KR890005031A - L-도파유도체 또는 그의 산부가염, 그의 제조방법 및 그의 용도 - Google Patents
L-도파유도체 또는 그의 산부가염, 그의 제조방법 및 그의 용도 Download PDFInfo
- Publication number
- KR890005031A KR890005031A KR1019880012032A KR880012032A KR890005031A KR 890005031 A KR890005031 A KR 890005031A KR 1019880012032 A KR1019880012032 A KR 1019880012032A KR 880012032 A KR880012032 A KR 880012032A KR 890005031 A KR890005031 A KR 890005031A
- Authority
- KR
- South Korea
- Prior art keywords
- acid addition
- dopa
- addition salt
- group
- derivative
- 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.)
- Withdrawn
Links
- WTDRDQBEARUVNC-LURJTMIESA-N L-DOPA Chemical class OC(=O)[C@@H](N)CC1=CC=C(O)C(O)=C1 WTDRDQBEARUVNC-LURJTMIESA-N 0.000 title claims abstract description 24
- 239000002253 acid Substances 0.000 title claims abstract 20
- 150000003839 salts Chemical class 0.000 title claims abstract 20
- 238000002360 preparation method Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract description 3
- 208000018737 Parkinson disease Diseases 0.000 claims abstract 8
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract 4
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims abstract 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 4
- 125000003342 alkenyl group Chemical group 0.000 claims abstract 3
- 125000003545 alkoxy group Chemical group 0.000 claims abstract 3
- 125000000217 alkyl group Chemical group 0.000 claims abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 2
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims abstract 2
- WTDRDQBEARUVNC-UHFFFAOYSA-N L-Dopa Natural products OC(=O)C(N)CC1=CC=C(O)C(O)=C1 WTDRDQBEARUVNC-UHFFFAOYSA-N 0.000 claims description 7
- 229940123736 Decarboxylase inhibitor Drugs 0.000 claims 7
- 229940024606 amino acid Drugs 0.000 claims 7
- 239000003954 decarboxylase inhibitor Substances 0.000 claims 7
- 238000000034 method Methods 0.000 claims 5
- TZFNLOMSOLWIDK-JTQLQIEISA-N carbidopa (anhydrous) Chemical group NN[C@@](C(O)=O)(C)CC1=CC=C(O)C(O)=C1 TZFNLOMSOLWIDK-JTQLQIEISA-N 0.000 claims 4
- 239000003814 drug Substances 0.000 claims 4
- 239000008194 pharmaceutical composition Substances 0.000 claims 4
- MTCFGRXMJLQNBG-UHFFFAOYSA-N serine Chemical compound OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 claims 4
- 229940124597 therapeutic agent Drugs 0.000 claims 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 2
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 2
- BNQDCRGUHNALGH-UHFFFAOYSA-N benserazide Chemical compound OCC(N)C(=O)NNCC1=CC=C(O)C(O)=C1O BNQDCRGUHNALGH-UHFFFAOYSA-N 0.000 claims 2
- 229960000911 benserazide Drugs 0.000 claims 2
- 229960004205 carbidopa Drugs 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- -1 halogen atoms L-dopa derivatives Chemical class 0.000 claims 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 2
- 125000006432 1-methyl cyclopropyl group Chemical group [H]C([H])([H])C1(*)C([H])([H])C1([H])[H] 0.000 claims 1
- IXJPQDXRGGBKRK-RGMNGODLSA-N O=C(O)[C@@H](N)CC1=CC=C(O)C(O)=C1.[P] Chemical class O=C(O)[C@@H](N)CC1=CC=C(O)C(O)=C1.[P] IXJPQDXRGGBKRK-RGMNGODLSA-N 0.000 claims 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000008177 pharmaceutical agent Substances 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- 229940127557 pharmaceutical product Drugs 0.000 claims 1
- 125000006239 protecting group Chemical group 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 208000027089 Parkinsonian disease Diseases 0.000 abstract 1
- 206010034010 Parkinsonism Diseases 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 241000700159 Rattus Species 0.000 description 3
- 239000008280 blood Substances 0.000 description 3
