KR880000395A - Pyridineethanolamine derivative - Google Patents

Pyridineethanolamine derivative Download PDF

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KR880000395A
KR880000395A KR1019870006499A KR870006499A KR880000395A KR 880000395 A KR880000395 A KR 880000395A KR 1019870006499 A KR1019870006499 A KR 1019870006499A KR 870006499 A KR870006499 A KR 870006499A KR 880000395 A KR880000395 A KR 880000395A
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chloro
group
ethoxyethoxy
pyridyl
compound
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KR1019870006499A
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Korean (ko)
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알리그 레오
뮐러 마르셀
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존 에스. 삭스
호프만-라로슈 인코포레이티드
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Publication of KR880000395A publication Critical patent/KR880000395A/en

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/80Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D211/82Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyridine Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

내용 없음No content

Description

피리딘에탄올아민 유도체Pyridineethanolamine derivative

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음As this is a public information case, the full text was not included.

Claims (12)

일반식(Ⅰ)의 피리딘에탄올아민 유도체 및 그의 생리학적으로 허용되는 염.Pyridineethanolamine derivatives of general formula (I) and their physiologically acceptable salts. 상기 식에서,Where n은 1 또는 2 이고,n is 1 or 2, X는 H, 저급-알킬, 저급-알콕시-저급-알킬 또는X is H, lower-alkyl, lower-alkoxy-lower-alkyl or 하기 일반식(Xa) 그룹이며,The following general formula (Xa) group, Z는 하기 일반식(Z1),(Z2) 또는 (Z3) 그룹이고,Z is a group represented by the following general formula (Z 1 ), (Z 2 ) or (Z 3 ), RO은 저급-알킬, COR4또는 C(R5)=CHCOR4이고,R O is lower-alkyl, COR 4 or C (R 5 ) = CHCOR 4 , R은 R0와 같거나 OR″이며,R is equal to OR 0 or OR ″, R″는 H, 저급-알킬, 저급-알카노일, (CH2)1-6-OHR ″ is H, lower-alkyl, lower-alkanoyl, (CH 2 ) 1-6 -OH (CH2)1-6-O(CH2)1-6-R6또는(CH 2 ) 1-6 -O (CH 2 ) 1-6 -R 6 or (CH2)1-6-COR4이고,(CH 2 ) 1-6 -COR 4 , R1및 Ra는 H, 저급-알카노일, 벤조일 또는R 1 and R a are H, lower-alkanoyl, benzoyl or (CH2)1-6-OH이며,(CH 2 ) 1-6 -OH, R2및 Rb는 H,CI,Br 또는 CF3이고,R 2 and R b are H, CI, Br or CF 3 , R3및 R5는 H, 또는 CH3이며,R 3 and R 5 are H, or CH 3 , R4는 하이드록시, 저급-알콕시 또는 N(R7,R8)이고 ,R 4 is hydroxy, lower-alkoxy or N (R 7 , R 8 ), R6은 ,H,Rg,OH 또는 COR4이며,R 6 is H, R g , OH or COR 4 , R7및 R8은 H, 저급-알킬이고,R 7 and R 8 are H, lower-alkyl, Rc및 Re는 H,CI,F,Br 또는 CF3이며,R c and R e are H, CI, F, Br or CF 3 , Rd는 H 또는 NH2이고,R d is H or NH 2 , Rf는 H,CH3CONH,NH2COCH2또는R f is H, CH 3 CONH, NH 2 COCH 2 or R9CH2CH2OCH2CH2O이며,R 9 CH 2 CH 2 OCH 2 CH 2 O, Rg및 R9는 페닐 또는 CI,F 또는 Br로 치환된 페닐이다.R g and R 9 are phenyl or phenyl substituted with CI, F or Br. 제 1 항에 있어서, 그룹 Y에 존재하는 잔기 R4가 저급-알콕시 또는 N(R7,R8)인 화합물.The compound of claim 1, wherein the residue R 4 in group Y is lower-alkoxy or N (R 7 , R 8 ). 