KR900004720A - 새로운 피리딜 및 피리미딜 유도체와 그의 제조방법 및 동물의 치료방법 - Google Patents

새로운 피리딜 및 피리미딜 유도체와 그의 제조방법 및 동물의 치료방법 Download PDF

Info

Publication number
KR900004720A
KR900004720A KR1019890013966A KR890013966A KR900004720A KR 900004720 A KR900004720 A KR 900004720A KR 1019890013966 A KR1019890013966 A KR 1019890013966A KR 890013966 A KR890013966 A KR 890013966A KR 900004720 A KR900004720 A KR 900004720A
Authority
KR
South Korea
Prior art keywords
hydrogen
compound
lower alkyl
halogen
hydroxy
Prior art date
Application number
KR1019890013966A
Other languages
English (en)
Other versions
KR930007413B1 (ko
Inventor
군나르 올슨 크누트
리스베드 아브라모 아이나
톨죠른 룬드스데트 에릭
하리 놀드비 쿨트
Original Assignee
에바 틸렌
팔마시아 에이비
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 에바 틸렌, 팔마시아 에이비 filed Critical 에바 틸렌
Publication of KR900004720A publication Critical patent/KR900004720A/ko
Application granted granted Critical
Publication of KR930007413B1 publication Critical patent/KR930007413B1/ko

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D403/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/04Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic 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
    • C07D213/02Heterocyclic 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
    • C07D213/04Heterocyclic 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
    • C07D213/60Heterocyclic 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
    • C07D213/72Nitrogen atoms
    • C07D213/73Unsubstituted amino or imino radicals
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/18Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/24Antidepressants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/26Psychostimulants, e.g. nicotine, cocaine
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic 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
    • C07D213/02Heterocyclic 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
    • C07D213/04Heterocyclic 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
    • C07D213/60Heterocyclic 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
    • C07D213/78Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81Amides; Imides
    • C07D213/82Amides; Imides in position 3
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24Heterocyclic 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
    • C07D239/28Heterocyclic 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
    • C07D239/32One oxygen, sulfur or nitrogen atom
    • C07D239/42One nitrogen atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/02Heterocyclic 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
    • C07D401/04Heterocyclic 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 directly linked by a ring-member-to-ring-member bond

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Neurosurgery (AREA)
  • Biomedical Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Psychiatry (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Veterinary Medicine (AREA)
  • Neurology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Pain & Pain Management (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyridine Compounds (AREA)

Abstract

내용 없음

Description

새로운 피리딜 및 피리미딜 유도체와 그의 제조방법 및 동물의 치료방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (14)

