DD293493A5 - Verwendung von adamantan-derivaten zur praevention und behandlung der cerebralen ischaemie - Google Patents

Verwendung von adamantan-derivaten zur praevention und behandlung der cerebralen ischaemie Download PDF

Info

Publication number: DD293493A5
Authority: DD; German Democratic Republic
Prior art keywords: adamantane; amino; hydrogen; ethyl; use according
Prior art date: 1989-04-14

Application number

DD90339741A

Other languages

German (de)

English (en)

Inventor

Joachim Bormann

Markus R Gold

Wolfgang Schatton

Original Assignee

��@�K@��K@��@�K@��Kk��

Priority date (The priority date 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 date listed.)

1989-04-14

Filing date

1990-04-12

Publication date

1991-09-05

Family has litigation

First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=8201228&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=DD293493(A5) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

1990-04-12 Application filed by ��@�K@��K@��@�K@��Kk�� filed Critical ��@�K@��K@��@�K@��Kk��

1991-09-05 Publication of DD293493A5 publication Critical patent/DD293493A5/de

Links

230000002265 prevention Effects 0.000 title claims abstract description 6
ORILYTVJVMAKLC-UHFFFAOYSA-N adamantane Chemical class C1C(C2)CC3CC1CC2C3 ORILYTVJVMAKLC-UHFFFAOYSA-N 0.000 title abstract description 11
230000002490 cerebral effect Effects 0.000 title description 2
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 23
239000001257 hydrogen Substances 0.000 claims abstract description 23
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 13
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 10
150000002431 hydrogen Chemical class 0.000 claims abstract description 9
206010008120 Cerebral ischaemia Diseases 0.000 claims abstract description 8
CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims abstract description 4
125000000217 alkyl group Chemical group 0.000 claims abstract description 4
150000003839 salts Chemical class 0.000 claims abstract description 4
125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 3
239000003814 drug Substances 0.000 claims abstract 3
238000002360 preparation method Methods 0.000 claims description 29
201000006474 Brain Ischemia Diseases 0.000 claims description 7
206010008118 cerebral infarction Diseases 0.000 claims description 7
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 7
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
208000024827 Alzheimer disease Diseases 0.000 claims description 2
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
229940079593 drug Drugs 0.000 claims 2
WLPZAHQYMVQLHL-UHFFFAOYSA-N 3-cyclohexyladamantan-1-amine Chemical compound C1C(N)(C2)CC(C3)CC1CC32C1CCCCC1 WLPZAHQYMVQLHL-UHFFFAOYSA-N 0.000 claims 1
QJZCXHNEPQJAPJ-UHFFFAOYSA-N 3-ethyl-5,7-dimethyladamantan-1-amine Chemical compound C1C(C2)(C)CC3(C)CC2(N)CC1(CC)C3 QJZCXHNEPQJAPJ-UHFFFAOYSA-N 0.000 claims 1
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
229940052761 dopaminergic adamantane derivative Drugs 0.000 abstract description 5
125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 45
150000001875 compounds Chemical class 0.000 description 33
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238000012360 testing method Methods 0.000 description 25
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HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 16
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NIKSPBIUZXJSKI-UHFFFAOYSA-N 3-ethyl-5-phenyladamantan-1-ol Chemical compound C1C(CC)(C2)CC(C3)CC1(O)CC32C1=CC=CC=C1 NIKSPBIUZXJSKI-UHFFFAOYSA-N 0.000 description 11
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230000001773 anti-convulsant effect Effects 0.000 description 7
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230000000694 effects Effects 0.000 description 5
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-1 3,5-disubstituted 1-amino adamantanes Chemical class 0.000 description 4
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
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241001465754 Metazoa Species 0.000 description 4
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241000700159 Rattus Species 0.000 description 4
DKNWSYNQZKUICI-UHFFFAOYSA-N amantadine Chemical class C1C(C2)CC3CC2CC1(N)C3 DKNWSYNQZKUICI-UHFFFAOYSA-N 0.000 description 4
239000007864 aqueous solution Substances 0.000 description 4
VYFYYTLLBUKUHU-UHFFFAOYSA-N dopamine Chemical compound NCCC1=CC=C(O)C(O)=C1 VYFYYTLLBUKUHU-UHFFFAOYSA-N 0.000 description 4
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238000000034 method Methods 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
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QUUCNKWMKRZRGC-UHFFFAOYSA-N 1-bromo-3-ethyladamantane Chemical compound C1C(C2)CC3CC2(Br)CC1(CC)C3 QUUCNKWMKRZRGC-UHFFFAOYSA-N 0.000 description 2
YQMDWXLAPBTRCZ-UHFFFAOYSA-N 1-bromo-3-phenyladamantane Chemical compound C1C(Br)(C2)CC(C3)CC1CC32C1=CC=CC=C1 YQMDWXLAPBTRCZ-UHFFFAOYSA-N 0.000 description 2
IOPVEZQBHDNEEW-UHFFFAOYSA-N 1-bromo-3-propan-2-yladamantane Chemical compound C1C(C2)CC3CC2(Br)CC1(C(C)C)C3 IOPVEZQBHDNEEW-UHFFFAOYSA-N 0.000 description 2
FTNPDAKMYKMVKB-UHFFFAOYSA-N 1-ethyl-3,5-dimethyladamantane Chemical compound C1C(C2)CC3(C)CC2(C)CC1(CC)C3 FTNPDAKMYKMVKB-UHFFFAOYSA-N 0.000 description 2
RTVIOLNBTCXFJS-UHFFFAOYSA-N 1-ethyl-3-phenyladamantane Chemical compound C1C(CC)(C2)CC(C3)CC1CC32C1=CC=CC=C1 RTVIOLNBTCXFJS-UHFFFAOYSA-N 0.000 description 2
LXTHCCWEYOKFSR-UHFFFAOYSA-N 1-ethyladamantane Chemical compound C1C(C2)CC3CC2CC1(CC)C3 LXTHCCWEYOKFSR-UHFFFAOYSA-N 0.000 description 2
OVQNSGBYKOJYBK-UHFFFAOYSA-N 3-ethyladamantan-1-amine Chemical compound C1C(C2)CC3CC2(N)CC1(CC)C3 OVQNSGBYKOJYBK-UHFFFAOYSA-N 0.000 description 2
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Classifications

- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/13—Amines
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/33—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C211/34—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of a saturated carbon skeleton
- C07C211/38—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of a saturated carbon skeleton containing condensed ring systems
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/56—Ring systems containing bridged rings
- C07C2603/58—Ring systems containing bridged rings containing three rings
- C07C2603/70—Ring systems containing bridged rings containing three rings containing only six-membered rings
- C07C2603/74—Adamantanes

Landscapes

Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
General Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Animal Behavior & Ethology (AREA)
Pharmacology & Pharmacy (AREA)
Engineering & Computer Science (AREA)
Bioinformatics & Cheminformatics (AREA)
General Chemical & Material Sciences (AREA)
Neurology (AREA)
Chemical Kinetics & Catalysis (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Neurosurgery (AREA)
Biomedical Technology (AREA)
Epidemiology (AREA)
Hospice & Palliative Care (AREA)
Cardiology (AREA)
Psychiatry (AREA)
Heart & Thoracic Surgery (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)
Medicinal Preparation (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

DD90339741A 1989-04-14 1990-04-12 Verwendung von adamantan-derivaten zur praevention und behandlung der cerebralen ischaemie DD293493A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
EP89106657A EP0392059B1 (fr)	1989-04-14	1989-04-14	Utilisation de dérivés de l'adamantane pour la prévention et le traitement de l'ischémie cérébrale

Publications (1)