제 1 또는 2 항에 있어서, n은 1 이고, R1은 수소이며, R2는 2-피리딜 잔기의 6-위치에 존재하는 염소이고 Y는 p-위치에서 R로 치환된 페닐인 화합물.The compound of claim 1 or 2, wherein n is 1, R 1 is hydrogen, R 2 is chlorine at the 6-position of the 2-pyridyl residue and Y is phenyl substituted with R at the p-position. 제 1,2 또는 3 항에 있어서, X는 수소 또는 그룹 Xa이고 : Ra는 수소이며 : Z는 6-클로로-2-피리딜이고 : Y는 p-위치에서 2-에톡시에톡시, 2-펜에톡시 또는 메톡시카보닐 메톡시로 치환된 페닐인 화합물.4. A compound according to claim 1,2 or 3 wherein X is hydrogen or group X a : R a is hydrogen: Z is 6-chloro-2-pyridyl: Y is 2-ethoxyethoxy at the p-position, Phenyl substituted with 2-phenethoxy or methoxycarbonyl methoxy. 제 1,2 또는 3 항에 있어서, X는 그룹 Xa이고 : Ra는 수소이며 : Z는 p-위치에서 카바모일메틸, 아세트아미드 또는 2-펜에톡시에톡시로 치환된 펜옥시메틸이고 : Y는 p-(2-에톡시에톡시)-페닐인 화합물.4. The compound of claim 1, wherein X is group X a : R a is hydrogen: Z is phenoxymethyl substituted with carbamoylmethyl, acetamide or 2-phenethoxyethoxy at the p-position. : Y is p- (2-ethoxyethoxy) -phenyl. 제 1,2,3,4 또는 5 항에 있어서, R3가 R-배위를 가진 수소이거나 메틸인 화합물.6. Compounds according to 1,2,3,4 or 5, wherein R 3 is hydrogen or methyl with R-configuration. 제 1 또는 2 항에 있어서, 메틸 p-〔(R)-2-〔〔(R)-2-(-6-클로로-2-피리딜)-2-하이드록시에틸〕아미노〕프로필〕벤조에이트.The compound according to claim 1 or 2, wherein methyl p-[(R) -2-[[(R) -2-(-6-chloro-2-pyridyl) -2-hydroxyethyl] amino] propyl] benzoate . 메틸 P-〔(R)-2-〔〔(R)-2-(6-클로로-2-피리딜)-2-하이드록시에틸〕〔(S)-m-클로로 β-하이드록시펜에틸〕아미노〕프로필〕벤조에이트,Methyl P-[(R) -2-[[(R) -2- (6-chloro-2-pyridyl) -2-hydroxyethyl] [(S) -m-chloro β-hydroxyphenethyl] Amino] propyl] benzoate, α,α′-〔〔〔(R)-P-(2-에톡시에톡시)-α-메틸펜에틸〕이미노〕디메틸렌〕비스〔(RS)-6-클로로-2-피리딘메탄올〕,α, α '-[[[(R) -P- (2-ethoxyethoxy) -α-methylphenethyl] imino] dimethylene] bis [(RS) -6-chloro-2-pyridinmethanol] , (RS)-6-클로로-α-〔〔〔(R)-P-(2-에톡시에톡시)-α-메틸펜에틸〕이미노〕메틸〕-2-피리딘메탄올α,α′-〔〔〔P-(2-에톡시에톡시)펜에틸〕이미노〕디메틸렌〕비스〔(RS)-6-클로로-2-피리딘메탄올〕,(RS) -6-chloro-α-[[[(R) -P- (2-ethoxyethoxy) -α-methylphenethyl] imino] methyl] -2-pyridinemethanol α, α '-[ [[P- (2-ethoxyethoxy) phenethyl] imino] dimethylene] bis [(RS) -6-chloro-2-pyridinmethanol], (R)-6-브로모-α-〔〔〔(RS)-2-(6-브로모-2-피리딜)-2-하이드록시에틸〕〔(R)-P-(2-에톡시에톡시)-α-메틸펜에틸〕아미노〕메틸〕-2-피리미딘에탄올〕,(R) -6-bromo-α-[[[(RS) -2- (6-bromo-2-pyridyl) -2-hydroxyethyl] [(R) -P- (2-ethoxy Ethoxy) -α-methylphenethyl] amino] methyl] -2-pyrimidineethanol], (R)-6-클로로-α-〔〔〔(S)-2-(6-클로로-2-피리딜)-2-하이드록시에틸〕〔(R)-α-메닐-P-(2-펜에톡시에톡시)펜에틸〕아미노〕메틸〕-2-피리딘메탄올〕,(R) -6-chloro-α-[[[(S) -2- (6-chloro-2-pyridyl) -2-hydroxyethyl] [(R) -α-menyl-P- (2- Phenethoxyethoxy) phenethyl] amino] methyl] -2-pyridinemethanol], 2-〔P-〔(RS)-3-〔〔(RS)-2-(6-클로로-2-피리딜)-2-하이드록시에틸〕〔P-(2-에톡시에톡시)펜에틸〕아미노〕-2-하이드록시프로폭시〕페닐〕아세트아미드,2- [P-[(RS) -3-[[(RS) -2- (6-chloro-2-pyridyl) -2-hydroxyethyl] [P- (2-ethoxyethoxy) phenethyl ] Amino] -2-hydroxypropoxy] phenyl] acetamide, 4′-〔(RS)-3-〕〔(RS)-2-(6-클로로-2-피리딜)-2-하이드록시에틸〕〔(R)-P-(2-에톡시에톡시)-α-메틸렌에틸〕아미노〕-2-하이드록시프로폭시 아세트아닐리드 및4 '-[(RS) -3-] [(RS) -2- (6-chloro-2-pyridyl) -2-hydroxyethyl] [(R) -P- (2-ethoxyethoxy) -α-methyleneethyl] amino] -2-hydroxypropoxy acetanilide and 6-클로로-α-〔〔〔(R)-P-(2-에톡시에톡시)-α-메틸펜에틸〕〔(RS)-2-하이드록시-3-〔P-〔2-(펜에톡시)에톡시〕펜옥시〕프로필〕아미노〕메틸〕-2-피리딘메탄올 중의 화합물.6-chloro-α-[[[(R) -P- (2-ethoxyethoxy) -α-methylphenethyl] [(RS) -2-hydroxy-3- [P- [2- (pen Ethoxy) ethoxy] phenoxy] propyl] amino] methyl] -2-pyridinmethanol. 