KR950029242A - 2환-방향족 화합물, 이를 함유하는 제약 및 화장품 조성물 및 이의 용도 - Google Patents
2환-방향족 화합물, 이를 함유하는 제약 및 화장품 조성물 및 이의 용도 Download PDFInfo
- Publication number
- KR950029242A KR950029242A KR1019950009988A KR19950009988A KR950029242A KR 950029242 A KR950029242 A KR 950029242A KR 1019950009988 A KR1019950009988 A KR 1019950009988A KR 19950009988 A KR19950009988 A KR 19950009988A KR 950029242 A KR950029242 A KR 950029242A
- Authority
- KR
- South Korea
- Prior art keywords
- radical
- tetrahydro
- benzoic acid
- tetramethyl
- compound
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract 9
- 239000002537 cosmetic Substances 0.000 title claims abstract 4
- -1 bicyclic aromatic compounds Chemical class 0.000 claims abstract 36
- 150000001875 compounds Chemical class 0.000 claims abstract 24
- 230000002526 effect on cardiovascular system Effects 0.000 claims abstract 3
- 230000000241 respiratory effect Effects 0.000 claims abstract 3
- 208000024891 symptom Diseases 0.000 claims abstract 3
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract 2
- 238000000034 method Methods 0.000 claims description 2
- 150000003254 radicals Chemical class 0.000 claims 28
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 18
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 11
- 239000005711 Benzoic acid Substances 0.000 claims 9
- 235000010233 benzoic acid Nutrition 0.000 claims 9
- 125000005843 halogen group Chemical group 0.000 claims 4
- 125000004432 carbon atom Chemical group C* 0.000 claims 3
- 229940127554 medical product Drugs 0.000 claims 3
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 2
- 150000005840 aryl radicals Chemical class 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- 108090000765 processed proteins & peptides Proteins 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims 1
- RFZRCCVCGACDPY-UHFFFAOYSA-N 4-[(3,5,5,8,8-pentamethyl-6,7-dihydronaphthalen-2-yl)oxy]benzoic acid Chemical compound CC1=CC(C(CCC2(C)C)(C)C)=C2C=C1OC1=CC=C(C(O)=O)C=C1 RFZRCCVCGACDPY-UHFFFAOYSA-N 0.000 claims 1
- ZAXLLBCQFCWNLQ-UHFFFAOYSA-N 4-[(3,5,5,8,8-pentamethyl-6,7-dihydronaphthalen-2-yl)sulfanyl]benzaldehyde Chemical compound CC1=CC(C(CCC2(C)C)(C)C)=C2C=C1SC1=CC=C(C=O)C=C1 ZAXLLBCQFCWNLQ-UHFFFAOYSA-N 0.000 claims 1
- MJSSDXRYTKYCRW-UHFFFAOYSA-N 4-[(3,5,5,8,8-pentamethyl-6,7-dihydronaphthalen-2-yl)sulfanyl]benzoic acid Chemical compound CC1=CC(C(CCC2(C)C)(C)C)=C2C=C1SC1=CC=C(C(O)=O)C=C1 MJSSDXRYTKYCRW-UHFFFAOYSA-N 0.000 claims 1
- TTZAUYLYTRMDMB-UHFFFAOYSA-N 4-[(3-bromo-5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)oxy]benzoic acid Chemical compound BrC=1C=C2C(C)(C)CCC(C)(C)C2=CC=1OC1=CC=C(C(O)=O)C=C1 TTZAUYLYTRMDMB-UHFFFAOYSA-N 0.000 claims 1
- ZPAQWMQVWRWNAA-UHFFFAOYSA-N 4-[(3-ethyl-5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)oxy]-3-methylbenzoic acid Chemical compound CCC1=CC(C(CCC2(C)C)(C)C)=C2C=C1OC1=CC=C(C(O)=O)C=C1C ZPAQWMQVWRWNAA-UHFFFAOYSA-N 0.000 claims 1
- YSPLGJLMICMRBD-UHFFFAOYSA-N 4-[(3-ethyl-5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)oxy]benzoic acid Chemical compound CCC1=CC(C(CCC2(C)C)(C)C)=C2C=C1OC1=CC=C(C(O)=O)C=C1 YSPLGJLMICMRBD-UHFFFAOYSA-N 0.000 claims 1
- JSNXFEHYQZEDRT-UHFFFAOYSA-N 4-[(5,5,8,8-tetramethyl-3-propan-2-yl-6,7-dihydronaphthalen-2-yl)oxy]benzoic acid Chemical compound CC(C)C1=CC(C(CCC2(C)C)(C)C)=C2C=C1OC1=CC=C(C(O)=O)C=C1 JSNXFEHYQZEDRT-UHFFFAOYSA-N 0.000 claims 1
