KR970061875A - Novel antiviral 6-substituted pyrimidinedione homo carbocyclic nucleoside derivatives and preparation method thereof - Google Patents

Novel antiviral 6-substituted pyrimidinedione homo carbocyclic nucleoside derivatives and preparation method thereof Download PDF

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Publication number
KR970061875A
KR970061875A KR1019960047458A KR19960047458A KR970061875A KR 970061875 A KR970061875 A KR 970061875A KR 1019960047458 A KR1019960047458 A KR 1019960047458A KR 19960047458 A KR19960047458 A KR 19960047458A KR 970061875 A KR970061875 A KR 970061875A
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South Korea
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group
atom
substituted
alkyl
compound
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KR1019960047458A
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Korean (ko)
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KR100197791B1 (en
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조의환
정순간
김중영
권호석
이순환
이재웅
주정호
김병철
강동욱
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최승주
삼진제약 주식회사
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Priority to RU97118134A priority Critical patent/RU2138487C1/en
Priority to US08/945,121 priority patent/US5922727A/en
Priority to AU12124/97A priority patent/AU710490B2/en
Priority to EP96943370A priority patent/EP0827498B1/en
Priority to JP9530013A priority patent/JP3049095B2/en
Priority to BRPI9604907A priority patent/BRPI9604907B8/en
Priority to CN96193400A priority patent/CN1092647C/en
Priority to CA002217026A priority patent/CA2217026C/en
Priority to PCT/KR1996/000265 priority patent/WO1997030979A1/en
Priority to DE69628750T priority patent/DE69628750T2/en
Priority to AT96943370T priority patent/ATE243202T1/en
Priority to IDP970469A priority patent/ID15963A/en
Priority to TW086102026A priority patent/TW494098B/en
Priority to ARP970100732A priority patent/AR005975A1/en
Publication of KR970061875A publication Critical patent/KR970061875A/en
Priority to MX9708110A priority patent/MX9708110A/en
Publication of KR100197791B1 publication Critical patent/KR100197791B1/en
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/60—Three or more oxygen or sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/52—Two oxygen atoms
    • C07D239/54—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals

Abstract

본 발명은 항바이러스제, 특히 후천성 면역결핍증(AIDS) 치료제로 유용한 다음 일반구조식(Ⅰ)로 나타내어지는 바의, 6위치에 치환된 피리미딘디온 호모 카보사이클릭 뉴클레오시드 유도체, 그의 약제학적으로 허용 가능한 염 및 그 제조방법 및 그것을 활성성분으로 함유하는 약학 조성물에 관한 것이다.The present invention relates to pyrimidinedione homo carbocyclic nucleoside derivatives substituted at the 6-position, represented by the following general structural formula (I), useful as antiviral agents, in particular for the treatment of acquired immunodeficiency syndrome (AIDS), pharmaceutically acceptable It relates to a possible salt, a method for preparing the same, and a pharmaceutical composition containing the same as an active ingredient.

(Sub)cycloalk(en)yl는그리고이다.(Sub) cycloalk (en) yl And to be.

상기 일반 구조식(Ⅰ)에서 R1,R2,R3는 수소원자, 할로겐 원자, C1-C10의 알킬기, C1-C10의 티오 알킬기, C3-C8의 치환 또는 비치환 사이클릭 알킬기, 불포화 알킬기, 치환된 알킬, 아릴 히드록시기, C1-C10의 알킬아민기, 니트로기, C1-C4의 저급에스테르기, C1-C4의 저급 알콕시기, C1-C4의 저급싸이오 알콕시기, R4,R5는 각각 수소원자, 히드록시 메틸, 보호된 히드록시 메틸기이며, Z는 산소원자, 황원자, 탄소원자, 또는 카르보닐기를 나타내며, X는 산소원자, 황원자이고, 그리고 n은 0-3의 정수이다.In general structural formula (I), R 1 , R 2 , and R 3 are hydrogen atoms, halogen atoms, C 1 -C 10 alkyl groups, C 1 -C 10 thioalkyl groups, C 3 -C 8 substituted or unsubstituted Click alkyl group, unsaturated alkyl group, substituted alkyl, aryl hydroxy group, C 1- C 10 alkylamine group, nitro group, C 1- C 4 lower ester group, C 1 -C 4 lower alkoxy group, C 1 -C lower thio alkoxy group of 4, R 4, R 5 are each a hydrogen atom, hydroxymethyl, protected hydroxy and hydroxy-methyl group, Z represents an oxygen atom, a sulfur atom, a carbon atom, or a carbonyl group, X is an oxygen atom, a sulfur atom And n is an integer of 0-3.

