HUP0200232A2 - Phenylenediamine group and heterocyclic carboxamide-containing thiourea inhibitors of herpes viruses their use and pharmaceutical compositions containing them - Google Patents
Phenylenediamine group and heterocyclic carboxamide-containing thiourea inhibitors of herpes viruses their use and pharmaceutical compositions containing themInfo
- Publication number
- HUP0200232A2 HUP0200232A2 HU0200232A HUP0200232A HUP0200232A2 HU P0200232 A2 HUP0200232 A2 HU P0200232A2 HU 0200232 A HU0200232 A HU 0200232A HU P0200232 A HUP0200232 A HU P0200232A HU P0200232 A2 HUP0200232 A2 HU P0200232A2
- Authority
- HU
- Hungary
- Prior art keywords
- alkyl
- group
- compounds
- virus
- perhaloalkyl
- Prior art date
Links
- -1 heterocyclic carboxamide Chemical class 0.000 title abstract 3
- 241001529453 unidentified herpesvirus Species 0.000 title abstract 3
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 title 2
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical group NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 title 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 title 1
- 239000003112 inhibitor Substances 0.000 title 1
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 4
- 125000003118 aryl group Chemical group 0.000 abstract 3
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 3
- 125000001072 heteroaryl group Chemical group 0.000 abstract 3
- 125000000592 heterocycloalkyl group Chemical group 0.000 abstract 3
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 241000701085 Human alphaherpesvirus 3 Species 0.000 abstract 1
- 241000701024 Human betaherpesvirus 5 Species 0.000 abstract 1
- 241000701041 Human betaherpesvirus 7 Species 0.000 abstract 1
- 241000701044 Human gammaherpesvirus 4 Species 0.000 abstract 1
- 241000701027 Human herpesvirus 6 Species 0.000 abstract 1
- 241000700584 Simplexvirus Species 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000003282 alkyl amino group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 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
- 201000010099 disease Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000002950 monocyclic group Chemical group 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/30—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D263/34—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- 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
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- 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
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/18—Antivirals for RNA viruses for HIV
-
- 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
- A61P31/12—Antivirals
- A61P31/20—Antivirals for DNA viruses
- A61P31/22—Antivirals for DNA viruses for herpes viruses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D277/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/06—1,2,3-Thiadiazoles; Hydrogenated 1,2,3-thiadiazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Virology (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Molecular Biology (AREA)
- Biotechnology (AREA)
- Pulmonology (AREA)
- Diabetes (AREA)
- AIDS & HIV (AREA)
- Tropical Medicine & Parasitology (AREA)
- Ophthalmology & Optometry (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Hematology (AREA)
- Dermatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Furan Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
