CA2721433A1 - Cysteine and cystine bioisosteres to treat schizophrenia and reduce drug cravings - Google Patents
Cysteine and cystine bioisosteres to treat schizophrenia and reduce drug cravings Download PDFInfo
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- CA2721433A1 CA2721433A1 CA2721433A CA2721433A CA2721433A1 CA 2721433 A1 CA2721433 A1 CA 2721433A1 CA 2721433 A CA2721433 A CA 2721433A CA 2721433 A CA2721433 A CA 2721433A CA 2721433 A1 CA2721433 A1 CA 2721433A1
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- Prior art keywords
- branched
- alkyl
- benzyl
- phenyl
- unbranched
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- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
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- 159000000003 magnesium salts Chemical class 0.000 description 1
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- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
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- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 1
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- 239000002808 molecular sieve Substances 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
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- AEXITZJSLGALNH-UHFFFAOYSA-N n'-hydroxyethanimidamide Chemical compound CC(N)=NO AEXITZJSLGALNH-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004708 n-butylthio group Chemical group C(CCC)S* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
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- 125000004706 n-propylthio group Chemical group C(CC)S* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 229920001206 natural gum Polymers 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
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- 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000008024 pharmaceutical diluent Substances 0.000 description 1
- COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 description 1
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- 229920006395 saturated elastomer Polymers 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229940121356 serotonin receptor antagonist Drugs 0.000 description 1
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- 235000011803 sesame oil Nutrition 0.000 description 1
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- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
- 229940113147 shellac Drugs 0.000 description 1
- 235000013874 shellac Nutrition 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical class [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
- C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D271/06—1,2,4-Oxadiazoles; Hydrogenated 1,2,4-oxadiazoles
-
- 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
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06008—Dipeptides with the first amino acid being neutral
- C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
- C07K5/0606—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing heteroatoms not provided for by C07K5/06086 - C07K5/06139, e.g. Ser, Met, Cys, Thr
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Psychiatry (AREA)
- Biophysics (AREA)
- Biochemistry (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Neurosurgery (AREA)
- Animal Behavior & Ethology (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Addiction (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Peptides Or Proteins (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Steroid Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US4538608P | 2008-04-16 | 2008-04-16 | |
| US61/045,386 | 2008-04-16 | ||
| PCT/US2009/040799 WO2009137251A2 (en) | 2008-04-16 | 2009-04-16 | Cysteine and cystine bioisosteres to treat schizophrenia and reduce drug cravings |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2721433A1 true CA2721433A1 (en) | 2009-11-12 |
Family
ID=40933521
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2721433A Abandoned CA2721433A1 (en) | 2008-04-16 | 2009-04-16 | Cysteine and cystine bioisosteres to treat schizophrenia and reduce drug cravings |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US20100048587A1 (enExample) |
| EP (1) | EP2265594A2 (enExample) |
| JP (2) | JP5658137B2 (enExample) |
| CA (1) | CA2721433A1 (enExample) |
| WO (1) | WO2009137251A2 (enExample) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2009137251A2 (en) * | 2008-04-16 | 2009-11-12 | Marquette University | Cysteine and cystine bioisosteres to treat schizophrenia and reduce drug cravings |
| WO2011079313A1 (en) * | 2009-12-23 | 2011-06-30 | Map Pharmaceuticals, Inc. | Novel ergoline analogs |
| US8815905B2 (en) * | 2010-03-10 | 2014-08-26 | Promentis Pharmaceuticals, Inc. | Propionic acids, propionic acid esters, and related compounds |
| WO2012177962A1 (en) | 2011-06-23 | 2012-12-27 | Map Pharmaceuticals, Inc. | Novel fluoroergoline analogs |
| CA2859173A1 (en) | 2011-12-19 | 2013-06-27 | Map Pharmaceuticals, Inc. | Novel iso-ergoline derivatives |
| WO2013095708A1 (en) * | 2011-12-21 | 2013-06-27 | Map Pharmaceuticals, Inc. | Novel neuromodulatory compounds |
| US9012640B2 (en) | 2012-06-22 | 2015-04-21 | Map Pharmaceuticals, Inc. | Cabergoline derivatives |
| PL3066089T3 (pl) | 2013-11-08 | 2020-04-30 | Promentis Pharmaceuticals, Inc. | Podstawione pochodne N-Acetylo-L-Cysteiny i związki pokrewne |
| US9193681B1 (en) | 2014-05-30 | 2015-11-24 | Promentis Pharmaceuticals, Inc. | Propionic acids, propionic acid esters, and related compounds |
| JP7128460B2 (ja) * | 2015-06-04 | 2022-08-31 | 国立研究開発法人国立精神・神経医療研究センター | Ｉｌ－６阻害剤を有効成分とする精神疾患治療剤 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW343965B (en) * | 1994-03-30 | 1998-11-01 | Hoffmann La Roche | Novel mono- and bicyclic DNA gyrase inhibitors |
| AU740782B2 (en) * | 1997-07-25 | 2001-11-15 | Nippon Kayaku Kabushiki Kaisha | Novel compound having effect of promoting neuron differentiation |
| JP2002226457A (ja) * | 2001-02-02 | 2002-08-14 | Ajinomoto Co Inc | 新規シスチン誘導体及び炎症因子活性化抑制剤 |
| DE10138578A1 (de) * | 2001-08-06 | 2003-02-27 | Bayer Ag | Heterocyclylarylsulfonamide |
| SE0301653D0 (sv) * | 2003-06-05 | 2003-06-05 | Astrazeneca Ab | Novel compounds |
| WO2008008380A1 (en) * | 2006-07-12 | 2008-01-17 | Regents Of The University Of Minnesota | Combination therapy for addiction disorders |
| WO2009137251A2 (en) * | 2008-04-16 | 2009-11-12 | Marquette University | Cysteine and cystine bioisosteres to treat schizophrenia and reduce drug cravings |
-
2009
- 2009-04-16 WO PCT/US2009/040799 patent/WO2009137251A2/en not_active Ceased
- 2009-04-16 EP EP09743238A patent/EP2265594A2/en not_active Withdrawn
- 2009-04-16 JP JP2011505202A patent/JP5658137B2/ja not_active Expired - Fee Related
- 2009-04-16 US US12/425,063 patent/US20100048587A1/en not_active Abandoned
- 2009-04-16 CA CA2721433A patent/CA2721433A1/en not_active Abandoned
-
2014
- 2014-07-18 JP JP2014147954A patent/JP5892561B2/ja not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| EP2265594A2 (en) | 2010-12-29 |
| WO2009137251A2 (en) | 2009-11-12 |
| US20100048587A1 (en) | 2010-02-25 |
| WO2009137251A3 (en) | 2010-01-14 |
| JP2014221815A (ja) | 2014-11-27 |
| JP5658137B2 (ja) | 2015-01-21 |
| JP2011518176A (ja) | 2011-06-23 |
| JP5892561B2 (ja) | 2016-03-23 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request |
Effective date: 20140205 |
|
| FZDE | Discontinued |
Effective date: 20170523 |