Novel dibicyclo [3.1.1] and [2.2.1] heptyl and dibicyclo [3.1.1] and [2.2.1] heptenyl polyamines
AssigneeMerck & Co., Inc.
InventorsNathaniel Grier, Richard A. Dybas, Robert A. Strelitz
Life of this patent
Estimating the term…
Abstract
Novel dibicyclo [3.1.1] and [2.2.1] heptyl and dibicyclo [3.1.1] and [2.2.1] heptenyl polyamines are useful antimicrobial agents, as well as algae inhibitors. They are especially useful as hard surface disinfectants and as additives to oil well drilling muds, injection brines and industrial water where bacterial control is desired.
Claims36
A compound of the formula:
- ##STR14## where:
- each A is alike or different and is a [2.2.1] bicyclic group of the formula:
- ##STR15## or a [3.1.1] bicyclic group of the formula:
- ##STR16## where R is alike or different and is hydrogen or C.sub.1 to C.sub.4 alkyl, R' is alike or different and is hydrogen or C.sub.1 or C.sub.4 alkyl or R' on adjacent carbon atoms taken together comprise an olefinic bond, and the dashed line indicates either saturation or c-, d- or d-, e- unsaturation;
- each R.sub.1 is alike or different and is C.sub.1 to C.sub.4 alkylene:
- each n is alike or different and is the integer 0 to 1;
- ##STR17## where R.sub.5 is hydrogen, aminoethyl or aminopropyl;
- C.sub.1 to C.sub.4 hydroxyalkyl, C.sub.2 to C.sub.4 dihydroxyalkyl;
- and
- R.sub.6 is hydrogen, C.sub.1 to C.sub.4 hydroxyalkyl;
- C.sub.2 to C.sub.4 dihydroxyalkyl;
- Y is either ##STR18## or --R.sub.2 -- where R.sub.2 is 2-hydroxy-1,3-trimethylene, or R.sub.1 as previously defined;
- R.sub.3 is hydrogen, C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 aminoalkyl or C.sub.1 to C.sub.4 hydroxyalkyl, C.sub.2 to C.sub.4 dihydroxyalkyl;
- R.sub.4 is 2-hydroxy-1,3-trimethylene, or R.sub.1 as previously defined;
- or when R.sub.3 and R.sub.6 taken together are ethylene, R.sub.4 is also ethylene, and R.sub.5 is aminoethyl, aminopropyl or aminohydroxypropyl, and acid addition salts thereof.
A compound of the formula:
- ##STR19## where:
- each A is alike or different and is a [2.2.1] bicyclic group of the formula:
- ##STR20## where R is alike or different and is hydrogen or C.sub.1 to C.sub.4 alkyl, R' is alike or different and is hydrogen or C.sub.1 and C.sub.4 alkyl or R' on adjacent carbon atoms taken together comprise an olefinic bond;
- each R.sub.1 is alike or different and is C.sub.1 to C.sub.4 alkylene:
- each n is alike or different and is the integer 0 to 1;
- Z is ##STR21## where R.sub.5 is hydrogen, aminoethyl or aminopropyl;
- C.sub.1 to C.sub.4 hydroxyalkyl, C.sub.2 to C.sub.4 dihydroxyalkyl;
- and
- R.sub.6 is hydrogen;
- C.sub.1 to C.sub.4 hydroxyalkyl;
- C.sub.2 to C.sub.4 dihydroxyalkyl;
- Y is either ##STR22## or --R.sub.2 -- where R.sub.2 is 2-hydroxy-1,3-trimethylene, or R.sub.1 as previously defined;
- R.sub.3 is hydrogen, C.sub.1 or C.sub.4 alkyl, C.sub.1 to C.sub.4 aminoalkyl or C.sub.1 to C.sub.4 hydroxyalkyl, C.sub.2 to C.sub.4 dihydroxyalkyl;
- R.sub.4 is 2-hydroxy-1,3-trimethylene, or R.sub.1 as previously defined;
- or when R.sub.3 and R.sub.6 taken together are ethylene, R.sub.4 is also ethylene, and R.sub.5 is aminoethyl, aminopropyl or aminohydroxypropyl, and acid addition salts thereof.
1-[1,5-Di-(3,3-dimethylnorborn-2-yl)-3-pentyl]-1,5,9-triazanonane trihydrochloride.
1-[1,5-Di-(3,3-dimethylnorborn-2-yl)-3-pentyl]-1,5,9-triazononane tripropionate.
1-Amino-3-[1,5-di-(3,3-dimethylnorborn-2-yl)-3-pentylamino]-2-propanol and its acid addition salts.
1-[1,5-Di-(5-norbornene2-yl)-3-pentyl]-1,5,9-triazanonane and acid addition salts thereof.
1-[1,5-Di-(3,3-dimethylnorborn-2-yl)-3-pentyl]-1,4,7,10-tetrazadecane tetrahydrochloride.
1-[1,7-Di-(5-norbornen-2-yl)-4-heptyl]-1,5,9-triazanonane trihydrochloride.
Dependencies are inferred from the claim text.