DK189983A - Fremgangsmaade til fremstilling af ergolinderivater - Google Patents
Fremgangsmaade til fremstilling af ergolinderivater Download PDFInfo
- Publication number
- DK189983A DK189983A DK189983A DK189983A DK189983A DK 189983 A DK189983 A DK 189983A DK 189983 A DK189983 A DK 189983A DK 189983 A DK189983 A DK 189983A DK 189983 A DK189983 A DK 189983A
- Authority
- DK
- Denmark
- Prior art keywords
- procedure
- preparation
- ergoline derivatives
- derivatives
- ergoline
- Prior art date
Links
- AWFDCTXCTHGORH-HGHGUNKESA-N 6-[4-[(6ar,9r,10ar)-5-bromo-7-methyl-6,6a,8,9,10,10a-hexahydro-4h-indolo[4,3-fg]quinoline-9-carbonyl]piperazin-1-yl]-1-methylpyridin-2-one Chemical class O=C([C@H]1CN([C@H]2[C@@H](C=3C=CC=C4NC(Br)=C(C=34)C2)C1)C)N(CC1)CCN1C1=CC=CC(=O)N1C AWFDCTXCTHGORH-HGHGUNKESA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 238000006000 Knoevenagel condensation reaction Methods 0.000 description 1
- 125000000066 S-methyl group Chemical group [H]C([H])([H])S* 0.000 description 1
- -1 amino, methyl Chemical group 0.000 description 1
- 230000003276 anti-hypertensive effect Effects 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000001728 carbonyl compounds Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D457/00—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid
- C07D457/02—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid with hydrocarbon or substituted hydrocarbon radicals, attached in position 8
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (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)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Description
N=C-Rg, hvor C-atomet er anbragt mellem ringens nitrogenatomer, og Rg er eventuelt substitueret amino, methyl, phenyl, thiomethyl eller mercapto, fremstilles ved kondensation af Ø-dicarbonylergolinderivater
med (III) hvori R^ til R^, n og X er som ovenfor.
forbindelserne II fremstilles ved en Knoevenagel-omsætning mellem en β-dicarbonylforbindelse og en 6-alkyl-8p-formylergolin til dannelse af en β, -umættet carbonylforbindelse, hvorefter denne reduceres med hydrogen i nærværelse af en tungmetalkatalysator.
Forbindelserne med formel II er mellemprodukter.
Forbindelserne med formel I er lægemidler med anti-hypertensiv virkning.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8212653 | 1982-04-30 | ||
| GB8212653 | 1982-04-30 |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| DK189983D0 DK189983D0 (da) | 1983-04-28 |
| DK189983A true DK189983A (da) | 1983-10-31 |
| DK164058B DK164058B (da) | 1992-05-04 |
| DK164058C DK164058C (da) | 1992-10-12 |
Family
ID=10530108
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK189983A DK164058C (da) | 1982-04-30 | 1983-04-28 | Analogifremgangsmaade til fremstilling af ergolinderivater |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US4657914A (da) |
| JP (1) | JPS58194884A (da) |
| AT (1) | AT385035B (da) |
| AU (1) | AU553851B2 (da) |
| BE (1) | BE896609A (da) |
| CA (1) | CA1210389A (da) |
| CH (1) | CH654305A5 (da) |
| CS (1) | CS236874B2 (da) |
| DE (1) | DE3314878A1 (da) |
| DK (1) | DK164058C (da) |
| FI (1) | FI73996C (da) |
| FR (1) | FR2526022B1 (da) |
| GB (1) | GB2120242A (da) |
| GR (1) | GR78842B (da) |
| HU (1) | HU193527B (da) |
| IE (1) | IE53950B1 (da) |
| IL (1) | IL68496A (da) |
| IT (1) | IT1215630B (da) |
| NL (1) | NL191709C (da) |
| SE (1) | SE460967B (da) |
| ZA (1) | ZA833008B (da) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8714767D0 (en) * | 1987-06-24 | 1987-07-29 | Erba Farmitalia | Egoline derivatives |
| HU190105B (en) * | 1983-06-03 | 1986-08-28 | Gyogyszerkutato Intezet | Process for production of pirazolyl-methyl-ergolin- derivatives and their acid additional salts |
| GB2173189B (en) * | 1985-02-21 | 1988-04-27 | Maruko Pharmaceutical Co | Ergoline derivatives and salts thereof and pharmaceutical compositions thereof |
| GB8702364D0 (en) * | 1987-02-03 | 1987-03-11 | Erba Farmitalia | Ergolinyl heterocycles |
| WO2011140333A1 (en) | 2010-05-07 | 2011-11-10 | The Board Of Trustees Of The Leland Stanford Junior University | Identification of stabilizers of multimeric proteins |
