Pentacyclic compounds and their use as absorption or fluorescent dyes
First Claim
1. A compound of the formula ##STR10## wherein R1 and R13 independently of each other represent a hydrogen, an alkyl residue having 1 to 20 carbon atoms, a polyoxyhydrocarbyl, a phenyl group, or a phenylalkyl residue having 1 to 3 atoms in the alkyl chain;
- R7 is (i) an alkyl group of 1 to 20 carbon atoms, substituted by at least one halogen,(ii) a phenyl group, substituted by a carboxy or an alkoxycarbonyl group having 1 to 4 carbon atoms, wherein said carboxy or alkoxycarbonyl group is located in the ortho position of the carbon atom bound to a pentacyclic ring system of said compound and by at least one halogen,(iii) a carboxy group,(iv) a carboxyalkyl group having 1 to 10 carbon atoms in the alkylene chain, or(v) a carboxymethylene-oxy-alkyloxy group;
X.sup.⊖
is a counterion;
R2, R3, R4, R5, R6, R8, R9, R10, R11, R12, R14, R15 R16, R17, R18, and R19 independently of each other represent a hydrogen, an alkyl or a substituted alkyl having 1 to 20 carbons and two of R2, R3, R4, R5, R6, R8, R9, R10, R11, R12, R14, R15, R16, R17, R18, and R19 are optionally linked together;
----- represents a single or double bond;
wherein said compound can be activated at at least one of R1, R7 and R13.
1 Assignment
0 Petitions
Accused Products
Abstract
Pentacyclic derivatives having the general formulae (Ia), (Ib) and (Ic) ##STR1## denote: hydrogen, alkyl with 1 to 20 carbon atoms polyoxyhydrocarbyl, phenyl, phenylalkyl with 1 to 3 carbon atoms in the alkyl chain, wherein the alkyl residues or/and phenyl residues can be substituted by one or several hydroxy, halogen, sulfo, carboxy or alkoxycarbonyl groups in which alkoxy can have 1 to 4 carbon atoms;
R7 denotes an alkyl group with 1 to 7 carbon atoms, substituted by at least one halogen, or denotes a carboxyalkyl group or a phenyl group which is substituted by a carboxy or alkoxycarbonyl group located at the o-position relative to the carbon atom bound to the pentacyclic ring system and by at least one halogen, wherein alkoxy can have 1 to 4 carbon atoms, or a carboxymethylene-oxy-alkyloxy group; the residues R14 and R15 as well as the positions on the rings in the formulae that are not marked by specific symbols denote any desired substituents which may optionally be linked together;
the two bonds marked by a broken line mean that the two carbon atoms which are joined by the bond marked by a broken line can be linked together by a single or double bond;
and X- is a counterion; as well as their derivatives activated at least at one of the residues R1, R7 or/and R13.
The compounds can be used as absorption or fluorescent dyes, in particular as markers for hapten/antibody/protein conjugates, as laser dyes and as an absorption medium for solar collectors.
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Citations
20 Claims
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1. A compound of the formula ##STR10## wherein R1 and R13 independently of each other represent a hydrogen, an alkyl residue having 1 to 20 carbon atoms, a polyoxyhydrocarbyl, a phenyl group, or a phenylalkyl residue having 1 to 3 atoms in the alkyl chain;
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R7 is (i) an alkyl group of 1 to 20 carbon atoms, substituted by at least one halogen, (ii) a phenyl group, substituted by a carboxy or an alkoxycarbonyl group having 1 to 4 carbon atoms, wherein said carboxy or alkoxycarbonyl group is located in the ortho position of the carbon atom bound to a pentacyclic ring system of said compound and by at least one halogen, (iii) a carboxy group, (iv) a carboxyalkyl group having 1 to 10 carbon atoms in the alkylene chain, or (v) a carboxymethylene-oxy-alkyloxy group; X.sup.⊖
is a counterion;R2, R3, R4, R5, R6, R8, R9, R10, R11, R12, R14, R15 R16, R17, R18, and R19 independently of each other represent a hydrogen, an alkyl or a substituted alkyl having 1 to 20 carbons and two of R2, R3, R4, R5, R6, R8, R9, R10, R11, R12, R14, R15, R16, R17, R18, and R19 are optionally linked together; ----- represents a single or double bond;
wherein said compound can be activated at at least one of R1, R7 and R13. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 19, 20)
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18. A compound of the formula:
- ##STR12## wherein R1 and R13 independently of each other represent a hydrogen, an alkyl residue having 1 to 20 carbon atoms, a polyoxyhydrocarbyl, a phenyl residue, or a phenylalkyl residue having 1 to 3 atoms in the alkyl chain;
R7 is (i) an alkyl group of 1 to 20 carbon atoms, substituted by at least one halogen, (ii) a phenyl group, substituted by a carboxy or an alkoxycarbonyl group having 1 to 4 carbon atoms, wherein said carboxy or alkoxycarbonyl group is located in the ortho position of the carbon atom bound to a pentacyclic ring system of said compound and by at least one halogen; (iii) a carboxy group; (iv) a carboxyalkyl group having 1 to 10 carbon atoms in the alkylene chain;
or(v) a carboxymethylene-oxy-alkyloxy group; X.sup.⊖
is a counterion;R2, R3, R4, R5, R6, R8, R9, R10, R11, R12, R14, R15, R16, R17, R18, and R19 independently of each other represent a hydrogen, an alkyl or a substituted alkyl having 1 to 20 carbons and two of R2, R3, R4, R5, R6, R8, R9, R10, R11, R12, R14, R15, R16, R17, R18, and R19 are optionally linked together; ---- represents a single or double bond;
wherein said compound can be activated at at least one of R1, R7 and R13 ; andwherein there is an N-hydroxy-succinimide ester or an organic acid chloride at at least one of R1, R7, and R13.
- ##STR12## wherein R1 and R13 independently of each other represent a hydrogen, an alkyl residue having 1 to 20 carbon atoms, a polyoxyhydrocarbyl, a phenyl residue, or a phenylalkyl residue having 1 to 3 atoms in the alkyl chain;
Specification