JP2013540719A - 腎欠陥を有する個体へのロルカセリンの投与 - Google Patents
腎欠陥を有する個体へのロルカセリンの投与 Download PDFInfo
- Publication number
- JP2013540719A JP2013540719A JP2013527258A JP2013527258A JP2013540719A JP 2013540719 A JP2013540719 A JP 2013540719A JP 2013527258 A JP2013527258 A JP 2013527258A JP 2013527258 A JP2013527258 A JP 2013527258A JP 2013540719 A JP2013540719 A JP 2013540719A
- Authority
- JP
- Japan
- Prior art keywords
- individual
- less
- tetrahydro
- chloro
- benzazepine
- 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.)
- Pending
Links
- 230000007547 defect Effects 0.000 title claims abstract description 585
- 238000000034 method Methods 0.000 claims abstract description 725
- 150000003839 salts Chemical class 0.000 claims abstract description 430
- 239000012453 solvate Substances 0.000 claims abstract description 429
- XTTZERNUQAFMOF-QMMMGPOBSA-N lorcaserin Chemical compound C[C@H]1CNCCC2=CC=C(Cl)C=C12 XTTZERNUQAFMOF-QMMMGPOBSA-N 0.000 claims abstract description 385
- 210000003734 kidney Anatomy 0.000 claims abstract description 354
- 230000006870 function Effects 0.000 claims abstract description 190
- 230000037221 weight management Effects 0.000 claims abstract description 170
- 230000003907 kidney function Effects 0.000 claims abstract description 124
- DDRJAANPRJIHGJ-UHFFFAOYSA-N creatinine Chemical compound CN1CC(=O)NC1=N DDRJAANPRJIHGJ-UHFFFAOYSA-N 0.000 claims description 448
- 150000001875 compounds Chemical class 0.000 claims description 379
- 229940109239 creatinine Drugs 0.000 claims description 224
- 238000011282 treatment Methods 0.000 claims description 204
- 235000019627 satiety Nutrition 0.000 claims description 147
- 230000036186 satiety Effects 0.000 claims description 147
- 208000008589 Obesity Diseases 0.000 claims description 132
- 235000020824 obesity Nutrition 0.000 claims description 132
- 210000002966 serum Anatomy 0.000 claims description 123
- 230000037406 food intake Effects 0.000 claims description 119
- 235000012631 food intake Nutrition 0.000 claims description 119
- 239000000203 mixture Substances 0.000 claims description 109
- 230000001939 inductive effect Effects 0.000 claims description 101
- 238000009472 formulation Methods 0.000 claims description 89
- 208000020832 chronic kidney disease Diseases 0.000 claims description 87
- 201000000523 end stage renal failure Diseases 0.000 claims description 87
- 230000002829 reductive effect Effects 0.000 claims description 73
- 230000004580 weight loss Effects 0.000 claims description 60
- 230000006698 induction Effects 0.000 claims description 43
- 230000002411 adverse Effects 0.000 claims description 41
- 230000037396 body weight Effects 0.000 claims description 41
- 150000004677 hydrates Chemical class 0.000 claims description 41
- 230000009467 reduction Effects 0.000 claims description 23
- DHHVAGZRUROJKS-UHFFFAOYSA-N phentermine Chemical compound CC(C)(N)CC1=CC=CC=C1 DHHVAGZRUROJKS-UHFFFAOYSA-N 0.000 claims description 22
- 235000005911 diet Nutrition 0.000 claims description 21