| US20160045609A1 (en) | 2014-08-14 | 2016-02-18 | Mamoun M. Alhamadsheh | Conjugation of pharmaceutically active agents with transthyretin ligands through adjustable linkers to increase serum half-life |
| CN116730921A (zh) | 2017-02-17 | 2023-09-12 | 文涵治疗有限公司 | Ag-10的制备方法、其中间体及其盐 |
| MA52137A (fr) | 2018-03-23 | 2021-01-27 | Eidos Therapeutics Inc | Méthodes de traitement de l'amylose ttr à l'aide d'ag10 |
| JP7469293B2 (ja) | 2018-08-17 | 2024-04-16 | エイドス セラピューティクス，インコーポレイティド | Ａｇ１０の製剤 |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3238211A (en) * | 1966-03-01 | Derhvatives of g-methyl and i,g-dimethyl ergolhne | ||
| US3296071A (en) * | 1963-05-31 | 1967-01-03 | Upjohn Co | Reducing blood sugar with 3-alkyl-5-alkoxymethylisoxazole |
| CH507248A (de) * | 1967-03-16 | 1971-05-15 | Spofa Vereinigte Pharma Werke | Verfahren zur Herstellung von D-6-Methylergolin(I)ylessigsäure |
| US3957785A (en) * | 1971-12-02 | 1976-05-18 | Societa' Farmaceutici Italia S.P.A. | Bβ-Pyrimidino-aminomethyl-10α-ergoline and 10α-methoxyergoline derivatives |
| CH563376A5 (da) * | 1972-06-29 | 1975-06-30 | Lonza Ag | |
| NL7416120A (nl) * | 1973-12-21 | 1975-06-24 | Farmaceutici Italia | Werkwijze voor het bereiden van pyrimidinoami- nomethylergolinederivaten. |
| US3996228A (en) * | 1973-12-21 | 1976-12-07 | Societa' Farmaceutici Italia S.P.A. | Pyrimidinoaminoethyl ergoline derivatives |
| US4147789A (en) * | 1974-03-14 | 1979-04-03 | Sandoz Ltd. | 6-Methyl-8-thiomethyl-ergolene derivatives |
| IE41533B1 (en) * | 1974-03-14 | 1980-01-30 | Sandoz Ltd | Thiomethyl ergolene derivatives |
| CS171480B1 (da) * | 1974-03-19 | 1976-10-29 | ||
| CS177530B1 (en) * | 1974-07-19 | 1977-07-29 | Miroslav Semonsky | New nbeta-substituted derivatives of b-beta-aminoethyl-ergoline-i their salts and methods for the production thereof |
| CH617452A5 (da) * | 1974-10-25 | 1980-05-30 | Hoffmann La Roche | |
| CH615929A5 (en) * | 1975-06-02 | 1980-02-29 | Sandoz Ag | Process for the preparation of novel ergoline compounds |
| CH622518A5 (en) * | 1976-12-14 | 1981-04-15 | Sandoz Ag | Process for the preparation of novel ergoline compounds |
| AU526764B2 (en) * | 1978-09-08 | 1983-01-27 | Farmitalia Carlo Erba S.P.A. | Ergoline derivatives |
| GB2056437A (en) * | 1979-08-07 | 1981-03-18 | Erba Farmitalia | Secoergoline derivatives |
| US4382940A (en) * | 1979-12-06 | 1983-05-10 | Farmitalia Carlo Erba S.P.A. | Ercoline derivatives and therapeutic compositions having CNS affecting activity |
-
1983
- 1983-04-21 GB GB08310843A patent/GB2120242A/en not_active Withdrawn
- 1983-04-25 DE DE19833314878 patent/DE3314878A1/de active Granted
- 1983-04-25 CS CS832921A patent/CS236874B2/cs unknown
- 1983-04-25 FI FI831406A patent/FI73996C/fi not_active IP Right Cessation
- 1983-04-25 GR GR71190A patent/GR78842B/el unknown
- 1983-04-25 US US06/488,168 patent/US4657914A/en not_active Expired - Fee Related
- 1983-04-25 IE IE932/83A patent/IE53950B1/en not_active IP Right Cessation
- 1983-04-26 CH CH2256/83A patent/CH654305A5/it not_active IP Right Cessation
- 1983-04-26 IL IL68496A patent/IL68496A/xx not_active IP Right Cessation
- 1983-04-26 JP JP58072295A patent/JPS58194884A/ja active Granted
- 1983-04-27 FR FR8306926A patent/FR2526022B1/fr not_active Expired
- 1983-04-27 SE SE8302379A patent/SE460967B/sv not_active IP Right Cessation
- 1983-04-27 CA CA000426874A patent/CA1210389A/en not_active Expired
- 1983-04-27 HU HU851631A patent/HU193527B/hu not_active IP Right Cessation
- 1983-04-27 IT IT8320807A patent/IT1215630B/it active
- 1983-04-28 DK DK189983A patent/DK164058C/da not_active IP Right Cessation
- 1983-04-28 AU AU14029/83A patent/AU553851B2/en not_active Ceased
- 1983-04-28 ZA ZA833008A patent/ZA833008B/xx unknown
- 1983-04-29 AT AT0156783A patent/AT385035B/de not_active IP Right Cessation
- 1983-04-29 BE BE0/210660A patent/BE896609A/fr not_active IP Right Cessation
- 1983-04-29 NL NL8301529A patent/NL191709C/xx not_active IP Right Cessation
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PBP | Patent lapsed |