US 12,030,891 B2
Xanthonic compounds and their use as antifouling agents
Marta Ramos Pinto Correia Da Silva Carvalho Guerra, Oporto (PT); Madalena Maria De Magalhaes Pinto, Oporto (PT); Vitor Manuel De Oliveira E Vasconcelos, Matosinhos (PT); Joana Reis De Almeida, Matosinhos (PT); Elisabete Ribeiro Silva Geraldes, Lisbon (PT); and Maria Emilia Da Silva Pereira De Sousa, Oporto (PT)
Assigned to CIIMAR—CENTRO INTERDISCIPLINAR DE INVESTIGACAO MARINHA E AMBIENTAL, Matosinhos (PT); UNIVERSIDADE DO PORTO, Oporto (PT); and FACULDADE DE CIENCIAS DA UNIVERSIDADE DE LISBOA, Lisbon (PT)
Appl. No. 17/297,347
Filed by CIIMAR—CENTRO INTERDISCIPLINAR DE INVESTIGACAO MARINHA E AMBIENTAL, Matosinhos (PT); UNIVERSIDADE DO PORTO, Oporto (PT); and FACULDADE DE CIENCIAS DA UNIVERSIDADE DE LISBOA, Lisbon (PT)
PCT Filed Nov. 18, 2019, PCT No. PCT/IB2019/059886
§ 371(c)(1), (2) Date May 26, 2021,
PCT Pub. No. WO2020/128674, PCT Pub. Date Jun. 25, 2020.
Claims priority of application No. 115214 (PT), filed on Dec. 17, 2018.
Prior Publication US 2021/0395264 A1, Dec. 23, 2021
Int. Cl. C07D 493/04 (2006.01); A01N 43/90 (2006.01); C07D 519/00 (2006.01); C09D 5/16 (2006.01)
CPC C07D 493/04 (2013.01) [A01N 43/90 (2013.01); C07D 519/00 (2013.01); C09D 5/1625 (2013.01)] 5 Claims
 
1. An antifouling formulation comprising the compound of Formula (I)

OG Complex Work Unit Chemistry
salts or esters thereof,
wherein:
Y represents oxygen, sulfur, CH2 or N—H;
Z represents C═O, CH2, CH—OH, C═NOH, C═NOCH3, NO, NOH, S=O or SO2;
R1, R2, R5, R6, R7 and R8 are independently of each other, selected from hydrogen, hydroxyl, alcoxyl, hydroxyalkyl, alkyl, halogen, alkyl-halogen, trifluoromethyl, acetylene, carboxyl, aldehyde, cyano, nitro, B(OH)2, SO2NH2, aryl or heteroaryl substituted by halogen or hydroxyl or methoxyl, amine, aminoalkoxyl, aminoaryl, imine, methyelenalkylamine, cycloalkyl, or together an aminoalkyl, alkoxyl, alkylene(di)oxyl group including pyran or pyran substituted by alkyl, furan or dioxane or dioxane substituted by aryl, or aryl substituted by halogen or hydroxyl or alkoxyl or alkylene(di)oxyl;
wherein the compounds are 3,4-substituted;
wherein when one of R1 to R8 represents an amine group and/or aminoralkyl, counterions selected from HCO3−, CO32−, Cl−, NH2C6H4SO3−, 1-CH3C6H2-3-OH-4(CHCH3)-6-SO3− are coordinated or ionically bound in the amine; wherein at least R3 and R4 are independently selected from hydroxy, optionally substituted C1 to C6 (oxy)alkyl, optionally substituted (oxy)alkylester.