KR880006257A - 디포스폰산유도체, 이들의 제조방법 및 이들을 함유하는 제약조성물 - Google Patents
디포스폰산유도체, 이들의 제조방법 및 이들을 함유하는 제약조성물 Download PDFInfo
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- KR880006257A KR880006257A KR870013477A KR870013477A KR880006257A KR 880006257 A KR880006257 A KR 880006257A KR 870013477 A KR870013477 A KR 870013477A KR 870013477 A KR870013477 A KR 870013477A KR 880006257 A KR880006257 A KR 880006257A
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- alk
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- het
- hydrogen atom
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- XQRLCLUYWUNEEH-UHFFFAOYSA-N diphosphonic acid Chemical class OP(=O)OP(O)=O XQRLCLUYWUNEEH-UHFFFAOYSA-N 0.000 title claims 4
- 239000008194 pharmaceutical composition Substances 0.000 title claims 2
- 238000002360 preparation method Methods 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 claims abstract 11
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical group C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims abstract 9
- 125000002947 alkylene group Chemical group 0.000 claims abstract 8
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract 7
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract 5
- 125000003277 amino group Chemical group 0.000 claims abstract 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract 4
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract 4
- 150000003839 salts Chemical class 0.000 claims abstract 4
- 239000002253 acid Substances 0.000 claims abstract 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract 3
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims abstract 3
- 125000005842 heteroatom Chemical group 0.000 claims abstract 3
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 24
- 150000001875 compounds Chemical class 0.000 claims 9
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 3
- 238000006243 chemical reaction Methods 0.000 claims 3
- -1 methyl Compound Chemical group 0.000 claims 3
- 239000000203 mixture Substances 0.000 claims 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 150000005690 diesters Chemical class 0.000 claims 2
- XQRLCLUYWUNEEH-UHFFFAOYSA-L diphosphonate(2-) Chemical compound [O-]P(=O)OP([O-])=O XQRLCLUYWUNEEH-UHFFFAOYSA-L 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- VSWICNJIUPRZIK-UHFFFAOYSA-N 2-piperideine Chemical compound C1CNC=CC1 VSWICNJIUPRZIK-UHFFFAOYSA-N 0.000 claims 1
- RSEBUVRVKCANEP-UHFFFAOYSA-N 2-pyrroline Chemical compound C1CC=CN1 RSEBUVRVKCANEP-UHFFFAOYSA-N 0.000 claims 1
- QAXDVKBGZRMSHF-UHFFFAOYSA-N 6-acetyl-5-hydroxy-4-methoxy-7,8-dihydro-3h-pyrrolo[3,2-e]indole-2-carboxylic acid Chemical compound C1=2C=C(C(O)=O)NC=2C(OC)=C(O)C2=C1CCN2C(C)=O QAXDVKBGZRMSHF-UHFFFAOYSA-N 0.000 claims 1
- CPGKMLVTFNUAHL-UHFFFAOYSA-N [Ca].[Ca] Chemical compound [Ca].[Ca] CPGKMLVTFNUAHL-UHFFFAOYSA-N 0.000 claims 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- ZSIQJIWKELUFRJ-UHFFFAOYSA-N azepane Chemical compound C1CCCNCC1 ZSIQJIWKELUFRJ-UHFFFAOYSA-N 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 239000012050 conventional carrier Substances 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 238000009472 formulation Methods 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000001072 heteroaryl group Chemical group 0.000 claims 1
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 claims 1
- 230000008595 infiltration Effects 0.000 claims 1
- 238000001764 infiltration Methods 0.000 claims 1
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims 1