비만증, 당뇨병, 및 증가되는 단백질 파괴와 관련된 상태를 치료하기 위한 약제로서, 또는 동물비육용 사료 첨가물러서의 제 1 내지 7 항중 어느 한 항에 따른 일반식(Ⅰ) 화합물 및 그의 생리학적으로 허용되는 염.A general formula (I) compound according to any one of claims 1 to 7 as a medicament for treating obesity, diabetes, and a condition associated with increased protein destruction, or as a feed for animal feed, and its physiologically acceptable salt. 제 1 내지 7 항중 어느 한항에 따른 일반식(Ⅰ)의 화합물 또는 그의 생리학적으로 허용되는 염을 함유하는 약제학적 제제.A pharmaceutical formulation containing a compound of formula (I) according to any one of claims 1 to 7 or a physiologically acceptable salt thereof. 하기 일반식(Ⅱ)의 아민을 그룹 X3또는 그룹 X중 하나를 도입시키는 시약으로 알킬화 시키고, 경우에 따라, 반응 생성물의 그룹 Y에 존재하는 반응성 치환체를 기능적 변형시키고, 경우에 따라, 아민질소원자에 때해 β-위치에 존재하는 하이드록시 그룹을 에스테르화 시키고, 경우에 따라, 일반식(Ⅰ) 화합물을 염으로 전환시킴을 특징으로 하여, 제 1 내지 7 항중 어느 한 항에 따른 일반식(Ⅰ) 화합물 및 그의 생리학적으로 허용되는 염을 제조하는 방법.The amines of the general formula (II) below are alkylated with a reagent introducing one of group X 3 or group X, optionally functionally modifying the reactive substituents present in group Y of the reaction product, and optionally, amine nitrogen A general formula according to any one of claims 1 to 7, characterized by esterifying a hydroxy group present at the β-position at an atom and optionally converting the compound of formula (I) into a salt. (I) A method of preparing a compound and its physiologically acceptable salt. (X1,X2)NC(H,R3)(CH2)nY(Ⅱ)(X 1 , X 2 ) NC (H, R 3 ) (CH 2 ) n Y (II) 상기식에서In the above formula X1및 X2중 하나는 수소이고 다른 하나는 X의 의미중 하나이거나 일반식One of X 1 and X 2 is hydrogen and the other is one of the meanings of X (X3)그룹이다.(X 3 ) Group. 비만중, 당뇨병 및 증가되는 단백질 파괴와 관련된 상태를 치료하기 위한 약제학적 제제 또는 동물비육용 사료 첨가물의 제조에 있어서, 제 1 내지 7 항중 어느 한항에 따른 일반식(Ⅰ) 화합물 또는 그의 생리학적으로 허용되는 염의 용도.Formula (I) compound according to any one of claims 1 to 7, or physiologically, in the preparation of a pharmaceutical preparation or animal feed for animal feed for treating obesity, diabetes and conditions associated with increased protein destruction. Acceptable use of salts. 본 명세서에 서술된, 특히 실시예에 따른 발명.Inventions described herein, in particular according to examples. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019870006499A 1986-06-27 1987-06-26 Pyridineethanolamine derivative KR880000395A (en)

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CH2608/86 1986-06-27
CH260886 1986-06-27

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PL373429A1 (en) * 2002-07-17 2005-08-22 Lek Pharmaceuticals D.D. Novel derivatives of pyridylethanol (phenylethyl) amines as inhibitors of cholesterol biosynthesis, processes for their preparation, and pharmaceutical compositions containing them

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US4358455A (en) * 1980-12-23 1982-11-09 Merck & Co., Inc. Aralkylamindethanol heterocyclic compounds

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