JPS56115749A - Dopa derivative - Google Patents
Dopa derivativeInfo
- Publication number
- JPS56115749A JPS56115749A JP1785680A JP1785680A JPS56115749A JP S56115749 A JPS56115749 A JP S56115749A JP 1785680 A JP1785680 A JP 1785680A JP 1785680 A JP1785680 A JP 1785680A JP S56115749 A JPS56115749 A JP S56115749A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compound
- dopa
- amino
- dopa 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.)
- Pending
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 abstract 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 2
- SUHXTVABLHHRST-UHFFFAOYSA-N 2-azidoacetyl chloride Chemical compound ClC(=O)CN=[N+]=[N-] SUHXTVABLHHRST-UHFFFAOYSA-N 0.000 abstract 1
- 208000018737 Parkinson disease Diseases 0.000 abstract 1
- 239000002262 Schiff base Substances 0.000 abstract 1
- 150000004753 Schiff bases Chemical class 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000001072 heteroaryl group Chemical group 0.000 abstract 1
- 238000007327 hydrogenolysis reaction Methods 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 abstract 1
- 229940080818 propionamide Drugs 0.000 abstract 1
- WJUFSDZVCOTFON-UHFFFAOYSA-N veratraldehyde Chemical compound COC1=CC=C(C=O)C=C1OC WJUFSDZVCOTFON-UHFFFAOYSA-N 0.000 abstract 1
- 150000003952 β-lactams Chemical class 0.000 abstract 1
Landscapes
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
NEW MATERIAL:A dopa derivative of formula I (R1 and R2 are H, lower alkyl, benzyl, acyl or R1 and R2 together form alkylene; R3 is H, alkyl, aryl, or heteroaromatic group).
EXAMPLE: N-Phenyl-[2-amino-3-(3,4-dimethoxyphenyl)]propionamide.
USE: An intermediate for preparing dopa which is useful as a remedy for Parkinson's disease.
PROCESS: A β-lactam compound of formula II (X is amino or azido) is subjected to the hydrogenolysis to give the compound of formula I. The compound of formula II is obtained by reacting an azidoacetyl chloride with a Schiff base prepared from veratrum aldehyde and aniline quantitatively in the presence of triethylamine.
COPYRIGHT: (C)1981,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1785680A JPS56115749A (en) | 1980-02-18 | 1980-02-18 | Dopa derivative |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1785680A JPS56115749A (en) | 1980-02-18 | 1980-02-18 | Dopa derivative |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS56115749A true JPS56115749A (en) | 1981-09-11 |
Family
ID=11955291
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1785680A Pending JPS56115749A (en) | 1980-02-18 | 1980-02-18 | Dopa derivative |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS56115749A (en) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02231457A (en) * | 1988-07-12 | 1990-09-13 | Italia | Method for synthesizing L-(-)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid |
| US8048926B2 (en) * | 2003-02-07 | 2011-11-01 | Yissum Research Development Company Of The Hebrew University Of Jerusalem | L-DOPA amide derivatives and uses thereof |
| US10624839B2 (en) | 2014-03-13 | 2020-04-21 | Neuroderm, Ltd. | Dopa decarboxylase inhibitor compositions |
| US10813902B2 (en) | 2014-03-13 | 2020-10-27 | Neuroderm, Ltd. | DOPA decarboxylase inhibitor compositions |
| US11213502B1 (en) | 2020-11-17 | 2022-01-04 | Neuroderm, Ltd. | Method for treatment of parkinson's disease |
| US11331293B1 (en) | 2020-11-17 | 2022-05-17 | Neuroderm, Ltd. | Method for treatment of Parkinson's disease |
| US11844754B2 (en) | 2020-11-17 | 2023-12-19 | Neuroderm, Ltd. | Methods for treatment of Parkinson's disease |
| US12161612B2 (en) | 2023-04-14 | 2024-12-10 | Neuroderm, Ltd. | Methods and compositions for reducing symptoms of Parkinson's disease |
-
1980
- 1980-02-18 JP JP1785680A patent/JPS56115749A/en active Pending
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02231457A (en) * | 1988-07-12 | 1990-09-13 | Italia | Method for synthesizing L-(-)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid |
| US8048926B2 (en) * | 2003-02-07 | 2011-11-01 | Yissum Research Development Company Of The Hebrew University Of Jerusalem | L-DOPA amide derivatives and uses thereof |
| US10624839B2 (en) | 2014-03-13 | 2020-04-21 | Neuroderm, Ltd. | Dopa decarboxylase inhibitor compositions |
| US10813902B2 (en) | 2014-03-13 | 2020-10-27 | Neuroderm, Ltd. | DOPA decarboxylase inhibitor compositions |
| US11213502B1 (en) | 2020-11-17 | 2022-01-04 | Neuroderm, Ltd. | Method for treatment of parkinson's disease |
| US11331293B1 (en) | 2020-11-17 | 2022-05-17 | Neuroderm, Ltd. | Method for treatment of Parkinson's disease |
| US11458115B2 (en) | 2020-11-17 | 2022-10-04 | Neuroderm, Ltd. | Method for treatment of Parkinson's disease |
| US11844754B2 (en) | 2020-11-17 | 2023-12-19 | Neuroderm, Ltd. | Methods for treatment of Parkinson's disease |
| US12161612B2 (en) | 2023-04-14 | 2024-12-10 | Neuroderm, Ltd. | Methods and compositions for reducing symptoms of Parkinson's disease |
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