- 150000002825 nitriles Chemical class 0.000 claims 1
- SBOJXQVPLKSXOG-UHFFFAOYSA-N o-amino-hydroxylamine Chemical compound NON SBOJXQVPLKSXOG-UHFFFAOYSA-N 0.000 claims 1
- 150000003016 phosphoric acids Chemical class 0.000 claims 1
- 229910052698 phosphorus Inorganic materials 0.000 claims 1
- 239000011574 phosphorus Substances 0.000 claims 1
- USPWKWBDZOARPV-UHFFFAOYSA-N pyrazolidine Chemical compound C1CNNC1 USPWKWBDZOARPV-UHFFFAOYSA-N 0.000 claims 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 1
- ZVJHJDDKYZXRJI-UHFFFAOYSA-N pyrroline Natural products C1CC=NC1 ZVJHJDDKYZXRJI-UHFFFAOYSA-N 0.000 claims 1
- 238000007127 saponification reaction Methods 0.000 claims 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 4
- 239000001257 hydrogen Substances 0.000 abstract 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- 150000002431 hydrogen Chemical class 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 1
- 208000022458 calcium metabolism disease Diseases 0.000 abstract 1
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- 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
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- 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
- C07F9/60—Quinoline or hydrogenated quinoline ring systems
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- A61P3/00—Drugs for disorders of the metabolism
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- A61P3/00—Drugs for disorders of the metabolism
- A61P3/12—Drugs for disorders of the metabolism for electrolyte homeostasis
- A61P3/14—Drugs for disorders of the metabolism for electrolyte homeostasis for calcium homeostasis
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- 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
- C07F9/5532—Seven-(or more) membered rings
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- 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
- C07F9/572—Five-membered rings
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- 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
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- 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
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- 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
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- 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
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Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (7)
- 다음일반식(Ⅰ)의 디포스폰산유도체 및 제약에 수용할 수 있는 이들의 염 :상기식에서, Het는 하나 또는 2개의 질소원자를 갖는 수소화된 또는 부분적으로 수소화된 헤테로시클릭 고리이고, 서로 독립적으로, 저급알킬, 벤질 또는 시클로헥실메틸기에 의해 임의로 치환될수 있고, B는 질소원자 또는 C-H 그룹을 나타내고, 또한 G로 치환된 탄소원자 B와 이중결합을 형성할 수 있고, R1및 R2는 각각 수소원자 또는 저급알킬기이거나 또는 함께 C3내지 C5을 갖는 알킬렌사슬을 형성하고, Het위에 달려있는 이러한 고리는 3개이하의 이중결합을 함유할 수 있고, Y는 다음일반식의 기이고 :상기식에서, R3는 수소원자 또는 저급알킬기이고, alk는 원자가결합 또는 이종원자로부터 반드시 출발하지않는 C1내지 C6을 갖는 직쇄 또는 측쇄알킬렌사슬이고, X는 수소원자, 히드록실기 또는 아미노기이고, G는 수소원자 또는 YS기이고 M,R 또는 S는 각각 0또는 1일수 있고 m+r+s는 반드시 1이어야하고, 단, alk가 원자가 결합일때, Het는 2-위치에 Y로 치환된 피롤리딘고리가 아니어야한다.
- 제1항에 있어서, Het는 C1-C4알킬기에의해 임의로 치환된 피롤리딘, 피롤린, 피라졸리딘, 피리졸린, 피레리딘, 테트라히드로피리딘, 헥사히드로아제핀고리이고, B는 C-H 그룹이고, R1및 R2는 수소원자이거나 또는 함께 C3-C5를 갖는 알킬렌사슬을 형성하고, Y는 다음일반식의 기인 일반식(Ⅰ)의 화합물 :상기식에서, R3는 수소원자 또는 C1-C4알킬기이고, alk는 원자가결합 또는 C1-C2알킬렌사슬이고, X는 히드록실기이고, G는 수소원자이고 R은 0이고 M은 1이고, 단 alk는 원자가 결합일때, Het는 2-위치에 Y로 치환된 피롤리딘고리를 나타내지 않아야한다.
- 제1항 또는 2항에있어서, R1및 R2와 함께 Het는 피롤리딘, 피페리딘 또는 테카히드로 이소퀴놀린 고리를 형성하고, 각 경우에 메틸로 치환될 수 있음을 특징으로 하는 일반식(Ⅰ)의 화합물.
