KR910004555A - 디아릴아세틸렌, 그의 제법 및 용도 - Google Patents
디아릴아세틸렌, 그의 제법 및 용도 Download PDFInfo
- Publication number
- KR910004555A KR910004555A KR1019900012135A KR900012135A KR910004555A KR 910004555 A KR910004555 A KR 910004555A KR 1019900012135 A KR1019900012135 A KR 1019900012135A KR 900012135 A KR900012135 A KR 900012135A KR 910004555 A KR910004555 A KR 910004555A
- Authority
- KR
- South Korea
- Prior art keywords
- formula
- alkyl
- diarylacetylene
- hydrogen
- group
- Prior art date
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/63—Esters of sulfonic acids
- C07C309/72—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/004—Aftersun preparations
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/14—Sulfones; Sulfoxides having sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C321/00—Thiols, sulfides, hydropolysulfides or polysulfides
- C07C321/24—Thiols, sulfides, hydropolysulfides, or polysulfides having thio groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/04—One of the condensed rings being a six-membered aromatic ring
- C07C2602/10—One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Dermatology (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Birds (AREA)
- Immunology (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Seasonings (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Cosmetics (AREA)
- Steroid Compounds (AREA)
- Pyrane Compounds (AREA)
Abstract
내용 없음.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (13)
- 하기 일반식(I)의 디아릴아세틸렌 :상기식에서 R1은 수소 또는 C1-C4-알킬이고, R2및 R3은 각각 수소 : R1인 수소인 경우 서로 함께 -C(CH3)2-B-C(CH3)2-그룹 (여기서, B는 -CH2CH2- 또는 -CH(CH3)-임) 또는 -OC(CH3)(Z)CH2CH2-그룹 (여기서, Z는 C1-C4-알킬임)을 형성하거나 R2는 C1-C3-알콕시이고, R3은 직쇄, 측쇄 또는 다환식일 수 있는 C1-C10-알킬 ; 또는 R2가 수소인 경우 R1및 R3는 각각 상기에서 언급한 바와 같은 알킬이고, R4는 C1-C6-알킬이며, n은 0, 1 또는 2이다.
- 제1항에 있어서, R2및 R3이 서로 함께 -C(CH3)2-B-C(CH3)2-그룹을 형성하는 일반식(I)의 디아릴아세틸렌.
- 제1항에 있어서, R1및 R3이 각각 C1-C4-알킬인 일반식(I)의 디아릴아세틸렌.
- 제2항에 있어서, n이 2인 일반식(I)의 디아릴아세틸렌.
- 제1항에 있어서, R2가 C1-C3-알콕시이며 R3이 아다만틸인 일반식(I)의 디아릴아세틸렌.
- a) 하기 일반식(II)의 스틸벤을 할로겐화 사킨다음 2몰의 할로겐화 수소를 제거하고 또는 b) 하기일반식(III)의 α-클로로벤질포스폰산염을 하기 일반식(IV)의 알데히드와 반응시키고, 또는 c) 하기 일반식(V)의 α-클로로포스폰산염을 하기 일반식(VI)의 알데히드와 반응시키고, 또는 d) 촉매 및 염기의 존재하에서 하기 일반식(VII)의 모노아릴아세틸렌을 하기 일반식(VIII)의 할로겐화 아릴과 반응시키고, 또는 e) 촉매 및 염기의 존재하에서 하기일반식(IX)의 할로겐화 아릴을 하기 일반식(X)의 모노아릴아세틸렌과 반응시키고, 적당한 경우 그 결과 수득한 화합물을 표준방법에 따라 일반식(I)의 다른 화합물로 전환시키는 것으로 이루어지는 제1 내지 5항중 어느 한 항에서 청구한 바와같은 일반식(I)의 디아릴아세틸렌의 제법 :상기식에서, R1은 수소 또는 C1-C4-알킬이고, R2및 R3은 각각 수소 : R1이 수소인 경우 서로 함께 -C(CH3)2-B-C(CH3)2-그룹 (여기서, B는 -CH2CH2- 또는 -CH(CH3)-임) 또는 -OC(CH3)(Z)CH2CH2-그룹 (여기서, Z는 C1-C2-알킬임)을 형성하거나 R2는 C1-C3-알콕시이고, R3은 직쇄, 측쇄 또는 다환식일 수 있는 C1-C10-알킬 ; 또는 R2가 수소인 경우 R1및 R3은 각각 상기에서 언급한 바와 같은 알킬이고, R4는 C1-C6-알킬이며, n은 0, 1 또는 2이며, Hal은 염소, 브롬 또는 요오드이다.
