ES409189A1 - PROCEDURE FOR THE PREPARATION OF NEW DERIVATIVES OF 8-BETA-PYRIMIDINAMINOMETHYL-10-ALPHA-ERGOLINE. - Google Patents
PROCEDURE FOR THE PREPARATION OF NEW DERIVATIVES OF 8-BETA-PYRIMIDINAMINOMETHYL-10-ALPHA-ERGOLINE.Info
- Publication number
- ES409189A1 ES409189A1 ES409189A ES409189A ES409189A1 ES 409189 A1 ES409189 A1 ES 409189A1 ES 409189 A ES409189 A ES 409189A ES 409189 A ES409189 A ES 409189A ES 409189 A1 ES409189 A1 ES 409189A1
- Authority
- ES
- Spain
- Prior art keywords
- methyl
- group
- ergoline
- 8beta
- hydrogen
- 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
- 238000000034 method Methods 0.000 title abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 150000002431 hydrogen Chemical class 0.000 abstract 2
- -1 methoxy, ethoxy, phenyl Chemical group 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- ANWQJBVKZZJZJC-SGIREYDYSA-N 2-[[(6aR,9R,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quinolin-9-yl]methyl]guanidine Chemical compound CN1C=C2C[C@H]3N(C[C@@H](C[C@@H]3C=3C=CC=C1C=32)CNC(=N)N)C ANWQJBVKZZJZJC-SGIREYDYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000004442 acylamino group Chemical group 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 125000005518 carboxamido group Chemical group 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- ZRALSGWEFCBTJO-UHFFFAOYSA-N guanidine group Chemical group NC(=N)N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 230000001131 transforming effect Effects 0.000 abstract 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
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Procedure for the preparation of new derivatives of 8beta-pyrimidino-aminomethyl-10alfa-ergolina, of the formula **(See formula)** in which R is taken from the group consisting of hydrogen and methyl; R1 and R2 are taken from the group consisting of hydrogen, C1-6 -alkyl, and phenyl; and R3 is taken from the group consisting of hydrogen, halogen, methyl, ethyl, methoxy, ethoxy, phenyl, nitro, amino, acylamino, cyano and carboxamido, characterized by reacting dihydrolysergamine or 1-methyl-dihydrolysergamine with a compound capable of transforming the amine group into a guanidine group and by reacting the respective 6-methyl or 1,6-dimethyl-8beta-guanidinomethyl-10alpha-ergoline thus obtained with a beta-dicarbonyl compound of the formula in which R1, R2 and R3 have the same meaning that has been attributed to them before, at a temperature of 10º to 150ºC and for a period that varies between 1 hour and 6 days, and the respective derivative of 6-methyl- or 1,6-dimethyl-8beta-pyrimidino-aminomethyl-10alpha-ergoline thus obtained was isolated and purified. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT3193271 | 1971-12-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES409189A1 true ES409189A1 (en) | 1976-01-01 |
Family
ID=11234509
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES409189A Expired ES409189A1 (en) | 1971-12-02 | 1972-12-01 | PROCEDURE FOR THE PREPARATION OF NEW DERIVATIVES OF 8-BETA-PYRIMIDINAMINOMETHYL-10-ALPHA-ERGOLINE. |
Country Status (20)
| Country | Link |
|---|---|
| JP (1) | JPS5634597B2 (en) |
| AT (1) | AT321478B (en) |
| AU (1) | AU465155B2 (en) |
| BE (1) | BE792188A (en) |
| CA (1) | CA975773A (en) |
| CH (1) | CH590276A5 (en) |
| CS (1) | CS173612B2 (en) |
| DE (1) | DE2259012C3 (en) |
| DK (1) | DK138689B (en) |
| ES (1) | ES409189A1 (en) |
| FR (1) | FR2162045A1 (en) |
| GB (1) | GB1357238A (en) |
| HU (1) | HU165530B (en) |
| IE (1) | IE37429B1 (en) |
| IL (1) | IL40944A (en) |
| NL (1) | NL153197B (en) |
| NO (1) | NO136643C (en) |
| SE (1) | SE385301B (en) |
| SU (1) | SU617014A3 (en) |
| ZA (1) | ZA728459B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL7416120A (en) * | 1973-12-21 | 1975-06-24 | Farmaceutici Italia | PROCESS FOR PREPARING PYRIMIDINOAMINOMETHYLERGOLINE DERIVATIVES. |
-
0
- BE BE792188D patent/BE792188A/en not_active IP Right Cessation
-
1972
- 1972-11-22 NL NL727215817A patent/NL153197B/en not_active IP Right Cessation
- 1972-11-27 SU SU721851316A patent/SU617014A3/en active
- 1972-11-27 GB GB5474372A patent/GB1357238A/en not_active Expired
- 1972-11-28 NO NO4351/72A patent/NO136643C/en unknown
- 1972-11-28 IL IL40944A patent/IL40944A/en unknown
- 1972-11-28 AU AU49351/72A patent/AU465155B2/en not_active Expired
- 1972-11-28 CA CA157,696A patent/CA975773A/en not_active Expired
- 1972-11-28 AT AT1011572A patent/AT321478B/en active
- 1972-11-28 IE IE1653/72A patent/IE37429B1/en unknown
- 1972-11-29 DK DK595972AA patent/DK138689B/en unknown
- 1972-11-29 ZA ZA728459A patent/ZA728459B/en unknown
- 1972-11-29 FR FR7242381A patent/FR2162045A1/en active Granted
- 1972-11-29 SE SE7215545A patent/SE385301B/en unknown
- 1972-11-30 JP JP11945772A patent/JPS5634597B2/ja not_active Expired
- 1972-11-30 CS CS8190A patent/CS173612B2/cs unknown
- 1972-12-01 ES ES409189A patent/ES409189A1/en not_active Expired
- 1972-12-01 CH CH1756672A patent/CH590276A5/xx not_active IP Right Cessation
- 1972-12-01 HU HUFA933A patent/HU165530B/hu unknown
- 1972-12-01 DE DE2259012A patent/DE2259012C3/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| AU465155B2 (en) | 1975-09-18 |
| HU165530B (en) | 1974-09-28 |
| ZA728459B (en) | 1973-09-26 |
| CA975773A (en) | 1975-10-07 |
| DE2259012B2 (en) | 1978-02-09 |
| NL153197B (en) | 1977-05-16 |
| SU617014A3 (en) | 1978-07-25 |
| CS173612B2 (en) | 1977-02-28 |
| GB1357238A (en) | 1974-06-19 |
| NO136643B (en) | 1977-07-04 |
| IE37429B1 (en) | 1977-07-20 |
| DE2259012C3 (en) | 1978-09-21 |
| SE385301B (en) | 1976-06-21 |
| FR2162045B1 (en) | 1976-06-11 |
| IE37429L (en) | 1973-06-02 |
| FR2162045A1 (en) | 1973-07-13 |
| NO136643C (en) | 1977-10-12 |
| IL40944A0 (en) | 1973-01-30 |
| NL7215817A (en) | 1973-06-05 |
| AU4935172A (en) | 1974-05-30 |
| IL40944A (en) | 1976-04-30 |
| BE792188A (en) | 1973-06-01 |
| CH590276A5 (en) | 1977-07-29 |
| AT321478B (en) | 1975-04-10 |
| DK138689C (en) | 1979-03-19 |
| DK138689B (en) | 1978-10-16 |
| JPS5634597B2 (en) | 1981-08-11 |
| DE2259012A1 (en) | 1973-06-07 |
| JPS4862800A (en) | 1973-09-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FD1A | Patent lapsed |
Effective date: 19880204 |