- a) 다음일반식(Ⅱ)의 카르복실산과 아인산 또는 인산 및 할로겐화아인산의 혼합물을 반응시키고 계속하여 유리디포스폰산으로 비누화시키거나 또는 b) 다음 일반식(Ⅲ)염화 카르복실산을 다음 일반식(Ⅳ)의 아인산 트리알킬과 반응시켜 다음 일반식(Ⅴ)의 포스폰산아실을 얻고 : 계속하여 다음 일반식(Ⅵ)의 아인산디알킬과 반응시켜 다음 일반식(Ⅷ)의 디포스포네이트를 얻고, 임의로 얻어진 테트라에스테르를 일반식(Ⅰ)의 디에스테르 또는 산으로 비누화시키거나 또는 c) 일반식(Ⅰ)의 X(Y중의)가 알킬기에 의해 임의로 치환된 아미노기일때, 일반식(Ⅷ)의 카르복실산 유도체를 다음일반식(Ⅸ)의 인화합물과 반응시키고,임의로 계속하여 비누화시키거나 또는 d) 일반식(Ⅰ)에서 X(Y중의)의 수소원자일때, 다음일반식(Ⅹ)의 화합물을 다음 일반식(ⅩⅠ)의 화합물과 반응시켜 다음일반식(ⅩⅡ)의 디포스폰산염을 얻거나, 또는 e) 일반식(Ⅰ)에서 Het가 5-또는 6원자고리일때, 다음일반식(ⅩⅢ)의 화합물을 수소화반응시켜 일반식(Ⅰ)의 화합물로 전환시키고, 얻어진 테트라에스테르를 일반식(Ⅰ)의 디에스테르 또는 산으로 비누화시키거나 또는 바람직하다면식(Ⅰ)의 얻어진 화합물을 제약에 수용할 수 있는 염으로 전환시킴을 특징으로 하느 다음 일반식(Ⅰ)의 디포스폰산유도체 및 제약에 수용할 수 있는 이들의 염의 제조방법 :상기식에서, Het는 하나 또는 2개의 질소원자를 갖는 수소화된 또는 부분적으로 수소화된 헤테로 시클릭고리이고, 서로 독립적으로, 저급알킬, 벤질 또는 시클로헥실메틸기에 의해 임의로 치환될 수 있고, B는 질소원자 또는 C-H 그룹을 나타내고, 또한 G로 치환된 탄소원자 B와 이중결합을 형성할 수 있고, R1및 R2는 각각 수소원자 또는 저급알킬기이거나 또는 함께 C3내지 C5을 갖는 알킬렌 사슬을 형성하고, Het위에 달려있는 이러한 고리는 3개이하의 이중결합을 함유할 수 있고, Y는 다음일반식의 기이고 : -상기식에서, R3는 수소원자 또는 저급알킬기이고, alk는 원자가결합 또는 이종원자로부터 반드시 출발하지 않는 C1내지 C6을 갖는 직쇄 또는 측쇄알킬렌사슬이고, X는 수소원자, 히드록실기 또는 아미노기이고, G는 수소원자 또는 YS기이고, M,R또는 S는 각각 0또는 1일수 있고, m+r+s는 반드시 1이어야 하고, 단 alk가 원자가 결합일때, Het는 2-위치에 Y로 치환된 피롤리딘고리가 아니어야 한다.상기식에서, Het,B,R1,R2,alk,M 및 R은 상기에 정의한 바와같고 G1은 수소원자 또는 그룹(alk-COOH)S이고, 여기서 alk 및 S는 상기에 정의한 바와같다.상기식에서 Het,B,R1,R2,alk,M 및 R은 상기에 정의한 바와같고 G2은 수소원자 또는 그룹(alk-COCL)3이다.P(OR')3(Ⅳ)상기식에서, R′은 저급알킬기이다.상기식에서, Het,B,R1,R2,R′,alk,M 및 R은 상기에 정의한 바와같고 G3는 수소원자 또는 그룹(alk-CO-P(O)(OR′)2]S이고, 여기서 alk,R′및 S는 상기에 정의한 바와같다.상기식에서, R′은 상기에 정의한 바와같다.상기식에서, Het,B,R1,R2,R′,alk,M 및 R은 상기에 정의한 바와같고 G4은 수소원자 또는 그룹(alk-C(OH)[P(O)(OR′)2]2]S이고,여기서 alk,R′및 s는 상기에 정의한 바와같다.상기식에서, Het,B,R1,R2,alk,m및 r은 상기에 정의한 바와같고,Z는 니트릴, 아미노에테르 또는 N,N-디알킬카르복시아미도기이고, 그리고 G5는 수소원자 또는 그룹(alk-z)S이고,여기서 alk,Z및 S는 상기에 정의한 바와같다.상기식에서 T는 할로겐원자 OH또는 OR′이고 여기서 R′은 상기에 정의한 바와같다.상기식에서, Het,B,R1,R2,alk,M 및 R은 상기에 정의한 바와같고 A는 반응성 잔류물 예를들면 알로겐 원자 또는 술폰산염이고 G6는 수소원자 또는 그룹(alk-A)S이고,여기서 alk,A및 S는 상기에 정의한 바와같다.상기시에서, R′은 상기에 정의한 바와같다.상기식에서, Het,B,R1,R2,R′,alk,M 및 R은 상기에 정의한 바와같고 G7은 수소원자 또는 그룹(alk-CH[P(O)(OR′)2]S이고,여기서 alk,R′및 S는 상기에 정의한 바와같다.상기식에서, B,R1,R2,G,Y,M 및 R은 상기에 정의한 바와같고, Het′는 하나 또는 두개의 질소원자를 갖는 헤테로 방향족 5-또는 6원자고리이다.
- 제4항에따른 방법에의해 제조된 제1방항의 화합물.
- 제1항에따른 적어도 하나의 화합물 및 통상적인 담체 및 보조물질을 함유하는 제약조성물.
- 칼슘대사장해의 치료를 위한 제1항에 따른 화합물의 용도.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19863640938 DE3640938A1 (de) | 1986-11-29 | 1986-11-29 | Neue diphosphonsaeurederivate, verfahren zu deren herstellung und diese verbindung enthaltende arzneimittel |
| DE3640938.3 | 1986-11-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR880006257A true KR880006257A (ko) | 1988-07-22 |