Publication Number	Publication Date
DD293493A5 true DD293493A5 (de)	1991-09-05

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ID=8201228

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD90339741A DD293493A5 (de)	1989-04-14	1990-04-12	Verwendung von adamantan-derivaten zur praevention und behandlung der cerebralen ischaemie

Country Status (16)

Country	Link
US (1)	US5061703A (fr)
EP (1)	EP0392059B1 (fr)
JP (1)	JP2821233B2 (fr)
AT (1)	ATE94384T1 (fr)
CA (1)	CA2014453C (fr)
CH (1)	CH679208A5 (fr)
DD (1)	DD293493A5 (fr)
DE (2)	DE58905637D1 (fr)
DK (1)	DK173356B1 (fr)
ES (1)	ES2059602T3 (fr)
HU (1)	HU215592B (fr)
IE (1)	IE63467B1 (fr)
LU (1)	LU90988I2 (fr)
NL (1)	NL300107I1 (fr)
PT (1)	PT93763B (fr)
SE (1)	SE9001329L (fr)

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- 1989-04-14 EP EP89106657A patent/EP0392059B1/fr not_active Expired - Lifetime
- 1989-04-14 AT AT89106657T patent/ATE94384T1/de active
- 1989-04-14 DE DE89106657T patent/DE58905637D1/de not_active Expired - Lifetime
- 1989-04-14 DE DE2002199048 patent/DE10299048I2/de active Active
1990
- 1990-03-16 IE IE99690A patent/IE63467B1/en not_active IP Right Cessation
- 1990-04-10 CH CH1539/90A patent/CH679208A5/de not_active IP Right Cessation
- 1990-04-11 CA CA002014453A patent/CA2014453C/fr not_active Expired - Lifetime
- 1990-04-11 DK DK199000916A patent/DK173356B1/da not_active IP Right Cessation
- 1990-04-11 US US07/508,109 patent/US5061703A/en not_active Expired - Lifetime
- 1990-04-11 SE SE9001329A patent/SE9001329L/xx not_active Application Discontinuation
- 1990-04-12 DD DD90339741A patent/DD293493A5/de not_active IP Right Cessation
- 1990-04-12 PT PT93763A patent/PT93763B/pt not_active IP Right Cessation
- 1990-04-13 JP JP2099117A patent/JP2821233B2/ja not_active Expired - Lifetime
- 1990-04-13 HU HU902434A patent/HU215592B/hu unknown
2002
- 2002-11-13 LU LU90988C patent/LU90988I2/fr unknown
- 2002-11-14 NL NL300107C patent/NL300107I1/nl unknown

Also Published As

Publication number	Publication date
DE10299048I1 (de)	2003-03-27
DE10299048I2 (de)	2006-07-13
PT93763B (pt)	1996-04-30
NL300107I2 (nl)	2003-02-03
IE63467B1 (en)	1995-04-19
JP2821233B2 (ja)	1998-11-05
ES2059602T3 (es)	1994-11-16
NL300107I1 (nl)	2003-02-03
IE900996L (en)	1990-10-14
ATE94384T1 (de)	1993-10-15
JPH02292214A (ja)	1990-12-03
PT93763A (pt)	1990-11-20
DK173356B1 (da)	2000-08-07
DK91690D0 (da)	1990-04-11
DK91690A (da)	1990-10-15
HUT58200A (en)	1992-02-28
EP0392059B1 (fr)	1993-09-15
CA2014453A1 (fr)	1990-10-14
HU215592B (hu)	1999-01-28
HU902434D0 (en)	1990-08-28
SE9001329L (sv)	1990-10-15
CH679208A5 (fr)	1992-01-15
CA2014453C (fr)	2000-03-28
EP0392059A1 (fr)	1990-10-17
US5061703A (en)	1991-10-29
SE9001329D0 (sv)	1990-04-11
LU90988I2 (fr)	2003-01-13
DE58905637D1 (de)	1993-10-21

Legal Events

Date	Code	Title	Description
1999-02-04	ENJ	Ceased due to non-payment of renewal fee

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