IE42385L - Amide derivatives of dimeric alkaloids - Google Patents
Amide derivatives of dimeric alkaloidsInfo
- Publication number
- IE42385L IE42385L IE752775A IE277575A IE42385L IE 42385 L IE42385 L IE 42385L IE 752775 A IE752775 A IE 752775A IE 277575 A IE277575 A IE 277575A IE 42385 L IE42385 L IE 42385L
- Authority
- IE
- Ireland
- Prior art keywords
- amide derivatives
- compounds
- converted
- dimeric
- alkaloids
- Prior art date
Links
- 150000001408 amides Chemical class 0.000 title abstract 3
- 229930013930 alkaloid Natural products 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 abstract 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 abstract 2
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 230000000840 anti-viral effect Effects 0.000 abstract 1
- 229940034982 antineoplastic agent Drugs 0.000 abstract 1
- 239000002246 antineoplastic agent Substances 0.000 abstract 1
- 239000003443 antiviral agent Substances 0.000 abstract 1
- 150000001540 azides Chemical class 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 150000003141 primary amines Chemical class 0.000 abstract 1
- 150000003335 secondary amines Chemical class 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- JXLYSJRDGCGARV-CFWMRBGOSA-N vinblastine Chemical class C([C@H](C[C@]1(C(=O)OC)C=2C(=CC3=C([C@]45[C@H]([C@@]([C@H](OC(C)=O)[C@]6(CC)C=CCN([C@H]56)CC4)(O)C(=O)OC)N3C)C=2)OC)C[C@@](C2)(O)CC)N2CCC2=C1NC1=CC=CC=C21 JXLYSJRDGCGARV-CFWMRBGOSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
- C07D519/04—Dimeric indole alkaloids, e.g. vincaleucoblastine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
Novel amide derivatives of dimeric vinblastin alkaloids of formula <IMAGE> wherein the substituents are defined in Claim 1, are prepared. These compounds are obtained by reacting corresponding compounds in which R denotes methoxy and R<1> represents H, OH or acetoxy, with ammonia, methylamine or hydrazine. Resulting compounds in which R denotes an NH-NH2 group can be converted by reaction with a nitrosylating agent into the azide, which can subsequently be converted by means of primary or secondary amines into further amide derivatives. The novel compounds may be used as antiviral or antineoplastic agents.
[GB1538921A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US53968175A | 1975-01-09 | 1975-01-09 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE42385L true IE42385L (en) | 1976-07-09 |
| IE42385B1 IE42385B1 (en) | 1980-07-30 |
Family
ID=24152219
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE2775/75A IE42385B1 (en) | 1975-01-09 | 1975-12-19 | Novel amide derivatives of dimeric alkaloids |
Country Status (13)
| Country | Link |
|---|---|
| JP (1) | JPS5195100A (en) |
| BE (1) | BE837390A (en) |
| CA (1) | CA1067073A (en) |
| CH (1) | CH624962A5 (en) |
| CS (1) | CS199615B2 (en) |
| DE (1) | DE2558027A1 (en) |
| FR (1) | FR2297043A1 (en) |
| GB (1) | GB1538921A (en) |
| HU (1) | HU176226B (en) |
| IE (1) | IE42385B1 (en) |
| IL (1) | IL48685A (en) |
| NL (1) | NL7515253A (en) |
| PH (1) | PH17563A (en) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GR69783B (en) * | 1976-09-08 | 1982-07-07 | Lilly Co Eli | |
| USRE30561E (en) | 1976-12-06 | 1981-03-31 | Eli Lilly And Company | Vinca alkaloid intermediates |
| DE2801748A1 (en) * | 1977-01-19 | 1978-07-20 | Lilly Co Eli | DIMERE INDOLDIHYDROINDOLES, METHOD FOR THEIR MANUFACTURE AND USE |
| US4191688A (en) | 1977-08-08 | 1980-03-04 | Eli Lilly And Company | Amides of leurosine, leuroformine, desacetylleurosine and desacetylleuroformine |
| US4195022A (en) | 1978-03-27 | 1980-03-25 | Eli Lilly And Company | 4-Desacetoxy-4α-hydroxyvinblastine and related compounds |
| US4166810A (en) | 1978-04-20 | 1979-09-04 | Eli Lilly And Company | Derivatives of 4-desacetyl VLB C-3 carboxyhydrazide |
| US4199504A (en) * | 1978-05-15 | 1980-04-22 | Eli Lilly And Company | Bridged cathranthus alkaloid dimers |
| AR225153A1 (en) * | 1978-10-10 | 1982-02-26 | Lilly Co Eli | A PROCEDURE FOR THE PREPARATION OF VINDESINE SULPHATE |
| US4357334A (en) | 1980-03-20 | 1982-11-02 | Eli Lilly And Company | Use of VLB 3-(2-chloroethyl) carboxamide in treating neoplasms |
| LU83822A1 (en) * | 1981-12-08 | 1983-09-01 | Omnichem Sa | N- (VINBLASTINOYL-23) DERIVATIVES OF AMINO ACIDS, THEIR PREPARATION AND THEIR THERAPEUTIC APPLICATION |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR204004A1 (en) * | 1973-04-02 | 1975-11-12 | Lilly Co Eli | PROCEDURES FOR PREPARING VINBLASTIN LEUROSIDINE AND LEUROCRISTINE DERIVATIVES |
-
1975
- 1975-12-17 IL IL48685A patent/IL48685A/en unknown
- 1975-12-18 CA CA242,012A patent/CA1067073A/en not_active Expired
- 1975-12-19 PH PH17891A patent/PH17563A/en unknown
- 1975-12-19 IE IE2775/75A patent/IE42385B1/en unknown
- 1975-12-22 DE DE19752558027 patent/DE2558027A1/en not_active Ceased
- 1975-12-29 CH CH1684075A patent/CH624962A5/en not_active IP Right Cessation
- 1975-12-31 NL NL7515253A patent/NL7515253A/en not_active Application Discontinuation
-
1976
- 1976-01-06 GB GB281/76A patent/GB1538921A/en not_active Expired
- 1976-01-07 CS CS7699A patent/CS199615B2/en unknown
- 1976-01-08 HU HU76EI664A patent/HU176226B/en not_active IP Right Cessation
- 1976-01-08 BE BE1007122A patent/BE837390A/en not_active IP Right Cessation
- 1976-01-09 FR FR7600519A patent/FR2297043A1/en active Granted
- 1976-01-09 JP JP51002380A patent/JPS5195100A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| IL48685A0 (en) | 1976-02-29 |
| IE42385B1 (en) | 1980-07-30 |
| NL7515253A (en) | 1976-07-13 |
| DE2558027A1 (en) | 1976-07-15 |
| CS199615B2 (en) | 1980-07-31 |
| PH17563A (en) | 1984-10-01 |
| HU176226B (en) | 1981-01-28 |
| BE837390A (en) | 1976-07-08 |
| CA1067073A (en) | 1979-11-27 |
| IL48685A (en) | 1980-03-31 |
| CH624962A5 (en) | 1981-08-31 |
| FR2297043A1 (en) | 1976-08-06 |
| JPS5195100A (en) | 1976-08-20 |
| FR2297043B1 (en) | 1978-08-11 |
| GB1538921A (en) | 1979-01-24 |
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