KR850005449A - 메틸렌디포스폰산 유도체의 제조방법 - Google Patents

메틸렌디포스폰산 유도체의 제조방법 Download PDF

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KR850005449A
KR850005449A KR1019850000466A KR850000466A KR850005449A KR 850005449 A KR850005449 A KR 850005449A KR 1019850000466 A KR1019850000466 A KR 1019850000466A KR 850000466 A KR850000466 A KR 850000466A KR 850005449 A KR850005449 A KR 850005449A
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group
alkyl group
formula
alk
salt
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KR1019850000466A
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바르비에르(외 2) 알렝
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미쉘드아스
소시에떼 아노님 사노피
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Publication of KR850005449A publication Critical patent/KR850005449A/ko

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • C07F9/3804—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)] not used, see subgroups
    • C07F9/3839—Polyphosphonic acids
    • C07F9/3873—Polyphosphonic acids containing nitrogen substituent, e.g. N.....H or N-hydrocarbon group which can be substituted by halogen or nitro(so), N.....O, N.....S, N.....C(=X)- (X =O, S), N.....N, N...C(=X)...N (X =O, S)
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • 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
    • C07D213/70—Sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • C07F9/44—Amides thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
    • C07F9/576—Six-membered rings
    • C07F9/58—Pyridine rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
    • C07F9/576—Six-membered rings
    • C07F9/59—Hydrogenated pyridine rings

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Rheumatology (AREA)
  • Pain & Pain Management (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Dental Preparations (AREA)
  • Medicinal Preparation (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Detergent Compositions (AREA)
  • Diaphragms For Electromechanical Transducers (AREA)
  • Liquid Developers In Electrophotography (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)
  • Steroid Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • External Artificial Organs (AREA)
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Abstract

내용 없음

Description

메틸렌디포스폰산 유도체의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (3)

  1. 하기구조식(Ⅱ)의 아미드를 불황성 용매중에서 그리고 50 내지 100℃에서 인산 및 삼염화인과 함께 가열하고, 필요하다면 생성된 산을 그 염으로 전환시킴을 특징으로 하는 하기 구조식(Ⅰ)을 갖는 메틸렌 디포스폰산 유도체 그리고 이 유도체와 무기 또는 유기염기와의 염을 제조하는 방법.
    상기에서, R1은 C1∼C6알킬기; C5∼C7시클할로겐알킬기; 할로겐, C1∼C6알킬기 또는 트리플루오로메틸기에 의해 임의로 단일치환 또는 다중치환된 페닐기; 또는 질소 및 황으로부터 선택된 1 또는 2의 헤테로원자를 포함하는 5-또는 6-구성헤테로환을 나타내고; Alk는 선상 또는 측쇄 C1∼C6알킬렌기를 나타내고 ; R2는 수소; C1∼C6알킬기 또는 CONH2기를 나타내고 ; R3는 수소; 염소 또는 메틸기에 의해 임의로 치환된 페닐기, 벤질기 또는 C1∼C6알킬기를 나타내고; 그렇지 않으면 R2및 R3가 함께 (CH2)m기 (여기서 m=4 또는 5)를 나타내고 ;n은 0,1 또는 2의 정수를 나타낸다. 단, Alk가 -CH2-CH2-이고, R2=R3=H 이며 n=0 인 경우 R1은 CH3가 아님.
  2. 제1항에 있어서, 하기 구조식(Ⅱ')의 니트릴을 인산 존재하에서 그리고 140 내지 200℃에서 가열하고, 필요하다면 형성된 산을 그 염으로 전환시킴을 특징으로 하는 하기 구조식(I')를 갖는 메틸렌디포스폰산 유도체 및 그 염의 제조방법;
    상기에서, R1은 C1∼C6알킬기 ; C5~C7시클로알킬기; 할로겐, C1∼C6알킬기 또는 트리플루오로메틸기에 의해 임의로 단일치환 또는 다중치환된 페닐기; 또는 질소 및 황으로부터 선택된 1 또는 2의 헤테로원자를 포함하는 5-또는 6-구성헤테로환을 나타내고; Alk는 선상 또는 측쇄 C1∼C6알킬렌기를 나타내고;n은 0,1 또는 2의 정수를 나타냄. 단, Alk가 -CH2-CH2-이고, R2=R3=H이며 n=0인 경우 R1은 CH3가 아님.
  3. 제1항에 있어서, 하기구조식(Ⅱ')의 니트릴을 물 존재하에 삼브롬화인 및 적당한 용매로된 용액에 가한후 그 혼합물을 30 내지 70℃에서 교반하고 필요하다면 형성된 산을 그 염으로 전환시킴을 특징으로 하는 하기 구조식(Ⅰ')을 갖는 메틸랜디포스폰산 유도체 및 그 염의 제조방법.
    상기에서 R₁은 C1∼C6알킬기 ; C5∼C7시클로알킬기; 할로겐, C1~C6알킬기 또는 트리플루오토메틸기 에 의해 임의로 단일치환 또는 다중치환된 페닐기; 또는 질소 및 황으로부터 선택된 1또는 2개의 헤테로원자를 포함하는 5-또는 6-구성헤테로환을 나타내고; Alk는 선상 또는 측쇄 C1∼C6알킬렌기를 나타내고 ; n은 0,1 또는 2의 정수를 나타냄. 단, Alk가 -CH2-CH2-이고, R2=R3=H이며, n=0인 경우 R1은 CH3가 아님.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019850000466A 1984-01-26 1985-01-25 메틸렌디포스폰산 유도체의 제조방법 KR850005449A (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR8401214A FR2558837B1 (fr) 1984-01-26 1984-01-26 Derives de l'acide methylenediphosphonique, procede d'obtention et medicaments antirhumatismaux les contenant
FR8401214 1984-01-26

