CN102292340B - 用作pde9 抑制剂的氨基-杂环类化合物 - Google Patents
用作pde9 抑制剂的氨基-杂环类化合物 Download PDFInfo
- Publication number
- CN102292340B CN102292340B CN201080005394.XA CN201080005394A CN102292340B CN 102292340 B CN102292340 B CN 102292340B CN 201080005394 A CN201080005394 A CN 201080005394A CN 102292340 B CN102292340 B CN 102292340B
- Authority
- CN
- China
- Prior art keywords
- pyrimidin
- dihydro
- pyrazolo
- ethyl
- cyclopentyl
- 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.)
- Expired - Fee Related
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- 0 *Cc1ncccn1 Chemical compound *Cc1ncccn1 0.000 description 3
- UTALBSXROBFNSI-UHFFFAOYSA-N C(C1CNC1)c1ncccn1 Chemical compound C(C1CNC1)c1ncccn1 UTALBSXROBFNSI-UHFFFAOYSA-N 0.000 description 1
- QHTVYWFXDYYUAP-ZETCQYMHSA-N C(CNC1)[C@@H]1Oc1ncccn1 Chemical compound C(CNC1)[C@@H]1Oc1ncccn1 QHTVYWFXDYYUAP-ZETCQYMHSA-N 0.000 description 1
- HCZMCYRCAJKKLR-UHFFFAOYSA-N C(c1ccccc1)N(CC1)CC1c1ncccn1 Chemical compound C(c1ccccc1)N(CC1)CC1c1ncccn1 HCZMCYRCAJKKLR-UHFFFAOYSA-N 0.000 description 1
- ZDHWTWWXCXEGIC-UHFFFAOYSA-N C=Cc1ncccn1 Chemical compound C=Cc1ncccn1 ZDHWTWWXCXEGIC-UHFFFAOYSA-N 0.000 description 1
- ABLTZWIYELNTQQ-UHFFFAOYSA-N CC(C)(C)OC(N(C1)CC1=Cc1ncccn1)=O Chemical compound CC(C)(C)OC(N(C1)CC1=Cc1ncccn1)=O ABLTZWIYELNTQQ-UHFFFAOYSA-N 0.000 description 1
- VMKIXWAFFVLJCK-UHFFFAOYSA-N CC(C)(C)OC(N(C1)CC1=O)=O Chemical compound CC(C)(C)OC(N(C1)CC1=O)=O VMKIXWAFFVLJCK-UHFFFAOYSA-N 0.000 description 1
- APCBTRDHCDOPNY-ZETCQYMHSA-N CC(C)(C)OC(N(CC1)C[C@H]1O)=O Chemical compound CC(C)(C)OC(N(CC1)C[C@H]1O)=O APCBTRDHCDOPNY-ZETCQYMHSA-N 0.000 description 1
- ITMWYEKNIATPKN-JTQLQIEISA-N CC(C)(C)OC(N(CC1)C[C@H]1Oc1ncccn1)=O Chemical compound CC(C)(C)OC(N(CC1)C[C@H]1Oc1ncccn1)=O ITMWYEKNIATPKN-JTQLQIEISA-N 0.000 description 1
- SEOBJDCODJJFLV-UHFFFAOYSA-N CC(C)(C)OC(N1CC(Cc2ncccn2)C1)=O Chemical compound CC(C)(C)OC(N1CC(Cc2ncccn2)C1)=O SEOBJDCODJJFLV-UHFFFAOYSA-N 0.000 description 1
- KFPPPXHMKJPZPN-UHFFFAOYSA-N CC(c1cnc(C2CNCC2)nc1)P Chemical compound CC(c1cnc(C2CNCC2)nc1)P KFPPPXHMKJPZPN-UHFFFAOYSA-N 0.000 description 1
- VHLQGRGQUHOUHK-UHFFFAOYSA-N COCN(Cc1ccccc1)CS(C)(C)C Chemical compound COCN(Cc1ccccc1)CS(C)(C)C VHLQGRGQUHOUHK-UHFFFAOYSA-N 0.000 description 1
- RFVQRDCEALZTHS-SNVBAGLBSA-M C[C@H](C(N1)=NC([N-]C2CCOCC2)=C(C=N)C1=O)N(C1)CC1OS(C)(=O)=O Chemical compound C[C@H](C(N1)=NC([N-]C2CCOCC2)=C(C=N)C1=O)N(C1)CC1OS(C)(=O)=O RFVQRDCEALZTHS-SNVBAGLBSA-M 0.000 description 1
- NJPYDEOXYPCUHQ-UHFFFAOYSA-N N#Cc(cc1)ccc1OC1CNC1 Chemical compound N#Cc(cc1)ccc1OC1CNC1 NJPYDEOXYPCUHQ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- 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
- A61K31/13—Amines
-
- 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
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/27—Esters, e.g. nitroglycerine, selenocyanates of carbamic or thiocarbamic acids, meprobamate, carbachol, neostigmine
