KR910007957A - 리닌 억제제 화합물 및 그의 제조 방법 - Google Patents

리닌 억제제 화합물 및 그의 제조 방법 Download PDF

Info

Publication number
KR910007957A
KR910007957A KR1019900016049A KR900016049A KR910007957A KR 910007957 A KR910007957 A KR 910007957A KR 1019900016049 A KR1019900016049 A KR 1019900016049A KR 900016049 A KR900016049 A KR 900016049A KR 910007957 A KR910007957 A KR 910007957A
Authority
KR
South Korea
Prior art keywords
methyl
alkyl
compound
general formula
lower alkyl
Prior art date
Application number
KR1019900016049A
Other languages
English (en)
Inventor
도널드 올브라이트 제이
프레드릭 하우웰 차알즈
아이안 레빈 제레미
섬 푸크-와
프레드 라이크 마아빈
Original Assignee
알퐁스 아아르 노에
아메리칸 사이아나밋드 캄파니
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 알퐁스 아아르 노에, 아메리칸 사이아나밋드 캄파니 filed Critical 알퐁스 아아르 노에
Publication of KR910007957A publication Critical patent/KR910007957A/ko

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • 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
    • C07D213/24—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 substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/36—Radicals substituted by singly-bound nitrogen atoms
    • C07D213/40—Acylated substituent nitrogen atom
    • 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
    • A61P9/12—Antihypertensives
    • 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
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/63—One oxygen atom
    • C07D213/64—One oxygen atom attached in position 2 or 6
    • 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
    • C07D277/22—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 only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D277/28—Radicals substituted by nitrogen atoms
    • 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
    • C07D307/38—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 substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/52—Radicals substituted by nitrogen atoms not forming part of a nitro radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
    • C07D333/20—Radicals substituted by singly bound hetero atoms other than halogen by nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms 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
    • 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
    • C07D417/14—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 three or more hetero rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Cardiology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Animal Behavior & Ethology (AREA)
  • Engineering & Computer Science (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Biochemistry (AREA)
  • Biophysics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyrrole Compounds (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Furan Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Peptides Or Proteins (AREA)

Abstract

내용 없음

Description

리닌 억제제 화합물 및 그의 제조 방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (10)