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US (1) US4876247A (ko)
EP (1) EP0151072B1 (ko)
JP (1) JPS60174792A (ko)
KR (1) KR850005449A (ko)
AT (1) ATE32900T1 (ko)
AU (1) AU570764B2 (ko)
CA (1) CA1263397A (ko)
CS (2) CS247192B2 (ko)
DD (1) DD233847A5 (ko)
DE (1) DE3561819D1 (ko)
DK (1) DK168573B1 (ko)
EG (1) EG16903A (ko)
ES (1) ES8602028A1 (ko)
FI (1) FI77664C (ko)
FR (1) FR2558837B1 (ko)
GR (1) GR850160B (ko)
HU (1) HU192664B (ko)
IE (1) IE57971B1 (ko)
IL (1) IL74117A (ko)
MA (1) MA20331A1 (ko)
NO (1) NO161678C (ko)
NZ (1) NZ210945A (ko)
OA (1) OA07941A (ko)
PH (1) PH20913A (ko)
PL (3) PL148892B1 (ko)
PT (1) PT79859B (ko)
SG (1) SG43289G (ko)
SU (3) SU1382402A3 (ko)
YU (2) YU11785A (ko)
ZA (1) ZA85390B (ko)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4902679A (en) * 1985-12-13 1990-02-20 Norwich Eaton Pharmaceuticals, Inc. Methods of treating diseases with certain geminal diphosphonates
IL84731A0 (en) * 1986-12-19 1988-05-31 Norwich Eaton Pharma Heterocycle-substituted diphosphonic acids and salts and esters and pharmaceutical compositions containing them
IE912115A1 (en) * 1990-06-25 1992-01-01 Takeda Chemical Industries Ltd Bisphosphonic acid derivatives, their production and use
CA2058012A1 (en) * 1990-12-19 1992-06-20 Takashi Sohda Bisphosphonic acid derivatives, their production and use
ATE165603T1 (de) * 1991-09-05 1998-05-15 Toray Industries Methandiphosphonsäurederivat, herstellung davon und verwendung davon als arzneimittel
EP0541037A3 (en) * 1991-11-06 1997-02-26 Takeda Chemical Industries Ltd Squalene synthetase inhibitory composition and use thereof
US5763611A (en) * 1992-05-29 1998-06-09 The Procter & Gamble Company Thio-substituted cyclic phosphonate compounds, pharmaceutical compositions, and methods for treating abnormal calcium and phosphate metabolism
PL175475B1 (pl) * 1992-05-29 1999-01-29 Procter & Gamble Pharma Nowe zawierające siarkę związki fosfonianowe
ATE168379T1 (de) * 1992-05-29 1998-08-15 Procter & Gamble Pharma Quaternare stickstoff-enthaltende phosphonat- verbindungen zur behandlung abnormalen calzium und phosphat-metabolismus sowie zahnsteinbildung
US5753634A (en) * 1992-05-29 1998-05-19 The Procter & Gamble Company Quaternary nitrogen containing phosphonate compounds, pharmaceutical compostions, and methods for treating abnormal calcium and phosphate metabolism
US5391743A (en) * 1992-05-29 1995-02-21 Procter & Gamble Pharmaceuticals, Inc. Quaternary nitrogen-containing phosphonate compounds, pharmaceutical compositions, and methods of treating abnormal calcium and phosphate metabolism and methods of treating and preventing dental calculus and plaque
PL175046B1 (pl) * 1992-05-29 1998-10-30 Procter & Gamble Pharma Nowe tio-podstawione, zawierające azot heterocykliczne związki fosfonianowe
JPH07508279A (ja) * 1992-06-30 1995-09-14 プロクター、エンド、ギャンブル、ファーマスーティカルズ、インコーポレーテッド ホスホネート類及びｎｓａｉｄを含有した関節炎の治療用組成物
ES2155446T3 (es) * 1992-07-10 2001-05-16 Toray Industries Derivado de metanodifosfonato, su produccion y su uso farmaceutico.