- 활성 화합물로서 제1 내지 5항중 어느 한 항에서 청구한 바와같은 일반식(I)의 디아릴아세틸렌 0.001 내지 1중량% 외에도 통상적인 약제 또는 미용제 보조제를 함유하는 국소용 약제 또는 미용제.
- 활성 화합물로서 제1 내지 5항중 어느 한 항에서 청구한 바와 같은 일반식(I)의 디아릴아세틸렌 0.1 내지 250mg/1회 투여량외에도 통상적인 약제 보조제를 함유하는 전신용 약제.
- 제7항에 있어서, 여드름 또는 전선 또는 병적 각질화와 관련된 다른 피부질환 및 습진, 사마귀 및 백반증을 치료하기 위한 약제.
- 제7항에 있어서, UV 선에 의해 야기되는 피부손상 또는 의인성 피부손상을 치료하기위한 약제.
- 제7 또는 8항에 있어서, 전암 또는 종양을 치료하기 위한 약제.
- 제7 또는 8항에 있어서, 류머티스성 및 관절염성 질환을 치료하기 위한 약제.
- 제7항에 있어서, 건성 안구 및 각화상 질환을 치료하기 위한 약제.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEP39261484 | 1989-08-08 | ||
DE3926148A DE3926148A1 (de) | 1989-08-08 | 1989-08-08 | Diarylacetylene, ihre herstellung und verwendung |
Publications (1)
Publication Number | Publication Date |
---|---|
KR910004555A true KR910004555A (ko) | 1991-03-28 |
Family
ID=6386704
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019900012135A KR910004555A (ko) | 1989-08-08 | 1990-08-08 | 디아릴아세틸렌, 그의 제법 및 용도 |
Country Status (15)
Country | Link |
---|---|
US (1) | US5087637A (ko) |
EP (1) | EP0412387B1 (ko) |
JP (1) | JPH0377863A (ko) |
KR (1) | KR910004555A (ko) |
AT (1) | ATE97655T1 (ko) |
AU (1) | AU629669B2 (ko) |
CA (1) | CA2022570A1 (ko) |
CZ (1) | CZ278011B6 (ko) |
DE (2) | DE3926148A1 (ko) |
DK (1) | DK0412387T3 (ko) |
HU (1) | HU206313B (ko) |
IL (1) | IL95269A (ko) |
NO (1) | NO173092C (ko) |
PL (1) | PL164651B1 (ko) |
ZA (1) | ZA906201B (ko) |
Families Citing this family (44)
Publication number | Priority date | Publication date | Assignee | Title |
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US5264578A (en) | 1987-03-20 | 1993-11-23 | Allergan, Inc. | Disubstituted acetylenes bearing heterobicyclic groups and heteroaromatic or phenyl groups having retinoid like activity |
US4980369A (en) * | 1989-09-19 | 1990-12-25 | Allergan, Inc. | Acetylenes disubstituted with a phenyl group and a 2-substituted chromanyl or thiochromanyl group having retinoid-like activity |
US5183827A (en) * | 1989-09-19 | 1993-02-02 | Allergan, Inc. | Acetylenes disubstituted with a heteroaromatic group and a 2-substituted chromanyl, thiochromanyl or 1,2,3,4-tetrahydroquinolinyl group having retinoid-like activity |
US5475022A (en) * | 1993-10-18 | 1995-12-12 | Allergan, Inc. | Phenyl or heteroaryl and tetrahydronaphthyl substituted diene compounds having retinoid like biological activity |
US5543534A (en) * | 1994-12-29 | 1996-08-06 | Allergan | Acetylenes disubstituted with a 5 substituted tetrahydronaphthyl group and with an aryl or heteroaryl groups having retinoid-like biological activity |
US5648514A (en) | 1994-12-29 | 1997-07-15 | Allergan | Substituted acetylenes having retinoid-like biological activity |
CA2208844A1 (en) * | 1994-12-29 | 1996-07-11 | Alan T. Johnson | Acetylenes disubstituted with a 5 or 8 substituted tetrahydronaphthyl or dihydronaphthyl group and with an aryl or heteroaryl groups having retinoid-like biological activity |
US5514825A (en) * | 1994-12-29 | 1996-05-07 | Allergan, Inc. | Acetylenes disubstituted with a 5 substituted tetrahydronaphthyl group and with an aryl or heteroaryl group having retinoid-like biological activity |
US5599967A (en) * | 1994-12-29 | 1997-02-04 | Allergan | Acetylenes disubstituted with a 5 substituted tetrahydronaphthyl group and with an aryl of heteroaryl group having retinoid-like biological activity |
US5534641A (en) | 1994-12-29 | 1996-07-09 | Allergan | Acetylenes disubstituted with 2-tetrahydropyranoxyaryl and aryl or heteroaryl groups having retinoid-like biological activity |
US5618931A (en) * | 1994-12-29 | 1997-04-08 | Allergan | Acetylenes disubstituted with a 5 substituted dihydronaphthyl group and with an aryl or heteroaryl group having retinoid-like biological activity |
US5618943A (en) * | 1994-12-29 | 1997-04-08 | Allergan | Acetylenes disubstituted with a 5 OXO substituted tetrahydronaphthyl group and with an aryl or heteroaryl group having retinoid-like biological activity |
US5675033A (en) * | 1995-06-06 | 1997-10-07 | Allergan | 2,4-pentadienoic acid derivatives having retinoid-like biological activity |
US5917082A (en) | 1995-06-06 | 1999-06-29 | Allergan Sales, Inc. | 2,4-pentadienoic acid derivatives having retinoid-like biological activity |
US5952345A (en) | 1995-09-01 | 1999-09-14 | Allergan Sales, Inc. | Synthesis and use of retinoid compounds having negative hormone and/or antagonist activities |
US6218128B1 (en) | 1997-09-12 | 2001-04-17 | Allergan Sales, Inc. | Methods of identifying compounds having nuclear receptor negative hormone and/or antagonist activities |
US5958954A (en) | 1995-09-01 | 1999-09-28 | Allergan Sales, Inc. | Synthesis and use of retinoid compounds having negative hormone and/or antagonist activities |
US6008204A (en) | 1995-09-01 | 1999-12-28 | Allergan Sales, Inc. | Synthesis and use of retinoid compounds having negative hormone and/or antagonist activities |
US5675024A (en) | 1995-11-22 | 1997-10-07 | Allergan | Aryl or heteroaryl amides of tetrahydronaphthalene, chroman, thiochroman and 1,2,3,4,-tetrahydroquinoline carboxylic acids, having an electron withdrawing substituent in the aromatic or heteroaromatic moiety, having retinoid-like biological activity |
US5663357A (en) | 1995-11-22 | 1997-09-02 | Allergan | Substituted heteroarylamides having retinoid-like biological activity |
US5763635A (en) | 1996-06-21 | 1998-06-09 | Allergan | Tetrahydronaphthalene derivatives substituted in the 8 position with alkyhidene groups having retinoid and/or retinoid antagonist-like biological activity |
US5773594A (en) | 1996-06-21 | 1998-06-30 | Allergan | Alkyl or aryl substituted dihydronaphthalene derivatives having retinoid and/or retinoid antagonist-like biological activity |
US5723666A (en) * | 1996-06-21 | 1998-03-03 | Allergan | Oxime substituted tetrahydronaphthalene derivatives having retinoid and/or retinoid antagonist-like biological activity |
US6555690B2 (en) | 1996-06-21 | 2003-04-29 | Allergan, Inc. | Alkyl or aryl substituted dihydronaphthalene derivatives having retinoid and/or retinoid antagonist-like biological activity |