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/444—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring heteroatom, e.g. amrinone
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/445—Non condensed piperidines, e.g. piperocaine
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
- A61K31/473—Quinolines; Isoquinolines ortho- or peri-condensed with carbocyclic ring systems, e.g. acridines, phenanthridines
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/55—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
-
- 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
- A61P25/18—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
- A61P25/28—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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Psychiatry (AREA)
- Emergency Medicine (AREA)
- Hospice & Palliative Care (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US20609209P | 2009-01-26 | 2009-01-26 | |
| US61/206,092 | 2009-01-26 | ||
| PCT/IB2010/050133 WO2010084438A1 (en) | 2009-01-26 | 2010-01-13 | Amino-heterocyclic compounds used as pde9 inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102292340A CN102292340A (zh) | 2011-12-21 |
| CN102292340B true CN102292340B (zh) | 2015-05-06 |
Family
ID=42062324
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201080005394.XA Expired - Fee Related CN102292340B (zh) | 2009-01-26 | 2010-01-13 | 用作pde9 抑制剂的氨基-杂环类化合物 |
Country Status (21)
| Country | Link |
|---|---|
| US (3) | US8278295B2 (https=) |
| EP (1) | EP2389382B1 (https=) |
| JP (1) | JP5656874B2 (https=) |
| KR (1) | KR101417237B1 (https=) |
| CN (1) | CN102292340B (https=) |
| AR (1) | AR074966A1 (https=) |
| AU (1) | AU2010207507B2 (https=) |
| CA (1) | CA2748864C (https=) |
| DK (1) | DK2389382T3 (https=) |
| ES (1) | ES2420860T3 (https=) |
| HR (1) | HRP20130530T1 (https=) |
| IL (2) | IL213923A (https=) |
| MX (1) | MX2011007862A (https=) |
| PL (1) | PL2389382T3 (https=) |
| PT (1) | PT2389382E (https=) |
| SG (1) | SG172805A1 (https=) |
| SI (1) | SI2389382T1 (https=) |
| TW (1) | TWI404721B (https=) |
| UY (1) | UY32391A (https=) |
| WO (1) | WO2010084438A1 (https=) |
| ZA (1) | ZA201105931B (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11905293B2 (en) | 2017-05-22 | 2024-02-20 | Topadur Pharma Ag | Dual mode of action soluble guanylate cyclase activators and phosphodiesterase inhibitors and uses thereof |
Families Citing this family (48)
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| DE10164139A1 (de) | 2001-12-27 | 2003-07-10 | Bayer Ag | 2-Heteroarylcarbonsäureamide |
| KR20180011888A (ko) | 2008-11-19 | 2018-02-02 | 포럼 파마슈티칼즈 인크. | (ｒ)-７-클로로-ｎ-(퀴누클리딘-３-일)벤조［ｂ］티오펜-２-카르복사미드 및 그 약학적으로 허용가능한 염을 이용한 인지 장애의 치료 |
| PE20120324A1 (es) * | 2009-05-11 | 2012-04-17 | Envivo Pharmaceuticals Inc | Combinacion que comprende (r)-7-cloro-n-(quinuclidin-3-il)benzo[b]tiofeno-2-carboxamida y donezepilo como moduladora de trastornos cognitivos |