- UMEIRGITSFQLOP-UHFFFAOYSA-N 4-[(5,5,8,8-tetramethyl-3-propyl-6,7-dihydronaphthalen-2-yl)sulfanyl]benzoic acid Chemical compound CCCC1=CC(C(CCC2(C)C)(C)C)=C2C=C1SC1=CC=C(C(O)=O)C=C1 UMEIRGITSFQLOP-UHFFFAOYSA-N 0.000 claims 1
- MNZHVNOJHTVUNG-UHFFFAOYSA-N 4-[(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)amino]benzoic acid Chemical compound C=1C=C2C(C)(C)CCC(C)(C)C2=CC=1NC1=CC=C(C(O)=O)C=C1 MNZHVNOJHTVUNG-UHFFFAOYSA-N 0.000 claims 1
- SDBWHCZZKXRTBD-UHFFFAOYSA-N 4-[(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)oxy]benzaldehyde Chemical compound C=1C=C2C(C)(C)CCC(C)(C)C2=CC=1OC1=CC=C(C=O)C=C1 SDBWHCZZKXRTBD-UHFFFAOYSA-N 0.000 claims 1
- VQSWHITYDQDEMN-UHFFFAOYSA-N 4-[(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)sulfanyl]benzoic acid Chemical compound C=1C=C2C(C)(C)CCC(C)(C)C2=CC=1SC1=CC=C(C(O)=O)C=C1 VQSWHITYDQDEMN-UHFFFAOYSA-N 0.000 claims 1
- RGOKPDVQTLRBSM-UHFFFAOYSA-N 5-[(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)sulfanyl]thiophene-2-carboxylic acid Chemical compound C=1C=C2C(C)(C)CCC(C)(C)C2=CC=1SC1=CC=C(C(O)=O)S1 RGOKPDVQTLRBSM-UHFFFAOYSA-N 0.000 claims 1
- PMHYUNDXKUCCIA-UHFFFAOYSA-N 6-[(3,5,5,8,8-pentamethyl-6,7-dihydronaphthalen-2-yl)sulfanyl]pyridine-3-carboxylic acid Chemical compound CC1=CC(C(CCC2(C)C)(C)C)=C2C=C1SC1=CC=C(C(O)=O)C=N1 PMHYUNDXKUCCIA-UHFFFAOYSA-N 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 claims 1
- 108010016626 Dipeptides Proteins 0.000 claims 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims 1
- 239000004471 Glycine Substances 0.000 claims 1
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 claims 1
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 claims 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims 1
- 239000004472 Lysine Substances 0.000 claims 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims 1
- INYQYASVRUKZJR-UHFFFAOYSA-N [4-[(3,5,5,8,8-pentamethyl-6,7-dihydronaphthalen-2-yl)sulfanyl]phenyl]methanol Chemical compound CC1=CC(C(CCC2(C)C)(C)C)=C2C=C1SC1=CC=C(CO)C=C1 INYQYASVRUKZJR-UHFFFAOYSA-N 0.000 claims 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims 1
- IAJILQKETJEXLJ-QTBDOELSSA-N aldehydo-D-glucuronic acid Chemical group O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)C(O)=O IAJILQKETJEXLJ-QTBDOELSSA-N 0.000 claims 1
- 239000003513 alkali Substances 0.000 claims 1
- 150000001342 alkaline earth metals Chemical class 0.000 claims 1
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 235000001014 amino acid Nutrition 0.000 claims 1
- 125000000539 amino acid group Chemical group 0.000 claims 1
- 150000001413 amino acids Chemical class 0.000 claims 1
- 235000003704 aspartic acid Nutrition 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 229930182830 galactose Natural products 0.000 claims 1
- 239000008103 glucose Substances 0.000 claims 1
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical group OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 125000003107 substituted aryl group Chemical group 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 229910052725 zinc Inorganic materials 0.000 claims 1
- 239000011701 zinc Substances 0.000 claims 1
- 239000003814 drug Substances 0.000 abstract 1
Classifications
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Abstract
본 발명은 하기식(Ⅰ)의 신규의 2환ㅡ방향족 화합물;
및 인체 또는 수의용 약품용 제약학적 조성물로서의 상기 화합물의 용도(특히 피부, 류마티스, 호흡기, 심혈관 및 안과 증상), 또는 화장품 조성물에 관한 것이다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
제1도는 2환ㅡ방향족 화합물의 제조방법에 관한 반응 도식이다.
