CA2351390A1 - Inhibiteurs de thio-uree des virus de l'herpes - Google Patents

Inhibiteurs de thio-uree des virus de l'herpes Download PDF

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Publication number
CA2351390A1
CA2351390A1 CA002351390A CA2351390A CA2351390A1 CA 2351390 A1 CA2351390 A1 CA 2351390A1 CA 002351390 A CA002351390 A CA 002351390A CA 2351390 A CA2351390 A CA 2351390A CA 2351390 A1 CA2351390 A1 CA 2351390A1
Authority
CA
Canada
Prior art keywords
phenyl
thioureido
chloro
carbon atoms
amino
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.)
Abandoned
Application number
CA002351390A
Other languages
English (en)
Inventor
Jonathan David Bloom
Martin Joseph Digrandi
Bryan Mark O'hara
Stanley Albert Lang
Russell George Dushin
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Wyeth LLC
Original Assignee
Individual
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.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Priority claimed from PCT/US1999/028892 external-priority patent/WO2000034269A1/fr
Publication of CA2351390A1 publication Critical patent/CA2351390A1/fr
Abandoned legal-status Critical Current

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Classifications

    • 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
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
    • C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans 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 carbon atoms of the hetero ring
    • C07D307/84—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C07D307/85—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/72—Nitrogen atoms
    • C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C335/00—Thioureas, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C335/04—Derivatives of thiourea
    • C07C335/16—Derivatives of thiourea having nitrogen atoms of thiourea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C335/20—Derivatives of thiourea having nitrogen atoms of thiourea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C335/00—Thioureas, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C335/04—Derivatives of thiourea
    • C07C335/16—Derivatives of thiourea having nitrogen atoms of thiourea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C335/22—Derivatives of thiourea having nitrogen atoms of thiourea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81—Amides; Imides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/22—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems 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 carbon atoms of the nitrogen-containing ring
    • C07D217/26—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
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
    • C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
    • C07D307/81—Radicals substituted by nitrogen atoms not forming part of a nitro radical
    • 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
    • C07D405/02—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 two hetero rings
    • C07D405/12—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 two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links

Abstract

11invention concerne des composés de formule (1), dans laquelle R¿1?-R¿5? sont indépendamment choisis parmi hydrogène, alkyle avec 1 à 6 atomes de carbone, alkényle avec 2 à 6 atomes de carbone, alkynyle avec 2 à 6 atomes de carbone, perhaloalkyle avec 1 à 6 atomes de carbone, cycloalkyle avec 3 à 10 atomes de carbone, hétérocycloalkyle avec 3 à 10 éléments carbonés, aryle, hétéroaryle, halogène, -CN, -NO¿2?, -CO¿2?R¿6?, -COR¿6?, -OR¿6?, -SR¿6?, -SOR¿6?, -SO¿2?R¿6?, -CONR¿7?R¿8?, NR¿6?N(R¿7?R¿8?), -N(R¿7?R¿8?) ou W-Y-(CH¿2?)¿n?-Z; ou R¿2? et R¿3? ou R¿3? et R¿4? forment ensemble un hétérocycloalkyle avec 3 à 7 chaînons ou un hétéroaryle avec 3 à 7 chaînons; R¿6? and R¿7? désignent indépendamment hydrogène, alkyle avec 1 à 6 atomes de carbone, perhaloalkyl avec 1 à 6 atomes de carbone, ou aryle; R¿8? représente hydrogène, alkyle avec 1 à 6 atomes de carbone, perhaloalkyle avec 1 à 6 atomes de carbone, cycloalkyle avec 3 à 10 atomes de carbone, hétérocycloalkyle avec 3 à 10 éléments, aryle or hétéroaryle; ou R¿7? and R¿8? peuvent former ensemble un hétérocycloalkyle avec 3 à 7 chaînons; A désigne hétéroaryle; W représente O, NR¿6?, ou est absent; Y symbolise -(CO)- ou -(CO¿2?)-, ou est absent; Z désigne alkyle avec 1 à 4 atomes de carbone, -CN, -CO¿2?R¿6?, -COR¿6?, -CONR¿7?R¿8?, -OCOR¿6?, -NR¿6?COR¿7?, -OCONR¿6?, -OR¿6?, -SR¿6?, -SOR¿6?, -SO¿2?R¿6?, SR¿6?N(R¿7?R¿8?), -N(R¿7?R¿8?) ou phényle; G représente aryle or hétéroaryle; X désigne une liaison,NH, alkyle avec 1 à 6 atomes de carbone, alkényle avec 1 à 6 atomes de carbone, alkoxy avec 1 à 6 atomes de carbone, thioalkyle avec 1 à 6 atomes de carbone, alkylamino avec 1 à 6 atomes de carbone, ou (CH)J; J symbolise alkyle avec 1 à 6 atomes de carbone, cycloalkyle avec 3 à 7 atomes de carbone, phényle, ou benzyle; et n est un nombre entier variant entre 1 et 6. Ces composés sont utiles pour le traitement de maladies liées aux virus de l'herpès, notamment les maladies des inclusions cytomégaliques humaines, l'herpès simplex virus, le virus d'Epstein-Barr, le virus varicelle-zona, les virus de l'herpès humain type 6 et 7, et le virus de l'herpès de Kaposi.
CA002351390A 1998-12-09 1999-12-06 Inhibiteurs de thio-uree des virus de l'herpes Abandoned CA2351390A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US20854098A 1998-12-09 1998-12-09
US09/208,540 1998-12-09
PCT/US1999/028892 WO2000034269A1 (fr) 1998-12-09 1999-12-06 Inhibiteurs de thio-uree des virus de l'herpes

