ZA200200440B - Thienopyrimidines as phosphodiesterase inhibitors. - Google Patents

Thienopyrimidines as phosphodiesterase inhibitors. Download PDF

Info

Publication number: ZA200200440B
Authority: ZA; South Africa
Prior art keywords: formula; compounds; compound; physiologically acceptable; acid
Prior art date: 1999-06-19

Application number

ZA200200440A

Other languages

English (en)

Inventor

Rochus Jonas

Franz-Werner Kluxen

Pierre Shelling

Maria Christadler

Original Assignee

Merck Patent Gmbh

Priority date (The priority date 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 date listed.)

1999-06-19

Filing date

2002-01-17

Publication date

2003-06-25

2002-01-17 Application filed by Merck Patent Gmbh filed Critical Merck Patent Gmbh

2003-06-25 Publication of ZA200200440B publication Critical patent/ZA200200440B/en

Links

229940082638 cardiac stimulant phosphodiesterase inhibitors Drugs 0.000 title 1
239000002571 phosphodiesterase inhibitor Substances 0.000 title 1
150000001875 compounds Chemical class 0.000 claims description 67
-1 COOA Chemical group 0.000 claims description 36
150000003839 salts Chemical class 0.000 claims description 31
239000002253 acid Substances 0.000 claims description 21
238000000034 method Methods 0.000 claims description 21
125000004432 carbon atom Chemical group C* 0.000 claims description 15
239000000203 mixture Substances 0.000 claims description 15
239000000126 substance Substances 0.000 claims description 14
125000000896 monocarboxylic acid group Chemical group 0.000 claims description 12
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 11
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 10
238000002360 preparation method Methods 0.000 claims description 10
239000003814 drug Substances 0.000 claims description 9
238000004519 manufacturing process Methods 0.000 claims description 8
125000000217 alkyl group Chemical group 0.000 claims description 7
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 6
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 6
238000002560 therapeutic procedure Methods 0.000 claims description 6
125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims description 5
239000000825 pharmaceutical preparation Substances 0.000 claims description 5
125000002947 alkylene group Chemical group 0.000 claims description 4
210000000748 cardiovascular system Anatomy 0.000 claims description 4
125000004093 cyano group Chemical group *C#N 0.000 claims description 4
125000000753 cycloalkyl group Chemical group 0.000 claims description 4
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125000004185 ester group Chemical group 0.000 claims description 3
230000003301 hydrolyzing effect Effects 0.000 claims description 3
239000000546 pharmaceutical excipient Substances 0.000 claims description 3
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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 claims description 3
RTAIQZZASOBMQE-UHFFFAOYSA-N 4-[4-[(3-chloro-4-hydroxyphenyl)methylamino]-[1]benzothiolo[2,3-d]pyrimidin-2-yl]cyclohexane-1-carboxylic acid Chemical compound C1CC(C(=O)O)CCC1C1=NC(NCC=2C=C(Cl)C(O)=CC=2)=C2C3=CC=CC=C3SC2=N1 RTAIQZZASOBMQE-UHFFFAOYSA-N 0.000 claims description 2
125000004429 atom Chemical group 0.000 claims description 2
230000002401 inhibitory effect Effects 0.000 claims description 2
239000002590 phosphodiesterase V inhibitor Substances 0.000 claims description 2
239000007787 solid Substances 0.000 claims description 2
125000005605 benzo group Chemical group 0.000 claims 4
102000011016 Type 5 Cyclic Nucleotide Phosphodiesterases Human genes 0.000 claims 1
108010037581 Type 5 Cyclic Nucleotide Phosphodiesterases Proteins 0.000 claims 1
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235000011054 acetic acid Nutrition 0.000 description 3
150000001340 alkali metals Chemical class 0.000 description 3
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125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 3
238000006356 dehydrogenation reaction Methods 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
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239000002904 solvent Substances 0.000 description 3
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102000004190 Enzymes Human genes 0.000 description 2
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VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
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229940083082 pyrimidine derivative acting on arteriolar smooth muscle Drugs 0.000 description 2
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239000011593 sulfur Substances 0.000 description 2
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Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/10—Drugs for genital or sexual disorders; Contraceptives for impotence
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- 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
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure

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Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
General Health & Medical Sciences (AREA)
Veterinary Medicine (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Bioinformatics & Cheminformatics (AREA)
Pharmacology & Pharmacy (AREA)
Engineering & Computer Science (AREA)
Animal Behavior & Ethology (AREA)
Public Health (AREA)
Cardiology (AREA)
Heart & Thoracic Surgery (AREA)
Endocrinology (AREA)
Reproductive Health (AREA)
Hospice & Palliative Care (AREA)
Communicable Diseases (AREA)
Oncology (AREA)
Gynecology & Obstetrics (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

ZA200200440A 1999-06-19 2002-01-17 Thienopyrimidines as phosphodiesterase inhibitors. ZA200200440B (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19928146A DE19928146A1 (de)	1999-06-19	1999-06-19	Thienopyrimidine

Publications (1)

Publication Number	Publication Date
ZA200200440B true ZA200200440B (en)	2003-06-25

Family

ID=7911858

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
ZA200200440A ZA200200440B (en)	1999-06-19	2002-01-17	Thienopyrimidines as phosphodiesterase inhibitors.