Claims (24)
- 하기식(Ⅰ)로 표시되는 2환ㅡ방향족 화합물, 그의 염 및 그의 키랄 동족체;〔식중,＊R1은 수소 원자, ―CH3라디칼, ―CH2―O―R3라디칼,―CH2―O―CO―R4라디칼,― O―R5라디칼, ―O―(CH2)m―(CO)n―R6라디칼,― CO―R7라디칼, ―CO―O―R8라디칼, 또는― R5또는―S(O)p―R9라디칼 (m, n 및 p와 라디칼 R3내지 R9는 하기 정의 하는 바와 같다)을 나타내고,*R2는 수소원자 또는 할로겐 원자, 저급 알킬 라디칼, ― NO2라디칼, ―O―COR4라디칼, ― OR9라디칼 또는 라디칼(라디칼 R4R9및 R10은 하기 정의하는 바와 같다)을 나타내고,*Ar은 하기의 식 (a)―(e)의 라디칼로 부터 선택된 라디칼을 나타내고,(식중, R2는 상기한 바와 같고, R9는 하기하는 바와 같다)*X는 ―O―, ―S(O)t 또는 ―NR9― 라디칼(t 및 라디칼 R9는 하기하는 바와 같다)을 나타내고,*Y 및 Z는 ―O―, ―S(O)t ― 또는 라디칼 ―CR11R12(t와 라디칼 R11및 R12는 하기하는 바와 같다)를 나타내고, ―m은 1, 2 또는 3의 정수이고, n은 0 또는 1의 정수이며, p는 0, 1, 2 또는 3의 정수이고, t는 0, 1 또는 2의 정수이며, ― R3은 수소 원자 또는 저급 알킬 라디칼을 나타내고, ―R4는 저급 알킬 라디칼을 나타내고, ― R5는 수소 원자 또는 저급 알킬 라디칼을 나타내고, ― R6은 저급 알킬 라디칼 또는 헤테로 사이클을 나타내고, ―R7은 수소 원자, 저급 알킬 라디칼 또는 라디칼 :(식중, R' 및 R"는 같거나 다르며, 수소 원자, 저급 알킬 라디칼, 모노―또는 폴리히드록시알킬 라디칼, 치환될 수 있는 아릴 라디칼 또는 아미노산 또는 펩티드 또는 당의 잔기를 나타내거나, 또는 함께 헤테로사이클을 형성한다.)을 나타내고, ―R8은 수소 원자, 탄소수 1내지 20의 직쇄 또는 측쇄 알킬 라디칼 , 알케닐 라디칼, 모노―또는 폴리히드록시알킬 라디칼, 치환될 수 있는 아릴 또는 아르알킬 라디칼또는 당의 잔기 또는 아미노산 또는 펩티드 잔기을 나타내고, ―R9는 수소 원자 또는 저급 알킬 라디칼 을 나타내고, ―R10는 수소 원자 또는 저급알킬 라디칼 을 나타내고, ―R11는 수소 원자 또는 저급 알킬 라디칼 을 나타내고, ―R12는 수소 원자 또는 저급 알킬 라디칼 을 나타내고, ―Y 및 Z는 동시에 산소 원자 또는 ―S(O)t―라디칼을 나타낼 수 없다〕
- 제1항에 있어서, 알칼리 또는 알칼리―토금속, 또는 아연 또는 유기 아민의 염 형태인 것을 특징으로 하는 화합물.
- 제1항 또는 제2항중에 있어서, 저급 알킬 라디칼이 메틸, 에틸, 이소프로필, 부틸, t―부틸 및 핵실 라디칼로 구성된 군으로 부터 선택되는 것을 특징으로 하는 화합물.