Family
ID=6315163
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR870013477A KR880006257A (ko) | 1986-11-29 | 1987-11-28 | 디포스폰산유도체, 이들의 제조방법 및 이들을 함유하는 제약조성물 |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US4971958A (ko) |
| EP (1) | EP0273190B1 (ko) |
| JP (1) | JPS63154692A (ko) |
| KR (1) | KR880006257A (ko) |
| AT (1) | ATE62690T1 (ko) |
| AU (1) | AU8169287A (ko) |
| CS (1) | CS268842B2 (ko) |
| DD (1) | DD269150A5 (ko) |
| DE (2) | DE3640938A1 (ko) |
| DK (1) | DK625787A (ko) |
| FI (1) | FI875257A (ko) |
| HU (1) | HU198948B (ko) |
| IE (1) | IE873235L (ko) |
| IL (1) | IL84570A0 (ko) |
| PT (1) | PT86225B (ko) |
| ZA (1) | ZA878746B (ko) |
Families Citing this family (25)
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|---|---|---|---|---|
| IL84731A0 (en) * | 1986-12-19 | 1988-05-31 | Norwich Eaton Pharma | Heterocycle-substituted diphosphonic acids and salts and esters and pharmaceutical compositions containing them |
| GB8808138D0 (en) * | 1988-04-07 | 1988-05-11 | Leo Pharm Prod Ltd | Chemical compounds |
| US4990503A (en) * | 1988-08-12 | 1991-02-05 | Yamanouchi Pharmaceutical Co., Ltd. | Heterocyclic bisphosphonic acid derivatives |
| JPH0699457B2 (ja) * | 1988-08-12 | 1994-12-07 | 山之内製薬株式会社 | ヘテロ環ビスフォスフォン酸誘導体およびその医薬 |
| MX21452A (es) * | 1989-07-07 | 1994-01-31 | Ciba Geigy Ag | Preparaciones farmaceuticas que se administran en forma topica. |
| US5139786A (en) * | 1989-07-07 | 1992-08-18 | Ciba-Geigy Corporation | Topical formulations |
| DE3930130A1 (de) * | 1989-09-09 | 1991-03-21 | Boehringer Mannheim Gmbh | Neue amidingruppen-haltige diphosphonsaeurederivate, verfahren zu deren herstellung und diese verbindungen enthaltende arzneimittel |
| JPH07507315A (ja) * | 1992-05-29 | 1995-08-10 | 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 | カルシウムおよびホスフェート代謝異常治療用含硫ホスホネート化合物 |
| NZ253541A (en) * | 1992-05-29 | 1997-01-29 | Procter & Gamble Pharma | Cyclic quaternary-n-containing phosphonate derivatives and medicaments |
| 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 |
| 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 |
| KR100266484B1 (ko) * | 1992-05-29 | 2000-09-15 | 제이코버스 코넬리스 레이서 | 칼슘및인산염의이상대사를치료하기위한티오-치환된질소-함유헤테로사이클릭포스포네이트화합물 |
| 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 |
| US6406714B1 (en) | 1992-12-02 | 2002-06-18 | Merck & Co., Inc. | Dry mix formulation for bisphosphonic acids |
| US6677320B2 (en) | 2000-01-20 | 2004-01-13 | Hoffmann-La Roches Inc. | Parenteral bisphosphonate composition with improved local tolerance |
| MXPA02010740A (es) | 2000-05-05 | 2003-03-10 | Hoffmann La Roche | Composicion farmaceutica similar al gel para la administracion subcutanea que comprende acidos bisfosfonicos o sus sales. |