- 230000037213 diet Effects 0.000 claims description 21
- 231100000331 toxic Toxicity 0.000 claims description 20
- 230000002588 toxic effect Effects 0.000 claims description 20
- 206010020772 Hypertension Diseases 0.000 claims description 18
- 208000024172 Cardiovascular disease Diseases 0.000 claims description 17
- 201000002859 sleep apnea Diseases 0.000 claims description 17
- 208000032928 Dyslipidaemia Diseases 0.000 claims description 15
- 208000002705 Glucose Intolerance Diseases 0.000 claims description 15
- 208000017170 Lipid metabolism disease Diseases 0.000 claims description 15
- 238000012423 maintenance Methods 0.000 claims description 15
- 201000009104 prediabetes syndrome Diseases 0.000 claims description 15
- MWVMYAWMFTVYED-UHFFFAOYSA-N 2,3,4,5-tetrahydro-1h-3-benzazepine Chemical compound C1CNCCC2=CC=CC=C21 MWVMYAWMFTVYED-UHFFFAOYSA-N 0.000 claims description 14
- ITIHHRMYZPNGRC-QRPNPIFTSA-N lorcaserin hydrochloride Chemical compound Cl.C[C@H]1CNCCC2=CC=C(Cl)C=C12 ITIHHRMYZPNGRC-QRPNPIFTSA-N 0.000 claims description 11
- WRZCAWKMTLRWPR-VSODYHHCSA-N lorcaserin hydrochloride hemihydrate Chemical compound O.Cl.Cl.C[C@H]1CNCCC2=CC=C(Cl)C=C12.C[C@H]1CNCCC2=CC=C(Cl)C=C12 WRZCAWKMTLRWPR-VSODYHHCSA-N 0.000 claims description 11
- 229960003562 phentermine Drugs 0.000 claims description 11
- DQFQCHIDRBIESA-UHFFFAOYSA-N 1-benzazepine Chemical compound N1C=CC=CC2=CC=CC=C12 DQFQCHIDRBIESA-UHFFFAOYSA-N 0.000 claims description 10
- MYOAKAGSEUSIMT-UHFFFAOYSA-N 1h-3-benzazepine Chemical compound C1C=NC=CC2=CC=CC=C12 MYOAKAGSEUSIMT-UHFFFAOYSA-N 0.000 claims description 3
- YGLDQFWPUCURIP-UHFFFAOYSA-N 3h-3-benzazepine Chemical compound C1=CNC=CC2=CC=CC=C21 YGLDQFWPUCURIP-UHFFFAOYSA-N 0.000 claims description 3
- XYOVOXDWRFGKEX-UHFFFAOYSA-N azepine Chemical compound N1C=CC=CC=C1 XYOVOXDWRFGKEX-UHFFFAOYSA-N 0.000 claims description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 69
- 208000028208 end stage renal disease Diseases 0.000 description 64
- 208000016261 weight loss Diseases 0.000 description 58
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 57
- 230000036541 health Effects 0.000 description 53
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 52
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 45
- QZAYGJVTTNCVMB-UHFFFAOYSA-N serotonin Chemical compound C1=C(O)C=C2C(CCN)=CNC2=C1 QZAYGJVTTNCVMB-UHFFFAOYSA-N 0.000 description 44
- 239000007787 solid Substances 0.000 description 44
- 239000000243 solution Substances 0.000 description 44
- 229940125904 compound 1 Drugs 0.000 description 41
- 238000000113 differential scanning calorimetry Methods 0.000 description 40
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 39
- 201000010099 disease Diseases 0.000 description 36
- 230000002265 prevention Effects 0.000 description 33
- 238000003756 stirring Methods 0.000 description 33
- 239000003814 drug Substances 0.000 description 32
- 238000002844 melting Methods 0.000 description 30
- 230000008018 melting Effects 0.000 description 30