Country Status (24)

Country	Link
US (1)	US6787548B1 (no)
EP (1)	EP1189907B1 (no)
JP (1)	JP2003502429A (no)
KR (1)	KR20020010719A (no)
CN (1)	CN1144806C (no)
AR (1)	AR024380A1 (no)
AT (1)	ATE285412T1 (no)
AU (1)	AU767273B2 (no)
BR (1)	BR0011778A (no)
CA (1)	CA2375278A1 (no)
CZ (1)	CZ293901B6 (no)
DE (2)	DE19928146A1 (no)
ES (1)	ES2234613T3 (no)
HK (1)	HK1047434B (no)
HU (1)	HUP0201730A3 (no)
MX (1)	MXPA01013228A (no)
NO (1)	NO20016201L (no)
PL (1)	PL351822A1 (no)
PT (1)	PT1189907E (no)
RU (1)	RU2238274C2 (no)
SK (1)	SK18222001A3 (no)
UA (1)	UA72256C2 (no)
WO (1)	WO2000078767A1 (no)
ZA (1)	ZA200200440B (no)

Families Citing this family (18)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE19944604A1 (de) *	1999-09-17	2001-03-22	Merck Patent Gmbh	Aminderivate
DE10001021A1 (de) *	2000-01-13	2001-07-19	Merck Patent Gmbh	Pharmazeutische Zubereitung
DE10010612A1 (de) *	2000-03-03	2001-09-27	Merck Patent Gmbh	Verwendung von PDE V-Inhibitoren
DE10017947A1 (de) *	2000-04-11	2001-10-25	Merck Patent Gmbh	Verfahren zur Herstellung benzo-annelierter Heterocyclen
DE10031585A1 (de) *	2000-06-29	2002-01-10	Merck Patent Gmbh	2-Aminoalkyl-thieno[2,3-d]pyrimidine
DE10107261B4 (de) *	2001-02-16	2005-03-10	Merck Patent Gmbh	Pharmazeutische Zusammensetzung
WO2003035653A1 (fr) *	2001-10-26	2003-05-01	Nippon Soda Co.,Ltd.	Compose pyridothienopyrimidine et son sel
CA2620333A1 (en)	2005-08-26	2007-03-01	Braincells, Inc.	Neurogenesis by muscarinic receptor modulation
EP2258359A3 (en)	2005-08-26	2011-04-06	Braincells, Inc.	Neurogenesis by muscarinic receptor modulation with sabcomelin
EP2377530A3 (en)	2005-10-21	2012-06-20	Braincells, Inc.	Modulation of neurogenesis by PDE inhibition
WO2007053596A1 (en)	2005-10-31	2007-05-10	Braincells, Inc.	Gaba receptor mediated modulation of neurogenesis
US20100216734A1 (en)	2006-03-08	2010-08-26	Braincells, Inc.	Modulation of neurogenesis by nootropic agents
JP2009536669A (ja)	2006-05-09	2009-10-15	ブレインセルス，インコーポレイティド	アンジオテンシン調節による神経新生
EP2026813A2 (en)	2006-05-09	2009-02-25	Braincells, Inc.	5 ht receptor mediated neurogenesis
KR20090064418A (ko)	2006-09-08	2009-06-18	브레인셀즈 인코퍼레이션	4-아실아미노피리딘 유도체 포함 조합물
US20100184806A1 (en)	2006-09-19	2010-07-22	Braincells, Inc.	Modulation of neurogenesis by ppar agents
US20100216805A1 (en)	2009-02-25	2010-08-26	Braincells, Inc.	Modulation of neurogenesis using d-cycloserine combinations
US20150119399A1 (en)	2012-01-10	2015-04-30	President And Fellows Of Harvard College	Beta-cell replication promoting compounds and methods of their use

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE19644228A1 (de)	1996-10-24	1998-04-30	Merck Patent Gmbh	Thienopyrimidine
DE19819023A1 (de)	1998-04-29	1999-11-04	Merck Patent Gmbh	Thienopyrimidine