| JP2005514400A (ja) * | 2001-12-21 | 2005-05-19 | ザ プロクター アンド ギャンブル カンパニー | 骨疾患の治療方法 |
| KR20060058151A (ko) * | 2002-05-10 | 2006-05-29 | 에프. 호프만-라 로슈 아게 | 골다공증 치료 및 예방용 비스포스폰산 |
| US20040138180A1 (en) * | 2002-10-03 | 2004-07-15 | Barr Laboratories, Inc. | Bisphosphonate composition and process for the preparation thereof |
| SI1596870T2 (sl) * | 2002-12-20 | 2011-07-29 | Hoffmann La Roche | Formulacija z visokim odmerkom ibandronata |
| KR20110079813A (ko) * | 2008-09-22 | 2011-07-08 | 아이시스 이노베이션 리미티드 | 이미다조〔1,2－α〕피리디닐 비스포스포네이트 |
| EP2493905B1 (en) * | 2009-10-26 | 2016-11-30 | Warner Chilcott Company, LLC | Bisphosphonate compounds for treating bone metabolism disorders |
| US8748097B1 (en) | 2011-12-02 | 2014-06-10 | President And Fellows Of Harvard College | Identification of agents for treating calcium disorders and uses thereof |
| PL407922A1 (pl) | 2014-04-16 | 2015-10-26 | Wrocławskie Centrum Badań Eit + Spółka Z Ograniczoną Odpowiedzialnością | Nowe bisfosfoniany i ich zastosowanie |
| EP3698797A1 (en) | 2017-10-16 | 2020-08-26 | Tsinghua University | Mevalonic acid pathway inhibitor and pharmaceutical composition thereof |
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| 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 |
| US3988443A (en) * | 1973-08-27 | 1976-10-26 | Henkel & Cie G.M.B.H. | Azacycloalkane-2,2-diphosphonic acids |
| JPS5359674A (en) * | 1976-10-25 | 1978-05-29 | Nissan Chem Ind Ltd | 1-piperidinoalkane-1,1-diphosphonic acid derivatives and herbicidescontaining the same as active agent |
| DE2745083C2 (de) * | 1977-10-07 | 1985-05-02 | Henkel KGaA, 4000 Düsseldorf | Hydroxydiphosphonsäuren und Verfahren zu deren Herstellung |
| DE3428524A1 (de) * | 1984-08-02 | 1986-02-13 | Boehringer Mannheim Gmbh, 6800 Mannheim | Neue diphosphonsaeurederivate, verfahren zu deren herstellung und diese verbindungen enthaltende arzneimittel |
| IL77243A (en) * | 1984-12-21 | 1996-11-14 | Procter & Gamble | Pharmaceutical compositions containing geminal diphosphonic acid compounds and certain such novel compounds |
| US4761406A (en) * | 1985-06-06 | 1988-08-02 | The Procter & Gamble Company | Regimen for treating osteoporosis |
| DE3626058A1 (de) * | 1986-08-01 | 1988-02-11 | Boehringer Mannheim Gmbh | Neue diphosphonsaeurederivate, verfahren zu deren herstellung und diese verbindungen enthaltende arzneimittel |
| US4739036A (en) * | 1986-08-15 | 1988-04-19 | Goodyear Tire & Rubber Company | Rubber vulcanization agents and methods for their preparation |