  1. 다음 일반식(Ⅰ)을 가지는 화합물 및 약리학적으로 활성인 그의 염
    위 식에서, R1은 할로겐 또는 수소이고, R2는 할로겐이며; X는 산소, 황 또는 메틸렌이고; R3및 R4는 같거나 다르며 수소 및 저급 알킬가운데 선택하고; n은 2 또는 3이고; A는 다음 피리미딜 및 피리딜 가운데 선택하되,
    R5는 수소, 저급 알킬 또는 할로겐 가운데서 선택하며; R6및 R7은 같거나 다르고 수소, 할로겐, 저급아킬과, 저급 알콕시 또는 히드록시와 같은 전자 수체(donor) 및 시아노, 니트로, 트리플루오로메틸, COOR8, CONR9및 R10또는 CO-B와 같은 전자 섭수체(acceptor)가운데 선택하고 R8은 수소 또는 저급 알킬이고; RY및 R10은 같거나 다르며 수소, 저급 알킬 및 시클로알킬 가운데 선택한다.
    B는 다음 중에서 선택하되,
    위 식에서, m은 1,2,3, 또는 4이고; R11은 수소 또는 저급 알킬 가운데 선택한다.
  2. 제1항에 있어서, R1은 수소이고, R2는 할로겐, 바람직하게는 플루오로인 화합물.
  3. 제1항 또는 2항에 있어서, n=2인 화합물.
  4. 제1항 또는 2항에 있어서, R3및 R4는 수소 또는 메틸, 바람직하게는 수소인 화합물.
  5. 제1항, 2항 또는 3항 중 어느 한 항에 있어서, A가 다음과 같은 화합물.
  6. 제4항에 있어서, R6는 수소, 알킬, 트리플루오로메틸, 알콕시, 아미드, 히르록시, 카르복시, 니트로 또는 시아노기이고, R7은 수소, 알킬, 알콕시, 히드로시, 니트로, 할로겐, 카르복시, 시아노 또는 아미노기인 화합물.
  7. 제1항 내지 6항중 어느 한 항에 있어서, X는 산소 또는 메틸렌인 화합물.
  8. 제5항에 있어서, R6은 수소, 알킬, 또는 트리플루오로메틸이고, R7은 알콕시, 수소, 히드록시, 카르복시, 니트로, 할로겐, 시아노 또는 아미드기이며 R6은 3-위치에 자리하는 화합물.
  9. 제1항 내지 8항중 어느한 항에 있어서, X가 산소인 화합물.
  10. 제6항에 있어서, R6은 수소이고 R7은 수소, 시아노, 니트로, 알콕시, 알킬, 히드록시 또는 아미드 치환체인 화합물.
  11. 제7항에 있어서, R7은 아미드, 히드록시, 수소, 메틸, 시아노 또는 메톡시 치환체인 화합물.
  12. 다음 일반식(Ⅰ)을 가지는 화합물 및 약리학적으로 활성인 그의 염의 제조방법에 있어서,
    위 식에서, R1은 할로겐 또는 수소이고, R2는 할로겐이며; X는 산소, 황 또는 메틸렌이고; R3및 R4는 같거나 다르며 수소 및 저급 알킬 가운데 선택하고; n은 2또는 3이고; A는 다음 피리미딜 및 피리딜 가운데 선택하되,
    R5는 수소, 저급 알킬 또는 할로겐 가운데서 선택하며; R6및 R7은 같거나 다르고 수소, 할로겐, 저급 알킬과, 저급 알콕시 또는 히드록시와 같은 전자 수체(donor) 및 시아노, 니트로, 트리플루오로메틸, COOR8, CONR9R10또는 CO-B와 같은 전자 섭수체(acceptor)가운데 선택하고; R8은 수소 또는 저급 알킬이고; R9및 R10은 같거나 다르며 수소, 저급 알킬 및 시클로알킬 가운데 선택한다.
    B는 다음 중에서 선택하되,
    위 식에서, m은 1,2,3 도는 4이고; R11은 수소 또는 저급 알킬 가운데 선택한다)
    R1및 R2는 상기 정의한 바와같고 Y는 이탈기인 다음 일반식(Ⅱ)의 화합물과 R3, R4, n 및 A가 상기 정의한 바와같은 다음 일반식(Ⅲ)을 가지는 화합물을 반응시키거나, R1, R2, R3, R4및 n이 상기 정의한 바와같은 다음 일반식(Ⅳ)의 화합물과 R5, R6및 R7이 상기 정의한 바와 같으며 Z가 이탈기인 다음 식(Ⅴ),(Ⅵ) 또는 (Ⅶ)을 가지는 화합물을 반응시킴을 특징으로 하는 일반식(Ⅰ)을 가지는 화합물 및 약리학적으로 활성인 그의 염의 제조방법.
  13. 활성적인 성분으로서 일반식(Ⅰ)을 가지는 화합물을 하나 이상 포함하며, 바람직하게는 제약학상 적합한 담체 및 원한다면 그 밖의 약리학상 활성인 약품을 함께 포함하는 제약 조성물.
  14. 일반식(Ⅰ)을 가지는 화합물을 정신 질환으로 고통받는 동물 생체에 투여함을 포함하는 정신질환으로 고통받는 동물의 치료방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019890013966A 1988-09-28 1989-09-28 새로운 피리딜- 및 피리미딜 유도체와 약리학적으로 활성인 그의 염 및 그 제조방법과 이들을 이용한 사람 이외의 온혈동물의 정신장해 치료방법 KR930007413B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
SE8803429-3 1988-09-28
SE8803429A SE8803429D0 (sv) 1988-09-28 1988-09-28 Novel pyridyl- and pyrimidyl derivatives
HU895103A HU203232B (en) 1988-09-28 1989-09-28 Process for producing new pyridyl and pyrimidinyl derivatives

Publications (2)

Publication Number Publication Date
KR900004720A true KR900004720A (ko) 1990-04-14
KR930007413B1 KR930007413B1 (ko) 1993-08-10

Family

ID=26317811

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019890013966A KR930007413B1 (ko) 1988-09-28 1989-09-28 새로운 피리딜- 및 피리미딜 유도체와 약리학적으로 활성인 그의 염 및 그 제조방법과 이들을 이용한 사람 이외의 온혈동물의 정신장해 치료방법

Country Status (25)

