Described is the use of benzotropolone and their derivatives, especially the compounds of formula (1); wherein R2, R3, R4, R5 and R6 independently of one another are hydrogen; OH; C1-C30alkyl, C2-C30al-kenyl, C1-C30alkoxy, C3-C12cycloalkyl or C1C30hydroxyalkyl, which may be substituted by one or mor
Described is the use of benzotropolone and their derivatives, especially the compounds of formula (1); wherein R2, R3, R4, R5 and R6 independently of one another are hydrogen; OH; C1-C30alkyl, C2-C30al-kenyl, C1-C30alkoxy, C3-C12cycloalkyl or C1C30hydroxyalkyl, which may be substituted by one or more E and/or interrupted by one or more D; C6-C20aryl, which may be substituted by one or more G; C4-C20heteroaryl, which may be substituted by one or more G, C2-C18alkenyl, C2-C18alkynyl, C7-C25aralkyl, CN, or —CO—R17; C1-C30mono- or dialkylamino; COR9; COOR9; CONR9R10; CN; SO2R9; OCOOR9; OCOR9; NHCOOR9; NR9COR10; NH2; *—(CO)—NH—(CH2)n1—(PO)—(OR11)2; —(CO)—O—(CH2)n1—(PO)—(OR11)2; sulphate; sulphonate; phosphate; phosphonate; —(CH2)n2—O—(SO2)n3—OR11; —O—(CH2)n4(CO)n5—R11; —(O)n6—(CH2)n7—(PO)—(OR9)2; —(O)n6—(CH2)n7—SO2—OR9; halogen; organosilanyl; organo-siloxanyl; or a sugar residue linked directly in an α- or β-mode via the anomeric oxygen to the benzotropolone system or via a linear or branched alkylene, alkenylene, alkadiene or alkatriene spacer (sugar-(CH2)n—(X1)1 or 0-benzotropolone system, wherein n=1-10 and X1═—O—; —(CO)—; —O—CO—; —COO—, —NH—; —S—; —SO2—); R1, R7 and R8 independently of one another are hydrogen; C1C12alkyl or C3-C12-cycloalkyl, which may be substituted by one or more E and/or interrupted by one or more D; C6-C20aryl, which may be substituted by one or more G; C4-C20heteroaryl, which may be substituted by one or more G, C2-C18alkenyl, C2-C18alkynyl, C7-C25aralkyl, or COOR9; COR9; CONR9R10; SO3R9; SO2R9; PO3(R9)2; PO2(R9)2; organosilanyl; organosiloxanyl; or a sugar residue linked directly in an α- or β-mode via the anomeric oxygen to the benzotropolone system or via a linear or branched alkylene, alkenylene, alkadiene or alkatriene spacer (sugar-(CH2)n—(X2)1 or 0—*, wherein n=1-10 and X2═—C(═O)—; —O—CO—*); R9 and R10 independently from each other are hydrogen; C1C18alkyl or C3-C12-cycloalkyl which may be substituted by one or more E and/or interrupted by one or more D; C6-C20aryl, which may be substituted by one or more G; C4-C20heteroaryl, which may be substituted by one or more G; organosilanyl; organosiloxanyl; or a sugar residue linked directly in an α- or β-mode via the anomeric oxygen or via a linear or branched alkylene, alkenylene, alkadiene or alkatriene spacer (sugar-(CH2)n—*, wherein n=1-10); or R9 and R10 together form a five or six membered ring, R11 is hydrogen; or C1-C5alkyl; n1, n2, n4 and n7 independently from each other are a number from 1 to 5; n3, n5 and n6 independently from each other are a 0; or 1; D is —CO—; —COO—; —S—; —SO—; —SO2-; —O—; —NR14—; —S1R19R20—; —POR11—; —CR12═CR13—; or —C≡C—; and E is —OR18; —SR18; —NR14R15; —NR14COR15; —COR17; —COOR16; —CONR14R15; —CN; halogen; Or SO3R18; SO2R18; PO3(R18)2; PO2(R18)2; organosilanyl; organosiloxanyl; or a sugar residue linked directly in an α- or β-mode via the anomeric oxygen or via a linear or branched alkylene, alkenylene, alkadiene or alkatriene spacer (sugar-(CH2)n-(X1)1 or 0—*, wherein n=1-10 and X1=—O—; —C(═O)—; —O—CO—; —COO—; —NH—; —S—; —SO2—); G is E; C1-C18alkyl, which is optionally interrupted by D; C1-C18perfluoroalkyl; C1-C18alkoxy, which is optionally substituted by E and/or