GB1102224A - Dihydro derivatives of vinblastine and related compounds - Google Patents

Dihydro derivatives of vinblastine and related compounds

Info

Publication number
GB1102224A
GB1102224A GB13281/65A GB1328165A GB1102224A GB 1102224 A GB1102224 A GB 1102224A GB 13281/65 A GB13281/65 A GB 13281/65A GB 1328165 A GB1328165 A GB 1328165A GB 1102224 A GB1102224 A GB 1102224A
Authority
GB
United Kingdom
Prior art keywords
dihydrovincristine
dihydrovinblastine
dihydrodesmethylvinblastine
acidified
hydrogenation
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
Application number
GB13281/65A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Eli Lilly and Co
Original Assignee
Eli Lilly and Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Eli Lilly and Co filed Critical Eli Lilly and Co
Publication of GB1102224A publication Critical patent/GB1102224A/en
Expired legal-status Critical Current

Links

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)
  • Hydrogenated Pyridines (AREA)

Abstract

The invention relates to dihydrovinblastine, dihydrodesmethylvinblastine and dihydrovincristine and acid addition salts thereof and preparation thereof by catalytic hydrogenation of compounds of the formula <FORM:1102224/C2/1> wherein R is methyl and hydrogen respectively, in the presence of a noble metal oxide catalyst and an acidified inert medium at room temperature and, if desired, formylating the dehydrodesmethylvinblastine to give dihydrovincrystine. The hydrogenation is effected under low pressure preferably using platinum or palladium oxide in finely divided state or deposited on a support in the presence of a lower aliphatic alcohol such as ethanol acidified with glacial acetic acid. Pharmaceutical compositions, which inhibit transplanted leukemia tumours in mice comprise dihydrovinblastine, dihydrodesmethylvinblastine or dihydrovincristine or a pharmaceutically acceptable salt thereof in association with a pharmaceutical carrier.
GB13281/65A 1964-04-01 1965-03-29 Dihydro derivatives of vinblastine and related compounds Expired GB1102224A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US356588A US3352868A (en) 1964-04-01 1964-04-01 Dihydrovinblastine

Publications (1)

Publication Number Publication Date
GB1102224A true GB1102224A (en) 1968-02-07

Family

ID=23402080

Family Applications (1)

Application Number Title Priority Date Filing Date
GB13281/65A Expired GB1102224A (en) 1964-04-01 1965-03-29 Dihydro derivatives of vinblastine and related compounds

Country Status (9)

Country Link
US (1) US3352868A (en)
BE (1) BE661948A (en)
BR (1) BR6568453D0 (en)
CH (1) CH507264A (en)
DE (1) DE1545763A1 (en)
ES (1) ES311042A1 (en)
FR (1) FR5487M (en)
GB (1) GB1102224A (en)
SE (1) SE329630B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4347249A (en) 1979-07-17 1982-08-31 Agence Nationale De Valorisation De La Recherche (Anvar) Class of seco bis-indolic compounds which can be used as drugs and a process for the preparation thereof

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4012390A (en) * 1974-10-16 1977-03-15 Eli Lilly And Company Vinblastinoic acid
US4025522A (en) * 1975-02-07 1977-05-24 Eli Lilly And Company Conversion of leurosine to vincathicine
US4029663A (en) * 1975-07-10 1977-06-14 Eli Lilly And Company Dimeric anhydro-vinca derivatives
US4115388A (en) * 1977-03-30 1978-09-19 Eli Lilly And Company 3'-Oxygenated derivatives of 4'-deoxy VLB "A" and "B" and related 1-formyl compounds
HU178084B (en) * 1977-05-31 1982-03-28 Richter Gedeon Vegyeszet New process for the extraction of native vindoline,catharantine,3',4'-anhydrovinblastine,leurosine and,if desired,of other diinodle alkaloids from vinca rosea l.drogue
US6326402B1 (en) 1998-08-12 2001-12-04 Octamer, Inc. Methods for treating viral infections using a compound capable of inhibiting microtubules

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4347249A (en) 1979-07-17 1982-08-31 Agence Nationale De Valorisation De La Recherche (Anvar) Class of seco bis-indolic compounds which can be used as drugs and a process for the preparation thereof

Also Published As

Publication number Publication date
CH507264A (en) 1971-05-15
BE661948A (en) 1965-10-01
BR6568453D0 (en) 1973-07-17
SE329630B (en) 1970-10-19
US3352868A (en) 1967-11-14
FR5487M (en) 1967-10-30
DE1545763A1 (en) 1969-10-23
ES311042A1 (en) 1966-02-01

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