Country Link
US (1) US5034390A (ko)
EP (1) EP0361271B1 (ko)
JP (1) JP2857693B2 (ko)
KR (1) KR930007413B1 (ko)
CN (1) CN1028756C (ko)
AT (1) ATE97665T1 (ko)
AU (1) AU616307B2 (ko)
CA (1) CA1337417C (ko)
DD (1) DD290884A5 (ko)
DE (1) DE68910922T2 (ko)
DK (1) DK171133B1 (ko)
ES (1) ES2060709T3 (ko)
FI (1) FI94629C (ko)
HU (1) HU203232B (ko)
IE (1) IE62790B1 (ko)
IL (1) IL91701A (ko)
LT (1) LT3549B (ko)
LV (1) LV10265B (ko)
NO (1) NO174667C (ko)
NZ (1) NZ230743A (ko)
PH (1) PH27039A (ko)
PT (1) PT91826B (ko)
RU (1) RU2021269C1 (ko)
SE (1) SE8803429D0 (ko)
ZA (1) ZA897404B (ko)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5219855A (en) * 1988-01-29 1993-06-15 Mitsubishi Kasei Corporation Anxiolytic drug
IE911774A1 (en) * 1990-06-11 1991-12-18 Akzo Nv Pyridinylpiperazine derivatives
US5166148A (en) * 1990-07-09 1992-11-24 The Du Pont Merck Pharmaceutical Company 2-amino-1,4-dihydropyridine derivatives with calcium agonist and alpha1 -antagonist activity
US5270312A (en) * 1990-11-05 1993-12-14 Warner-Lambert Company Substituted piperazines as central nervous system agents
WO1996010571A1 (en) * 1994-09-30 1996-04-11 Pfizer Inc. 2,7-SUBSTITUTED OCTAHYDRO-1H-PYRIDO[1,2-a]PYRAZINE DERIVATIVES
GB9517381D0 (en) * 1995-08-24 1995-10-25 Pharmacia Spa Aryl and heteroaryl piperazine derivatives
DE19600934A1 (de) * 1996-01-12 1997-07-17 Basf Ag Substituierte Aza- und Diazacycloheptan- und Cyclooctanverbindungen und deren Verwendung
SE9601708D0 (sv) * 1996-05-06 1996-05-06 Pharmacia Ab Pyridyl- and pyrimidyl-piperazines in the treatment of substance abuse disorders
DE19728996A1 (de) 1997-07-07 1999-01-14 Basf Ag Triazolverbindungen und deren Verwendung
ATE491689T1 (de) 1997-10-27 2011-01-15 Neurosearch As Heteroaryl diazacycloalkane als cholinergische ligande für nikotin-acetylcholin-rezeptoren
AU2004221812B2 (en) 2003-03-19 2010-02-18 Exelixis Inc. Tie-2 modulators and methods of use
WO2018148529A1 (en) * 2017-02-10 2018-08-16 Florida A&M University Identification of agents displaying functional activation of dopamine d2 and d4 receptors

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2979508A (en) * 1959-10-12 1961-04-11 Paul A J Janssen Heterocyclic derivatives of 1-phenyl-omega-(piperazine) alkanols
GB966493A (en) * 1961-11-13 1964-08-12 Soc Ind Fab Antibiotiques Sifa Novel n,n-disubstituted piperazine compounds and their preparation
US4191765A (en) * 1976-05-25 1980-03-04 Hoechst Aktiengesellschaft 1-Aryloxy-2-hydroxy-3-aminopropanes
US4339580A (en) * 1979-06-26 1982-07-13 Mitsubishi Chemical Industries, Limited Piperazinylalkoxyindanes and acid addition salts thereof
CH659069A5 (en) * 1983-11-02 1986-12-31 Sandoz Ag 2-Piperazino- or -homopiperazino-quinazoline derivatives, process for their preparation and pharmaceuticals containing them
US4701456A (en) * 1984-09-19 1987-10-20 Warner-Lambert Company Aminoalkoxybenzopyranones as antipsychotic and anxiolytic agents
US4892943A (en) * 1985-10-16 1990-01-09 American Home Products Corporation Fused bicyclic imides with psychotropic activity
GB8603120D0 (en) * 1986-02-07 1986-03-12 Pfizer Ltd Anti-dysrhythmia agents
US4704390A (en) * 1986-02-13 1987-11-03 Warner-Lambert Company Phenyl and heterocyclic tetrahydropyridyl alkoxy-benzheterocyclic compounds as antipsychotic agents
AR242678A1 (es) * 1986-03-05 1993-04-30 Gonzalez Jorge Alberto Mejoras en instrumentos musicales de cuerda de arco.
MX174210B (es) * 1987-02-17 1994-04-28 Pfizer Procedimiento para la preparacion de compuestos arilpiperazinil-alquilenfenil-p-heterociclicos
US4748240A (en) * 1987-04-03 1988-05-31 American Home Products Corporation Psychotropic bicyclic imides
US4994455A (en) * 1987-10-26 1991-02-19 Pfizer Inc. Anti-anxiety agents
JP2712222B2 (ja) * 1988-01-29 1998-02-10 三菱化学株式会社 抗不安薬
US4873331A (en) * 1988-12-09 1989-10-10 American Home Products Corporation Noradamantyl-carboxylic acid piperazinoalkyl esters