- 235000018770 reduced food intake Nutrition 0.000 description 30
- 210000000577 adipose tissue Anatomy 0.000 description 29
- JMMWKPVZQRWMSS-UHFFFAOYSA-N isopropanol acetate Natural products CC(C)OC(C)=O JMMWKPVZQRWMSS-UHFFFAOYSA-N 0.000 description 27
- 229940011051 isopropyl acetate Drugs 0.000 description 27
- GWYFCOCPABKNJV-UHFFFAOYSA-N isovaleric acid Chemical compound CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 description 27
- 229960005060 lorcaserin Drugs 0.000 description 26
- 208000024891 symptom Diseases 0.000 description 25
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 24
- 239000000725 suspension Substances 0.000 description 23
- 208000035475 disorder Diseases 0.000 description 21
- 238000001914 filtration Methods 0.000 description 21
- 206010033307 Overweight Diseases 0.000 description 20
- 229940079593 drug Drugs 0.000 description 19
- 239000002904 solvent Substances 0.000 description 16
- ZRPYKXHZFPGPRZ-UHFFFAOYSA-N 5-methyl-2,3,4,5-tetrahydro-1h-3-benzazepine Chemical compound CC1CNCCC2=CC=CC=C12 ZRPYKXHZFPGPRZ-UHFFFAOYSA-N 0.000 description 15
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- 239000002775 capsule Substances 0.000 description 15
- 230000008569 process Effects 0.000 description 15
- 241000282414 Homo sapiens Species 0.000 description 14
- 208000017169 kidney disease Diseases 0.000 description 14
- 238000001556 precipitation Methods 0.000 description 14
- 239000000047 product Substances 0.000 description 14
- 210000002700 urine Anatomy 0.000 description 14
- 206010012601 diabetes mellitus Diseases 0.000 description 13
- 235000019786 weight gain Nutrition 0.000 description 13
- 230000004584 weight gain Effects 0.000 description 13
- 230000036571 hydration Effects 0.000 description 12
- 238000006703 hydration reaction Methods 0.000 description 12
- 239000008194 pharmaceutical composition Substances 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 11
- 235000001434 dietary modification Nutrition 0.000 description 11
- 230000000694 effects Effects 0.000 description 11
- 229940124597 therapeutic agent Drugs 0.000 description 11
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 10
- KHSKHEDKKXVSQP-UHFFFAOYSA-N 5-chloro-5-methyl-1,2,3,4-tetrahydro-3-benzazepine Chemical compound CC1(Cl)CNCCC2=CC=CC=C12 KHSKHEDKKXVSQP-UHFFFAOYSA-N 0.000 description 10
- 235000019525 fullness Nutrition 0.000 description 10
- 239000003517 fume Substances 0.000 description 10
- 239000002207 metabolite Substances 0.000 description 10
- 239000012071 phase Substances 0.000 description 10
- 230000003247 decreasing effect Effects 0.000 description 9
- 239000012458 free base Substances 0.000 description 9
- QMEZUZOCLYUADC-UHFFFAOYSA-N hydrate;dihydrochloride Chemical compound O.Cl.Cl QMEZUZOCLYUADC-UHFFFAOYSA-N 0.000 description 9
- 230000036470 plasma concentration Effects 0.000 description 9
- 102000005962 receptors Human genes 0.000 description 9
- 108020003175 receptors Proteins 0.000 description 9
