GB1079592A - Bicyclo-[2,2,2]-octane-1-methylamine derivatives - Google Patents
Bicyclo-[2,2,2]-octane-1-methylamine derivativesInfo
- Publication number
- GB1079592A GB1079592A GB24804/65A GB2480465A GB1079592A GB 1079592 A GB1079592 A GB 1079592A GB 24804/65 A GB24804/65 A GB 24804/65A GB 2480465 A GB2480465 A GB 2480465A GB 1079592 A GB1079592 A GB 1079592A
- Authority
- GB
- United Kingdom
- Prior art keywords
- prepared
- octane
- bicyclo
- alkyl
- carboxylic acid
- 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C13/00—Cyclic hydrocarbons containing rings other than, or in addition to, six-membered aromatic rings
- C07C13/28—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof
- C07C13/32—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings
- C07C13/44—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings with a bicyclo ring system containing eight carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cephalosporin Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Novel compounds of formula <FORM:1079592/C2/1> where R is H or C1-C6 alkyl, X and Y are each hydrogen, methyl or ethyl and R1 is -NR2R3 where R2 and R3 are each hydrogen, alkyl of 1 to 6 carbon atoms or allyl, and acid addition salts thereof, are prepared by reduction of the corresponding carboxamide or a bicyclo-[2,2,2]-octyl-(1) alkyl ketone oxime or by reaction of acetonitrile with an a ,a -dialkylbicyclo-(2,2,2)-octane-1-methanol, in each case optionally followed by alkylation of the amine group and/or salt formation. 4 - Alkylbicyclo - [2,2,2] - octane - 1 - carboxamides are prepared by reaction of ammonia or an appropriate amine with the corresponding acid chloride which is itself prepared from the carboxylic acid. The above oximes are prepared in the usual manner from the bicyclo-[2,2,2]-octyl-(1)-alkyl ketone which is itself prepared from an organometallic compound and the 1-carboxylic acid chloride. a ,a - Dimethylbicyclo - [2,2,2] - octane - 1-methanol is prepared by action of methylmagnesium bromide on the 1-carboxylic acid chloride. Penicillin salts of the above novel compounds are disclosed. Pharmaceutical compositions, feed concentrates and foodstuffs comprise an above novel compound and a carrier therefor.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US37533764A | 1964-06-15 | 1964-06-15 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1079592A true GB1079592A (en) | 1967-08-16 |
Family
ID=23480493
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB24804/65A Expired GB1079592A (en) | 1964-06-15 | 1965-06-11 | Bicyclo-[2,2,2]-octane-1-methylamine derivatives |
Country Status (14)
Country | Link |
---|---|
AT (3) | AT271423B (en) |
BE (1) | BE665459A (en) |
BR (1) | BR6570006D0 (en) |
CH (1) | CH471070A (en) |
ES (1) | ES314105A1 (en) |
FI (1) | FI43071B (en) |
FR (2) | FR1468715A (en) |
GB (1) | GB1079592A (en) |
IL (1) | IL23726A (en) |
LU (1) | LU48845A1 (en) |
MY (1) | MY6900002A (en) |
NL (1) | NL6507578A (en) |
NO (1) | NO116717B (en) |
SE (1) | SE328278B (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3439100A (en) * | 1966-08-09 | 1969-04-15 | Smithkline Corp | Preventing influenza infections with bicyclo(2.2.2)octane-2-methylamine |
US3489802A (en) * | 1967-01-23 | 1970-01-13 | Du Pont | Preparation of alpha-methyl-1-adamantane-methylamine and alpha,4 - dimethyl - 1 - bicyclo(2,2,2)octane methylamine |
WO2021091544A1 (en) * | 2019-11-06 | 2021-05-14 | Eastman Chemical Company | Process for preparing bicyclo[2.2.2]octane-1,4-diol |
-
1965
- 1965-05-28 BR BR170006/65A patent/BR6570006D0/en unknown
- 1965-06-10 CH CH808765A patent/CH471070A/en not_active IP Right Cessation
- 1965-06-10 AT AT524665A patent/AT271423B/en active
- 1965-06-10 AT AT71467A patent/AT271427B/en active
- 1965-06-10 AT AT71567A patent/AT271428B/en active
- 1965-06-11 ES ES0314105A patent/ES314105A1/en not_active Expired
- 1965-06-11 GB GB24804/65A patent/GB1079592A/en not_active Expired
- 1965-06-14 IL IL23726A patent/IL23726A/en unknown
- 1965-06-14 SE SE07807/65A patent/SE328278B/xx unknown
- 1965-06-14 NL NL6507578A patent/NL6507578A/xx unknown
- 1965-06-14 FI FI1409/65A patent/FI43071B/fi active
- 1965-06-14 FR FR20734A patent/FR1468715A/en not_active Expired
- 1965-06-14 NO NO158473A patent/NO116717B/no unknown
- 1965-06-15 LU LU48845A patent/LU48845A1/xx unknown
- 1965-06-15 BE BE665459D patent/BE665459A/xx unknown
- 1965-09-13 FR FR31262A patent/FR5324M/fr not_active Expired
-
1969
- 1969-12-31 MY MY19692A patent/MY6900002A/en unknown
Also Published As
Publication number | Publication date |
---|---|
NO116717B (en) | 1969-05-12 |
FR1468715A (en) | 1967-02-10 |
ES314105A1 (en) | 1966-02-16 |
DE1468813A1 (en) | 1969-01-09 |
NL6507578A (en) | 1965-12-16 |
LU48845A1 (en) | 1965-08-17 |
SE328278B (en) | 1970-09-14 |
CH471070A (en) | 1969-04-15 |
BR6570006D0 (en) | 1973-09-18 |
BE665459A (en) | 1965-12-15 |
FR5324M (en) | 1967-08-28 |
FI43071B (en) | 1970-10-01 |
AT271427B (en) | 1969-06-10 |
IL23726A (en) | 1969-09-25 |
MY6900002A (en) | 1969-12-31 |
AT271428B (en) | 1969-06-10 |
AT271423B (en) | 1969-06-10 |
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