Also Published As

Publication number Publication date
AU4173789A (en) 1990-04-05
JP2857693B2 (ja) 1999-02-17
DE68910922T2 (de) 1994-03-17
DE68910922D1 (de) 1994-01-05
FI894604A0 (fi) 1989-09-28
CN1041360A (zh) 1990-04-18
ATE97665T1 (de) 1993-12-15
LV10265B (en) 1995-08-20
CA1337417C (en) 1995-10-24
FI94629C (fi) 1995-10-10
NO174667C (no) 1994-06-15
DK171133B1 (da) 1996-06-24
KR930007413B1 (ko) 1993-08-10
DK477189A (da) 1990-03-29
AU616307B2 (en) 1991-10-24
EP0361271A1 (en) 1990-04-04
DK477189D0 (da) 1989-09-27
NO893853D0 (no) 1989-09-27
PH27039A (en) 1993-02-01
IL91701A0 (en) 1990-06-10
NZ230743A (en) 1991-08-27
IL91701A (en) 1993-05-13
HUT51611A (en) 1990-05-28
JPH02134368A (ja) 1990-05-23
RU2021269C1 (ru) 1994-10-15
NO174667B (no) 1994-03-07
LTIP604A (en) 1995-01-31
HU203232B (en) 1991-06-28
LV10265A (lv) 1994-10-20
DD290884A5 (de) 1991-06-13
ES2060709T3 (es) 1994-12-01
IE892994L (en) 1990-03-28
NO893853L (no) 1990-03-29
LT3549B (en) 1995-11-27
FI94629B (fi) 1995-06-30
CN1028756C (zh) 1995-06-07
SE8803429D0 (sv) 1988-09-28
FI894604A (fi) 1990-03-29
IE62790B1 (en) 1995-03-08
PT91826A (pt) 1990-03-30
ZA897404B (en) 1990-07-25
US5034390A (en) 1991-07-23
EP0361271B1 (en) 1993-11-24
PT91826B (pt) 1995-05-31

Similar Documents

Publication Publication Date Title
ATE126216T1 (de) Pyrazolderivate, verfahren zu deren herstellung und diese enthaltende pharmazeutische zusammenstellung.
NO933452D0 (no) Et terapeutisk middel for parkinson's sykdom
KR870009996A (ko) 3,3-이치환 인돌린 및 이의 제조 방법
NL980001I2 (nl) Therapeutische heterocyclische verbindingen.
DE69022078T2 (de) Pyridazinon Derivate und Verfahren zur deren Herstellung.
DE69719350D1 (de) 2-pyrimidinamin derivaten und verfahrens zu deren herstellung
KR900004720A (ko) 새로운 피리딜 및 피리미딜 유도체와 그의 제조방법 및 동물의 치료방법
KR920000724A (ko) 2,4- 및 2, 5-치환된 피리딘-n-옥사이드, 이의 제조방법 및 이의 용도
KR880012586A (ko) 새로운 피리딜 및 피리미딜 유도체
EP0315434A3 (en) Pyridoxal hydrazone derivatives their production and use and pharmaceutical compositions containing the same
KR870007169A (ko) 치환 아미드 및 그 산부가염의 제조방법
MX9305300A (es) Nuevos derivados de 3-oxadiazolil-1-6-naftiridina y proceso para supreparacion.
MY101878A (en) 1,3,4-thiadiazole
GEP19971013B (en) Novel pyridyl and pyrimidyl derivatives process for preparing thereof, and treatment method for mental disorder
TH77892B (th) อนุพันธ์เบนซ์ออกซาซีพีน

Legal Events

Date Code Title Description
A201 Request for examination
E902 Notification of reason for refusal
G160 Decision to publish patent application
E701 Decision to grant or registration of patent right
GRNT Written decision to grant
FPAY Annual fee payment

Payment date: 20050708

Year of fee payment: 13

LAPS Lapse due to unpaid annual fee