  1. 하기 일반식의 화합물 :
    T상기식에서, R1은
    (상기식들에서, R7은 수소 또는 저급알킬(C1-C1)이
    고; X=S, O, SO, SO2, NH, N-저급알킬이고; Y는 OCH3, CH3, F, Cl 또는 이 또는 삼 OCH3기임)이고; R2는 페닐메틸, (4-메톡시페닐)메틸, (3,4-디메톡시페닐) 메틸, (4-클로로페닐)메틸, (3-트리플루오로메틸페닐)메틸, (3,4,5-트리메톡시페닐)메틸, 1-나프탈레닐메틸, (2-티에닐)메틸, (3-인돌릴)메틸, (변조[b]티엔-3-일)-메틸, (벤조[b]티엔-2-일)메틸, (3-벤보푸라닐)-메틸, (2-벤조푸라닐)메틸이고; R3는 수소 또는 메틸이고, R4는 4-(이미다졸릴) CH2X-, 알킬(C1-C8), -알킬-(C1-C4)NH2, 페닐메틸, 시클로헥실메틸, -X-알킬-(C1-C8), (CH2)2N[저급알킬(C1-C3)]2, -(CH2)nNH 저급알킬(C1-C3)], X-시클로헥실, -(CH2)n-X-알킬(C1-C3), -X-CH2CH2N[알킬(C1-C3)]2(여기서 X는 -O- 도는 -S-이고 n은 1-4임) 및 일반식 :
    의 부분이고; R5는 수소 또는 메틸이고; R6는 알킬(C1-C6), 페닐메틸, 시클로헥실메틸, -(CH2)n-X-알킬(C1-C3) 또는
    (상기식들에서, R8은 수소, 알킬(C1-C3) 또는 COR9(여기서 R9는 NH2, OH, -O-알킬(C1-C3), -NH-알킬(C1-C4), -N[알킬(C1-C3)]2, 저급알킬(C1-C6)임)이고; W는 CH2또는 0이며, N-말단 단위의 R치환체에 부착된 탄소에 있는 부재중심은 R형상을 가진다.
  2. 제1항에 있어서, 일반식 :의 α-아미노산이 천연 L형상을 갖는 화합물.
  3. 제1항에 있어서, C-말단이, 아미노기와 히드록실기간에 안티(트레오) 관계를 갖는 일반식인 것들인 화합물.
  4. 제1항에 있어서, 일반식 :
    이 1S 형상을 갖는 부분입체 이성체(distereomer)를 함유한 화합물.
  5. 제1항에 있어서, C 말단기가이고, R2는 페닐메틸, 1-나트탈레닐메틸, (3-인돌릴)메틸, (벤조[b]티엔-3-일)메틸, (3-벤조푸라닐)메틸이고, 일반식 :의 N-말단단위에서 R형상(Lα-아미노산과 같은 형상이고, R4는 4-(아미다졸릴) CH2X-, 알킬(C1-C4)NH2, -(CH2)n-NH-저급알킬(C1-C3), -(CH2)nN[저급알킬(C1-C3)]2, (4-이미다졸릴)메틸), (3-피라졸릴)메틸, -X-CH2CH2N[알킬(C1-C3)]2, (3-피리디닐)메틸, -X-CH(CH3)2이고; R6는 시클로헥실메틸 또는
    (상기식들에서, R8는 수소 또는 COR9(여기서 R9는 제1항에서 정의한 바대로임)인 화합물.
  6. 제1항에 있어서,N-[N-[(R)2-(1-나프탈레닐메틸)-3-(모르폴리노카르보닐)프로피오닐]-L-히스티딜]-(S)2-아미노-3-시클로헥실-(R)1-(2-피리디닐)프로판-1-1일인 화합물.
  7. 저혈압량의 제1항의 화합물을 동물에 투여하는 것으로 구성된 온-혈동물에 있어 고혈압의 치료방법.
  8. 제1항의 화합물 및 비경구적으로 허용가능한 담체로 구성된 투여 단위 형태인 비경구용 화합물.
  9. 일반식 :화합물을N,N'-디시클로헥실카르보디이미드,N,N'-디시클로헥실카르보디 이미드와 히드록시숙신이미드,N,N'-디시클로헥실카르보디이미드와 1-히드록시-벤조트리아졸, 1-벤조트리아졸릴디에틸 포스페이트, 1-클로로-N,N,2-트리메틸-1-프로펜-1-아민, 디페닐 포스포릴 아지드, 디에틸포스포로클로리데이트, 디-저급알킬(C1-C8) 포스포로클로리데이트, 디페닐 포스포로클로리데이트, 페닐 포스포로디클로리데이트 벤조트리아졸 -1-일옥시트리스(디메틸아미노)-포스포늄 헥사플루오로포스페이트,N,N'-비스[2-옥소-3-옥사졸리디닐]-포스포로디아미드산 염화물, 디페닐포스피닐 염화물, 디에톡시스포릴 시안화물, 비스-(펜타플루오토페닐)술파이트,N,N'-카르보닐디이미다졸, 또는 이소부틸 클로로포르메이트와 N-메틸모르폴린, 2-클로로-1-메틸피리디늄 요오드화물,N,N'-디숙신이미딜가르보네이트, 1-브로모-N,N'2-트리메틸-1-프로펜-1-아민, 1-벤조트리아졸릴 디에틸 포스페이트로 구성된 중에서 선택된 펩티드 커플링시약으로 활성화시켜 일반식 :
    (여기서 X는 활성화부분, 할로겐, 펜타플루오로페닐옥시임)의 중간체를 얻고; 중간체를 테트라히드로푸란, 디옥산, 디클로로메탄 또는 에틸아세테이트내 -10℃-25℃에서 일반식 :의 1-아미노-2-히드록시 화합물과 반응시켜 제1항의 화합물을 얻는 것으로 구성되는 제1항의 화합물의 제조 방법.
  10. 일반식 :의 화합물을N,N'-디시클로헥실카르보디이미드,N,N'-디시클로헥실카르보디 이미드와 히드록시숙신이미드,N,N'-디시클로헥실카르보디이미드와 1-히드록시-벤조트리아졸, 1-벤조트리아졸릴디에틸 포스페이트, 1-클로로-N,N,2-트리메틸-1-프로펜-1-아민, 디페닐 포스포릴 아지드, 디에틸포스포로클로리데이트, 디-저급알킬(C1-C8) 포스포로클로리데이트, 디페닐 포스포로클로리데이트, 페닐 포스포로디클로리데이트 벤조트리아졸 -1-일옥시트리스(디메틸아미노)-포스포늄 헥사플루오로포스페이트,N,N'-비스[2-옥소-3-옥사졸리디닐]-포스포로디아미드산 염화물, 디페닐포스피닐 염화물, 디에톡시스포릴 시안화물, 비스-(펜타플루오토페닐)술화이트,N,N'-카르보닐디이미다졸, 또는 이소부틸 클로로포르메이트와 N-메틸모르폴린, 2-클로로-1-메틸피리디늄 요오드화물,N,N'-디숙신이미딜가르보네이트, 1-브로모-N,N'2-트리메틸-1-프로펜-1-아민, 1-벤조트리아졸릴 디에틸 포스페이트로 구성된 군중에서 선택된 펩티드 커플링시약으로 활성화시켜 일반식 :
    (여기서 X는 활성부분, 할로겐, 펜타플루오로페닐옥시임)의 중간체를 얻고; 중간체를 테트라히드로푸란, 디옥산, 디클로로메탄 또는 에틸아세테이트와 같은 용매내 -10℃ -25℃에서 일반식 :의 화합물과 반응시켜 제1항의 화합물을 얻는 것으로 구성되는 제1항의 화합물의 제조 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019900016049A 1989-10-11 1990-10-10 리닌 억제제 화합물 및 그의 제조 방법 KR910007957A (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US41981089A 1989-10-11 1989-10-11
US07419810 1989-10-11

