KR840009060A - 인단 유도체 및 그 염의 제조방법 - Google Patents
인단 유도체 및 그 염의 제조방법 Download PDFInfo
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- KR840009060A KR840009060A KR1019840001068A KR840001068A KR840009060A KR 840009060 A KR840009060 A KR 840009060A KR 1019840001068 A KR1019840001068 A KR 1019840001068A KR 840001068 A KR840001068 A KR 840001068A KR 840009060 A KR840009060 A KR 840009060A
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- lower alkyl
- alkyl group
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- amino
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- 238000000034 method Methods 0.000 title claims 6
- 125000003392 indanyl group Chemical class C1(CCC2=CC=CC=C12)* 0.000 title description 2
- 150000003839 salts Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims 48
- 125000001424 substituent group Chemical group 0.000 claims 23
- 125000005843 halogen group Chemical group 0.000 claims 22
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 17
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 12
- 125000003277 amino group Chemical group 0.000 claims 8
- 125000005236 alkanoylamino group Chemical group 0.000 claims 7
- 150000002468 indanes Chemical class 0.000 claims 7
- -1 hydroxylamino group Chemical group 0.000 claims 6
- 125000003342 alkenyl group Chemical group 0.000 claims 5
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 5
- 125000001589 carboacyl group Chemical group 0.000 claims 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 4
- PQNFLJBBNBOBRQ-UHFFFAOYSA-N indane Chemical class C1=CC=C2CCCC2=C1 PQNFLJBBNBOBRQ-UHFFFAOYSA-N 0.000 claims 4
- 235000012054 meals Nutrition 0.000 claims 4
- 125000000043 benzamido group Chemical group [H]N([*])C(=O)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 3
- 125000004432 carbon atom Chemical group C* 0.000 claims 3
- 125000003282 alkyl amino group Chemical group 0.000 claims 2
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 2
- 125000004656 alkyl sulfonylamino group Chemical group 0.000 claims 2
- 125000004414 alkyl thio group Chemical group 0.000 claims 2
- 150000002828 nitro derivatives Chemical class 0.000 claims 2
- 150000002923 oximes Chemical class 0.000 claims 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N tetrahydropyridine hydrochloride Natural products C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 2
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims 1
- 125000002252 acyl group Chemical group 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 230000000802 nitrating effect Effects 0.000 claims 1
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/32—Oximes
- C07C251/34—Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
- C07C251/42—Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with the carbon atom of at least one of the oxyimino groups bound to a carbon atom of a ring other than a six-membered aromatic ring
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/22—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with hetero atoms directly attached to ring nitrogen atoms
- C07D295/26—Sulfur atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/45—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by at least one doubly—bound oxygen atom, not being part of a —CHO group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/673—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by change of size of the carbon skeleton
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/70—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form
- C07C45/71—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form being hydroxy groups
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/703—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups
- C07C49/747—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups containing six-membered aromatic rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/753—Unsaturated compounds containing a keto groups being part of a ring containing ether groups, groups, groups, or groups
- C07C49/755—Unsaturated compounds containing a keto groups being part of a ring containing ether groups, groups, groups, or groups a keto group being part of a condensed ring system with two or three rings, at least one ring being a six-membered aromatic ring
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
제1도는 본 발명의 인단 유도체 및 참고 화합물의 산화 방지성을 측정하는 장치를 나타내는 흐름설명도이다.
Claims (6)
- 하기 일반식(2)의 7-히드록시-1-인다는 유도체를 히드록실아민(3), NH2OH와 반응시켜 하기 일반식 (1a)의 7-히드록시-1인다는 옥심을 수득하고, 생성된 인다는 옥심을 환원시켜 생성물(1b)를 수득함을 특징으로 하는 일반식(1b)의 인단 유도체의 제조방법.상기식중R2는 수소원자, 저급 일킬기, 할로겐원자, 니트로기, 아미노기, 아미노-저급 알킬기, 저급 알카노일아미노기, 치환체로서 할로겐 원자를 가질 수 있는 저급 알카노일아미노-저급 알킬기, 저급 알킬티오기, 1-피페리딘 술포닐기 또는 저급 알케닐기이며;R3는 수소원자, 저급 알킬기 또는 할로겐원자이고;R4및 R5는 같거나 서로 다르며, 각각 수소원자 또는 저급 알킬기이다.