| AR081402A1 (es) | 2010-05-17 | 2012-08-29 | Envivo Pharmaceuticals Inc | Una forma cristalina de clorhidrato de (r)-7-cloro-n-(quinuclidin-3-il) benzo(b)tiofeno-2-carboxamida monohidrato |
| RS54834B1 (sr) | 2010-09-07 | 2016-10-31 | Astellas Pharma Inc | Jedinjenja pirazolokvinolina |
| BR112013005439A2 (pt) | 2010-09-07 | 2017-09-19 | Astellas Pharma Inc | compostos de quinoxalina |
| SG11201502728WA (en) | 2011-10-10 | 2015-05-28 | Lundbeck & Co As H | Pde9i with imidazo pyrazinone backbone |
| BR112014018199A8 (pt) | 2012-01-26 | 2021-03-02 | H Lundbeck As | inibidores da pde9 com cadeia principal imidazo triazinona, composição farmacêutica que os compreende, uso dos referidos inibidores e processo para sua preparação |
| CN106063787A (zh) | 2012-02-03 | 2016-11-02 | 泰华制药工业有限公司 | 拉喹莫德用于治疗一线抗TNFα疗法失败的克罗恩氏病患者的用途 |
| CA2872005A1 (en) | 2012-05-08 | 2013-11-14 | Forum Pharmaceuticals, Inc. | Methods of maintaining, treating or improving cognitive function |
| CN102786525B (zh) * | 2012-08-08 | 2014-12-17 | 中山大学 | N-取代吡唑并[3,4-d]嘧啶酮类化合物、其制备方法及其应用 |
| WO2014024125A1 (en) | 2012-08-08 | 2014-02-13 | Celon Pharma S.A. | Pyrazolo[4,3-d]pyrimidin-7(6h)-one derivatives as pde9 inhibitors |
| TW201410244A (zh) | 2012-08-13 | 2014-03-16 | Teva Pharma | 用於治療ｇａｂａ媒介之疾病之拉喹莫德（ｌａｑｕｉｎｉｍｏｄ） |
| WO2014063105A1 (en) * | 2012-10-19 | 2014-04-24 | Celus Pharmaceuticals, Inc. | Vitamin d analogues for the treatment of a neurological disorder |
| CN103207246B (zh) * | 2012-12-21 | 2017-10-10 | 北京万全德众医药生物技术有限公司 | 一种用液相色谱法分离测定鲁拉西酮及其光学异构体的方法 |
| CA3193201A1 (en) * | 2014-05-06 | 2015-11-12 | Anthony G. Visco | Methods of treating or preventing preterm labor |
| MX2016016488A (es) | 2014-08-27 | 2017-03-30 | Hoffmann La Roche | Derivados de azetidina sustituidos como ligandos de receptores asociados a aminas en trazas (taar). |
| TW201629064A (zh) | 2014-10-10 | 2016-08-16 | Ｈ 朗德貝克公司 | 作爲ｐｄｅ１抑制劑之三唑並吡酮 |
| JO3627B1 (ar) | 2015-04-30 | 2020-08-27 | H Lundbeck As | إيميدازو بيرازينونات على هيئة مثبطات pde1 |
| HRP20240082T1 (hr) | 2015-07-07 | 2024-03-29 | H. Lundbeck A/S | Inhibitor pde9 s okosnicom imidazopirazinona za liječenje perifernih bolesti |
| WO2017019723A1 (en) * | 2015-07-29 | 2017-02-02 | Merck Sharp & Dohme Corp. | Aza-cyanoquinolinone pde9 inhibitors |
| WO2017019726A1 (en) * | 2015-07-29 | 2017-02-02 | Merck Sharp & Dohme Corp. | Oxy-cyanoquinolinone pde9 inhibitors |
| US10370336B2 (en) | 2015-07-29 | 2019-08-06 | Merck Sharp & Dohme Corp. | Phenyl-cyanoquinolinone PDE9 inhibitors |
| US10662146B2 (en) | 2015-09-15 | 2020-05-26 | Praxis Bioresearch, LLC | Prodrugs of fencamfamine |
| CN105467028A (zh) * | 2015-11-18 | 2016-04-06 | 北京万全德众医药生物技术有限公司 | 气相色谱法分离测定鲁拉西酮中间体光学异构体的方法 |
| CN105669680B (zh) * | 2016-03-24 | 2018-02-23 | 南京药捷安康生物科技有限公司 | 吡咯并[2,1‑f][1,2,4]三嗪‑4(1H)‑酮衍生物类PDE9A抑制剂 |
| TWI729109B (zh) | 2016-04-12 | 2021-06-01 | 丹麥商Ｈ 朗德貝克公司 | 作爲PDE1抑制劑的1,5-二氫-4H-吡唑并[3,4-d]嘧啶-4-酮和1,5-二氫-4H-吡唑并[4,3-c]吡啶-4-酮 |
