GB1001346A - Yohimbane derivatives - Google Patents
Yohimbane derivativesInfo
- Publication number
- GB1001346A GB1001346A GB2643062A GB2643062A GB1001346A GB 1001346 A GB1001346 A GB 1001346A GB 2643062 A GB2643062 A GB 2643062A GB 2643062 A GB2643062 A GB 2643062A GB 1001346 A GB1001346 A GB 1001346A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- ooc
- alkyl
- aryl
- carbon atoms
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D459/00—Heterocyclic compounds containing benz [g] indolo [2, 3-a] quinolizine ring systems, e.g. yohimbine; 16, 18-lactones thereof, e.g. reserpic acid lactone
-
- 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
- A61K31/47—Quinolines; Isoquinolines
- A61K31/475—Quinolines; Isoquinolines having an indole ring, e.g. yohimbine, reserpine, strychnine, vinblastine
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)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The invention comprises 17-oxo-yohimbane derivatives having in the 18-position of ring E a substituted methylene group of the formula =CYH wherein Y is OH, OR, OOC.R, OOC.Aryl, SR or a group of the formula =CH.NHR2 or =CH.NR3R4, wherein R is an alkyl group of 1-6 carbon atoms, "Aryl" is a phenyl or naphthyl radical, R2 is an alkyl group of 1-6 carbon atoms or a phenyl or naphthyl group and R3 and R4 are alkyl groups of 1-6 carbon atoms or together with the nitrogen atom form a heterocyclic group, and pharmaceutically acceptable salts thereof. It comprises also the preparation of these compounds by (a) Claisen condensation of a yohimban - 17 - one with a C1-6 alkyl formate to give an 18-hydroxymethylene-yohimban-17-one (Y=OH); (b) if desired, reacting the product with an alkanol, alkyl mercaptan, amine or acylating agent to form a compound wherein Y is OR,SR, NHR2, NR3R4, OOC.R or OOC.Aryl and (c) if desired, forming an acid add.tion salt. Examples describe the preparation of yohimbane derivatives as defined above wherein Y is OH, benzoyloxy, isobutoxy, isobutylamino, anilino, butylthio, and pyrrolidino.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US15725161A | 1961-12-05 | 1961-12-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1001346A true GB1001346A (en) | 1965-08-18 |
Family
ID=22562952
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2643062A Expired GB1001346A (en) | 1961-12-05 | 1962-07-10 | Yohimbane derivatives |
Country Status (8)
| Country | Link |
|---|---|
| AT (1) | AT260428B (en) |
| BE (1) | BE620499A (en) |
| BR (1) | BR6241303D0 (en) |
| CH (1) | CH415659A (en) |
| DE (1) | DE1445411A1 (en) |
| DK (2) | DK108792C (en) |
| ES (1) | ES279152A1 (en) |
| GB (1) | GB1001346A (en) |
-
1962
- 1962-07-10 GB GB2643062A patent/GB1001346A/en not_active Expired
- 1962-07-12 ES ES279152A patent/ES279152A1/en not_active Expired
- 1962-07-19 DE DE19621445411 patent/DE1445411A1/en active Pending
- 1962-07-20 CH CH875562A patent/CH415659A/en unknown
- 1962-07-20 BE BE620499A patent/BE620499A/en unknown
- 1962-07-23 AT AT593862A patent/AT260428B/en active
- 1962-07-24 DK DK330262A patent/DK108792C/en active
- 1962-07-24 DK DK554463A patent/DK107230C/en active
- 1962-07-25 BR BR14130362A patent/BR6241303D0/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CH415659A (en) | 1966-06-30 |
| AT260428B (en) | 1968-03-11 |
| DK107230C (en) | 1967-05-08 |
| DE1445411A1 (en) | 1968-10-31 |
| DK108792C (en) | 1968-02-12 |
| ES279152A1 (en) | 1962-11-01 |
| BR6241303D0 (en) | 1973-06-14 |
| BE620499A (en) | 1963-01-21 |
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