interrupted by D; wherein R12, R13, R14 and R15 independently of each other are hydrogen; C6-C18aryl which is optionally substituted by OH, C1-C18alkyl or C1-C18alkoxy; C1-C18alkyl, which is optionally interrupted by —O—; or Ri4 and Ri5 together form a five or six membered ring, Ri6 is hydrogen; C6-Ci8aryl which is optionally substituted by OH, C1-C18alkyl or d-C18alkoxy; C1-C18alkyl which is optionally interrupted by —O—; R17 is H; C6-C18aryl which is optionally substituted by OH, C1-C18alkyl or C1-C18alkoxy; or d-C18alkyl which is optionally interrupted by —O—; R18 is hydrogen; C6-C18aryl, which is optionally substituted by OH, C1-C18alkyl or d-C18alkoxy; C1-C18alkyl, which is optionally interrupted by —O—; R19 and R20 independently of each other are hydrogen; C1-C18alkyl; C6-C18aryl which is optionally substituted by C1-C18alkyl; and R21 is C1-C18alkyl; or C6-C18aryl, which is substituted by C1-C18alkyl; * means, that this radical is directed to the benzotropolone moiety; for the protection of human and animal hair and skin against UV radiation.
대표청구항▼
1. A method of improving the UV absorbing and UV screening capacity for protecting human and animal hair and skin against UV radiation comprising applying thereto to a subject in need thereof a benzotropolone and their derivatives, wherein the benzotropolone derivatives correspond to the formula whe
1. A method of improving the UV absorbing and UV screening capacity for protecting human and animal hair and skin against UV radiation comprising applying thereto to a subject in need thereof a benzotropolone and their derivatives, wherein the benzotropolone derivatives correspond to the formula whereinR2, R3, R4, R5 and R6 independently of one another are hydrogen; OH; C1-C30alkyl, C2-C30alkenyl, C1-C30alkoxy, C3-C12cycloalkyl or C1-C30hydroxyalkyl, which may be substituted by one or more E and/or interrupted by one or more D; C6-C20aryl, which may be substituted by one or more G; C4-C20heteroaryl, which may be substituted by one or more G, C2-C18alkenyl, C2-C18alkynyl, C7-C25aralkyl, CN, or —CO—R17; C1-C30mono- or dialkylamino; COR9; COOR9; CONR9R10; CN; SO2R9; OCOOR9; OCOR9; NHCOOR9; NR9COR10; NH2; *—(CO)—NH—(CH2)n1—(PO)—(OR11)2; —(CO)—O—(CH2)n1—(PO)—(OR11)2; sulphate; sulphonate; phosphate; phosphonate; —(CH2)n2—[O—(SO2)]n3—OR11; —O—(CH2)n4(CO)n5—R11; —(O)n6—(CH2)n7—(PO)—(OR9)2; —(O)n6—(CH2)n7—SO2—OR9; halogen; organosilanyl; organosiloxanyl; or a sugar residue linked directly in an α- or β-mode via the anomeric oxygen to the benzotropolone system or via a linear or branched alkylene, alkenylene, alkadiene or alkatriene spacer (sugar-(CH2)n—(X1)1 or 0-benzotropolone system, wherein n=1-10 and X1═—O—; —(CO)—; —O—CO—; —COO—, —NH—; —S—; —SO2—);R1, R7 and R8 are hydrogen;R9 and R10 independently from each other are hydrogen; C1-C18alkyl or C3-C12-cycloalkyl which may be substituted by one or more E and/or interrupted by one or more D; C6-C20aryl, which may be substituted by one or more G; C4-C20heteroaryl, which may be substituted by one or more G; organosilanyl; organosiloxanyl; or a sugar residue linked directly in an α- or β-mode via the anomeric oxygen or via a linear or branched alkylene, alkenylene, alkadiene or alkatriene spacer (sugar-(CH2)n-*, wherein n=1-10); orR9 and R10 together form a five or six membered ring,R11 is hydrogen; or C1-C5alkyl;n1, n2, n4 and n7 independently from each other are a number from 1 to 5;n3, n5 and n6 independently from each other are a 0; or 1;D is —CO—; —COO—; —S—; —SO—; —SO2—; —O—; —NR14—; —SiR19R20—; —POR11—; —CR12═CR13—; or —C≡C—; andE is —OR18; —SR18; —NR14R15; —NR14COR15; —COR17; —COOR16; —CONR14R15; —CN; halogen; or SO3R18; SO2R18; PO3(R18)2; PO2(R18)2; organosilanyl; organosiloxanyl; or a sugar residue linked directly in an α- or β-mode via the anomeric oxygen or via a linear or branched alkylene, alkenylene, alkadiene or alkatriene spacer (sugar-(CH2)n—(X1)1 or 0-*, wherein n=1-10 and X1═—O—; —C(═O)—; —O—CO—; —COO—; —NH—; —S—; —SO2—);G is E; C1-C18alkyl, which is optionally interrupted by D; C1-C18perfluoroalkyl; C1-C18alkoxy, which is optionally substituted by E and/or interrupted by D; whereinR12, R13, R14 and R15 independently of each other are hydrogen; C6-C18aryl which is optionally substituted by OH, C1-C18alkyl or C1-C18alkoxy; C1-C18alkyl, which is optionally interrupted by —O—; orR14 and R15 together form a five or six membered ring,R16 is hydrogen; C6-C18aryl which is optionally substituted by OH, C1-C18alkyl or C1-C18alkoxy; C1-C18alkyl which is optionally interrupted by —O—;R17 is H; C6-C18aryl which is optionally substituted by OH, C1-C18alkyl or C1-C18alkoxy; or C1-C18alkyl which is optionally interrupted by —O—;R18 is hydrogen; C6-C18aryl, which is optionally substituted by OH, C1-C18alkyl or C1-C18alkoxy; C1-C18alkyl, which is optionally interrupted by —O—;R19 and R20 independently of each other are hydrogen; C1-C18alkyl; C6-C18aryl which is optionally substituted by C1-C18alkyl; and* means, that this radical is directed to the benzotropolone moiety. 2. The method according to claim 1; wherein in formula (1) R2, R3, R4, R5 and R6 independently of one another are hydrogen; OH; C1-C30alkyl, C2-C30alkenyl, C1-C30alkoxy, C3-C12cycloalkyl or C1-C30hydroxyalkyl, which may be substituted by one or more E and/or interrupted by one or more D; C6-C20aryl, which may be substituted by one or more G; C6-C20heteroaryl, which may be substituted by one or more G, C2-C18alkenyl, C2-C18alkynyl, C7-C25aralkyl, CN, or —CO—R17; C1-C30mono- or dialkylamino; COR9; COOR9; CONR9R10; CN; SO2R9; OCOOR9; NHCOOR9; NR9COR10; NH2; *—(CO)—NH—(CH2)n1—(PO)—(OR11)2; —(CO)—O—(CH2)n1—(PO)—(OR11)2; sulphate; sulphonate; phosphate; phosphonate; —(CH2)n2—[O—(SO2)]n3—OR11; —O—(CH2)n4(CO)n5—R11; —(O)n6—(CH2)n7—(PO)—(OR9)2; —(O)n6—(CH2)n7—SO2—OR9; halogen; organosilanyl; organosiloxanyl; or a sugar residue linked directly in an α- or β-mode via the anomeric oxygen to the benzotropolone system or via a linear or branched alkylene, alkenylene, alkadiene or alkatriene spacer (sugar-(CH2)n—(X1)1 or 0-benzotropolone system, wherein n=1-10 and X1═—O—; —(CO)—; —O—CO—; —COO—, —NH—; —S—; —SO2—);R9 and R10 independently from each other are hydrogen; C1-C18alkyl or C3-C12-cycloalkyl which may be substituted by one or more E and/or interrupted by one or more D; C6-C20aryl, which may be substituted by one or more G; organosilanyl; organosiloxanyl; or a sugar residue linked directly in an α- or β-mode via the anomeric oxygen or via a linear or branched alkylene, alkenylene, alkadiene or alkatriene spacer (sugar-(CH2)n-*, wherein n=1-10); orR9 and R10 together form a five or six membered ring,R11 is hydrogen; or C1-C5alkyl;n1, n2, n4 and n7 independently from each other are a number from 1 to 5;n3 and n5 independently from each other are a 0; or 1;D is —CO—; —COO—; —S—; —SO—; —SO2—; —O—; —NR14—; —SiR19R20—; —POR11—; —CR12═CR13—; or —C≡C—; andE is —OR18; —SR18; —NR14R15; —NR14COR15; —COR17; —COOR16; —CONR14R15; —CN; halogen; or SO3R18; SO2R18; PO3(R18)2; PO2(R18)2; organosilanyl; organosiloxanyl; or