US5808124A (en) * | 1996-06-21 | 1998-09-15 | Allergan | O- or S-substituted dihydronaphthalene derivatives having retinoid and/or retinoid antagonist-like biological activity |
US5747542A (en) * | 1996-06-21 | 1998-05-05 | Allergan | Oxo-substituted tetrahydronaphthalene derivatives having retinold and/or retinoid antagonist-like biological activity |
US5741896A (en) | 1996-06-21 | 1998-04-21 | Allergan | O- or S- substituted tetrahydronaphthalene derivatives having retinoid and/or retinoid antagonist-like biological activity |
US5728846A (en) | 1996-12-12 | 1998-03-17 | Allergan | Benzo 1,2-g!-chrom-3-ene and benzo 1,2-g!-thiochrom-3-ene derivatives |
FR2757852B1 (fr) * | 1996-12-31 | 1999-02-19 | Cird Galderma | Composes stilbeniques a groupement adamantyl, compositions les contenant et utilisations |
US5760276A (en) * | 1997-03-06 | 1998-06-02 | Allergan | Aryl-and heteroarylcyclohexenyl substituted alkenes having retinoid agonist, antagonist or inverse agonist type biological activity |
US6037488A (en) | 1997-04-19 | 2000-03-14 | Allergan Sales, Inc. | Trisubstituted phenyl derivatives having retinoid agonist, antagonist or inverse agonist type biological activity |
US5919970A (en) | 1997-04-24 | 1999-07-06 | Allergan Sales, Inc. | Substituted diaryl or diheteroaryl methanes, ethers and amines having retinoid agonist, antagonist or inverse agonist type biological activity |
US6245814B1 (en) | 1998-05-08 | 2001-06-12 | Calyx Therapeutics, Inc. | Diphenylethylene compounds |
US6331633B1 (en) | 1998-05-08 | 2001-12-18 | Calyx Therapeutics Inc. | Heterocyclic analogs of diphenylethylene compounds |
US7105552B2 (en) | 1998-05-08 | 2006-09-12 | Theracos, Inc. | Heterocyclic analogs of diphenylethylene compounds |
US6624197B1 (en) | 1998-05-08 | 2003-09-23 | Calyx Therapeutics, Inc. | Diphenylethylene compounds |
US7407978B2 (en) | 1999-04-06 | 2008-08-05 | Theracos, Inc. | Heterocyclic analogs of diphenylethylene compounds |
US20080108825A1 (en) * | 1999-11-08 | 2008-05-08 | Theracos, Inc. | Compounds for treatment of inflammation, diabetes and related disorders |
US6525093B1 (en) | 1999-11-08 | 2003-02-25 | Calyx Therapeutics Inc. | Compounds to treat diabetes and associated conditions |
US7323496B2 (en) * | 1999-11-08 | 2008-01-29 | Theracos, Inc. | Compounds for treatment of inflammation, diabetes and related disorders |
US20020002200A1 (en) * | 2000-02-04 | 2002-01-03 | Bishwagit Nag | Novel diphenylethylene compounds |
US20080103302A1 (en) * | 2000-02-04 | 2008-05-01 | Theracos, Inc. | Compounds for treatment of inflammation, diabetes and related disorders |
AU2001298065A1 (en) * | 2001-01-12 | 2003-09-02 | Abbott Laboratories | Process for the preparation of matrix metalloproteinase inhibitors |
JP2008025788A (ja) * | 2006-07-25 | 2008-02-07 | Nok Corp | 密封装置 |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
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DK159967C (da) * | 1977-12-22 | 1991-06-03 | Hoffmann La Roche | Analogifremgangsmaade til fremstilling af terapeutisk aktive stilbenderivater |
