DK173553B1 - Aminosyrederivater, antikonvulsant præparat som indeholder aminosyrederivat samt anvendelse af aminosyrederivater til frems - Google Patents
Aminosyrederivater, antikonvulsant præparat som indeholder aminosyrederivat samt anvendelse af aminosyrederivater til frems Download PDFInfo
- Publication number
- DK173553B1 DK173553B1 DK198600726A DK72686A DK173553B1 DK 173553 B1 DK173553 B1 DK 173553B1 DK 198600726 A DK198600726 A DK 198600726A DK 72686 A DK72686 A DK 72686A DK 173553 B1 DK173553 B1 DK 173553B1
- Authority
- DK
- Denmark
- Prior art keywords
- alkyl
- acetyl
- benzylamide
- methyl
- substituted
- Prior art date
Links
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
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
-
- 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
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
-
- 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
- A61P25/08—Antiepileptics; Anticonvulsants
-
- 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
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- 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
- A61P25/20—Hypnotics; Sedatives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Biomedical Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Epidemiology (AREA)
- Psychiatry (AREA)
- Anesthesiology (AREA)
- Pain & Pain Management (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)
- Peptides Or Proteins (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Claims (13)
1. Aminosyrederivater i form af D-isomer og/eller D,L-racemat med den almene formel (I): 5 hvor R, er alkyl med 1-6 carbonatomer, og R2 og R3, uafhængigt af hinanden, er hydrogen, alkyl med 1-6 carbonatomer eller phenyl, samt farmaceutisk acceptable salte deraf; hvor benzylgruppen, R,, R2 og R3 uafhængigt er usubstituerede eller substitueret med halogen, nitro, carboxyl, carboalkoxyl, carboxamid, cyano, thiol, alkoxy, alkyl, 10 amino eller phenoxy; med det forbehold, at: når Rt er methyl, R2 er hydrogen og R3 er enten hydrogen, methyl, isopropyl eller isobutyl, kan benzylgruppen ikke være usubstitueret benzyl; eller når R, er methyl og R2 og R3 er hydrogen, kan benzylgruppen ikke være substitueret 15 med 3-methoxy.
2. Forbindelse ifølge krav 1, hvor benzylgruppen er substitueret med halogen, nitro, carboxyl, carboalkoxyl, carboxamid, cyano, thiol, alkoxy, alkyl, amino eller phenoxy og R, er methyl eller ethyl. DK 173553 B1 25
3. Forbindelse ifølge et hvilket som helst af kravene 1 til 2, hvor benzylgruppen er substitueret med halogen, nitro, carboxyl, carboalkoxyl, carboxamid, cyano, thiol, alkoxy, alkyl, amino eller phenoxy, R, er methyl, R2 er hydrogen og R3 er methyl.
4. Forbindelse ifølge krav 1, der er en af følgende:
5. Antikonvulsant præparat omfattende en farmaceutisk effektiv mængde af en for bindelse i form af D-isomer og/eller D,L-racemat og med formlen: *3 hvor R, er alkyl med 1 til 6 carbonatomer, R2 og R3 uafhængigt er hydrogen, alkyl med 1 til 6 carbonatomer eller phenyl; og farmaceutisk acceptable salte deraf; hvor benzylgruppen, R,, R2 og R3 uafhængigt er usubstituerede eller substitueret med 15 halogen, nitro, carboxyl, carboalkoxyl, carboxamid, cyano, thiol, alkoxy, alkyl, amino eller phenoxy; og en farmaceutisk acceptabel bærer dertil. DK 173553 B1 26
5 N-acetyl-phenylglycin-N'-benzylamid N-trimethyl-acetyl-D,L-alanin-N'-benzylamid N-acety 1-methionin-N' -benzy lamid N-acetyl-alanin-N'-3-fluorbenzyIamid eller N-acetyl-alanin-N'-3-methoxy-benzylamid.
6. Præparat ifølge krav 5, hvor benzylgruppen er substitueret med halogen, nitro, carboxyl, carboalkoxyl, carboxamid, cyano, thiol, alkoxy, alkyl, amino eller phe-noxy og R, er methyl eller ethyl.
7. Præparat ifølge krav 5 eller 6, hvor benzylgruppen er substitueret med halogen, 5 nitro, carboxyl, carboalkoxyl, carboxamid, cyano, thiol, alkoxy, alkyl, amino eller phenoxy, R, er methyl, R2 er hydrogen og R3 er methyl.