a sugar residue linked directly in an α- or β-mode via the anomeric oxygen or via a linear or branched alkylene, alkenylene, alkadiene or alkatriene spacer (sugar-(CH2)n—(X1)1 or 0-*, wherein n=1-10 and X1═—O—; —C(═O)—; —O—CO—; —NH—; —S—; —SO2—);G is E; C1-C18alkyl, which is optionally interrupted by D; C1-C18perfluoroalkyl; C1-C18alkoxy, which is optionally substituted by E and/or interrupted by D; whereinR12, R13, R14 and R15 independently of each other are hydrogen; C6-C18aryl which is optionally substituted by C1-C18alkyl or C1-C18alkoxy; C1-C18alkyl, which is optionally interrupted by —O—; orR14 and R15 together form a five or six membered ring,R16 is hydrogen; C6-C18aryl which is optionally substituted by C1-C18alkyl or C1-C18alkoxy; C1-C18alkyl which is optionally interrupted by —O—;R17 is H; C6-C18aryl which is optionally substituted by C1-C18alkyl or C1-C18alkoxy; or C1-C18alkyl which is optionally interrupted by —O—;R18 is hydrogen; C6-C18aryl, which is optionally substituted by C1-C18alkyl or C1-C18alkoxy; C1-C18alkyl, which is optionally interrupted by —O—;R19 and R20 independently of each other are hydrogen; C1-C18alkyl; C6-C18aryl which is optionally substituted by C1-C18alkyl; and* means, that this radical is directed to the benzotropolone moiety. 3. The method according to claim 1, wherein R2, R3, R4, R5 and R6, independently of one another are hydrogen; hydroxy; C1-C12alkyl, C1-C30alkoxy; or C1-C12alkenyl substituted by E; andE is carboxylate; OCOR9; sulphate; sulphonate; phosphonate; or phosphate. 4. The method according to claim 1, wherein R3 is a radical of formula wherein R22 is hydrogen; C1-C12alkyl, which may be substituted by one or more E and/or interrupted by one or more D; C6-C20aryl, which may be substituted by one or more G; C4-C20heteroaryl, which may be substituted by one or more G, C2-C18alkenyl, C2-C18alkynyl, C7-C25aralkyl, or —CO—R17; organosilanyl; organosiloxanyl; or a sugar residue linked directly in an α- or β-mode via the anomeric oxygen to the carboxylic group or via a linear or branched alkylene, alkenylene, alkadiene or alkatriene spacer (sugar-(CH2)n-carboxylic group, wherein n=1-10);R17 is H; C6-C18aryl which is optionally substituted by C1-C18alkyl or C1-C18alkoxy; or C1-C18alkyl which is optionally interrupted by —O—. 5. The method according to claim 1, wherein the benzotropolones and their derivatives according to claim 1 are UV absorbers. 6. The method according to claim 1, wherein the benzotropolone derivatives of formula (1) simultaneously protect human and animal hair and skin against UV radiation and oxidative damage. 7. The method according to claim 1, wherein the benzotropolone derivative is in a cosmetic composition and the concentration is from 1 ppm to 100000 ppm, based on the total weight of the cosmetic composition. 8. The method according to claim 7, wherein the composition further comprises one or more further antioxidants. 9. The method according to claim 8, wherein the additional antioxidant is selected from vitamin C, vitamin C-palmitate, vitamin C-phosphate, vitamin E, vitamin E-acetate and vitamin E-phosphate. 10. The method according to claim 1, wherein the benzotropolone is in a cosmetic composition.
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이 특허에 인용된 특허 (2)
Ho,Chi Tang; Ghai,Geetha; Sang,Shengmin; Jhoo,Jin Woo; Huang,Mou Tuan; Rosen,Robert T.; Dushenkov,Slavik, Benzotropolone derivatives and modulation of inflammatory response.
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