US4326055A (en) * | 1977-12-22 | 1982-04-20 | Hoffmann-La Roche Inc. | Stilbene derivatives |
EP0084667B1 (de) * | 1982-01-23 | 1985-09-18 | BASF Aktiengesellschaft | Phenylethylen-Derivate, ihre Herstellung und Verwendung als Arzneimittel |
DE3434946A1 (de) * | 1984-09-22 | 1986-04-03 | Basf Ag, 6700 Ludwigshafen | Diarylacetylene, ihre herstellung und verwendung |
US4810804A (en) * | 1987-03-26 | 1989-03-07 | Allergan, Inc. | Acetylenes disubstituted with a phenyl group and a heterobicyclic group having retinoid-like activity |
CA1340955C (en) * | 1988-02-24 | 2000-04-11 | Michael Klaus | Stilbene derivatives |
DE3905932A1 (de) * | 1988-03-10 | 1989-09-21 | Merck Patent Gmbh | Tolanderivate |
US4895868A (en) * | 1988-06-29 | 1990-01-23 | Allergan, Inc. | Thiochroman esters of phenols and terephthallates having retinoid-like activity |
-
1989
- 1989-08-08 DE DE3926148A patent/DE3926148A1/de not_active Withdrawn
-
1990
- 1990-07-30 DK DK90114572.2T patent/DK0412387T3/da active
- 1990-07-30 AT AT90114572T patent/ATE97655T1/de not_active IP Right Cessation
- 1990-07-30 DE DE90114572T patent/DE59003587D1/de not_active Expired - Fee Related
- 1990-07-30 EP EP90114572A patent/EP0412387B1/de not_active Expired - Lifetime
- 1990-08-01 US US07/561,328 patent/US5087637A/en not_active Expired - Lifetime
- 1990-08-02 CA CA002022570A patent/CA2022570A1/en not_active Abandoned
- 1990-08-02 IL IL9526990A patent/IL95269A/en unknown
- 1990-08-07 CZ CS903897A patent/CZ278011B6/cs not_active IP Right Cessation
- 1990-08-07 NO NO903460A patent/NO173092C/no not_active IP Right Cessation
- 1990-08-07 AU AU60228/90A patent/AU629669B2/en not_active Ceased
- 1990-08-07 PL PL90286386A patent/PL164651B1/pl not_active IP Right Cessation
- 1990-08-07 HU HU904926A patent/HU206313B/hu not_active IP Right Cessation
- 1990-08-07 ZA ZA906201A patent/ZA906201B/xx unknown
- 1990-08-08 KR KR1019900012135A patent/KR910004555A/ko not_active Application Discontinuation
- 1990-08-08 JP JP2208307A patent/JPH0377863A/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
PL286386A1 (en) | 1991-09-23 |
JPH0377863A (ja) | 1991-04-03 |
EP0412387B1 (de) | 1993-11-24 |
AU629669B2 (en) | 1992-10-08 |
DE3926148A1 (de) | 1991-02-28 |
US5087637A (en) | 1992-02-11 |
NO903460D0 (no) | 1990-08-07 |
IL95269A0 (en) | 1991-06-30 |
PL164651B1 (pl) | 1994-08-31 |
HU904926D0 (en) | 1991-01-28 |
EP0412387A3 (en) | 1991-03-27 |
AU6022890A (en) | 1991-02-14 |
NO173092C (no) | 1993-10-27 |
DE59003587D1 (de) | 1994-01-05 |
DK0412387T3 (da) | 1993-12-20 |
NO173092B (no) | 1993-07-19 |
NO903460L (no) | 1991-02-11 |
CZ278011B6 (en) | 1993-07-14 |
ATE97655T1 (de) | 1993-12-15 |
IL95269A (en) | 1994-10-07 |
HUT54975A (en) | 1991-04-29 |
CA2022570A1 (en) | 1991-02-09 |
CS9003897A2 (en) | 1991-08-13 |
HU206313B (en) | 1992-10-28 |
EP0412387A2 (de) | 1991-02-13 |
ZA906201B (en) | 1992-04-29 |
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