Publications (1)

Publication Number Publication Date
KR910007957A true KR910007957A (ko) 1991-05-30

Family

ID=23663854

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019900016049A KR910007957A (ko) 1989-10-11 1990-10-10 리닌 억제제 화합물 및 그의 제조 방법

Country Status (5)

Country Link
EP (1) EP0427939A3 (ko)
JP (1) JPH03178962A (ko)
KR (1) KR910007957A (ko)
AU (1) AU6450590A (ko)
CA (1) CA2027125A1 (ko)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5422349A (en) * 1992-08-14 1995-06-06 G. D. Seale & Co. Morpholino-oxazinyl-terminated alkylamino ethynyl alanine amino diol compounds for treatment of hypertension
FR2734815B1 (fr) * 1995-05-31 1997-07-04 Adir Nouveaux composes arylalkyl (thio) carboxamides, leurs procedes de preparation et les compositions pharmaceutiques qui les contiennent
DE10333588A1 (de) 2003-07-24 2005-02-17 Degussa Ag Verfahren zur Hydrierung aromatischer Verbindungen

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ZA87563B (en) * 1986-02-03 1987-09-30 Squibb & Sons Inc N-heterocyclic alcohol renin inhibitors
FI89058C (fi) * 1987-02-27 1993-08-10 Yamanouchi Pharma Co Ltd Foerfarande foer framstaellning av som remin-inhibitorer anvaenda 2-(l-alanyl-l-histidylamino)-butanol-derivat
CA1329680C (en) * 1987-11-23 1994-05-17 Harold Norris Weller, Iii N-heterocyclic alcohol derivatives
EP0376012A3 (en) * 1988-12-27 1992-05-06 American Cyanamid Company Renin inhibitors

Also Published As

Publication number Publication date
CA2027125A1 (en) 1991-04-12
EP0427939A3 (en) 1991-11-06
JPH03178962A (ja) 1991-08-02
AU6450590A (en) 1991-04-18
EP0427939A2 (en) 1991-05-22

Similar Documents

Publication Publication Date Title
KR890014495A (ko) 아미노산 유도체
KR900701268A (ko) 헤테로사이클릭 펩타이드 레닌 억제제
CN100486969C (zh) 顺式-2,4,5-三苯基-咪唑啉及其在肿瘤治疗中的应用
US5877174A (en) 2,3-diketopiperazine derivatives or their salts
RU2219167C2 (ru) N-замещенные аминотетралины как лиганды для рецептора y5 нейропептида y, полезные при лечении ожирения и других расстройств
KR890700601A (ko) 펩티딜아미노디올
SE9604341D0 (sv) Hepta-peptide oxytocin analogue
KR900014424A (ko) 아미노산 유도체
CA2328990A1 (en) N,n-disubstituted amides that inhibit the binding of integrins to their receptors
EP0336356A3 (en) Derivatives of tryptophan as cck antagonists
KR910009684A (ko) 방향족 아민 화합물, 이의 제조방법 및 이들의 존재하는 약제학적 조성물
DE69714475T2 (de) Neue (alpha-aminophosphino) peptide, verfahren zu ihrer herstellung und ihre therapeutische verwendung
EP0330469A3 (en) Tetrahydroisoquinoline derivatives
EA200500087A1 (ru) Производные пиперазина
CA1261332A (en) Ester substituted aminoalkanoylureido amino and imino acid and ester compounds
KR910007957A (ko) 리닌 억제제 화합물 및 그의 제조 방법
WO1995026360A1 (en) Antagonists of endothelin receptors
KR900016114A (ko) 아미노산 유도체
GB1374414A (en) 1-acyl-3-amino-alkyl-indoles and their preparation
WO1999062893A3 (de) Neue neurokininantagonisten, verfahren zu ihrer herstellung und diese verbindungen enthaltende pharmazeutische zusammensetzungen
RU2001121084A (ru) Новые производные N-триазолилметилпиперазина в качестве антагонистов рецепторов нейрокинина
EP0375223A3 (en) Novel compounds
KR900009688A (ko) 신규한 디펩타이드 및 트리펩타이드 유도체, 및 그의 제법
KR940003953A (ko) 1. 4-벤조디옥산 유도체
FI78905B (fi) Foerfarande foer framstaellning av farmakologiskt aktiva n-/(1-etyl-2-pyrrolidinyl)metyl/bensamidderivat.

Legal Events

Date Code Title Description
WITB Written withdrawal of application