IE37051B1 - Histidine derivatives - Google Patents

Info

Publication number

IE37051B1

IE37051B1 IE1803/72A IE180372A IE37051B1 IE 37051 B1 IE37051 B1 IE 37051B1 IE 1803/72 A IE1803/72 A IE 1803/72A IE 180372 A IE180372 A IE 180372A IE 37051 B1 IE37051 B1 IE 37051B1

Authority

IE

Ireland

Prior art keywords

pyrrolidine

histidyl

reacting

histidine

cyclopentylcarbonyl

Prior art date

1972-01-20

Links

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• 150000002410 histidine derivatives Chemical class 0.000 title abstract 2
• RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 abstract 12
• JBDSSBMEKXHSJF-UHFFFAOYSA-N cyclopentanecarboxylic acid Chemical compound OC(=O)C1CCCC1 JBDSSBMEKXHSJF-UHFFFAOYSA-N 0.000 abstract 4
• 150000001875 compounds Chemical class 0.000 abstract 3
• 239000002253 acid Substances 0.000 abstract 2
• 150000003839 salts Chemical class 0.000 abstract 2
• VQJMAIZOEPPELO-KYGIZGOZSA-N (1S,2S,6R,14R,15R,16R)-5-(cyclopropylmethyl)-16-(2-hydroxy-5-methylhexan-2-yl)-15-methoxy-13-oxa-5-azahexacyclo[13.2.2.12,8.01,6.02,14.012,20]icosa-8(20),9,11-trien-11-ol hydrochloride Chemical compound Cl.CO[C@]12CC[C@@]3(C[C@@H]1C(C)(O)CCC(C)C)[C@H]1Cc4ccc(O)c5O[C@@H]2[C@]3(CCN1CC1CC1)c45 VQJMAIZOEPPELO-KYGIZGOZSA-N 0.000 abstract 1
• TVLAAZVYMRMYSE-VIFPVBQESA-N (2s)-2-amino-3-(1h-imidazol-5-yl)-1-pyrrolidin-1-ylpropan-1-one Chemical compound C([C@H](N)C(=O)N1CCCC1)C1=CNC=N1 TVLAAZVYMRMYSE-VIFPVBQESA-N 0.000 abstract 1
• PDWMECLUAQUZCV-UHFFFAOYSA-N (4-nitrophenyl) cyclopentanecarboxylate Chemical compound C1=CC([N+](=O)[O-])=CC=C1OC(=O)C1CCCC1 PDWMECLUAQUZCV-UHFFFAOYSA-N 0.000 abstract 1
• BTJIUGUIPKRLHP-UHFFFAOYSA-N 4-nitrophenol Chemical compound OC1=CC=C([N+]([O-])=O)C=C1 BTJIUGUIPKRLHP-UHFFFAOYSA-N 0.000 abstract 1
• NBHHIEJKRZCMOX-FVGYRXGTSA-N Cl.N[C@@H](CC1=CNC=N1)C(=O)N1CCCC1 Chemical compound Cl.N[C@@H](CC1=CNC=N1)C(=O)N1CCCC1 NBHHIEJKRZCMOX-FVGYRXGTSA-N 0.000 abstract 1
• 125000002066 L-histidyl group Chemical class [H]N1C([H])=NC(C([H])([H])[C@](C(=O)[*])([H])N([H])[H])=C1[H] 0.000 abstract 1
• XNSAINXGIQZQOO-UHFFFAOYSA-N L-pyroglutamyl-L-histidyl-L-proline amide Natural products NC(=O)C1CCCN1C(=O)C(NC(=O)C1NC(=O)CC1)CC1=CN=CN1 XNSAINXGIQZQOO-UHFFFAOYSA-N 0.000 abstract 1
• 102100032251 Pro-thyrotropin-releasing hormone Human genes 0.000 abstract 1
• 239000000627 Thyrotropin-Releasing Hormone Substances 0.000 abstract 1
• 101800004623 Thyrotropin-releasing hormone Proteins 0.000 abstract 1
• 239000000969 carrier Substances 0.000 abstract 1
• 239000003085 diluting agent Substances 0.000 abstract 1
• 150000002148 esters Chemical class 0.000 abstract 1
• 229960002885 histidine Drugs 0.000 abstract 1
• 238000007327 hydrogenolysis reaction Methods 0.000 abstract 1
• 230000003301 hydrolyzing effect Effects 0.000 abstract 1
• 230000002267 hypothalamic effect Effects 0.000 abstract 1
• 239000008194 pharmaceutical composition Substances 0.000 abstract 1
• XNSAINXGIQZQOO-SRVKXCTJSA-N protirelin Chemical compound NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@H]1NC(=O)CC1)CC1=CN=CN1 XNSAINXGIQZQOO-SRVKXCTJSA-N 0.000 abstract 1
• 229940034199 thyrotropin-releasing hormone Drugs 0.000 abstract 1