JP2010538049A5 - - Google Patents

Info

Publication number

JP2010538049A5

JP2010538049A5 JP2010523523A JP2010523523A JP2010538049A5 JP 2010538049 A5 JP2010538049 A5 JP 2010538049A5 JP 2010523523 A JP2010523523 A JP 2010523523A JP 2010523523 A JP2010523523 A JP 2010523523A JP 2010538049 A5 JP2010538049 A5 JP 2010538049A5

Authority

JP

Japan

Prior art keywords

xaa

ethoxy

glp

carboxy

amide

Prior art date

2008-09-05

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.)

Withdrawn

Links

• Espacenet
• Global Dossier
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• DTHNMHAUYICORS-KTKZVXAJSA-N Glucagon-like peptide 1 Chemical class C([C@@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](C)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N[C@@H](CCCNC(N)=N)C(N)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)CNC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC=1C=CC=CC=1)NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C)NC(=O)[C@@H](N)CC=1N=CNC=1)[C@@H](C)O)[C@@H](C)O)C(C)C)C1=CC=CC=C1 DTHNMHAUYICORS-KTKZVXAJSA-N 0.000 claims description 68
• -1 (1-amino) Cyclohexyl Chemical group 0.000 claims description 27
• 150000001408 amides Chemical group 0.000 claims description 24
• HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 claims description 14
• 125000000539 amino acid group Chemical group 0.000 claims description 8
• CNMAQBJBWQQZFZ-LURJTMIESA-N (2s)-2-(pyridin-2-ylamino)propanoic acid Chemical compound OC(=O)[C@H](C)NC1=CC=CC=N1 CNMAQBJBWQQZFZ-LURJTMIESA-N 0.000 claims description 7
• WTKYBFQVZPCGAO-LURJTMIESA-N (2s)-2-(pyridin-3-ylamino)propanoic acid Chemical compound OC(=O)[C@H](C)NC1=CC=CN=C1 WTKYBFQVZPCGAO-LURJTMIESA-N 0.000 claims description 7
• SAAQPSNNIOGFSQ-LURJTMIESA-N (2s)-2-(pyridin-4-ylamino)propanoic acid Chemical compound OC(=O)[C@H](C)NC1=CC=NC=C1 SAAQPSNNIOGFSQ-LURJTMIESA-N 0.000 claims description 7
• KQMBIBBJWXGSEI-ROLXFIACSA-N (2s)-2-amino-3-hydroxy-3-(1h-imidazol-5-yl)propanoic acid Chemical compound OC(=O)[C@@H](N)C(O)C1=CNC=N1 KQMBIBBJWXGSEI-ROLXFIACSA-N 0.000 claims description 7
• AJFGLTPLWPTALJ-SSDOTTSWSA-N (2s)-2-azaniumyl-2-(fluoromethyl)-3-(1h-imidazol-5-yl)propanoate Chemical compound FC[C@@](N)(C(O)=O)CC1=CN=CN1 AJFGLTPLWPTALJ-SSDOTTSWSA-N 0.000 claims description 7
• MSECZMWQBBVGEN-LURJTMIESA-N (2s)-2-azaniumyl-4-(1h-imidazol-5-yl)butanoate Chemical compound OC(=O)[C@@H](N)CCC1=CN=CN1 MSECZMWQBBVGEN-LURJTMIESA-N 0.000 claims description 7
• UYEGXSNFZXWSDV-BYPYZUCNSA-N (2s)-3-(2-amino-1h-imidazol-5-yl)-2-azaniumylpropanoate Chemical compound OC(=O)[C@@H](N)CC1=CNC(N)=N1 UYEGXSNFZXWSDV-BYPYZUCNSA-N 0.000 claims description 7
• FVTVMQPGKVHSEY-UHFFFAOYSA-N 1-AMINOCYCLOBUTANE CARBOXYLIC ACID Chemical compound OC(=O)C1(N)CCC1 FVTVMQPGKVHSEY-UHFFFAOYSA-N 0.000 claims description 7
• IINRZEIPFQHEAP-UHFFFAOYSA-N 1-aminocycloheptane-1-carboxylic acid Chemical compound OC(=O)C1(N)CCCCCC1 IINRZEIPFQHEAP-UHFFFAOYSA-N 0.000 claims description 7
• NILQLFBWTXNUOE-UHFFFAOYSA-N 1-aminocyclopentanecarboxylic acid Chemical compound OC(=O)C1(N)CCCC1 NILQLFBWTXNUOE-UHFFFAOYSA-N 0.000 claims description 7
• PAJPWUMXBYXFCZ-UHFFFAOYSA-N 1-aminocyclopropanecarboxylic acid Chemical compound OC(=O)C1(N)CC1 PAJPWUMXBYXFCZ-UHFFFAOYSA-N 0.000 claims description 7
• PJSQECUPWDUIBT-UHFFFAOYSA-N 1-azaniumylcyclooctane-1-carboxylate Chemical compound OC(=O)C1(N)CCCCCCC1 PJSQECUPWDUIBT-UHFFFAOYSA-N 0.000 claims description 7
• HNDVDQJCIGZPNO-RXMQYKEDSA-N D-histidine Chemical compound OC(=O)[C@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-RXMQYKEDSA-N 0.000 claims description 7
• 229930195721 D-histidine Natural products 0.000 claims description 7
• HRRYYCWYCMJNGA-ZETCQYMHSA-N alpha-methyl-L-histidine Chemical compound OC(=O)[C@](N)(C)CC1=CN=CN1 HRRYYCWYCMJNGA-ZETCQYMHSA-N 0.000 claims description 7