Description

신규 항바이러스성 6위치에 치환된 파리미딘디온 호모 카보사이클릭 뉴클레오시드 유도체 및 그의 제조 방법Novel antiviral 6-substituted parimidinedione homo carbocyclic nucleoside derivatives and preparation method thereof

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is an open matter, no full text was included.

Claims (3)

다음의 일반구조식(Ⅰ)으로 표시되는 화합물 및 그 제약학적으로 허용되는 산부가염.A compound represented by the following general structural formula (I) and its pharmaceutically acceptable acid addition salt. (Sub)cycloalk(en)yl는그리고이다.(Sub) cycloalk (en) yl And to be. 상기 일반 구조식(Ⅰ)에서 R1,R2,R3는 수소원자, 할로겐 원자, C1-C10의 알킬기, C1-C10의 티오 알킬기, C3-C8의 치환 또는 비치환 사이클릭 알킬기, 불포화 알킬기, 치환된 알킬, 아릴 히드록시기, C1-C10의 알킬아민기, 니트로기, C1-C4의 저급에스테르기, C1-C4의 저급 알콕시기, C1-C4의 저급싸이오 알콕시기, R4,R5는 각각 수소원자, 히드록시 메틸, 보호된 히드록시 메틸기이며, Z는 산소원자, 황원자, 탄소원자, 또는 카르보닐기를 나타내며, X는 산소원자, 황원자이고, 그리고 n은 0-3의 정수이다.In general structural formula (I), R 1 , R 2 , and R 3 are hydrogen atoms, halogen atoms, C 1 -C 10 alkyl groups, C 1 -C 10 thioalkyl groups, C 3 -C 8 substituted or unsubstituted Click alkyl group, unsaturated alkyl group, substituted alkyl, aryl hydroxy group, C 1- C 10 alkylamine group, nitro group, C 1- C 4 lower ester group, C 1 -C 4 lower alkoxy group, C 1 -C lower thio alkoxy group of 4, R 4, R 5 are each a hydrogen atom, hydroxymethyl, protected hydroxy and hydroxy methyl group, Z represents an oxygen atom, a sulfur atom, a carbon atom, or a carbonyl group, X is an oxygen atom, a sulfur atom And n is an integer of 0-3. 구조식(a)의 화합물을 구조식(b)의 화합물과 반응시켜서 일반구조식(Ⅰ)의 화합물을 제조하는 방법.A process for preparing a compound of general formula (I) by reacting a compound of formula (a) with a compound of formula (b). 상기 반응식에서, (Sub)cycloalk(en)yl,R1,R2,R3,X,Z,n등은 전술한 바와 같으며, Lie은 할로겐 원자와 알킬설포닐 또는 아리설포닐같은 이탈기이다.In the above scheme, (Sub) cycloalk (en) yl, R 1 , R 2 , R 3 , X, Z, n and the like are as described above, and Lie is a halogen atom and a leaving group such as alkylsulfonyl or arisulfonyl. to be. 일반구조식(Ⅰ)의 화합물을 통상의 약제학적으로 허용되는 부형제, 결합제, 붕해제, 활택제, 용제, 용해보조제, 보존제, 안정화제, 연고기제, pH 조절제, 방향제에서 선택된 1종 이상의 보조제와 혼합하고, 통상의 약제학적으로 사용되는 방법으로, 통상의 약제학적으로 사용되는 제제 형태로 제형화한 약학적 제제.Mixing a compound of general formula (I) with one or more adjuvants selected from conventional pharmaceutically acceptable excipients, binders, disintegrants, glidants, solvents, dissolution aids, preservatives, stabilizers, meat additives, pH adjusting agents, fragrances And a pharmaceutical formulation formulated in the form of a conventional pharmaceutically used formulation in a conventional pharmaceutically used manner. 상기 반응식에서, (Sub)cycloalk(en)yl,R1,R2,R3,X,Z,n등은 전술한 바와 같으며, Lie은 할로겐 원자와 알킬설포닐 또는 아릴설포닐같은 이탈기이다.In the above scheme, (Sub) cycloalk (en) yl, R 1 , R 2 , R 3 , X, Z, n and the like are as described above, Lie is a halogen atom and a leaving group such as alkylsulfonyl or arylsulfonyl to be. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019960047458A 1996-02-22 1996-10-22 Novel antiviral 6-substituted pyrimidinedione homo-carbocyclic nucleocide derivative and its preparation KR100197791B1 (en)

Priority Applications (15)