- 제1항 또는 제2항중에 있어서, 탄소수 1 내지 20의 직쇄 또는 측쇄 알킬 라디칼이 메틸, 에틸, 프로필, 2 ―에틸헥실, 옥틸, 도데실, 헥사데실 및 옥타데실 라디칼로 구성된 군으로부터 선택되는 것을 특징으로 하는 화합물.
- 제1항 또는 제2항중에 있어서., 모노히드록시알킬 라디칼이 2-히드록시에틸, 2-히드롯시프로필 또는 3―히드록시프로필 라디칼로 구성된 군으로 부터 선택되는 것을 특징으로 하는 화합물.
- 제1항 또는 제2항중에 있어서, 폴리히드록시알킬 라디칼이 2, 3―디히드록시프로필, 2, 3,4―트리히드록시부틸 또는 2, 3, 4, 5―테트라히드록시펜틸 라디칼또는 펜타에리트리톨 잔기로 구성된 군으로 부터 선택되는 것을 특징으로 하는 화합물.
- 제1항 또는 제2항중에 있어서, 아릴 라디칼이 1종 이상의 할로겐 원자, 히도록실 또는 니트로 작용기로 치환될 수 있는 페닐 라디칼인 것을 특징으로 하는 화합물.
- 제1항 또는 제2항중에 있어서, 아르알킬 라디칼이 1종 이상의 할로겐 원자, 히도록실 또는 니트로 작용기로 치환될 수 있는 벤질 또는 펜에틸 라디칼로 구성된 군으로 부터 선택되는 것을 특징으로 하는 화합물.
- 제1항 또는 제2항중에 있어서, 알케닐 라디칼 이 2내지5개의 탄소원자를 함유하며 하나 이상의 에틸렌계 불포화를 갖는로 구성된 군으로 부터 선택되는 인 것을 특징으로 하는 화합물.
- 제1항 또는 제2항중에 있어서, 당의 잔기가 글루코오즈, 갈락토오즈, 만노오즈, 또는 글루쿠론산 잔기로 구성된 군으로 부터 선택되는 것을 특징으로 하는 화합물.
- 제1항 또는 제2항중에 있어서, 아미노산 잔기가 리신, 글리신, 또는 아스파르트산으로부터 유도된 잔기로 구성된 군으로 부터 선택되는 것을 특징으로 하는 화합물.
- 제1항 또는 제2항중에 있어서, 펩티드 잔기가 디펩티드 또는 트리펩티드 잔기로 구성된 군으로 부터 선택되는 것을 특징으로 하는 화합물.
- 제1항 또는 제2항중에 있어서, 헤테로사이클계 라디칼은 4 위치에서 C1∼ C6알킬 라디칼 또는 모노― 또는 폴리히드록시 알킬 라디칼로 치환될 수 있는 피페리디노, 모르폴리노, 피롤리디노 또는 피페라지노 라디칼로 구성된 군으로 부터 선택되는 것을 특징으로 하는 화합물.
- 제1항 또는 제2항중에 있어서, 할로겐 원자가 불소, 염소 및 브롬으로 구성된 군으로 부터 선택되는 것을 특징으로 하는 화합물.
- 제1항에 있어서, 화합물이 하기의 것들로 구성된 군으로 부터 단독 또는 혼합물 형태로 선택되는 것을 특징으로 하는 화합물 :4―(5, 6, 7, 8―테트라히드―5, 5, 8, 8―테트라메틸―2―나프틸옥시)벤조산, 4―(5, 6, 7, 8―테트라히드로―5, 5, 8, 8―테트라메틸―2―나프틸티오)벤조산, 4―(5, 6, 7, 8―테트라히드로―5 ,5 ,8 ,8―테트라메틸―2―나프틸슬피닐)벤조산, 4―(5, 6, 7, 8―테트라히드로―5, 5, 8, 8―테트라메틸―2―나프틸슬프닐)벤조산,4―(5, 6, 7, 8―테트라히드로―5, 5, 8, 8―테트라메틸―2―나프틸아미노)벤조산, 5―(5, 6, 7, 8―테트라히드로―5,5,8,8―테트라메틸―2―나프틸티오)―2―티오펜 카르복실산, 4―(3,5,5,8,8―펜타메틸―5,6,7,8―테트라히드로―2―나프틸옥시)벤조산, 4―(3, 5, 5, 8, 8―펜타메틸―5, 6, 7, 8―테트라히드로―2―나프틸티오)벤조산, 4―(3―에틸―5, 5, 8, 