• 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 7
• ZCKYOWGFRHAZIQ-UHFFFAOYSA-N dihydrourocanic acid Chemical compound OC(=O)CCC1=CNC=N1 ZCKYOWGFRHAZIQ-UHFFFAOYSA-N 0.000 claims description 7
• 229960002885 histidine Drugs 0.000 claims description 7
• OQQDUMSNEFAJOO-MRVPVSSYSA-N (2r)-2-amino-2-(1h-imidazol-5-ylmethyl)-3-oxobutanoic acid Chemical compound CC(=O)[C@@](N)(C(O)=O)CC1=CN=CN1 OQQDUMSNEFAJOO-MRVPVSSYSA-N 0.000 claims description 6
• FWMNVWWHGCHHJJ-SKKKGAJSSA-N 4-amino-1-[(2r)-6-amino-2-[[(2r)-2-[[(2r)-2-[[(2r)-2-amino-3-phenylpropanoyl]amino]-3-phenylpropanoyl]amino]-4-methylpentanoyl]amino]hexanoyl]piperidine-4-carboxylic acid Chemical compound C([C@H](C(=O)N[C@H](CC(C)C)C(=O)N[C@H](CCCCN)C(=O)N1CCC(N)(CC1)C(O)=O)NC(=O)[C@H](N)CC=1C=CC=CC=1)C1=CC=CC=C1 FWMNVWWHGCHHJJ-SKKKGAJSSA-N 0.000 claims description 6
• 102100025101 GATA-type zinc finger protein 1 Human genes 0.000 claims 20
• 101710198884 GATA-type zinc finger protein 1 Proteins 0.000 claims 20
• 150000001413 amino acids Chemical group 0.000 claims 13
• 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims 12
• 229940024606 amino acid Drugs 0.000 claims 10
• 239000008194 pharmaceutical composition Substances 0.000 claims 4
• 208000011580 syndromic disease Diseases 0.000 claims 4
• 201000001320 Atherosclerosis Diseases 0.000 claims 2
• 208000024172 Cardiovascular disease Diseases 0.000 claims 2
• 208000028698 Cognitive impairment Diseases 0.000 claims 2
• 208000032928 Dyslipidaemia Diseases 0.000 claims 2
• 208000002705 Glucose Intolerance Diseases 0.000 claims 2
• 206010020772 Hypertension Diseases 0.000 claims 2
• 208000017170 Lipid metabolism disease Diseases 0.000 claims 2
• 208000008589 Obesity Diseases 0.000 claims 2
• 208000007107 Stomach Ulcer Diseases 0.000 claims 2
• 206010067584 Type 1 diabetes mellitus Diseases 0.000 claims 2
• 125000003368 amide group Chemical group 0.000 claims 2
• 210000004899 c-terminal region Anatomy 0.000 claims 2
• 208000010877 cognitive disease Diseases 0.000 claims 2
• 208000029078 coronary artery disease Diseases 0.000 claims 2
• 239000003814 drug Substances 0.000 claims 2
• 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 2
• 201000001421 hyperglycemia Diseases 0.000 claims 2
• 230000002757 inflammatory effect Effects 0.000 claims 2
• 208000010125 myocardial infarction Diseases 0.000 claims 2
• 235000020824 obesity Nutrition 0.000 claims 2
• 201000009104 prediabetes syndrome Diseases 0.000 claims 2
• 230000002265 prevention Effects 0.000 claims 2
• 208000001072 type 2 diabetes mellitus Diseases 0.000 claims 2
• 102000009027 Albumins Human genes 0.000 claims 1
• 108010088751 Albumins Proteins 0.000 claims 1
• 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims 1
• 125000000217 alkyl group Chemical group 0.000 claims 1
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
• NKLCHDQGUHMCGL-UHFFFAOYSA-N cyclohexylidenemethanone Chemical group O=C=C1CCCCC1 NKLCHDQGUHMCGL-UHFFFAOYSA-N 0.000 claims 1
• 230000001079 digestive effect Effects 0.000 claims 1
• 201000006549 dyspepsia Diseases 0.000 claims 1
• 150000002148 esters Chemical class 0.000 claims 1
• 201000005917 gastric ulcer Diseases 0.000 claims 1
• 238000004519 manufacturing process Methods 0.000 claims 1
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
• 239000000546 pharmaceutical excipient Substances 0.000 claims 1
• 108090000765 processed proteins & peptides Proteins 0.000 claims 1
• 150000003839 salts Chemical class 0.000 claims 1
• 238000006467 substitution reaction Methods 0.000 claims 1
• 0 C*NCCC(C)(C)OCCOCCC1OC1 Chemical compound C*NCCC(C)(C)OCCOCCC1OC1 0.000 description 3
• FZKHGEQUJKGXCB-UHFFFAOYSA-N CC(CCNC)/[O]=C/COCCNC(COCC(N)=O)=O Chemical compound CC(CCNC)/[O]=C/COCCNC(COCC(N)=O)=O FZKHGEQUJKGXCB-UHFFFAOYSA-N 0.000 description 1