- 하기 일반식(1c)의 인단 유도체를 할로겐화함을 특징으로 하는 하기 일반식(1d)의 인단 유도체의 제조 방법.상기식중,R1은 치환체로서 저급 알킬기를 가질 수 있는 아미노기, 히드록실아미노기, 치환제로서 할로겐 원자를 가질 수 있는 1~10 탄소원자의 알카노일 아미노기, 저급 알킬슬포닐 아미노기, 치환제로서 페닐환에 저급 알킬기를 가질 수 있는 페닐술포닐 아미노기, 치환제로서 페닐환에 저급 알킬기를 갖는 벤조일 아미노기, 또는 치환체로서 페닐환에 히드록실기 또는 저급 알킬기를 갖는 페닐-저급알킬아미노기이며,R2″는 수소원자, 저급 알킬기, 할로겐원자, 니트로기, 아미노기, 아미노-저급 아킬기, 저급 알카노일 아미노기, 치환체로서 할로겐 원자를 가질 수 있는 저급 알카노일 아미노-저급 알킬기, 저급 알킬 티오기, 1피페리딘 술포닐기 또는 저급 알케닐기이고,R3″는 수소원자, 저급 알킬기 또는 할로겐 원자이며,R3″및 R3″중 하나 이상은 할로겐 원자이고;R4및 R5는 같거나 서로 다르며, 각각 수소원자 또는 저급 알킬기이며;R2′및 R3는 할로겐원자가 아니라는 것을 제회하고 R2″및 R3″에 정의한 바와 같다.
- 하기 일반식(5)의 인단 유도체를 환원시킴을 특징으로 하는 하기 일반식(1e)의 인단 유도체의 제조 방법.상기식중R2는 수소원자,저급 알킬기, 할로겐원자, 니트로기, 아미노기, 아미노-저급 아킬기, 저급 알카노일 아미노기, 치환체로서 할로겐 원자를 가질 수 있는 저급 알카노일 아미노-저급 알킬기, 저급 알킬 티오기, 1피페리딘 술포닐기 또는 저급 알케닐기이고;R3는 수소원자, 저급 알킬기 또는 할로겐 원자이며,R4및 R5는 같거나 서로 다르며, 각각 수소원자 또는 저급 알킬기이고;R6는 치환체로서 저급 알킬기를 가질 수 있는 아미노기, 저급 알킬 술포닐기, 치환제로서 페닐환에 히드록실기 또는 저급 알킬기를 갖는 페닐-저급 알킬기, 또는 치환체로서 피닐환에 저급 알킬기를 가질 수 있는 페닐술포닐기이다.
- 하기 일반식(1b)의 인단 유도체를 하기 일반식(7)의 화합물과 반을시킴을 특징으로 하는 하기 일반식(1g)의 인단 유도체의 제조방법.상기식중R2는 수소원자,저급 알킬기, 할로겐원자, 니트로기, 아미노기, 아미노-저급 아킬기, 저급 알카노일 아미노기, 치환체로서 할로겐 원자를 가질 수 있는 저급 알카노일 아미노-저급 알킬기, 저급 알킬티오기, 1-피페리딘 술포닐기, 또는 저급 알케닐기이고;R3는 수소원자, 저급 알킬기 또는 할로겐 원자이며,R4및 R5는 같거나 서로 다르고, 각각 수소원자 또는 저급 알킬기이며;R8은 치환체로서 할로겐 원자를 가질 수 있는 1~10 탄소원자의 알카노일기, 또는 치환체로서 페닐환에 저급 알킬기를 갖는 벤조일 아미노기이다.
- 하기 일반식(1b)의 인단 유도체를 하기 일반식(8)의 화합물과 반을시킴을 특징으로 하는 하기 일반식(1h)의 인단 유도체의 제조방법.상기식중,R9는 수소원자,저급 알킬기, 할로겐원자, 니트로기, 아미노기, 아미노-저급 아킬기, 저급 알카노일 아미노기, 치환체로서 할로겐 원자를 가질 수 있는 저급 알카노일 아미노-저급 알킬기, 저급 알킬 티오기, 1-피페리딘 술포닐기, 또는 저급 알케닐기이고;X1는 수소원자, 저급 알킬기 또는 할로겐 원자이며;R4및 R5는 같거나 서로 다르며, 각각 수소원자 또는 저급 알킬기이며;R9는 저급 알킬기, 저급 알킬 술포닐기, 치환체로서 페닐환에 히드록실기 또는 저급 알킬기를 갖는 페닐-저급 알킬기, 또는 치환체로서 페닐환에 저급 알킬기를 가질 수 있는 페닐 술포닐기이며;X'은 할로겐 원자이다.