8―테트라메틸―5, 6, 7, 8―테트라히드로―2―나프틸옥시)벤조산, 4―(3-이소프로필-5,5,8,8-테트라메틸-5, 6, 7, 8―테트라히드로―2―나프틸옥시)벤조산, 4-(5,6,7,8-테트라히드로-5,5,8,8-테트라메틸-2-나프틸옥시)아세토페논, 4-(5,6,7,8-테트라히드로-5,5,8,8-테트라메틸-2-나프틸옥시)벤즈알데히드,, 4―(3―브로모―5, 6, 7, 8-테트라히드로-5,5,8,8-테트라메틸-2-나프틸옥시)벤조산, 3-메틸-4-(5,6,7)8―테트라히드로―5, 5, 8, 8―테트라메틸―2―나프틸옥시)벤조산, 3―메틸―4―(3, 5, 5, 8, 8―펜타메틸―5, 6, 7, 8―테트라히드로―2―나프틸리오)벤조산, 3―메틸―4―(3―에틸―5, 6, 7, 8―테트라히드로―5, 5, 8, 8―테트라메틸―2―나프틸옥시)벤조산, 6―(3, 5, 5, 8, 8―펜타메틸―5, 6, 7, 8―테트라히드로―2―나프틸티오)니코틴산, 2―히드록시―4―(3, 5, 5, 8, 8―펜타메틸―5, 6, 7, 8―테트라히드로―2―나프틸티오)벤조산,2―클로로―4―(3, 5, 5,5, 8, 8―펜타메틸―5, 6, 7, 8―테트라히드로―2―나프틸티오)벤조산, 4―(3―에틸―5, 6, 7, 8―테트라히드로―5, 5, 8, 8―테트라메틸―2―나프틸리오)벤조산, 4―(3―이소프로필―5, 8, 8―테트라히드로―5, 5, 8, 8―테트라메틸―2―나프틸리오)벤조산,4―(3―n―프로필―5, 6, 7, 8―테트라히드로―5, 5, 8, 8―테트라메틸―2―나프틸티오)벤조산, 4―(3, 5, 5, 8, 8―펜타메틸―5, 6, 7, 8―테트라히드로―2―나프틸티오)벤젠메탄올, 4―(3, 5, 5, 8, 8―펜타메틸―5, 6, 7, 8―테트라히드로―2―나프틸티오)벤즈알데히드, N-에틸-4-(3,5,5,8,8-펜타메틸-56,7,8-테트라히드로-2-나플틸티오)벤즈아미드, N―4―히드록시페닐―4―(3, 5, 5, 8, 8―펜타메틸―5, 6, 7, 8―테트라히드로―2―나프틸티오)벤즈아미드.
- 제1항에 있어서, 화합물이 하기의 특징들중의 하나 이상을 나타내는 것을 특징으로 하는 화합물 : R1은―CO―R7라디칼이고; R2는 저급 알킬 라디칼 또는― CR9라디칼이고; Ar은 식(a)의 라디칼을 나타내고; X는 ―O―, ― S― 또는 ―NR9―을 나타냄.
- 제1항 또는 제2항에 있어서, 의료 제품으로 사용하기 위한 화합물.
- 제17항에 있어서, 피부, 류마티스, 호흡기, 심혈관 및 안과 증상의 치료용 의료 제품으로서 사용하기 위한 화합물.
- 피부, 류마티스, 호흡기, 심혈관 및 안과 증상의 치료용 의료 제품 제조를 위한 제1항 내지 16항에 정의된 1종 이상의 화합물의 용도.
- 제약학적으로 허용 가능한 담체중에, 제1 항 내지 제16항중 어느 한 항에서 정의한 1종 이상의 화합물을 함유하는 것을 특징으로 하는 제약학적 조성물.
- 제20항에 있어서, 제1항 내지 16항중 어느 한 항에 따른 화합물의 농도가 전체 조성물에 대해 0.001중량% 내지 5중량 %인 것을 특징으로 하는 조성물.
- 화장품으로 허용 가능한 담체중에, 제1항 내지 16항중 어느 한 항에 정의한 1종 이상의 화합물을 함유하는 것을 특징으로 하는 화장품 조성물.
- 제22항에 있어서, 제1항 내지 16항중 어느 한 항에 따른 화합물의 농도가 전체 조성물에 대해 0.001중량% 내지 3중량 %인 것을 특징으로 하는 조성물.