| US4871720A (en) * | 1986-11-21 | 1989-10-03 | Ciba-Geigy Corporation | Aromatically substituted azacycloalkyl-alkanediphosphonic acids useful for the treatment of illnesses that can be attributed to calcium metabolism disorders |
| IL84497A (en) * | 1986-11-21 | 1994-10-21 | Ciba Geigy Ag | History 2-) Imidazol-1-yl (ethane-1,1-diphosphonic acid, their preparation and pharmaceutical preparations containing them |
| IL84731A0 (en) * | 1986-12-19 | 1988-05-31 | Norwich Eaton Pharma | Heterocycle-substituted diphosphonic acids and salts and esters and pharmaceutical compositions containing them |
-
1986
- 1986-11-29 DE DE19863640938 patent/DE3640938A1/de not_active Withdrawn
-
1987
- 1987-11-21 DE DE8787117191T patent/DE3769452D1/de not_active Expired - Lifetime
- 1987-11-21 AT AT87117191T patent/ATE62690T1/de not_active IP Right Cessation
- 1987-11-21 EP EP87117191A patent/EP0273190B1/de not_active Expired - Lifetime
- 1987-11-23 IL IL84570A patent/IL84570A0/xx unknown
- 1987-11-23 ZA ZA878746A patent/ZA878746B/xx unknown
- 1987-11-25 CS CS878510A patent/CS268842B2/cs unknown
- 1987-11-25 AU AU81692/87A patent/AU8169287A/en not_active Abandoned
- 1987-11-26 JP JP62296290A patent/JPS63154692A/ja active Pending
- 1987-11-26 PT PT86225A patent/PT86225B/pt not_active IP Right Cessation
- 1987-11-27 DK DK625787A patent/DK625787A/da not_active Application Discontinuation
- 1987-11-27 DD DD87309581A patent/DD269150A5/de not_active IP Right Cessation
- 1987-11-27 FI FI875257A patent/FI875257A/fi not_active Application Discontinuation
- 1987-11-27 IE IE873235A patent/IE873235L/xx unknown
- 1987-11-27 HU HU875355A patent/HU198948B/hu not_active IP Right Cessation
- 1987-11-28 KR KR870013477A patent/KR880006257A/ko not_active Application Discontinuation
-
1989
- 1989-05-23 US US07/356,567 patent/US4971958A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| EP0273190B1 (de) | 1991-04-17 |
| DK625787A (da) | 1988-05-30 |
| IE873235L (en) | 1988-05-29 |
| HU198948B (en) | 1989-12-28 |
| DE3640938A1 (de) | 1988-06-01 |
| FI875257A (fi) | 1988-05-30 |
| AU8169287A (en) | 1988-06-02 |
| JPS63154692A (ja) | 1988-06-27 |
| FI875257A0 (fi) | 1987-11-27 |
| PT86225A (de) | 1987-12-01 |
| HUT46024A (en) | 1988-09-28 |
| US4971958A (en) | 1990-11-20 |
| DK625787D0 (da) | 1987-11-27 |
| CS851087A2 (en) | 1989-08-14 |
| DE3769452D1 (de) | 1991-05-23 |
| ATE62690T1 (de) | 1991-05-15 |
| DD269150A5 (de) | 1989-06-21 |
| ZA878746B (en) | 1988-05-18 |
| IL84570A0 (en) | 1988-04-29 |
| EP0273190A1 (de) | 1988-07-06 |
| CS268842B2 (en) | 1990-04-11 |
| PT86225B (pt) | 1990-11-07 |
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