GB1228737A - - Google Patents
Info
- Publication number
- GB1228737A GB1228737A GB1228737DA GB1228737A GB 1228737 A GB1228737 A GB 1228737A GB 1228737D A GB1228737D A GB 1228737DA GB 1228737 A GB1228737 A GB 1228737A
- Authority
- GB
- United Kingdom
- Prior art keywords
- aldehyde
- tetracycline
- ketone
- substituted
- reaction
- 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
-
- 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
- A61K31/65—Tetracyclines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1,228,737. Tetracycline derivatives. SOC. BOULONNAISE DE RECHERCHES ET DE DIFFUSION PHARMACEUTIQUES " SOBORE." 6 Feb., 1969 [7 Feb., 1968; 19 June, 1968], No. 6480/69. Heading C2A. Novel tetracycline derivatives of Formula (A) wherein R 1 is H or Cl; R 2 is H or methyl; and R 6 is H or OH with the proviso that when R 1 is Cl, R 6 is H; R 3 is H, or an alkyl, aryl or aralkyl group which may be substituted, R 4 is an alkyl, aryl or aralkyl group which may be substituted and each of R 5 is a chloromethyl or bromomethyl group, or both of R 5 together constitute a single bond to form an ethyleneimino ring on the terminal N atom, are prepared by a Mannich reaction of one mole of the appropriate tetracycline with one mole of an aldehyde other than formaldehyde, or a ketone or a compound capable of producing such an aldehyde or ketone in situ, and a secondary alkylamine or halo-substituted secondary alkylamine. The reaction may be carried out in a single step, or in two stages by reacting either the tetracycline or the alkylamine with the aldehyde or ketone and then reacting the product with the other reaction component. As aldehyde reactants there may be used an aldehyde, or hemiacetal, or polymer or hydrate of an aldehyde; e.g. acetaldehyde, glyceraldehyde, ortho-, meta- or para - N,N - bis - # - chloroethylaminobenzaldehyde or ethyleneiminobenzaldehyde. Pharmaceutical compositions having antitumour, immunosuppressive and antibiotic activity comprise the tetracycline derivatives of Formula A above together with a pharmaceutically acceptable diluent or carrier.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR139030 | 1968-02-07 | ||
FR155657A FR7462M (en) | 1968-06-19 | 1968-06-19 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1228737A true GB1228737A (en) | 1971-04-15 |
Family
ID=26181783
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1228737D Expired GB1228737A (en) | 1968-02-07 | 1969-02-06 |
Country Status (5)
Country | Link |
---|---|
BE (1) | BE726763A (en) |
CH (1) | CH494737A (en) |
DE (1) | DE1905280A1 (en) |
GB (1) | GB1228737A (en) |
NL (1) | NL6901899A (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP3178320A1 (en) | 2015-12-11 | 2017-06-14 | Bayer CropScience AG | Liquid fungicide-containing formulations |
-
1969
- 1969-01-10 BE BE726763D patent/BE726763A/xx unknown
- 1969-01-13 CH CH40069A patent/CH494737A/en not_active IP Right Cessation
- 1969-02-04 DE DE19691905280 patent/DE1905280A1/en active Pending
- 1969-02-06 NL NL6901899A patent/NL6901899A/xx unknown
- 1969-02-06 GB GB1228737D patent/GB1228737A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
DE1905280A1 (en) | 1970-01-22 |
CH494737A (en) | 1970-08-15 |
NL6901899A (en) | 1969-08-11 |
BE726763A (en) | 1969-06-16 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PLNP | Patent lapsed through nonpayment of renewal fees |