Zwitterionic compounds and use thereof
View Patent ↗The present invention covers zwitterionic, non-surface-active compounds in the form of carboxymethylated, short-chain dialkylaminoalkylamides and use thereof as therapeutic agent.
1. A compound of general formula I
where
n=1 to 6,
m=1,
R 1 and R 2 , independently of one another, are identical or different, aliphatic hydrocarbon radicals having 1 to 6 carbon atoms,
Y is a divalent hydrocarbon radical, and
X is hydrogen.
2. The compound according to claim 1 , wherein n=3.
3. The compound according to claim 1 , wherein R 1 ═R 2 ═CH 3 .
4. The compound according to claim 1 , wherein Y═CH 2 .
5. The compound according to claim 1 , wherein n=3, R 1 ═R 2 ═CH 3 , and Y═CH 2 .
6. A therapeutic active ingredient including a compound of claim 1 .
7. A method for the treatment of dermatological disorders comprising administering a compound of claim 1 to a human including at least one dermatological disorder.
8. A method for the treatment of inflammatory skin disorders comprising administering a compound of claim 1 to a human including at least one inflammatory disorder.
9. A process for the preparation of a compound of general formula I
where
n=1 to 6,
m=1,
R 1 and R 2 , independently of one another, are identical or different, aliphatic hydrocarbon radicals having 1 to 6 carbon atoms,
Y is a divalent hydrocarbon radical, and
X is hydrogen,
said process comprising:
reacting, in a first reaction step, a carboxylic acid according to formula II
with an amine of formula III
to produce an amidoamine according to formula IV
where
n=1 to 6,
m=1,
R 1 and R 2 , independently of one another, are identical or different, aliphatic hydrocarbon radicals having 1 to 6 carbon atoms, and
X is hydrogen;
and
reacting, in a second reaction step, the amidoamine of formula IV obtained in the first reaction step with an ω-halocarboxylic acid or its salt which has an acid radical according to formula V
to give the compound of the formula I
where
Z=a halogen, and
Y is a divalent hydrocarbon radical.