFFFAOYSA-N hydroflumethiazide Chemical compound C1=C(C(F)(F)F)C(S(=O)(=O)N)=CC2=C1NCNS2(=O)=O DMDGGSIALPNSEE-UHFFFAOYSA-N 0.000 description 1
- 229960003313 hydroflumethiazide Drugs 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 230000018791 negative regulation of catalytic activity Effects 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 125000001500 prolyl group Chemical group [H]N1C([H])(C(=O)[*])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- BJOIZNZVOZKDIG-MDEJGZGSSA-N reserpine Chemical compound O([C@H]1[C@@H]([C@H]([C@H]2C[C@@H]3C4=C([C]5C=CC(OC)=CC5=N4)CCN3C[C@H]2C1)C(=O)OC)OC)C(=O)C1=CC(OC)=C(OC)C(OC)=C1 BJOIZNZVOZKDIG-MDEJGZGSSA-N 0.000 description 1
- 229960003147 reserpine Drugs 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- MDMGHDFNKNZPAU-UHFFFAOYSA-N roserpine Natural products C1C2CN3CCC(C4=CC=C(OC)C=C4N4)=C4C3CC2C(OC(C)=O)C(OC)C1OC(=O)C1=CC(OC)=C(OC)C(OC)=C1 MDMGHDFNKNZPAU-UHFFFAOYSA-N 0.000 description 1
- TUJAHMBTEMTOMQ-UHFFFAOYSA-N s-(3-chloro-3-oxopropyl) benzenecarbothioate Chemical compound ClC(=O)CCSC(=O)C1=CC=CC=C1 TUJAHMBTEMTOMQ-UHFFFAOYSA-N 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 210000002460 smooth muscle Anatomy 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000009495 sugar coating Methods 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 125000001984 thiazolidinyl group Chemical group 0.000 description 1
- 231100000041 toxicology testing Toxicity 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/04—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D277/06—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4163278A JPS54135768A (en) | 1978-04-08 | 1978-04-08 | Thiazolidine derivative |
| JP4965778A JPS54148783A (en) | 1978-04-25 | 1978-04-25 | Thiazolidine derivative |
| JP8111678A JPS557255A (en) | 1978-07-03 | 1978-07-03 | Thiazolidine derivative |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2914059A1 DE2914059A1 (de) | 1979-10-25 |
| DE2914059C2 true DE2914059C2 (de) | 1984-09-06 |
Family
ID=27290900
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2914059A Expired DE2914059C2 (de) | 1978-04-08 | 1979-04-06 | 4-Thiazolidincarbonsäuren, Verfahren zu deren Herstellung und diese enthaltende pharmazeutische Zusammensetzung |
Country Status (11)
| Country | Link |
|---|---|
| US (5) | US4430344A (show.php) |
| AU (1) | AU528115B2 (show.php) |
| CA (1) | CA1127157A (show.php) |
| CH (1) | CH649293A5 (show.php) |
| DE (1) | DE2914059C2 (show.php) |
| ES (1) | ES479410A1 (show.php) |
| FR (1) | FR2421889A1 (show.php) |
| GB (1) | GB2018248B (show.php) |
| IT (1) | IT1115158B (show.php) |
| NL (1) | NL7902710A (show.php) |
| SE (1) | SE434943B (show.php) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2944037A1 (de) * | 1978-10-31 | 1980-05-08 | Santen Pharma Co Ltd | Antihypertensive schwefel enthaltende verbindungen |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA794723B (en) * | 1978-09-11 | 1980-08-27 | Univ Miami | Anti-hypertensive agents |
| JPS56139455A (en) | 1980-04-02 | 1981-10-30 | Santen Pharmaceut Co Ltd | Sulfur-containing acylaminoacid |
| JPS5756425A (en) * | 1980-09-20 | 1982-04-05 | Santen Pharmaceut Co Ltd | Hypotensor |
| DE3152643A1 (de) * | 1980-12-29 | 1982-12-16 | Santen Pharmaceutical Co Ltd | Heterocyclic 5-membered ring compounds |
| JPS57112381A (en) * | 1980-12-29 | 1982-07-13 | Santen Pharmaceut Co Ltd | Five-membered heterocyclic compound |
| JPS57142962A (en) * | 1981-02-28 | 1982-09-03 | Santen Pharmaceut Co Ltd | Cyclodextrin clathrate compound of sulfur-containing compound |
| DE3134933A1 (de) * | 1981-09-03 | 1983-03-31 | Hoechst Ag, 6230 Frankfurt | "harnstoffderivate, verfahren zu ihrer herstellung und diese enthaltende medikamente sowie deren verwendung" |