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1958123C3 (de) * 1969-11-19 1978-09-28 Henkel Kgaa, 4000 Duesseldorf Verfahren zur Herstellung von 1 -Aminoalkan-1,1 -diphosphonsäuren oder deren Salzen
DE2115737C3 (de) * 1971-03-31 1979-11-08 Henkel Kgaa, 4000 Duesseldorf Verfahren zur Herstellung von 1 - Aminoalkan-1,1 -diphosphonsäuren
DE2405254C2 (de) * 1974-02-04 1982-05-27 Henkel KGaA, 4000 Düsseldorf Verwendung von 3-Amino-1-Hydroxypropan-1, 1-diphosphonsäure oder ihrer wasserlöslichen Salze bei der Beeinflußung von Calciumstoffwechselstörungen im menschlichen oder tierischen Körper
US4100167A (en) * 1977-05-09 1978-07-11 Nalco Chemical Company Production of 1-aminoalkane-1, 1-diphosphonic acids using phosphorous acid and nitriles in a non-aqueous system
DE2754821C3 (de) * 1977-12-09 1981-08-13 Benckiser-Knapsack Gmbh, 6802 Ladenburg Verfahren zur Herstellung von 1-Aminoalkan-1,1-diphosphonsäuren
GB2043072B (en) * 1979-02-13 1983-11-23 Symphar Sa Diphosphonate compounds
DE3225469A1 (de) * 1982-07-05 1984-01-05 Schering AG, 1000 Berlin und 4709 Bergkamen Diphosphonsaeure-derivate und diese enthaltende pharmazeutische praeparate
FR2531088B1 (fr) * 1982-07-29 1987-08-28 Sanofi Sa Produits anti-inflammatoires derives de l'acide methylenediphosphonique et leur procede de preparation

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IE850140L (en) 1985-07-26
SU1382402A3 (ru) 1988-03-15
GR850160B (ko) 1985-05-23
IL74117A0 (en) 1985-04-30
DD233847A5 (de) 1986-03-12
CA1263397A (en) 1989-11-28
JPH0455436B2 (ko) 1992-09-03
AU3794085A (en) 1985-08-01
NO850315L (no) 1985-07-29
YU11785A (en) 1987-12-31
MA20331A1 (fr) 1985-10-01
SU1410865A3 (ru) 1988-07-15
AU570764B2 (en) 1988-03-24
CS247199B2 (en) 1986-12-18
DE3561819D1 (en) 1988-04-14
HU192664B (en) 1987-06-29
PH20913A (en) 1987-05-28
CS247192B2 (en) 1986-12-18
US4876247A (en) 1989-10-24
EP0151072A3 (en) 1985-08-21
NO161678C (no) 1989-09-13
PL148892B1 (en) 1989-12-30
DK29285A (da) 1985-07-27
YU113787A (en) 1988-04-30
HUT38362A (en) 1986-05-28
FI77664C (fi) 1989-04-10
PT79859A (fr) 1985-02-01
SG43289G (en) 1989-12-22
IL74117A (en) 1989-02-28
EP0151072A2 (fr) 1985-08-07
DK168573B1 (da) 1994-04-25
FI77664B (fi) 1988-12-30
EG16903A (en) 1989-06-30
FI850319A0 (fi) 1985-01-24
JPS60174792A (ja) 1985-09-09
NZ210945A (en) 1987-06-30
FR2558837B1 (fr) 1986-06-27
PL144353B1 (en) 1988-05-31
FR2558837A1 (fr) 1985-08-02
ES539833A0 (es) 1985-11-16
NO161678B (no) 1989-06-05
PL251700A1 (en) 1985-09-10
ATE32900T1 (de) 1988-03-15
DK29285D0 (da) 1985-01-22
IE57971B1 (en) 1993-06-02
OA07941A (fr) 1987-01-31
SU1419520A3 (ru) 1988-08-23
FI850319L (fi) 1985-07-27
EP0151072B1 (fr) 1988-03-09
PL142493B1 (en) 1987-10-31
ZA85390B (en) 1985-08-28
PT79859B (fr) 1986-10-23
ES8602028A1 (es) 1985-11-16

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