- 제22항 또는 23항중 한 항에 정의한 화장품 조성물의 인체 또는 모발 보호용 용도.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR94-05019 | 1994-04-26 | ||
| FR9405019A FR2719043B1 (fr) | 1994-04-26 | 1994-04-26 | Nouveaux composés bicycliques-aromatiques, compositions pharmaceutiques et cosmétiques les contenant et utilisations. |
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| Publication Number | Publication Date |
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| KR950029242A true KR950029242A (ko) | 1995-11-22 |
| KR100190339B1 KR100190339B1 (ko) | 1999-06-01 |
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| KR1019950009988A Expired - Fee Related KR100190339B1 (ko) | 1994-04-26 | 1995-04-26 | 2환-방향족화합물,이를 함유하는 제약 및 화장품 조성물 및 이의 용도 |
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| US (3) | US5766610A (ko) |
| EP (1) | EP0679630B1 (ko) |
| JP (1) | JP2672279B2 (ko) |
| KR (1) | KR100190339B1 (ko) |
| AT (1) | ATE165807T1 (ko) |
| AU (1) | AU668495B2 (ko) |
| BR (1) | BR9501612A (ko) |
| CA (1) | CA2147807C (ko) |
| DE (1) | DE69502333T2 (ko) |
| DK (1) | DK0679630T3 (ko) |
| ES (1) | ES2119326T3 (ko) |
| FI (1) | FI951967L (ko) |
| FR (1) | FR2719043B1 (ko) |
| HU (1) | HU219221B (ko) |
| IL (1) | IL113475A (ko) |
| MX (1) | MX9501849A (ko) |
| NO (1) | NO304371B1 (ko) |
| NZ (1) | NZ270866A (ko) |
| PL (1) | PL179902B1 (ko) |
| RU (1) | RU2141471C1 (ko) |
| ZA (1) | ZA952974B (ko) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2719043B1 (fr) * | 1994-04-26 | 1996-05-31 | Cird Galderma | Nouveaux composés bicycliques-aromatiques, compositions pharmaceutiques et cosmétiques les contenant et utilisations. |
| AU7598596A (en) * | 1995-11-01 | 1997-05-22 | Allergan, Inc. | Sulfides, sulfoxides and sulfones disubstituted with a tetrahydronaphthalenyl, chromanyl, thiochromanyl or tetrahydroquinolinyl and substituted phenyl or heteroaryl group, having retinoid-like biological activity |
| FR2746101B1 (fr) * | 1996-03-14 | 1998-04-30 | Composes bicycliques-aromatiques | |
| JPH10338658A (ja) * | 1997-04-08 | 1998-12-22 | Hoechst Marion Roussel Kk | レチノイド作用調節剤 |
| GB9726969D0 (en) * | 1997-12-19 | 1998-02-18 | Unilever Plc | Mousse-forming shampoo compositions |
| FR2776659B1 (fr) | 1998-03-31 | 2000-05-26 | Cird Galderma | Nouveaux composes heteroethynylenes et compositions pharmaceutiques et cosmetiques les contenant |
| FR2779720B1 (fr) | 1998-06-12 | 2002-08-16 | Galderma Rech Dermatologique | Nouveaux composes diarylselenures et leur utilisation en medecine humaine ou veterinaire ainsi qu'en cosmetologie |
| FR2792196B1 (fr) * | 1999-04-19 | 2001-06-15 | Oreal | Composition renfermant au moins un compose bicyclique aromatique et au moins un 2-alkyl alcan-1-ol ou un ester, et ses utilisations |
| AU4314000A (en) * | 1999-04-28 | 2000-11-17 | Institute Of Medicinal Molecular Design. Inc. | Heterocyclic carboxylic acid derivatives |
| US6127382A (en) * | 1999-08-16 | 2000-10-03 | Allergan Sales, Inc. | Amines substituted with a tetrahydroquinolinyl group an aryl or heteroaryl group and an alkyl group, having retinoid-like biological activity |
| US6093838A (en) * | 1999-08-16 | 2000-07-25 | Allergan Sales, Inc. | Amines substituted with a dihydro-benzofuranyl or with a dihydro-isobenzofuranyl group, an aryl or heteroaryl group and an alkyl group, having retinoid-like biological activity |