- 210000004369 blood Anatomy 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- 229940126062 Compound A Drugs 0.000 description 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/34—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
- C07C229/36—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings with at least one amino group and one carboxyl group bound to the same carbon atom of the carbon skeleton
-
- 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
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
- C07C227/16—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions not involving the amino or carboxyl groups
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Epidemiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurosurgery (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62-234299 | 1987-09-18 | ||
| JP23429987 | 1987-09-18 | ||
| JP63-31260 | 1988-02-13 | ||
| JP3126088 | 1988-02-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR890005031A true KR890005031A (ko) | 1989-05-11 |
Family
ID=26369718
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019880012032A Withdrawn KR890005031A (ko) | 1987-09-18 | 1988-09-16 | L-도파유도체 또는 그의 산부가염, 그의 제조방법 및 그의 용도 |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US4966915A (enExample) |
| EP (1) | EP0309827B1 (enExample) |
| JP (1) | JPH02138A (enExample) |
| KR (1) | KR890005031A (enExample) |
| CN (1) | CN1032785A (enExample) |
| AT (1) | ATE71083T1 (enExample) |
| AU (1) | AU2234088A (enExample) |
| CA (1) | CA1316180C (enExample) |
| DE (1) | DE3867403D1 (enExample) |
| DK (1) | DK517588A (enExample) |
| IL (1) | IL87765A0 (enExample) |
| PT (1) | PT88526B (enExample) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK1480647T3 (da) * | 2002-02-15 | 2009-01-26 | Darpharma Inc | Mono-ester eller asymmetrisk substituerede di-ester-prodrugs af dopamin-D1 receptoragonister |
| US7101912B2 (en) | 2002-12-06 | 2006-09-05 | Xenoport, Inc. | Carbidopa prodrugs and derivatives, and compositions and uses thereof |
| US6970629B2 (en) | 2002-12-19 | 2005-11-29 | Corning Cable Systems Llc | Optical tube assembly having a dry insert and methods of making the same |
| US20090190890A1 (en) | 2002-12-19 | 2009-07-30 | Freeland Riley S | Fiber optic cable having a dry insert and methods of making the same |
| US7471862B2 (en) | 2002-12-19 | 2008-12-30 | Corning Cable Systems, Llc | Dry fiber optic cables and assemblies |
| IL154318A (en) | 2003-02-06 | 2010-05-31 | Sarah Herzog Memorial Hospital | Pharmaceutical compositions for the treatment of movement disorders |
| WO2005121070A1 (en) | 2004-06-04 | 2005-12-22 | Xenoport, Inc. | Levodopa prodrugs, and compositions and uses thereof |
| PT1751087E (pt) * | 2004-06-04 | 2012-09-10 | Xenoport Inc | Derivados de levodopa e as suas composições e utilizações |
| CN101365439B (zh) | 2005-12-05 | 2012-12-26 | 克塞诺波特公司 | 左旋多巴前体药物甲磺酸盐、其组合物及其用途 |
| TW200843731A (en) | 2006-12-21 | 2008-11-16 | Xenoport Inc | Catechol protected levodopa diester prodrugs, compositions, and methods of use |
| US7709527B2 (en) * | 2006-12-21 | 2010-05-04 | Xenoport, Inc. | Levodopa dimethyl-substituted diester prodrugs compositions, and methods of use |
| JP2012505885A (ja) * | 2008-10-20 | 2012-03-08 | ゼノポート，インコーポレーテッド | レボドパエステルプロドラッグを合成する方法 |
| US8399513B2 (en) * | 2008-10-20 | 2013-03-19 | Xenoport, Inc. | Levodopa prodrug mesylate hydrate |
| KR101025612B1 (ko) * | 2008-11-10 | 2011-03-30 | 한국해양연구원 | 신규 화합물인 Ｒａｍａｌｉｎ 및 그 용도 |
| WO2011056240A2 (en) | 2009-11-09 | 2011-05-12 | Xenoport, Inc. | Pharmaceutical compositions and oral dosage forms of a levodopa prodrug and methods of use |
| WO2011107653A2 (en) | 2010-03-04 | 2011-09-09 | Orion Corporation | Method for treating parkinson's disease |
| CN103694127B (zh) * | 2013-12-30 | 2015-04-01 | 上海交通大学 | 链霉菌属菌种所产的化合物及该化合物的制备方法和应用 |
| JP6567049B2 (ja) | 2014-10-21 | 2019-08-28 | アッヴィ・インコーポレイテッド | カルビドパおよびｌ−ドーパプロドラッグならびにそれらの使用方法 |
| AU2016258179B2 (en) | 2015-05-06 | 2021-07-01 | Synagile Corporation | Pharmaceutical suspensions containing drug particles, devices for their administration, and methods of their use |
| WO2019097120A1 (en) | 2017-11-16 | 2019-05-23 | Orion Corporation | New use and pharmaceutical dosage forms |
| CA3117983A1 (en) | 2018-11-15 | 2020-05-22 | Abbvie Inc. | Pharmaceutical formulations for subcutaneous administration |
| US20220213128A1 (en) * | 2021-01-03 | 2022-07-07 | RockGen Therapeutics LLC | L-Dopa Enhanced with a Neuroprotective Agent as a Therapy for Parkinson's Disease |
| US20240415800A1 (en) * | 2021-10-11 | 2024-12-19 | The Johns Hopkins University | Dopa and caffeic acid analogs as novel gcpii inhibitors |
| WO2025075499A1 (en) | 2023-10-02 | 2025-04-10 | Universiteit Van Amsterdam | Reducing dopamine feed-back inhibition in dopaminergic cells by tadalafil. |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US393923A (en) * | 1888-12-04 | Samuel preston | ||
| US2868818A (en) * | 1953-12-15 | 1959-01-13 | Merck & Co Inc | Alpha methyl phenylalanines |
| US3725470A (en) * | 1969-05-14 | 1973-04-03 | Hoffmann La Roche | Amino acid derivatives |
| CH562199A5 (enExample) * | 1970-10-30 | 1975-05-30 | Hoffmann La Roche | |
| BE793426A (fr) * | 1971-12-28 | 1973-06-28 | Lannacher Heilmittel G M B H | Derives de phenylalanine |
| US3983138A (en) * | 1973-09-25 | 1976-09-28 | Merck & Co., Inc. | Amino acid esters |
| US3939253A (en) * | 1973-11-02 | 1976-02-17 | Interx Research Corporation | Novel, transient pro-drug forms of l-dopa useful in the treatment of parkinson's disease |
| US3891696A (en) * | 1973-11-02 | 1975-06-24 | Interx Research Corp | Novel, transient pro-drug forms of l-dopa |
| US4401676A (en) * | 1977-06-01 | 1983-08-30 | Merck & Co., Inc. | Novel α-amino acids |
| US4311706A (en) * | 1980-01-22 | 1982-01-19 | Interx Research Corporation | Novel dopa/dopamine prodrugs |
-
1988
- 1988-09-10 JP JP63227086A patent/JPH02138A/ja active Granted
- 1988-09-14 CA CA000577320A patent/CA1316180C/en not_active Expired - Fee Related
- 1988-09-15 IL IL87765A patent/IL87765A0/xx unknown
- 1988-09-16 US US07/245,348 patent/US4966915A/en not_active Expired - Fee Related
- 1988-09-16 DE DE8888115183T patent/DE3867403D1/de not_active Expired - Lifetime
- 1988-09-16 KR KR1019880012032A patent/KR890005031A/ko not_active Withdrawn
- 1988-09-16 AT AT88115183T patent/ATE71083T1/de active
- 1988-09-16 PT PT88526A patent/PT88526B/pt not_active IP Right Cessation
- 1988-09-16 DK DK517588A patent/DK517588A/da not_active Application Discontinuation
- 1988-09-16 EP EP88115183A patent/EP0309827B1/en not_active Expired - Lifetime
- 1988-09-16 AU AU22340/88A patent/AU2234088A/en not_active Abandoned
- 1988-09-17 CN CN88107165A patent/CN1032785A/zh active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| ATE71083T1 (de) | 1992-01-15 |
| DE3867403D1 (de) | 1992-02-13 |
| DK517588A (da) | 1989-03-19 |
| JPH0541626B2 (enExample) | 1993-06-24 |
| CA1316180C (en) | 1993-04-13 |
| DK517588D0 (da) | 1988-09-16 |
| AU2234088A (en) | 1989-03-23 |
| JPH02138A (ja) | 1990-01-05 |
| PT88526A (pt) | 1988-10-01 |
| CN1032785A (zh) | 1989-05-10 |
| EP0309827A1 (en) | 1989-04-05 |
| US4966915A (en) | 1990-10-30 |
| PT88526B (pt) | 1992-11-30 |
| EP0309827B1 (en) | 1992-01-02 |
| IL87765A0 (en) | 1989-02-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PA0109 | Patent application |
Patent event code: PA01091R01D Comment text: Patent Application Patent event date: 19880916 |
|
| PG1501 | Laying open of application | ||
| PC1203 | Withdrawal of no request for examination | ||
| WITN | Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid |