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US 2021/0261602 A1Published application
(pyridinylmethyl)butanediamine derivatives that chelate copper
AssigneesCold Spring Harbor Laboratory, Depymed, Inc.
InventorsNicholas TONKS, Navasona KRISHNAN, Andreas GRILL
Life of this patent
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Abstract
Compounds of formula: are described herein. The compounds selectively complex copper and are therefore useful both abiotically for measuring and detecting small amounts of copper and, in biological systems, for treating diseases associated with inappropriate copper levels, such as Wilson's disease and gastric cancer.
Claims27
A compound of formula:
- wherein R1, R2, R3 and R4 are chosen independently from hydrogen, (C1-C6)alkyl, (C1-C6)oxaalkyl, and (C1-C6)aminoalkyl, or two adjacent R1, R2, R3 and R4 may form a five-, six-, or seven-membered ring, said five-, six-, or seven-membered ring optionally substituted with one or two substituents chosen from halogen, cyano, hydroxy, (C1-C6)alkyl, (C1-C6)oxaalkyl, and (C1-C6)aminoalkyl;
- A is a polycyclic ring system of up to five rings, optionally substituted with one or more substituents chosen from halogen, hydroxy, (C1-C6)alkyl, oxo, (C1-C6)oxaalkyl, carboxy, (C1-C6)alkoxycarbonyl, (C1-C6)alkoxycarbonyl(C1-C6)alkyl, carboxy(C1-C6)alkyl, amino, and (C1-C6)aminoalkyl;
- n is zero or one;
- and
- p is one or two;
- with the proviso that, when R1, R2, R3, and R4 are all hydrogen, p is one, and n is zero, the polycyclic ring system A is not a perhydrocyclopenta[a]phenanthrene of formula
- attached at the 3-position as shown, in which a substituent at 17 is —CH(CH3)CH2CH2COOH, —CH(CH3)CH2CH2COOCH3, —CH(CH3)CH2CH2CH(OSO3H)CH(CH3)2,
4 more elements
Dependencies are inferred from the claim text.