A találmány (I) általános képletű vegyületekre és gyógyászatilagelfogadható sóikra vonatkozik, ahol R1-R5 jelentése egymástólfüggetlenül hidrogénatom, alkil-, alkenil-, alkinil-,perhalogénalkil-, cikloalkil-, heterocikloalkil-, aril-,heteroarilcsoport, halogénatom, ciano-, nitrocsoport, -CO2R6, -COR6, -OR6, -SR6, -SOR6, -SO2R6, -CONR7R8, -NR6N(R7R8), -N(R7R8) vagy W-Y-(CH2)n-Z általános képletű csoport R6 és R7 jelentése egymástólfüggetlenül hidrogénatom, alkil-, perhalogénalkil-, vagy arilcsoport;R8 jelentése hidrogénatom, alkil-, perhalogénalkil-, cikloalkil-,heterocikloalkil-, aril-, heteroarilcsoport, vagy R7 és R8 együtt 3-7tagú heterocikloalkilcsoportot alkothat; W jelentése oxigénatom, -NR6általános képletű csoport, vagy hiányzik; Y jelentése -(CO)- vagy -(CO2)-, vagy hiányzik; Z jelentése alkil-, cianocsoport, -CO2R6, -COR6, -CONR7R8, -OCOR6, -NR6COR7, -OCONR6, -OR6, -SR6, -SOR6, -SO2R6,SR6N(R7R8), -N(R7R8) általános képletű csoport vagy fenilcsoport; Gjelentése monociklusos heteroarilcsoport; X jelentése vegyértékkötés,-NH, alkil-, alkenil-, alkoxi-, alkil-tio-, alkil-aminocsoport vagy(CH)J általános képletű csoport; J jelentése alkil-, cikloalkil-,fenil- vagy benzilcsoport; és n értéke 1-6. A vegyületek gátoljákés/vagy gyógyítják a herpesz vírusok, például a humáncitomegalovírusok, herpesz szimplex vírusok, Epstein-Barr vírus,varicella-zoster vírus, humán herpesz vírus-6 és -7 és a Kaposiherpesz vírus által okozott betegségeket. A találmány a vegyületekettartalmazó gyógyszerkészítményekre és a vegyületek alkalmazására isvonatkozik. ÓThe invention relates to compounds of general formula (I) and their pharmaceutically acceptable salts, where R1-R5 are independently hydrogen, alkyl, alkenyl, alkynyl, perhaloalkyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, halogen, cyano, nitro . alkyl, perhaloalkyl, or aryl group; R8 is a hydrogen atom, alkyl, perhaloalkyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl group, or R7 and R8 together can form a 3- to 7-membered heterocycloalkyl group; W is an oxygen atom, a group of general formula -NR6, or is absent; Y is -(CO)- or -(CO2)- or absent; Z is alkyl, cyano, -CO2R6, -COR6, -CONR7R8, -OCOR6, -NR6COR7, -OCONR6, -OR6, -SR6, -SOR6, -SO2R6, SR6N(R7R8), -N(R7R8) or phenyl; G represents a monocyclic heteroaryl group; X is a valence bond, -NH, alkyl, alkenyl, alkoxy, alkylthio, alkylamino or (CH)J; J is alkyl, cycloalkyl, phenyl or benzyl; and n is 1-6. The compounds inhibit and/or cure diseases caused by herpes viruses such as human cytomegalovirus, herpes simplex virus, Epstein-Barr virus, varicella-zoster virus, human herpes virus-6 and -7 and Kaposi's herpes virus. The invention also relates to pharmaceutical preparations containing the compounds and to the use of the compounds. HE
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US20855998A | 1998-12-09 | 1998-12-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HUP0200232A2 true HUP0200232A2 (en) | 2002-05-29 |
Family
ID=22775044
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU0200232A HUP0200232A2 (en) | 1998-12-09 | 1999-12-06 | Phenylenediamine group and heterocyclic carboxamide-containing thiourea inhibitors of herpes viruses their use and pharmaceutical compositions containing them |
Country Status (18)
| Country | Link |
|---|---|
| EP (1) | EP1144397A3 (en) |
| JP (1) | JP2002531554A (en) |
| CN (1) | CN1348446A (en) |
| AU (1) | AU1934700A (en) |
| BG (1) | BG105581A (en) |
| BR (1) | BR9916046A (en) |
| CA (1) | CA2350767A1 (en) |
| CZ (1) | CZ20011956A3 (en) |
| EA (1) | EA200100631A1 (en) |
| HU (1) | HUP0200232A2 (en) |
| ID (1) | ID30158A (en) |
| IL (1) | IL143182A0 (en) |
| NO (1) | NO20012832L (en) |
| PL (1) | PL349217A1 (en) |
| SK (1) | SK7682001A3 (en) |
| TR (1) | TR200101664T2 (en) |
| WO (1) | WO2000034258A2 (en) |
| ZA (1) | ZA200104377B (en) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6166028A (en) * | 1998-12-09 | 2000-12-26 | American Home Products Corporation | Diaminopuridine-containing thiourea inhibitors of herpes viruses |
