JP2018536645A5 - - Google Patents

Info

Publication number

JP2018536645A5

JP2018536645A5 JP2018521336A JP2018521336A JP2018536645A5 JP 2018536645 A5 JP2018536645 A5 JP 2018536645A5 JP 2018521336 A JP2018521336 A JP 2018521336A JP 2018521336 A JP2018521336 A JP 2018521336A JP 2018536645 A5 JP2018536645 A5 JP 2018536645A5

Authority

JP

Japan

Prior art keywords

hexadecanoyl

methyl ester

docosanoyl

side chain

arginine

Prior art date

2016-10-28

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.)

Abandoned

Links

• Espacenet
• Global Dossier
• Discuss

• 150000003839 salts Chemical class 0.000 claims 31
• 150000001875 compounds Chemical class 0.000 claims 21
• 239000008194 pharmaceutical composition Substances 0.000 claims 16
• 125000000217 alkyl group Chemical group 0.000 claims 14
• 239000003022 immunostimulating agent Substances 0.000 claims 13
• 229960005486 vaccine Drugs 0.000 claims 13
• 229960001438 immunostimulant agent Drugs 0.000 claims 12
• 230000003308 immunostimulating effect Effects 0.000 claims 12
• 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 9
• -1 2-octadecyleicosanoyl Chemical group 0.000 claims 9
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 9
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 9
• 125000003974 3-carbamimidamidopropyl group Chemical group C(N)(=N)NCCC* 0.000 claims 8
• QYPPJABKJHAVHS-UHFFFAOYSA-N Agmatine Natural products NCCCCNC(N)=N QYPPJABKJHAVHS-UHFFFAOYSA-N 0.000 claims 8
• 229960002989 glutamic acid Drugs 0.000 claims 6
• 125000000981 3-amino-3-oxopropyl group Chemical group [H]C([*])([H])C([H])([H])C(=O)N([H])[H] 0.000 claims 4
• NTTMEOZLUSFVEX-SANMLTNESA-N (2S)-2-(docosanoylamino)-3-methylbutanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](C(C)C)C(O)=O NTTMEOZLUSFVEX-SANMLTNESA-N 0.000 claims 3
• UBENNUYJTVOWIV-SANMLTNESA-N (2s)-2-(docosanoylamino)-4-methylpentanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(=O)N[C@H](C(O)=O)CC(C)C UBENNUYJTVOWIV-SANMLTNESA-N 0.000 claims 3
• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 3
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 3
• 125000003287 1H-imidazol-4-ylmethyl group Chemical group [H]N1C([H])=NC(C([H])([H])[*])=C1[H] 0.000 claims 3
• 125000000143 2-carboxyethyl group Chemical group [H]OC(=O)C([H])([H])C([H])([H])* 0.000 claims 3
• 125000004042 4-aminobutyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])N([H])[H] 0.000 claims 3
• LEVWYRKDKASIDU-IMJSIDKUSA-N L-cystine Chemical group [O-]C(=O)[C@@H]([NH3+])CSSC[C@H]([NH3+])C([O-])=O LEVWYRKDKASIDU-IMJSIDKUSA-N 0.000 claims 3
• 239000004395 L-leucine Substances 0.000 claims 3
• KMAOMYOPEIRFLB-SFHVURJKSA-N N-Palmitoyl glutamic acid Chemical compound CCCCCCCCCCCCCCCC(=O)N[C@H](C(O)=O)CCC(O)=O KMAOMYOPEIRFLB-SFHVURJKSA-N 0.000 claims 3
• XHUZOURAPKCNRA-FQEVSTJZSA-N N-Palmitoyl histidine Chemical compound CCCCCCCCCCCCCCCC(=O)N[C@H](C(O)=O)CC1=CN=CN1 XHUZOURAPKCNRA-FQEVSTJZSA-N 0.000 claims 3
• XOAIXMQPJQVGRV-IBGZPJMESA-N N-Palmitoyl proline Chemical compound CCCCCCCCCCCCCCCC(=O)N1CCC[C@H]1C(O)=O XOAIXMQPJQVGRV-IBGZPJMESA-N 0.000 claims 3
• YQPHTLSGFSVOOM-UHFFFAOYSA-N N-docosanoylglycine Chemical compound CCCCCCCCCCCCCCCCCCCCCC(=O)NCC(O)=O YQPHTLSGFSVOOM-UHFFFAOYSA-N 0.000 claims 3
• 150000001413 amino acids Chemical group 0.000 claims 3
• 235000010357 aspartame Nutrition 0.000 claims 3
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 3
• 229960003067 cystine Drugs 0.000 claims 3
• ZDXPYRJPNDTMRX-UHFFFAOYSA-N glutamine Natural products OC(=O)C(N)CCC(N)=O ZDXPYRJPNDTMRX-UHFFFAOYSA-N 0.000 claims 3
• 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 3
• 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims 3
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 3
• 229960003136 leucine Drugs 0.000 claims 3
• LLNUIRBJWNBKGE-DEOSSOPVSA-N methyl (2S)-2-(hexadecanoylamino)-3-phenylpropanoate Chemical compound CCCCCCCCCCCCCCCC(=O)N[C@@H](CC1=CC=CC=C1)C(=O)OC LLNUIRBJWNBKGE-DEOSSOPVSA-N 0.000 claims 3
• IIGAKARAJMXVOZ-QMMMGPOBSA-N methyl (2s)-2-acetamido-4-methylpentanoate Chemical compound COC(=O)[C@H](CC(C)C)NC(C)=O IIGAKARAJMXVOZ-QMMMGPOBSA-N 0.000 claims 3
• NRBKZOKUPJQKRF-UHFFFAOYSA-N methyl 2-(hexadecanoylamino)acetate Chemical compound CCCCCCCCCCCCCCCC(=O)NCC(=O)OC NRBKZOKUPJQKRF-UHFFFAOYSA-N 0.000 claims 3
• 125000001500 prolyl group Chemical group [H]N1C([H])(C(=O)[*])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 3
• 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 3
• 229920001450 Alpha-Cyclodextrin Polymers 0.000 claims 2
• HFHDHCJBZVLPGP-RWMJIURBSA-N alpha-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO HFHDHCJBZVLPGP-RWMJIURBSA-N 0.000 claims 2
• 229940043377 alpha-cyclodextrin Drugs 0.000 claims 2
• 239000000427 antigen Substances 0.000 claims 2
• 102000036639 antigens Human genes 0.000 claims 2
• 108091007433 antigens Proteins 0.000 claims 2
• 238000007920 subcutaneous administration Methods 0.000 claims 1
• ODLHGICHYURWBS-LKONHMLTSA-N trappsol cyclo Chemical compound CC(O)COC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)COCC(O)C)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1COCC(C)O ODLHGICHYURWBS-LKONHMLTSA-N 0.000 claims 1
• 239000012646 vaccine adjuvant Substances 0.000 claims 1
• 229940124931 vaccine adjuvant Drugs 0.000 claims 1