1999
- 1999-06-19 DE DE19928146A patent/DE19928146A1/de not_active Withdrawn
2000
- 2000-06-07 PT PT00936871T patent/PT1189907E/pt unknown
- 2000-06-07 ES ES00936871T patent/ES2234613T3/es not_active Expired - Lifetime
- 2000-06-07 DE DE50009042T patent/DE50009042D1/de not_active Expired - Fee Related
- 2000-06-07 PL PL00351822A patent/PL351822A1/xx unknown
- 2000-06-07 AU AU52204/00A patent/AU767273B2/en not_active Ceased
- 2000-06-07 BR BR0011778-1A patent/BR0011778A/pt not_active IP Right Cessation
- 2000-06-07 MX MXPA01013228A patent/MXPA01013228A/es unknown
- 2000-06-07 KR KR1020017016275A patent/KR20020010719A/ko not_active Application Discontinuation
- 2000-06-07 CN CNB008090483A patent/CN1144806C/zh not_active Expired - Fee Related
- 2000-06-07 HU HU0201730A patent/HUP0201730A3/hu unknown
- 2000-06-07 CZ CZ20014422A patent/CZ293901B6/cs not_active IP Right Cessation
- 2000-06-07 AT AT00936871T patent/ATE285412T1/de not_active IP Right Cessation
- 2000-06-07 EP EP00936871A patent/EP1189907B1/de not_active Expired - Lifetime
- 2000-06-07 RU RU2002100642/04A patent/RU2238274C2/ru not_active IP Right Cessation
- 2000-06-07 WO PCT/EP2000/005278 patent/WO2000078767A1/de not_active Application Discontinuation
- 2000-06-07 CA CA002375278A patent/CA2375278A1/en not_active Abandoned
- 2000-06-07 SK SK1822-2001A patent/SK18222001A3/sk unknown
- 2000-06-07 JP JP2001504933A patent/JP2003502429A/ja active Pending
- 2000-06-07 US US10/018,484 patent/US6787548B1/en not_active Expired - Fee Related
- 2000-06-16 AR ARP000102985A patent/AR024380A1/es not_active Application Discontinuation
- 2000-07-06 UA UA2002010486A patent/UA72256C2/uk unknown
2001
- 2001-12-18 NO NO20016201A patent/NO20016201L/no not_active Application Discontinuation
2002
- 2002-01-17 ZA ZA200200440A patent/ZA200200440B/en unknown
- 2002-12-13 HK HK02109063.1A patent/HK1047434B/zh not_active IP Right Cessation

Also Published As

Publication number	Publication date
EP1189907B1 (de)	2004-12-22
UA72256C2 (uk)	2005-02-15
MXPA01013228A (es)	2002-07-02
AU5220400A (en)	2001-01-09
NO20016201D0 (no)	2001-12-18
CN1355805A (zh)	2002-06-26
ATE285412T1 (de)	2005-01-15
PL351822A1 (en)	2003-06-16
EP1189907A1 (de)	2002-03-27
CN1144806C (zh)	2004-04-07
CA2375278A1 (en)	2000-12-28
ES2234613T3 (es)	2005-07-01
HK1047434A1 (en)	2003-02-21
HUP0201730A2 (en)	2002-09-28
DE50009042D1 (en)	2005-01-27
RU2238274C2 (ru)	2004-10-20
DE19928146A1 (de)	2000-12-21
AR024380A1 (es)	2002-10-02
SK18222001A3 (sk)	2002-06-04
CZ293901B6 (cs)	2004-08-18
JP2003502429A (ja)	2003-01-21
WO2000078767A1 (de)	2000-12-28
CZ20014422A3 (cs)	2002-03-13
HK1047434B (zh)	2005-01-28
HUP0201730A3 (en)	2004-12-28
KR20020010719A (ko)	2002-02-04
AU767273B2 (en)	2003-11-06
US6787548B1 (en)	2004-09-07
BR0011778A (pt)	2002-04-23
PT1189907E (pt)	2005-05-31
NO20016201L (no)	2001-12-18

Publication	Publication Date	Title
US6420368B1 (en)	2002-07-16	Thienopyrimidines
US6787548B1 (en)	2004-09-07	Thienopyrimidines as phosphodiesterase inhibitors
US20040034040A1 (en)	2004-02-19	Use of thienopyrimidines
AU773878B2 (en)	2004-06-10	Pyrazolo(4,3-d)pyrimidines
CA2328280C (en)	2009-09-29	Thienopyrimidines
US20040077664A1 (en)	2004-04-22	Pharmaceutical formulation comprising pyrazolo[4,3-d]pyrimidine and nitrates or thienopyrimidines and nitrates
US20040023991A1 (en)	2004-02-05	Use of pyrazolo[4,3-d]pyrimidines
AU2001237379B2 (en)	2005-05-05	Use of benzothieno-2,3-D-pyrimidines with PDE V inhibitory effect for the treatment of erectile dysfunction
US6780867B2 (en)	2004-08-24	Thienopyrimidines
CA2387123A1 (en)	2001-03-22	Use of thienopyrimidines
CA2387520A1 (en)	2001-03-29	Amine derivatives
ZA200306730B (en)	2004-09-01	Pharmaceutical formulation containing pyrazolo[4,3-d] pyrimidine and nitrates or thienopyrimidines and nitrates.