| TN2018000383A1 (en) | 2016-07-06 | 2020-06-15 | H Lundbeck As | Pde9 inhibitors for treatment of peripheral diseases. |
| ES2967489T3 (es) | 2016-10-18 | 2024-04-30 | H Lundbeck As | Imidazopirazinonas, pirazolopirimidinonas y pirazolopiridinonas como inhibidores de PDE1 |
| RU2019109039A (ru) | 2016-10-28 | 2020-11-30 | Х. Лундбекк А/С | Комбинированные средства для лечения, предусматривающего введение имидазопиразинонов, предназначенные для лечения психических и/или когнитивных расстройств |
| MX2019004859A (es) | 2016-10-28 | 2019-06-20 | H Lundbeck As | Tratamientos de combinacion que comprenden la administracion de imidazopirazinonas. |
| EP3541784B1 (en) * | 2016-11-18 | 2023-09-13 | Integrative Research Laboratories Sweden AB | Novel azetidine derivatives useful as modulators of cortical catecholaminergic neurotransmission |
| JP7111720B2 (ja) | 2016-12-28 | 2022-08-02 | ダート・ニューロサイエンス・エルエルシー | Ｐｄｅ２阻害剤としての置換ピラゾロピリミジノン化合物 |
| EP3585392A1 (en) * | 2017-02-23 | 2020-01-01 | Boehringer Ingelheim International GmbH | New medical use of compound iii |
| CN106957300A (zh) * | 2017-04-12 | 2017-07-18 | 苏州汉德创宏生化科技有限公司 | 抗肿瘤杂环药物中间体2‑(3‑氮杂环丁基）吡啶二盐酸盐的合成方法 |
| DK3630772T3 (da) | 2017-05-26 | 2024-02-05 | Cardurion Pharmaceuticals Inc | Fremgangsmåder til fremstilling og anvendelse af pde9-hæmmere |
| WO2018221550A1 (ja) * | 2017-06-01 | 2018-12-06 | エーザイ・アール・アンド・ディー・マネジメント株式会社 | ピラゾロキノリン誘導体とメマンチンの併用による認知症治療剤 |
| RU2019135834A (ru) * | 2017-06-01 | 2021-07-13 | Эйсай Ар Энд Ди Менеджмент Ко., Лтд. | Терапевтическое средство для лечения деменции, представляющее собой комбинацию производного пиразолохинолина и донепезила |
| BR112019023552A2 (pt) | 2017-06-01 | 2020-06-02 | Eisai R&D Management Co., Ltd. | Agente terapêutico para a demência com corpos de lewy contendo derivado de pirazoloquinolina |
| KR20200010211A (ko) | 2017-06-01 | 2020-01-30 | 에자이 알앤드디 매니지먼트 가부시키가이샤 | Pde9 저해제를 포함하는 약제학적 조성물 |
| RU2019144010A (ru) | 2017-06-08 | 2021-07-13 | Мерк Шарп И Доум Корп. | Пиразолопиримидиновые ингибиторы pde9 |
| CA3120971A1 (en) | 2017-11-27 | 2019-05-31 | Dart Neuroscience, Llc | Substituted furanopyrimidine compounds as pde1 inhibitors |
| FI3801526T3 (fi) | 2018-05-25 | 2024-03-20 | Cardurion Pharmaceuticals Inc | 6-[(3s,4s)-4-metyyli-1-(pyrimidin-2-yylimetyyli)pyrrolidin-3-yyli]-3-tetrahydropyran-4-yyli-7h-imidatso[1,5-a]pyratsin-8-onin monohydraattimuotoja ja kiteisiä muotoja |
| EP3843737A4 (en) | 2018-08-31 | 2022-06-01 | Imara Inc. | PDE9 INHIBITORS FOR THE TREATMENT OF SICKLE CELL DISEASE |
| SG11202109781QA (en) * | 2019-03-08 | 2021-10-28 | Transthera Sciences Nanjing Inc | Uses of phosphodiesterase inhibitors |
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| CN120897742A (zh) * | 2022-11-15 | 2025-11-04 | 福睿德姆生物科学公司 | 通过抑制9型磷酸二酯酶增强血清素能致幻药物在治疗或预防某些神经精神障碍中的功效 |
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