AU731146C - Inorganic ion receptor-active compounds - Google Patents
Inorganic ion receptor-active compoundsInfo
- Publication number
- AU731146C AU731146C AU28229/97A AU2822997A AU731146C AU 731146 C AU731146 C AU 731146C AU 28229/97 A AU28229/97 A AU 28229/97A AU 2822997 A AU2822997 A AU 2822997A AU 731146 C AU731146 C AU 731146C
- Authority
- AU
- Australia
- Prior art keywords
- compound
- alkyl
- cell
- hydrogen
- optionally substituted
- Prior art date
- Legal status (The legal status 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 status listed.)
- Ceased
Links
- 150000001875 compounds Chemical class 0.000 title claims abstract description 235
- 229910001410 inorganic ion Inorganic materials 0.000 title claims abstract description 61
- 239000011575 calcium Substances 0.000 claims abstract description 124
- 230000000694 effects Effects 0.000 claims abstract description 102
- 102000013830 Calcium-Sensing Receptors Human genes 0.000 claims abstract description 90
- 108010050543 Calcium-Sensing Receptors Proteins 0.000 claims abstract description 90
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 59
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims abstract description 49
- 229910052791 calcium Inorganic materials 0.000 claims abstract description 48
- 102000005962 receptors Human genes 0.000 claims abstract description 46
- 108020003175 receptors Proteins 0.000 claims abstract description 46
- 201000010099 disease Diseases 0.000 claims abstract description 33
- 238000000034 method Methods 0.000 claims abstract description 25
- 125000000217 alkyl group Chemical group 0.000 claims description 46
- 125000001424 substituent group Chemical group 0.000 claims description 38
- -1 methylene dioxy Chemical group 0.000 claims description 36
- 229910052739 hydrogen Inorganic materials 0.000 claims description 31
- 239000001257 hydrogen Substances 0.000 claims description 31
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 31
- 230000002159 abnormal effect Effects 0.000 claims description 27
- 150000003839 salts Chemical class 0.000 claims description 26
- 125000001624 naphthyl group Chemical group 0.000 claims description 24
- 230000002092 calcimimetic effect Effects 0.000 claims description 19
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 18
- 150000002431 hydrogen Chemical class 0.000 claims description 16
- 230000003834 intracellular effect Effects 0.000 claims description 15
- 229910052801 chlorine Inorganic materials 0.000 claims description 14
- 229910052731 fluorine Inorganic materials 0.000 claims description 14
- QSLPNSWXUQHVLP-UHFFFAOYSA-N $l^{1}-sulfanylmethane Chemical compound [S]C QSLPNSWXUQHVLP-UHFFFAOYSA-N 0.000 claims description 13
- 229910052794 bromium Inorganic materials 0.000 claims description 13
- 125000001188 haloalkyl group Chemical group 0.000 claims description 13
- 229910052736 halogen Inorganic materials 0.000 claims description 13
- 150000002367 halogens Chemical class 0.000 claims description 13
- 229910052740 iodine Inorganic materials 0.000 claims description 13
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 13
- 125000003342 alkenyl group Chemical group 0.000 claims description 12
- 230000002829 reductive effect Effects 0.000 claims description 12
- 238000004519 manufacturing process Methods 0.000 claims description 11
- 125000003545 alkoxy group Chemical group 0.000 claims description 10
- 230000007423 decrease Effects 0.000 claims description 10
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 10
- 125000004001 thioalkyl group Chemical group 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 9
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 claims description 8
- 230000004094 calcium homeostasis Effects 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- 208000001132 Osteoporosis Diseases 0.000 claims description 7
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 7
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 6
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- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 239000008194 pharmaceutical composition Substances 0.000 claims description 5
- UUFQTNFCRMXOAE-UHFFFAOYSA-N 1-methylmethylene Chemical compound C[CH] UUFQTNFCRMXOAE-UHFFFAOYSA-N 0.000 claims description 4
- 208000037147 Hypercalcaemia Diseases 0.000 claims description 4
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 4
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims description 4
- 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 claims description 4
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims description 4
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 4
- 125000002541 furyl group Chemical group 0.000 claims description 4
- CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 claims description 4
- 230000000148 hypercalcaemia Effects 0.000 claims description 4
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- CPRRHERYRRXBRZ-SRVKXCTJSA-N methyl n-[(2s)-1-[[(2s)-1-hydroxy-3-[(3s)-2-oxopyrrolidin-3-yl]propan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]carbamate Chemical compound COC(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CO)C[C@@H]1CCNC1=O CPRRHERYRRXBRZ-SRVKXCTJSA-N 0.000 claims description 4
- 125000005032 thiofuranyl group Chemical group S1C(=CC=C1)* 0.000 claims description 4
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- BBBFJLBPOGFECG-VJVYQDLKSA-N calcitonin Chemical compound N([C@H](C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC=1NC=NC=1)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC=1C=CC(O)=CC=1)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)NCC(=O)N[C@@H](CO)C(=O)NCC(=O)N[C@@H]([C@@H](C)O)C(=O)N1[C@@H](CCC1)C(N)=O)C(C)C)C(=O)[C@@H]1CSSC[C@H](N)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1 BBBFJLBPOGFECG-VJVYQDLKSA-N 0.000 description 8
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- IVOMOUWHDPKRLL-KQYNXXCUSA-N Cyclic adenosine monophosphate Chemical compound C([C@H]1O2)OP(O)(=O)O[C@H]1[C@@H](O)[C@@H]2N1C(N=CN=C2N)=C2N=C1 IVOMOUWHDPKRLL-KQYNXXCUSA-N 0.000 description 7
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- LEHBURLTIWGHEM-UHFFFAOYSA-N pyridinium chlorochromate Chemical compound [O-][Cr](Cl)(=O)=O.C1=CC=[NH+]C=C1 LEHBURLTIWGHEM-UHFFFAOYSA-N 0.000 description 6
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
- C07D307/81—Radicals substituted by nitrogen atoms not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
- C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
- C07D317/58—Radicals substituted by nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
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- Orthopedic Medicine & Surgery (AREA)
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- Obesity (AREA)
- Cardiology (AREA)
- Emergency Medicine (AREA)
- Heart & Thoracic Surgery (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Furan Compounds (AREA)
- Eye Examination Apparatus (AREA)
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| US60/016673 | 1996-05-01 | ||
| PCT/US1997/007371 WO1997041090A1 (en) | 1996-05-01 | 1997-04-30 | Inorganic ion receptor-active compounds |
Related Child Applications (1)
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| AU26406/01A Division AU2640601A (en) | 1996-05-01 | 2001-03-07 | Inorganic ion receptor-active compounds |
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| AU2822997A AU2822997A (en) | 1997-11-19 |
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| AU731146C true AU731146C (en) | 2005-02-03 |
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| US (3) | US5981599A (enExample) |
| EP (1) | EP0907631B1 (enExample) |
| JP (2) | JP4117506B2 (enExample) |
| AT (3) | ATE243186T1 (enExample) |
| AU (1) | AU731146C (enExample) |
| DE (3) | DE69739388D1 (enExample) |
| DK (1) | DK0907631T3 (enExample) |
| ES (3) | ES2280460T3 (enExample) |
| PT (1) | PT907631E (enExample) |
| TW (1) | TW561150B (enExample) |
| WO (1) | WO1997041090A1 (enExample) |
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-
1997
- 1997-04-30 WO PCT/US1997/007371 patent/WO1997041090A1/en not_active Ceased
- 1997-04-30 AT AT97922601T patent/ATE243186T1/de active
- 1997-04-30 DE DE69739388T patent/DE69739388D1/de not_active Expired - Lifetime
- 1997-04-30 AT AT07000764T patent/ATE430123T1/de not_active IP Right Cessation
- 1997-04-30 DE DE69722934T patent/DE69722934T2/de not_active Expired - Lifetime
- 1997-04-30 ES ES02018228T patent/ES2280460T3/es not_active Expired - Lifetime
- 1997-04-30 AU AU28229/97A patent/AU731146C/en not_active Ceased
- 1997-04-30 PT PT97922601T patent/PT907631E/pt unknown
- 1997-04-30 ES ES97922601T patent/ES2201300T3/es not_active Expired - Lifetime
- 1997-04-30 US US08/846,721 patent/US5981599A/en not_active Expired - Lifetime
- 1997-04-30 AT AT02018228T patent/ATE352537T1/de not_active IP Right Cessation
- 1997-04-30 DE DE69737303T patent/DE69737303T2/de not_active Expired - Lifetime
- 1997-04-30 EP EP97922601A patent/EP0907631B1/en not_active Expired - Lifetime
- 1997-04-30 JP JP53923197A patent/JP4117506B2/ja not_active Expired - Fee Related
- 1997-04-30 DK DK97922601T patent/DK0907631T3/da active
- 1997-04-30 ES ES07000764T patent/ES2326004T3/es not_active Expired - Lifetime
- 1997-05-01 TW TW086105804A patent/TW561150B/zh not_active IP Right Cessation
-
1999
- 1999-10-06 US US09/415,179 patent/US6342532B1/en not_active Expired - Lifetime
-
2002
- 2002-01-29 US US10/060,959 patent/US6710088B2/en not_active Expired - Lifetime
-
2007
- 2007-12-04 JP JP2007313755A patent/JP4431609B2/ja not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| ATE243186T1 (de) | 2003-07-15 |
| US20030008876A1 (en) | 2003-01-09 |
| EP0907631B1 (en) | 2003-06-18 |
| DE69739388D1 (de) | 2009-06-10 |
| AU731146B2 (en) | 2001-03-22 |
| ATE352537T1 (de) | 2007-02-15 |
| US5981599A (en) | 1999-11-09 |
| JP2000509395A (ja) | 2000-07-25 |
| JP4431609B2 (ja) | 2010-03-17 |
| TW561150B (en) | 2003-11-11 |
| ES2201300T3 (es) | 2004-03-16 |
| US6342532B1 (en) | 2002-01-29 |
| DE69722934T2 (de) | 2004-05-27 |
| AU2822997A (en) | 1997-11-19 |
| WO1997041090A1 (en) | 1997-11-06 |
| HK1102806A1 (en) | 2007-12-07 |
| US6710088B2 (en) | 2004-03-23 |
| ATE430123T1 (de) | 2009-05-15 |
| DE69722934D1 (de) | 2003-07-24 |
| HK1051995A1 (en) | 2003-08-29 |
| DE69737303D1 (de) | 2007-03-15 |
| EP0907631A1 (en) | 1999-04-14 |
| ES2280460T3 (es) | 2007-09-16 |
| JP4117506B2 (ja) | 2008-07-16 |
| DE69737303T2 (de) | 2007-08-30 |
| JP2008115184A (ja) | 2008-05-22 |
| PT907631E (pt) | 2003-10-31 |
| DK0907631T3 (da) | 2003-09-22 |
| ES2326004T3 (es) | 2009-09-28 |
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| FGA | Letters patent sealed or granted (standard patent) | ||
| DA2 | Applications for amendment section 104 |
Free format text: THE NATURE OF THE PROPOSED AMENDMENT IS AS SHOWN IN THE STATEMENT(S) FILED 20040309 |