| US6552068B1 (en) * | 1999-12-13 | 2003-04-22 | Chugai Seiyaku Kabushiki Kaisha | 3-ethyl-, 3-propyl- or 3-butyl-chroman and thiochroman derivatives |
| KR20010055765A (ko) * | 1999-12-13 | 2001-07-04 | 이경하 | 3-메틸-크로만 또는 티오크로만 유도체 |
| US6613917B1 (en) | 2000-03-23 | 2003-09-02 | Allergan, Inc. | Amines substituted with a dihydronaphthalenyl, chromenyl, or thiochromenyl group, an aryl or heteroaryl group and an alkyl group, having retinoid-like biological activity |
| US20030124174A1 (en) * | 2001-10-25 | 2003-07-03 | Endo Pharmaceuticals, Inc | Method for treating non-neuropathic pain |
| FR2910321B1 (fr) | 2006-12-21 | 2009-07-10 | Galderma Res & Dev S N C Snc | Gel creme comprenant au moins un retinoide et du peroxyde de benzole |
| FR2910320B1 (fr) | 2006-12-21 | 2009-02-13 | Galderma Res & Dev S N C Snc | Emulsion comprenant au moins un retinoide et du peroxyde de benzole |
| FR2931661B1 (fr) | 2008-05-30 | 2010-07-30 | Galderma Res & Dev | Nouvelles compositions depigmentantes sous forme d'une composition anhydre sans vaseline et sans elastomere comprenant un derive phenolique solubilise et un retinoide. |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3707470A (en) * | 1970-06-22 | 1972-12-26 | Shionogi & Co | Process for removing phenolic hydroxyl group from phenolic compounds |
| DE3903989A1 (de) * | 1989-02-10 | 1990-09-20 | Basf Ag | Diphenylheteroalkylderivate, ihre herstellung und daraus hergestellte arzneimittel und kosmetika |
| FR2719043B1 (fr) * | 1994-04-26 | 1996-05-31 | Cird Galderma | Nouveaux composés bicycliques-aromatiques, compositions pharmaceutiques et cosmétiques les contenant et utilisations. |
-
1994
- 1994-04-26 FR FR9405019A patent/FR2719043B1/fr not_active Expired - Fee Related
-
1995
- 1995-03-29 AT AT95400701T patent/ATE165807T1/de not_active IP Right Cessation
- 1995-03-29 EP EP95400701A patent/EP0679630B1/fr not_active Expired - Lifetime
- 1995-03-29 DK DK95400701T patent/DK0679630T3/da active
- 1995-03-29 ES ES95400701T patent/ES2119326T3/es not_active Expired - Lifetime
- 1995-03-29 DE DE69502333T patent/DE69502333T2/de not_active Expired - Fee Related
- 1995-04-04 NZ NZ270866A patent/NZ270866A/en unknown
- 1995-04-11 ZA ZA952974A patent/ZA952974B/xx unknown
- 1995-04-18 AU AU16512/95A patent/AU668495B2/en not_active Ceased
- 1995-04-19 MX MX9501849A patent/MX9501849A/es unknown
- 1995-04-24 IL IL11347595A patent/IL113475A/en not_active IP Right Cessation
- 1995-04-24 NO NO951545A patent/NO304371B1/no not_active IP Right Cessation
- 1995-04-25 CA CA002147807A patent/CA2147807C/fr not_active Expired - Fee Related
- 1995-04-25 BR BR9501612A patent/BR9501612A/pt not_active IP Right Cessation
- 1995-04-25 HU HU9501167A patent/HU219221B/hu not_active IP Right Cessation
- 1995-04-25 JP JP7101512A patent/JP2672279B2/ja not_active Expired - Fee Related
- 1995-04-25 FI FI951967A patent/FI951967L/fi not_active Application Discontinuation
- 1995-04-25 RU RU95106680A patent/RU2141471C1/ru not_active IP Right Cessation
- 1995-04-25 PL PL95308343A patent/PL179902B1/pl not_active IP Right Cessation
- 1995-04-26 KR KR1019950009988A patent/KR100190339B1/ko not_active Expired - Fee Related
- 1995-04-26 US US08/429,096 patent/US5766610A/en not_active Expired - Fee Related
-
1997
- 1997-11-17 US US08/971,983 patent/US6015569A/en not_active Expired - Fee Related
-
1999
- 1999-08-09 US US09/369,875 patent/US6156788A/en not_active Expired - Fee Related
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