Application Number Priority Date Filing Date Title
DE69628750T DE69628750T2 (en) 1996-02-22 1996-12-30 NEW ANTIVIRAL, HOMOCARBOZCLIC NUCLEOSIDE DERIVATIVES OF SUBSTITUTED PYRIMIDINE DIONES, METHODS FOR THEIR PRODUCTION AND COMPOSITIONS THAT CONTAIN THEM AS AN ACTIVE COMPONENT
US08/945,121 US5922727A (en) 1996-02-22 1996-12-30 Antiviral substituted pyrimidinedione homocarbocyclic nucleoside derivatives and methods for the preparation thereof and compositions containing the same as active ingredients
AT96943370T ATE243202T1 (en) 1996-02-22 1996-12-30 NEW ANTIVIRAL, HOMOCARBOCLIC NUCLEOSIDE DERIVATIVES OF SUBSTITUTED PYRIMIDIDIONES, METHOD FOR THE PRODUCTION THEREOF AND COMPOSITIONS CONTAINING THEM AS THE ACTIVE INGREDIENTS
JP9530013A JP3049095B2 (en) 1996-02-22 1996-12-30 Novel antiviral substituted pyrimidinedione monocyclic carbocyclic nucleoside derivative, method for producing the same and composition containing the same as active ingredient
BRPI9604907A BRPI9604907B8 (en) 1996-02-22 1996-12-30 antiviral substituted pyrimidinodione homocarbocyclic nucleoside derivatives and composition containing active ingredient antiviral substituted pyrimidinodione homocarbocyclic nucleoside derivatives.
CN96193400A CN1092647C (en) 1996-02-22 1996-12-30 New antiviral substituted pyrimidinedione homocarbocyclic nucleoside derivatives and methods for preparation thereof and compositions containing the same as active ingredients
RU97118134A RU2138487C1 (en) 1996-02-22 1996-12-30 New antiviral homocarbocyclic nucleoside derivatives of substituted pyrimidinediones, method of their synthesis and composition containing thereof as active components
CA002217026A CA2217026C (en) 1996-02-22 1996-12-30 New antiviral substituted pyrimidinedione homocarbocyclic nucleoside derivatives and methods for the preparation thereof and compositions containing the same as active ingredients
AU12124/97A AU710490B2 (en) 1996-02-22 1996-12-30 New antiviral substituted pyrimidinedione homocarbocyclic nucleoside derivatives and methods for the preparation thereof and compositions containing the same as active ingredients
EP96943370A EP0827498B1 (en) 1996-02-22 1996-12-30 New antiviral substituted pyrimidinedione homocarbocyclic nucleoside derivatives and methods for the preparation thereof and compositions containing the same as active ingredients
PCT/KR1996/000265 WO1997030979A1 (en) 1996-02-22 1996-12-30 New antiviral substituted pyrimidinedione homocarbocyclic nucleoside derivatives and methods for the preparation thereof and compositions containing the same as active ingredients
IDP970469A ID15963A (en) 1996-02-22 1997-02-19 NEW ACTIVIRUS OF PIRIMIDINDION HOMOCARBOSICLIC SUBSTITUTED NUCLEOSIDE SUBSTITUTIONS AND THE METHOD OF THEIR PRODUCTION AND COMPOSITION CONTAINING THE SAME MATERIAL AS ACTIVE MATERIALS
TW086102026A TW494098B (en) 1996-02-22 1997-02-20 New antiviral substituted pyrimidinedione homocarbocyclic nucleoside derivatives and methods for the preparation thereof and compositions containing the same as active ingredients
ARP970100732A AR005975A1 (en) 1996-02-22 1997-02-21 ANTIVIRAL DERIVATIVES OF PYRIMIDINATED NUCLEOSIDES HOMOCARBOCICLICO SUBSTITUTED AND METHODS FOR THE PREPARATION OF THE SAME AND THE COMPOSITIONS CONTAINING THE SAME AS AN ACTIVE INGREDIENT.
MX9708110A MX9708110A (en) 1996-02-22 1997-10-21 New antiviral substituted pyrimidinedione homocarbocyclic nucleoside derivatives and methods for the preparation thereof and compositions containing the same as active ingredients.

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
KR96-4189 1996-02-22
KR101996004189 1996-02-22
KR19960004189 1996-02-22

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KR970061875A true KR970061875A (en) 1997-09-12
KR100197791B1 KR100197791B1 (en) 1999-06-15

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100368891B1 (en) * 1999-03-04 2003-01-24 한국화학연구원 Novel antiviral 2,4-pyrimidinedione derivatives
KR20020074683A (en) * 2001-03-21 2002-10-04 주식회사 엘지씨아이 Antiviral 2,4-pyrimidinedione derivatives and process for preparing same

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ZA971224B (en) 1997-11-20
KR100197791B1 (en) 1999-06-15

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