| IT1153963B (it) * | 1982-03-22 | 1987-01-21 | Montedison Spa | Derivati dell'acido 2 0 4-tiazolidin-carbossilico 3-acil sostituiti ad azione fitoregolatrice e biostimolanti |
| IT1191109B (it) * | 1982-12-03 | 1988-02-24 | Simes | Derivati di acidi aminopiridincarbossilici,loro metodo di sintesi e composizioni farmaceutiche che li contengono |
| US4631343A (en) * | 1983-11-07 | 1986-12-23 | Eli Lilly And Company | Cyanopyrazole intermediates |
| GB2164333B (en) * | 1984-07-27 | 1988-11-16 | Boehringer Biochemia Srl | Antitussive and mucus regulating 2-substituted thiazolidines |
| IT1196485B (it) * | 1986-07-14 | 1988-11-16 | Zambon Spa | Derivati dell'acido tiazolidin-4-carbossilico ad attivita' farmaceutica |
| CN1030415A (zh) * | 1987-02-20 | 1989-01-18 | 山之内制药株式会社 | 饱和的杂环碳酰胺衍生物和它的制备方法 |
| IT1241415B (it) * | 1990-03-05 | 1994-01-14 | Yason Srl | Derivato dell'acido s-(2-tenoil)-tiolattico ad attivita' farmacologica |
| CA2178130C (en) * | 1995-06-05 | 2002-04-02 | Hiroshi Ikawa | Method of producing 2-naphthamide derivative, and compounds for producing 2-naphthamide derivative |
| US6083966A (en) | 1998-08-31 | 2000-07-04 | University Of Florida | Thiazoline acid derivatives |
| CN1585639A (zh) * | 1998-09-21 | 2005-02-23 | 佛罗里达大学研究基金会 | 抗疟疾制剂 |
| US20040044220A1 (en) * | 2002-08-22 | 2004-03-04 | University Of Florida | Antioxidant and radical scavenging activity of synthetic analogs of desferrithiocin |
| WO2004017959A2 (en) * | 2002-08-22 | 2004-03-04 | University Of Florida | Antioxidant and radical scavenging activity of synthetic analogs of desferrithiocin |
| US7687468B2 (en) * | 2003-05-14 | 2010-03-30 | Viacell, LLC. | Rejuvenation of stored blood |
| AU2003270473A1 (en) * | 2003-09-09 | 2005-04-27 | University Of Florida | Desferrithiocin derivatives and their use as iron chelators |
| BRPI0610644B8 (pt) * | 2005-04-04 | 2021-05-25 | Univ Florida | composto e composição farmacêutica que compreende tal composto e um veículo ou diluente farmaceuticamente aceitável. |
| NZ579994A (en) | 2007-03-15 | 2011-09-30 | Univ Florida | Desferrithiocin polyether analogues useful in the treatment of pathological conditions responsive to chelation or sequestration of trivalent metal |
| EP2790697B1 (en) | 2011-12-16 | 2019-10-23 | University of Florida Research Foundation, Inc. | Uses of 4'-desferrithiocin analogs |
| RU2526619C2 (ru) * | 2012-12-12 | 2014-08-27 | Федеральное государственное бюджетное учреждение науки Институт высокомолекулярных соединений Российской академии наук | Способ получения (2r,4r)-2-алкил-3-(2-меркаптобензоил)-1,3-тиазолидин-4-карбоновых кислот |
| WO2015077655A1 (en) | 2013-11-22 | 2015-05-28 | University Of Florida Research Foundation, Inc. | Desferrithiocin analogs and uses thereof |
| WO2016176343A1 (en) | 2015-04-27 | 2016-11-03 | University Of Florida Research Foundation, Incorporated | Metabolically programmed metal chelators and uses thereof |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2828578A1 (de) | 1977-06-29 | 1979-01-11 | Yoshitomi Pharmaceutical | Thiazolidine und ihre salze sowie verfahren zu ihrer herstellung |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3592905A (en) * | 1969-10-30 | 1971-07-13 | Merck & Co Inc | Therapeutic methods |
| FR2356423A1 (fr) * | 1976-07-01 | 1978-01-27 | Oeriu Simion | Derives de l'acide thiazolidinecarboxylique, leur preparation et leur application comme medicaments |
| AU518147B2 (en) * | 1976-12-03 | 1981-09-17 | E.R. Squibb & Sons, Inc. | Derivatives of thiazolidine, thiazine and morpholine carboxylic acids |