8. Præparat ifølge krav 5, hvor forbindelsen er: N-acetyl-alanin-N'-benzy lamid; N-acetyl-phenylglycin-N'-benzylamid;
9. Anvendelse af en forbindelse i form af D-isomer og/eller D,L-racemat og med 15 formlen: <£>cb^H;bTRi hvor Ri er alkyl med 1*6 carbonatomer, R2 og R3, uafhængigt er hydrogen, alkyl med 1-6 carbonatomer eller phenyl, og farmaceutisk acceptable salte deraf; DK 173553 B1 27 hvor benzylgruppen Rh R2 og R3 uafhængigt er usubstitueret eller substitueret med halogen, nitro, carboxyl, carboalkoxyl, carboxamid, cyano, thiol, alkoxy, alkyl, amino eller phenoxy, til fremstilling af et lægemiddel til behandling af epilepsi, nervøs angst, psykose, 5 søvnløshed og beslægtede nervesygdomme hos et pattedyr.
10. Anvendelse ifølge krav 9, hvor benzylgruppen er substitueret med halogen, nitro, carboxyl, carboalkoxyl, carboxamid, cyano, thiol, alkoxy, alkyl, amino eller phenoxy og Rj er methyl eller ethyl.
10 N-trimethyl-acety 1-D ,L-aIanin-N' -benzylamid; N-acetyl-aIanin-N'-3-fluorbenzylamid; N-acetyl-alanin-N'-3-methoxybenzylamid; eller N-acetyl-methionin-N'-benzy lamid.
11. Anvendelse ifølge krav 9 eller 10, hvor benzylgruppen er substitueret med halo-10 gen, nitro, carboxyl, carboalkoxyl, carboxamid, cyano, thiol, alkoxy, alkyl, amino eller phenoxy, R, er methyl, R2 er hydrogen og R3 er methyl.
12. Anvendelse ifølge krav 9, hvor den anvendte forbindelse er N-acety Ipheny Iglycin-N' -benzy lamid N-trimethyl-acetyl-D,L-alanin-N'-benzylamid 15 N-acetyl-methionin-N' -benzylamid N-acetyl-alanin-N' -3-fluorbenzylamid eller N-acetyl-alanin-N' -3-methoxy-benzylamid.
13. Anvendelse ifølge et hvilket som helst af kravene 9-12, hvor der fremstilles et lægemiddel i en form beregnet til indgivelse af forbindelsen i en mængde på 10 til 20 100 mg/kg legemsvægt pr. dag.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US70219585A | 1985-02-15 | 1985-02-15 | |
US70219585 | 1985-02-15 |
Publications (3)
Publication Number | Publication Date |
---|---|
DK72686D0 DK72686D0 (da) | 1986-02-14 |
DK72686A DK72686A (da) | 1986-08-16 |
DK173553B1 true DK173553B1 (da) | 2001-03-12 |
Family
ID=24820226
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DK198600726A DK173553B1 (da) | 1985-02-15 | 1986-02-14 | Aminosyrederivater, antikonvulsant præparat som indeholder aminosyrederivat samt anvendelse af aminosyrederivater til frems |
Country Status (11)
Country | Link |
---|---|
EP (1) | EP0194464B1 (da) |
JP (1) | JPH06104649B2 (da) |
AT (1) | ATE62222T1 (da) |
AU (1) | AU596573B2 (da) |
CA (1) | CA1340902C (da) |
DE (1) | DE3678469D1 (da) |
DK (1) | DK173553B1 (da) |
ES (1) | ES8708142A1 (da) |
GR (1) | GR860455B (da) |
IE (1) | IE58422B1 (da) |
PT (1) | PT82032B (da) |
Families Citing this family (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2569186B1 (fr) * | 1984-08-20 | 1986-09-05 | Lafon Labor | Derives de 1-(n-(a-amino-a-methylacetyl)-aminophenyl)-2-amino-propanone, procede de preparation et utilisation en therapeutique |
US5654301A (en) * | 1985-02-15 | 1997-08-05 | Research Corporation Technologies, Inc. | Amino acid derivative anticonvulsant |
US5378729A (en) | 1985-02-15 | 1995-01-03 | Research Corporation Technologies, Inc. | Amino acid derivative anticonvulsant |
NZ222045A (en) * | 1986-08-21 | 1989-10-27 | Res Corp Technologies Inc | From diamides up to tetrapeptides for use as anticanvulsants |
WO1990015069A2 (en) * | 1989-05-19 | 1990-12-13 | Research Corporation Technologies, Inc. | Amino acid derivative anticonvulsant |
JPH06509090A (ja) * | 1991-07-10 | 1994-10-13 | メルク シヤープ エンド ドーム リミテツド | 芳香族化合物、それらを含む組成物、及び治療におけるそれらの使用 |
GB9211193D0 (en) * | 1992-05-27 | 1992-07-08 | Merck Sharp & Dohme | Therapeutic agents |
WO1994003429A1 (en) * | 1992-07-31 | 1994-02-17 | Merck Sharp & Dohme Limited | Substituted amines as tachykinin receptor antagonists |
US5773475A (en) | 1997-03-17 | 1998-06-30 | Research Corporation Technologies, Inc. | Anticonvulsant enantiomeric amino acid derivatives |
ES2157567T3 (es) * | 1996-03-15 | 2001-08-16 | Res Corp Technologies Inc | Derivados de aminoacidos enantiomericos que tienen efecto anticonvulsivo. |
US6048899A (en) * | 1997-03-17 | 2000-04-11 | Research Corporation Tech., Inc. | Anticonvulsant enantiomeric amino acid derivatives |
ATE320249T1 (de) | 1997-07-08 | 2006-04-15 | Ono Pharmaceutical Co | Aminosäurederivate |
US6028102A (en) * | 1998-02-24 | 2000-02-22 | Yissum Research Development Company Of The Hebrew University Of Jerusalem | Anticonvulsant drugs and pharmaceutical compositions thereof |
TWI245035B (en) | 1998-06-26 | 2005-12-11 | Ono Pharmaceutical Co | Amino acid derivatives and a pharmaceutical composition comprising the derivatives |
EP1097929A4 (en) | 1998-07-14 | 2005-12-21 | Ono Pharmaceutical Co | AMINO ACID DERIVATIVES AND MEDICAMENTS IN WHICH THESE DERIVATIVES ARE THE ACTIVE INGREDIENTS |
ES2190305B1 (es) * | 2000-05-24 | 2004-07-01 | Medichem S.A. | Compuestos intermedios para la preparacion de mirtazapina y sus procedimientos de obtencion. |
EP1604656A1 (en) | 2004-06-09 | 2005-12-14 | Schwarz Pharma Ag | Novel use of peptide compounds for treating amyotrophic lateral sclerosis (ALS) |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2676188A (en) * | 1950-12-16 | 1954-04-20 | American Home Prod | Acylated glycinamides |
GB1051220A (da) * | 1963-03-21 | |||
IE33790B1 (en) * | 1968-06-04 | 1974-10-30 | Beecham Group Ltd | Derivatives of n-acylaminoacid amides |
US3707559A (en) * | 1971-05-14 | 1972-12-26 | Searle & Co | N-acyl phenylalanine amides |
JPS557242A (en) * | 1978-06-30 | 1980-01-19 | Tanabe Seiyaku Co Ltd | Phenethylamine derivative |
FR2480747A1 (fr) * | 1980-04-17 | 1981-10-23 | Roques Bernard | Derives d'acides amines et leur application therapeutique |
FR2489319A1 (fr) * | 1980-08-27 | 1982-03-05 | Clin Midy | Derives de l'acide amino-4 butyrique et les medicaments, actifs notamment sur le systeme nerveux central, en contenant |
-
1986
- 1986-02-14 EP EP86101865A patent/EP0194464B1/en not_active Expired - Lifetime
- 1986-02-14 DK DK198600726A patent/DK173553B1/da not_active IP Right Cessation
- 1986-02-14 IE IE41186A patent/IE58422B1/en not_active IP Right Cessation
- 1986-02-14 CA CA000501869A patent/CA1340902C/en not_active Expired - Lifetime
- 1986-02-14 AT AT86101865T patent/ATE62222T1/de not_active IP Right Cessation
- 1986-02-14 DE DE8686101865T patent/DE3678469D1/de not_active Expired - Lifetime
- 1986-02-15 ES ES552348A patent/ES8708142A1/es not_active Expired
- 1986-02-15 JP JP61031742A patent/JPH06104649B2/ja not_active Expired - Lifetime
- 1986-02-17 PT PT82032A patent/PT82032B/pt not_active IP Right Cessation
- 1986-02-17 AU AU53711/86A patent/AU596573B2/en not_active Expired
- 1986-02-17 GR GR860455A patent/GR860455B/el unknown
Also Published As
Publication number | Publication date |
---|---|
DE3678469D1 (de) | 1991-05-08 |
GR860455B (en) | 1986-06-18 |
ES8708142A1 (es) | 1987-10-16 |
ES552348A0 (es) | 1987-10-16 |
DK72686A (da) | 1986-08-16 |
JPS61200950A (ja) | 1986-09-05 |
PT82032A (en) | 1986-03-01 |
DK72686D0 (da) | 1986-02-14 |
EP0194464A1 (en) | 1986-09-17 |
CA1340902C (en) | 2000-02-22 |
IE58422B1 (en) | 1993-09-22 |
IE860411L (en) | 1986-08-15 |
ATE62222T1 (de) | 1991-04-15 |
PT82032B (pt) | 1988-07-01 |
JPH06104649B2 (ja) | 1994-12-21 |
AU596573B2 (en) | 1990-05-10 |
EP0194464B1 (en) | 1991-04-03 |
AU5371186A (en) | 1986-08-21 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
B1 | Patent granted (law 1993) | ||
PUP | Patent expired |