| US6844367B1 (en) | 1999-09-17 | 2005-01-18 | Millennium Pharmaceuticals, Inc. | Benzamides and related inhibitors of factor Xa |
| ATE311366T1 (en) | 2000-02-29 | 2005-12-15 | Millennium Pharm Inc | BENZAMIDE AND SIMILAR FACTOR XA INHIBITORS |
| US7220768B2 (en) * | 2003-02-11 | 2007-05-22 | Wyeth Holdings Corp. | Isoxazole-containing thiourea inhibitors useful for treatment of varicella zoster virus |
| PT2077995E (en) | 2006-11-02 | 2012-05-10 | Millennium Pharm Inc | Methods of synthesizing pharmaceutical salts of a factor xa inhibitor |
| WO2014070979A1 (en) * | 2012-11-03 | 2014-05-08 | Boehringer Ingelheim International Gmbh | Inhibitors of cytomegalovirus |
| WO2014070978A1 (en) * | 2012-11-03 | 2014-05-08 | Boehringer Ingelheim International Gmbh | Inhibitors of cytomegalovirus |
| CN110565100B (en) * | 2019-07-12 | 2021-05-07 | 西北工业大学 | A kind of cobaltocene cation-based corrosion inhibitor and preparation method and use method thereof |
| WO2023011574A1 (en) | 2021-08-05 | 2023-02-09 | 浙江海正药业股份有限公司 | Aromatic acetylene derivative, and preparation method therefor and use thereof |
| EP4433479A1 (en) | 2021-11-19 | 2024-09-25 | Basf Se | Bicyclic compounds for the control of invertebrate pests |
| CN115433093A (en) * | 2022-09-26 | 2022-12-06 | 无锡双启科技有限公司 | Preparation method of 3-chloro-4-trifluoromethylaniline |
| CN115710190A (en) * | 2022-11-16 | 2023-02-24 | 常州佳德医药科技有限公司 | 4-methoxy-2-amino-N, N-dimethylaniline, preparation method and application |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE298741T1 (en) * | 1997-04-10 | 2005-07-15 | Pharmacia & Upjohn Co Llc | POLYAROMATIC COMPOUNDS FOR THE TREATMENT OF HERPES INFECTIONS |
-
1999
- 1999-12-06 PL PL99349217A patent/PL349217A1/en not_active Application Discontinuation
- 1999-12-06 JP JP2000586705A patent/JP2002531554A/en active Pending
- 1999-12-06 TR TR2001/01664T patent/TR200101664T2/en unknown
- 1999-12-06 EA EA200100631A patent/EA200100631A1/en unknown
- 1999-12-06 WO PCT/US1999/028842 patent/WO2000034258A2/en not_active Application Discontinuation
- 1999-12-06 SK SK768-2001A patent/SK7682001A3/en unknown
- 1999-12-06 ID IDW00200101231A patent/ID30158A/en unknown
- 1999-12-06 CA CA002350767A patent/CA2350767A1/en not_active Abandoned
- 1999-12-06 CN CN99815997A patent/CN1348446A/en active Pending
- 1999-12-06 IL IL14318299A patent/IL143182A0/en unknown
- 1999-12-06 CZ CZ20011956A patent/CZ20011956A3/en unknown
- 1999-12-06 AU AU19347/00A patent/AU1934700A/en not_active Abandoned
- 1999-12-06 BR BR9916046-3A patent/BR9916046A/en not_active Application Discontinuation
- 1999-12-06 HU HU0200232A patent/HUP0200232A2/en unknown
- 1999-12-06 EP EP99963023A patent/EP1144397A3/en not_active Withdrawn
-
2001
- 2001-05-28 ZA ZA200104377A patent/ZA200104377B/en unknown
- 2001-06-08 NO NO20012832A patent/NO20012832L/en not_active Application Discontinuation
- 2001-06-08 BG BG105581A patent/BG105581A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP1144397A2 (en) | 2001-10-17 |
| WO2000034258A3 (en) | 2001-11-29 |
| WO2000034258A2 (en) | 2000-06-15 |
| PL349217A1 (en) | 2002-07-01 |
| CA2350767A1 (en) | 2000-06-15 |
| CZ20011956A3 (en) | 2001-10-17 |
| JP2002531554A (en) | 2002-09-24 |
| EP1144397A3 (en) | 2002-09-11 |
| NO20012832D0 (en) | 2001-06-08 |
| BG105581A (en) | 2001-12-31 |
| SK7682001A3 (en) | 2002-07-02 |
| ZA200104377B (en) | 2002-12-20 |
| IL143182A0 (en) | 2002-04-21 |
| ID30158A (en) | 2001-11-08 |
| NO20012832L (en) | 2001-08-07 |
| EA200100631A1 (en) | 2002-02-28 |
| BR9916046A (en) | 2001-10-02 |
| AU1934700A (en) | 2000-06-26 |
| CN1348446A (en) | 2002-05-08 |
| TR200101664T2 (en) | 2002-03-21 |
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