| US4192878A (en) | 1976-12-03 | 1980-03-11 | E. R. Squibb & Sons, Inc. | Derivatives of thiazolidinecarboxylic acids and related acids |
| JPS5834474B2 (ja) | 1977-06-29 | 1983-07-27 | ウェルファイド株式会社 | チアゾリジン誘導体の製造法 |
| JPS6047264B2 (ja) * | 1977-08-15 | 1985-10-21 | ウェルファイド株式会社 | チアゾリジン誘導体 |
| FR2404635A1 (fr) * | 1977-09-28 | 1979-04-27 | Science Union & Cie | Nouveaux thioproprionylamides, leurs procedures d'obtention et leur emploi en therapeutique |
| US4282235A (en) * | 1978-05-22 | 1981-08-04 | E. R. Squibb & Sons, Inc. | Derivatives of thiazolidinecarboxylic acids and related acids |
| US4347371A (en) * | 1978-12-30 | 1982-08-31 | Santen Pharmaceutical Co., Ltd. | Disulfide compounds |
| US4374249A (en) * | 1980-12-23 | 1983-02-15 | American Cyanamid Company | [4R]-3-(ω-Aroylpropionyl)-4-thiazolidinecarboxylic acids and esters |
-
1979
- 1979-03-23 US US05/023,397 patent/US4430344A/en not_active Expired - Lifetime
- 1979-03-23 AU AU45444/79A patent/AU528115B2/en not_active Ceased
- 1979-04-02 SE SE7902910A patent/SE434943B/sv not_active IP Right Cessation
- 1979-04-03 GB GB7911642A patent/GB2018248B/en not_active Expired
- 1979-04-05 CH CH3226/79A patent/CH649293A5/de not_active IP Right Cessation
- 1979-04-06 DE DE2914059A patent/DE2914059C2/de not_active Expired
- 1979-04-06 NL NL7902710A patent/NL7902710A/xx not_active Application Discontinuation
- 1979-04-06 IT IT21666/79A patent/IT1115158B/it active
- 1979-04-06 ES ES479410A patent/ES479410A1/es not_active Expired
- 1979-04-06 CA CA325,022A patent/CA1127157A/en not_active Expired
- 1979-04-06 FR FR7908829A patent/FR2421889A1/fr active Granted
-
1981
- 1981-03-02 US US06/239,600 patent/US4423054A/en not_active Expired - Fee Related
- 1981-03-02 US US06/239,599 patent/US4457935A/en not_active Expired - Fee Related
- 1981-03-02 US US06/239,602 patent/US4356183A/en not_active Expired - Fee Related
- 1981-03-02 US US06/239,601 patent/US4386096A/en not_active Expired - Fee Related
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2828578A1 (de) | 1977-06-29 | 1979-01-11 | Yoshitomi Pharmaceutical | Thiazolidine und ihre salze sowie verfahren zu ihrer herstellung |
Non-Patent Citations (8)
| Title |
|---|
| C. A. 88, 1978, 7376 und Peptides, Proc. Am. Pept. Symp. 5th, 1977, 576-578 |
| Chem. Abstr. 88, 1978, S. 7376 |
| D. W. Cushman und H. S. Cheung (Biochem. Pharmacol., 20, 1637 [1971]) |
| J. Med. Chem. 19, 1976, S. 873-876 |
| M. A. Ondetti et al., Science, 196, 441 [1977] |
| Peptides, Proc. Amer. Pept. Symp. 5 th., 1977, S. 576-578 |
| R. I. Soffer, Annual Review of Biochemistry, 45, 73 [1976] |
| Science 196, 1977, S. 441-444 |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2944037A1 (de) * | 1978-10-31 | 1980-05-08 | Santen Pharma Co Ltd | Antihypertensive schwefel enthaltende verbindungen |
Also Published As
| Publication number | Publication date |
|---|---|
| US4423054A (en) | 1983-12-27 |
| ES479410A1 (es) | 1980-08-16 |
| US4457935A (en) | 1984-07-03 |
| US4356183A (en) | 1982-10-26 |
| DE2914059A1 (de) | 1979-10-25 |
| FR2421889A1 (fr) | 1979-11-02 |
| AU4544479A (en) | 1979-10-18 |
| FR2421889B1 (show.php) | 1982-11-19 |
| IT1115158B (it) | 1986-02-03 |
| US4430344A (en) | 1984-02-07 |
| SE434943B (sv) | 1984-08-27 |
| CH649293A5 (de) | 1985-05-15 |
| AU528115B2 (en) | 1983-04-14 |
| SE7902910L (sv) | 1979-10-09 |
| NL7902710A (nl) | 1979-10-10 |
| GB2018248A (en) | 1979-10-17 |
| IT7921666A0 (it) | 1979-04-06 |
| CA1127157A (en) | 1982-07-06 |
| US4386096A (en) | 1983-05-31 |
| GB2018248B (en) | 1982-10-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| D2 | Grant after examination | ||
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |