JP2012519202A - 神経変性疾患を治療するためのインドール誘導体 - Google Patents
神経変性疾患を治療するためのインドール誘導体 Download PDFInfo
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- 238000002372 labelling Methods 0.000 description 1
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- 229960000448 lactic acid Drugs 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 229940098895 maleic acid Drugs 0.000 description 1
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- 235000011090 malic acid Nutrition 0.000 description 1
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- LDDHMLJTFXJGPI-UHFFFAOYSA-N memantine hydrochloride Chemical compound Cl.C1C(C2)CC3(C)CC1(C)CC2(N)C3 LDDHMLJTFXJGPI-UHFFFAOYSA-N 0.000 description 1
- 230000015654 memory Effects 0.000 description 1
- 230000003340 mental effect Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 210000000274 microglia Anatomy 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 230000000877 morphologic effect Effects 0.000 description 1
- 230000007659 motor function Effects 0.000 description 1
- 238000002552 multiple reaction monitoring Methods 0.000 description 1
- CDWZCBBLJKWMPF-UHFFFAOYSA-N n-[2-(1h-indol-3-yl)ethyl]tricosan-1-amine Chemical compound C1=CC=C2C(CCNCCCCCCCCCCCCCCCCCCCCCCC)=CNC2=C1 CDWZCBBLJKWMPF-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
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- KVBGVZZKJNLNJU-UHFFFAOYSA-N naphthalene-2-sulfonic acid Chemical compound C1=CC=CC2=CC(S(=O)(=O)O)=CC=C21 KVBGVZZKJNLNJU-UHFFFAOYSA-N 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 210000005036 nerve Anatomy 0.000 description 1
- 230000016273 neuron death Effects 0.000 description 1
- 230000007514 neuronal growth Effects 0.000 description 1
- 230000009207 neuronal maturation Effects 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 239000012038 nucleophile Substances 0.000 description 1
- 210000000956 olfactory bulb Anatomy 0.000 description 1
- 210000004248 oligodendroglia Anatomy 0.000 description 1
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- 230000003287 optical effect Effects 0.000 description 1
- 239000006186 oral dosage form Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229940049954 penicillin Drugs 0.000 description 1
- 229960002275 pentobarbital sodium Drugs 0.000 description 1
- 230000008447 perception Effects 0.000 description 1
- 229960003531 phenolsulfonphthalein Drugs 0.000 description 1
- IUGYQRQAERSCNH-UHFFFAOYSA-N pivalic acid Chemical compound CC(C)(C)C(O)=O IUGYQRQAERSCNH-UHFFFAOYSA-N 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 1
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- WSHYKIAQCMIPTB-UHFFFAOYSA-M potassium;2-oxo-3-(3-oxo-1-phenylbutyl)chromen-4-olate Chemical compound [K+].[O-]C=1C2=CC=CC=C2OC(=O)C=1C(CC(=O)C)C1=CC=CC=C1 WSHYKIAQCMIPTB-UHFFFAOYSA-M 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 239000003223 protective agent Substances 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000001172 regenerating effect Effects 0.000 description 1
- MYFATKRONKHHQL-UHFFFAOYSA-N rhodamine 123 Chemical compound [Cl-].COC(=O)C1=CC=CC=C1C1=C2C=CC(=[NH2+])C=C2OC2=CC(N)=CC=C21 MYFATKRONKHHQL-UHFFFAOYSA-N 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 238000012216 screening Methods 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
- 239000013049 sediment Substances 0.000 description 1
- 238000013207 serial dilution Methods 0.000 description 1
- 230000000862 serotonergic effect Effects 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000007901 soft capsule Substances 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 239000012453 solvate Substances 0.000 description 1
- 238000000935 solvent evaporation Methods 0.000 description 1
- 238000000527 sonication Methods 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 229960005322 streptomycin Drugs 0.000 description 1
- 210000003523 substantia nigra Anatomy 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
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- 230000007704 transition Effects 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 229960000281 trometamol Drugs 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/14—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
- C07D209/16—Tryptamines
-
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Psychology (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Indole Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0951303 | 2009-03-02 | ||
| FR0951303A FR2942625B1 (fr) | 2009-03-02 | 2009-03-02 | Derives indoliques pour le traitement de maladies neurodegeneratives |
| PCT/EP2010/052596 WO2010100133A2 (fr) | 2009-03-02 | 2010-03-02 | Derives indoliques pour le traitement de maladies neurodegeneratives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2012519202A true JP2012519202A (ja) | 2012-08-23 |
| JP2012519202A5 JP2012519202A5 (https=) | 2013-04-18 |
Family
ID=40688413
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011552413A Pending JP2012519202A (ja) | 2009-03-02 | 2010-03-02 | 神経変性疾患を治療するためのインドール誘導体 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US8614246B2 (https=) |
| EP (1) | EP2403830A2 (https=) |
| JP (1) | JP2012519202A (https=) |
| CN (1) | CN102369185A (https=) |
| CA (1) | CA2754283A1 (https=) |
| FR (1) | FR2942625B1 (https=) |
| WO (1) | WO2010100133A2 (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2023524747A (ja) * | 2020-05-04 | 2023-06-13 | トラスティーズ オブ タフツ カレッジ | 脳送達のための合成脂質様材料 |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9744155B2 (en) | 2012-03-28 | 2017-08-29 | Ixcela, Inc. | IPA as a therapeutic agent, as a protective agent, and as a biomarker of disease risk |
| CN106309436A (zh) * | 2016-07-25 | 2017-01-11 | 宁波大学 | 可用作乙酰胆碱酯酶抑制剂的色胺衍生物及其用途 |
| CN106565588A (zh) * | 2016-11-10 | 2017-04-19 | 徐州工程学院 | 一种从坚果中提取食物源二十烷酸‑5‑羟色胺的方法 |
| KR101874594B1 (ko) * | 2016-12-07 | 2018-07-05 | 한국한의학연구원 | 아떼모야 잎 추출물 또는 이의 분획물을 포함하는 인지기능 장애의 예방 또는 치료용 조성물 |
| CN107118146B (zh) * | 2017-04-13 | 2019-09-03 | 宁波大学 | 一种6-溴色胺衍生物及其制备方法和用途 |
| CN107814787A (zh) * | 2017-11-13 | 2018-03-20 | 济南大学 | 一种他克林‑吲哚乙酸杂联体化合物及其制备方法和应用 |
| US11041847B1 (en) | 2019-01-25 | 2021-06-22 | Ixcela, Inc. | Detection and modification of gut microbial population |
| CA3229361A1 (en) * | 2021-08-20 | 2023-02-23 | Abdelmalik Slassi | 3-cycloamino-indole compounds as serotonergic agents useful for the treatment of disorders related thereto |
| WO2025137730A1 (en) * | 2023-12-22 | 2025-06-26 | Alexander Shulgin Research Institute, Inc. | N-substituted tryptamines and n-substituted lysergamides and their use as therapeutic agents |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH08239362A (ja) * | 1994-12-28 | 1996-09-17 | Sankyo Co Ltd | インドール誘導体 |
| JPH08239353A (ja) * | 1995-01-11 | 1996-09-17 | Adir | 新規なアルキル化（ヘテロ）環式化合物、その製造方法及びそれを含有する薬学的組成物 |
| JPH1077267A (ja) * | 1996-09-03 | 1998-03-24 | Sagami Chem Res Center | ５−メトキシトリプタミン誘導体 |
| JP2003137780A (ja) * | 2001-11-01 | 2003-05-14 | Lotte Co Ltd | 抗鬱・抗ストレス剤及びそれを含有する組成物 |
| WO2009132051A1 (en) * | 2008-04-21 | 2009-10-29 | Signum Biosciences, Inc. | Compounds, compositions and methods for making the same |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2141483C1 (ru) * | 1997-07-04 | 1999-11-20 | Небольсин Владимир Евгеньевич | Производные пептидов или их фармацевтически приемлемые соли, способ их получения, применение и фармацевтическая композиция |
-
2009
- 2009-03-02 FR FR0951303A patent/FR2942625B1/fr not_active Expired - Fee Related
-
2010
- 2010-03-02 US US13/254,370 patent/US8614246B2/en not_active Expired - Fee Related
- 2010-03-02 WO PCT/EP2010/052596 patent/WO2010100133A2/fr not_active Ceased
- 2010-03-02 CN CN2010800147167A patent/CN102369185A/zh active Pending
- 2010-03-02 EP EP10705616A patent/EP2403830A2/fr not_active Withdrawn
- 2010-03-02 CA CA2754283A patent/CA2754283A1/fr not_active Abandoned
- 2010-03-02 JP JP2011552413A patent/JP2012519202A/ja active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH08239362A (ja) * | 1994-12-28 | 1996-09-17 | Sankyo Co Ltd | インドール誘導体 |
| JPH08239353A (ja) * | 1995-01-11 | 1996-09-17 | Adir | 新規なアルキル化（ヘテロ）環式化合物、その製造方法及びそれを含有する薬学的組成物 |
| JPH1077267A (ja) * | 1996-09-03 | 1998-03-24 | Sagami Chem Res Center | ５−メトキシトリプタミン誘導体 |
| JP2003137780A (ja) * | 2001-11-01 | 2003-05-14 | Lotte Co Ltd | 抗鬱・抗ストレス剤及びそれを含有する組成物 |
| WO2009132051A1 (en) * | 2008-04-21 | 2009-10-29 | Signum Biosciences, Inc. | Compounds, compositions and methods for making the same |
Non-Patent Citations (5)
| Title |
|---|
| BOLLETTINO CHIMICO FARMACEUTICO, vol. 107, no. 8, JPN7014001303, 1968, pages 506 - 511, ISSN: 0002801273 * |
| JOURNAL OF MEDICINAL CHEMISTRY, vol. 50, no. 26, JPN6014017521, 2007, pages 6554 - 6569, ISSN: 0002801269 * |
| JOURNAL OF MOLECULAR CATALYSIS A: CHEMICAL, vol. 232, JPN6014017522, 2005, pages 143 - 149, ISSN: 0002801270 * |
| JOURNAL OF PHARMACEUTICAL SCIENCES, vol. 83, no. 2, JPN6014017524, 1994, pages 216 - 218, ISSN: 0002801271 * |
| ZEITSCHRIFT FUER LEBENSMITTEL-UNTERSUCHUNG UND -FORSCHUNG A: FOOD RESEARCH AND TECHNOLOGY, vol. 208, no. 1, JPN6014017526, 1999, pages 39 - 46, ISSN: 0002801272 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2023524747A (ja) * | 2020-05-04 | 2023-06-13 | トラスティーズ オブ タフツ カレッジ | 脳送達のための合成脂質様材料 |
| JP7800914B2 (ja) | 2020-05-04 | 2026-01-16 | トラスティーズ オブ タフツ カレッジ | 脳送達のための合成脂質様材料 |
Also Published As
| Publication number | Publication date |
|---|---|
| CN102369185A (zh) | 2012-03-07 |
| US20110319387A1 (en) | 2011-12-29 |
| US8614246B2 (en) | 2013-12-24 |
| WO2010100133A2 (fr) | 2010-09-10 |
| EP2403830A2 (fr) | 2012-01-11 |
| FR2942625A1 (fr) | 2010-09-03 |
| FR2942625B1 (fr) | 2013-11-22 |
| WO2010100133A3 (fr) | 2010-11-18 |
| CA2754283A1 (fr) | 2010-09-10 |
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