- 하기 일반식(b)의 인단 유도체를 니트로화 하여 일반식(c)의 니트로 화합물을 수득하고, 수득된 니트로 화합물을 환원하여 아미노 화합물을 수득함을 특징으로 하는 하기 일반식(a)의 인단 유도체의 제조방법.상기식중R1은 치환체로서 저급 알킬기를 가질 수 있는 아미노기, 히드록실아미노기, 치환제로서 할로겐 원자를 가질 수 있는 1~10 탄소원자의 알카노일 아미노기, 저급 알킬슬포닐 아미노기, 치환제로서 페닐환에 저급 알킬기를 가질 수 있는 페닐술포닐 아미노기, 치환제로서 페닐환에 저급 알킬기를 가질 수 있는 페닐 술포닐 아미노기, 치환체로서 페닐환에 저급 알킬기를 갖는 벤조일아미노기, 또는 치환체로서 페닐환에 히드록실기 또는 저급 알킬기를 갖는 페닐-저급알킬아미노기이며,R3는 수소원자, 저급 알킬기 또는 할로겐 원자이고;R4및 R5는 같거나 서로 다르며, 각각 수소원자 또는 저급 알킬기이다.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP36429 | 1983-03-04 | ||
| JP3642983A JPS59161339A (ja) | 1983-03-04 | 1983-03-04 | インダン誘導体 |
| JP19026983A JPS6081126A (ja) | 1983-10-11 | 1983-10-11 | 低酸素症改善剤 |
| JP190269 | 1983-10-11 | ||
| JP24587583A JPS60142919A (ja) | 1983-12-29 | 1983-12-29 | 抗酸化剤 |
| JP245875 | 1983-12-29 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR840009060A true KR840009060A (ko) | 1984-12-24 |
| KR910003337B1 KR910003337B1 (ko) | 1991-05-27 |
Family
ID=27289096
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019840001068A KR910003337B1 (ko) | 1983-03-04 | 1984-03-02 | 인단 유도체 및 그 염의 제조방법 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US4792628A (ko) |
| KR (1) | KR910003337B1 (ko) |
| CA (1) | CA1245663A (ko) |
| CH (1) | CH664359A5 (ko) |
| DE (1) | DE3407842A1 (ko) |
| ES (2) | ES8602606A1 (ko) |
| FR (1) | FR2569183B1 (ko) |
| GB (1) | GB2135999B (ko) |
| IT (1) | IT1178868B (ko) |
| NL (1) | NL8400711A (ko) |
| SE (1) | SE464194B (ko) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6169747A (ja) * | 1984-08-31 | 1986-04-10 | Otsuka Pharmaceut Co Ltd | ２，３―ジヒドロ―１ｈ―インデン誘導体及びその製造法 |
| DK575387A (da) * | 1986-11-04 | 1988-05-05 | Otsuka Pharma Co Ltd | Hydrofluorenderivater, fremgangsmaade til fremstilling deraf og praeparater indeholdende saadanne forbindelser |
| CA2109515A1 (en) * | 1991-05-29 | 1992-11-30 | Robert L. Dow | Dihydroxyindanone tyrosine kinase inhibitors |
| US5914349A (en) * | 1994-01-10 | 1999-06-22 | Teva Pharmaceutical Industries, Ltd. | Compositions containing and methods of using 1-aminoindan and derivatives thereof and process for preparing optically active 1-aminoindan derivatives |
| US5646188A (en) * | 1995-07-05 | 1997-07-08 | Teva Pharmaceutical Industries, Ltd. | Polyamine derivatives of 1-aminoindan |
| US6057479A (en) * | 1996-01-12 | 2000-05-02 | Nippon Steel Chemical Co., Ltd. | Process for preparing indan derivatives |
| DE69738275T2 (de) | 1996-12-18 | 2008-08-28 | Teva Pharmaceutical Industries Ltd. | Aminoindanderivate |
| DE19749453A1 (de) * | 1997-11-10 | 1999-05-12 | Hoechst Marion Roussel De Gmbh | Sulfonamid-substituierte anellierte 5-Ring-Verbindungen, ihre Verwendung als Medikament sowie sie enthaltende pharmazeutische Zubereitungen |
| US6737547B1 (en) | 1998-12-31 | 2004-05-18 | Teva Pharmaceutical Industries, Ltd. | Compositions containing and methods of using N-acyl-1H-aminoindenes |
| WO2001030339A1 (en) | 1999-10-27 | 2001-05-03 | Teva Pharmaceutical Industries, Ltd. | Use of 1-aminoindan derivatives for treatment of mania in bipolar mood disorder |
| US20040010038A1 (en) * | 2002-02-27 | 2004-01-15 | Eran Blaugrund | Propargylamino indan derivatives and propargylamino tetralin derivatives as brain-selective MAO inhibitors |
| BRPI0620659A2 (pt) * | 2005-12-09 | 2017-10-31 | Yissum Res Dev Co Of Hebrew Univ Jerusalem Ltd | método para a prevenção do aparecimento de sintomas de uma doença neurodegenerativa em um indivíduo predisposto à doença neurodegenerativa, método de redução de stress oxidante no cérebro de um indivíduo afligido com stress oxidante, método de tratamento de um indivíduo afligido com a degeneração cognitiva suave e composição farmacêutica |
| TW200744576A (en) * | 2006-02-24 | 2007-12-16 | Teva Pharma | Propargylated aminoindans, processes for preparation, and uses thereof |
| KR20150016504A (ko) | 2012-05-11 | 2015-02-12 | 미츠비시 가스 가가쿠 가부시키가이샤 | 산소 흡수제 조성물 |
| CN103086834B (zh) * | 2013-01-08 | 2015-05-27 | 上海化工研究院 | 一种联芳基茚类化合物的制备方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2916490A (en) * | 1959-12-08 | Ocjhs | ||
| US3709996A (en) * | 1963-08-02 | 1973-01-09 | Aspro Nicholas Ltd | Pharmaceutical compositions containing n-cyclopropyl-1-aminoindane compounds and adapted for administration to obtain inhibition of monoamine oxidase enzyme and process |
| US3637740A (en) * | 1969-04-21 | 1972-01-25 | Pfizer | Aminobenzocycloalkane compounds |
| FR2456738A2 (fr) * | 1978-04-10 | 1980-12-12 | Delalande Sa | Nouvelles cinnamoyles piperazines et homopiperazines, leur procede de preparation et leur application en therapeutique |
| CA1109080A (en) * | 1978-05-30 | 1981-09-15 | Hideo Kato | Indanamine derivatives |
-
1984
- 1984-03-02 SE SE8401167A patent/SE464194B/sv not_active IP Right Cessation
- 1984-03-02 IT IT67205/84A patent/IT1178868B/it active
- 1984-03-02 CA CA000448797A patent/CA1245663A/en not_active Expired
- 1984-03-02 CH CH1054/84A patent/CH664359A5/de not_active IP Right Cessation
- 1984-03-02 ES ES530269A patent/ES8602606A1/es not_active Expired
- 1984-03-02 DE DE3407842A patent/DE3407842A1/de not_active Withdrawn
- 1984-03-02 KR KR1019840001068A patent/KR910003337B1/ko not_active IP Right Cessation
- 1984-03-05 NL NL8400711A patent/NL8400711A/nl not_active Application Discontinuation
- 1984-03-05 FR FR8403398A patent/FR2569183B1/fr not_active Expired
- 1984-03-05 GB GB08405711A patent/GB2135999B/en not_active Expired
-
1985
- 1985-06-17 ES ES544290A patent/ES8604141A1/es not_active Expired
-
1987
- 1987-04-16 US US07/039,779 patent/US4792628A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| SE8401167D0 (sv) | 1984-03-02 |
| ES544290A0 (es) | 1986-01-16 |
| CA1245663A (en) | 1988-11-29 |
| GB2135999A (en) | 1984-09-12 |
| SE8401167L (sv) | 1984-09-05 |
| KR910003337B1 (ko) | 1991-05-27 |
| FR2569183A1 (fr) | 1986-02-21 |
| NL8400711A (nl) | 1984-10-01 |
| DE3407842A1 (de) | 1984-09-06 |
| ES530269A0 (es) | 1985-12-01 |
| IT8467205A1 (it) | 1985-09-02 |
| CH664359A5 (de) | 1988-02-29 |
| ES8602606A1 (es) | 1985-12-01 |
| GB8405711D0 (en) | 1984-04-11 |
| US4792628A (en) | 1988-12-20 |
| FR2569183B1 (fr) | 1988-06-24 |
| IT8467205A0 (it) | 1984-03-02 |
| GB2135999B (en) | 1987-05-20 |
| ES8604141A1 (es) | 1986-01-16 |
| SE464194B (sv) | 1991-03-18 |
| IT1178868B (it) | 1987-09-16 |
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