Publications (1)

Publication Number Publication Date
CA2351390A1 true CA2351390A1 (fr) 2000-06-15

Family

ID=22774965

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002351390A Abandoned CA2351390A1 (fr) 1998-12-09 1999-12-06 Inhibiteurs de thio-uree des virus de l'herpes

Country Status (18)

Country Link
EP (1) EP1140913A1 (fr)
JP (1) JP2002531558A (fr)
KR (1) KR20010086082A (fr)
CN (1) CN1335843A (fr)
AU (1) AU756043B2 (fr)
BG (1) BG105580A (fr)
BR (1) BR9916042A (fr)
CA (1) CA2351390A1 (fr)
CZ (1) CZ20011958A3 (fr)
EA (1) EA200100637A1 (fr)
HU (1) HUP0104758A3 (fr)
ID (1) ID29064A (fr)
IL (1) IL143203A0 (fr)
NO (1) NO20012836L (fr)
PL (1) PL348177A1 (fr)
SK (1) SK7692001A3 (fr)
TR (1) TR200101598T2 (fr)
ZA (1) ZA200104373B (fr)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE60023853T2 (de) * 1999-03-12 2006-05-24 Boehringer Ingelheim Pharmaceuticals, Inc., Ridgefield Aromatische heterozyklische verbindungen als antientzündungwirkstoffe
JP3938651B2 (ja) * 2000-04-13 2007-06-27 セントラル硝子株式会社 光学活性α−メチル−ビス−３、５−（トリフルオロメチル）ベンジルアミンの製造方法
JP2007500245A (ja) * 2003-06-10 2007-01-11 スミスクライン ビーチャム コーポレーション 化合物
US20100016298A1 (en) * 2005-08-29 2010-01-21 Housey Gerad M Theramutein modulators
CN108642926B (zh) * 2018-04-26 2023-11-14 浙江汉邦新材料股份有限公司 一种涤纶染色清洗用的硫脲衍生物及其制备方法
EP4063349A4 (fr) * 2019-11-19 2023-12-20 Takeda Pharmaceutical Company Limited Procédé de production d'un composé pyrrolidine

Also Published As

Publication number Publication date
HUP0104758A3 (en) 2002-05-28
HUP0104758A2 (hu) 2002-04-29
ID29064A (id) 2001-07-26
BR9916042A (pt) 2001-12-04
EP1140913A1 (fr) 2001-10-10
CN1335843A (zh) 2002-02-13
PL348177A1 (en) 2002-05-06
CZ20011958A3 (cs) 2001-10-17
TR200101598T2 (tr) 2001-10-22
NO20012836D0 (no) 2001-06-08
NO20012836L (no) 2001-08-08
JP2002531558A (ja) 2002-09-24
SK7692001A3 (en) 2002-09-10
KR20010086082A (ko) 2001-09-07
AU756043B2 (en) 2003-01-02
BG105580A (bg) 2002-01-31
AU3112200A (en) 2000-06-26
IL143203A0 (en) 2002-04-21
ZA200104373B (en) 2002-09-18
EA200100637A1 (ru) 2001-12-24

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Legal Events

Date Code Title Description
FZDE Discontinued