- KPGXRSRHYNQIFN-UHFFFAOYSA-N 2-oxoglutaric acid Chemical compound OC(=O)CCC(=O)C(O)=O KPGXRSRHYNQIFN-UHFFFAOYSA-N 0.000 description 8
- 210000004369 blood Anatomy 0.000 description 8
- 239000008280 blood Substances 0.000 description 8
- 239000011651 chromium Substances 0.000 description 8
- 230000001276 controlling effect Effects 0.000 description 8
- 239000002552 dosage form Substances 0.000 description 8
- 230000024924 glomerular filtration Effects 0.000 description 8
- XTEGVFVZDVNBPF-UHFFFAOYSA-N naphthalene-1,5-disulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1S(O)(=O)=O XTEGVFVZDVNBPF-UHFFFAOYSA-N 0.000 description 8
- PXQPEWDEAKTCGB-UHFFFAOYSA-N orotic acid Chemical compound OC(=O)C1=CC(=O)NC(=O)N1 PXQPEWDEAKTCGB-UHFFFAOYSA-N 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- DJYYQBHQBFUMRD-QRPNPIFTSA-N (5r)-7-chloro-5-methyl-2,3,4,5-tetrahydro-1h-3-benzazepine;2-oxopentanedioic acid Chemical compound OC(=O)CCC(=O)C(O)=O.C[C@H]1CNCCC2=CC=C(Cl)C=C12 DJYYQBHQBFUMRD-QRPNPIFTSA-N 0.000 description 7
- XTTZERNUQAFMOF-UHFFFAOYSA-N 7-chloro-5-methyl-2,3,4,5-tetrahydro-1h-3-benzazepine Chemical compound CC1CNCCC2=CC=C(Cl)C=C12 XTTZERNUQAFMOF-UHFFFAOYSA-N 0.000 description 7
- 229920001202 Inulin Polymers 0.000 description 7
- 239000004480 active ingredient Substances 0.000 description 7
- 230000000875 corresponding effect Effects 0.000 description 7
- 229940029339 inulin Drugs 0.000 description 7
- JYJIGFIDKWBXDU-MNNPPOADSA-N inulin Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)OC[C@]1(OC[C@]2(OC[C@]3(OC[C@]4(OC[C@]5(OC[C@]6(OC[C@]7(OC[C@]8(OC[C@]9(OC[C@]%10(OC[C@]%11(OC[C@]%12(OC[C@]%13(OC[C@]%14(OC[C@]%15(OC[C@]%16(OC[C@]%17(OC[C@]%18(OC[C@]%19(OC[C@]%20(OC[C@]%21(OC[C@]%22(OC[C@]%23(OC[C@]%24(OC[C@]%25(OC[C@]%26(OC[C@]%27(OC[C@]%28(OC[C@]%29(OC[C@]%30(OC[C@]%31(OC[C@]%32(OC[C@]%33(OC[C@]%34(OC[C@]%35(OC[C@]%36(O[C@@H]%37[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O%37)O)[C@H]([C@H](O)[C@@H](CO)O%36)O)[C@H]([C@H](O)[C@@H](CO)O%35)O)[C@H]([C@H](O)[C@@H](CO)O%34)O)[C@H]([C@H](O)[C@@H](CO)O%33)O)[C@H]([C@H](O)[C@@H](CO)O%32)O)[C@H]([C@H](O)[C@@H](CO)O%31)O)[C@H]([C@H](O)[C@@H](CO)O%30)O)[C@H]([C@H](O)[C@@H](CO)O%29)O)[C@H]([C@H](O)[C@@H](CO)O%28)O)[C@H]([C@H](O)[C@@H](CO)O%27)O)[C@H]([C@H](O)[C@@H](CO)O%26)O)[C@H]([C@H](O)[C@@H](CO)O%25)O)[C@H]([C@H](O)[C@@H](CO)O%24)O)[C@H]([C@H](O)[C@@H](CO)O%23)O)[C@H]([C@H](O)[C@@H](CO)O%22)O)[C@H]([C@H](O)[C@@H](CO)O%21)O)[C@H]([C@H](O)[C@@H](CO)O%20)O)[C@H]([C@H](O)[C@@H](CO)O%19)O)[C@H]([C@H](O)[C@@H](CO)O%18)O)[C@H]([C@H](O)[C@@H](CO)O%17)O)[C@H]([C@H](O)[C@@H](CO)O%16)O)[C@H]([C@H](O)[C@@H](CO)O%15)O)[C@H]([C@H](O)[C@@H](CO)O%14)O)[C@H]([C@H](O)[C@@H](CO)O%13)O)[C@H]([C@H](O)[C@@H](CO)O%12)O)[C@H]([C@H](O)[C@@H](CO)O%11)O)[C@H]([C@H](O)[C@@H](CO)O%10)O)[C@H]([C@H](O)[C@@H](CO)O9)O)[C@H]([C@H](O)[C@@H](CO)O8)O)[C@H]([C@H](O)[C@@H](CO)O7)O)[C@H]([C@H](O)[C@@H](CO)O6)O)[C@H]([C@H](O)[C@@H](CO)O5)O)[C@H]([C@H](O)[C@@H](CO)O4)O)[C@H]([C@H](O)[C@@H](CO)O3)O)[C@H]([C@H](O)[C@@H](CO)O2)O)[C@@H](O)[C@H](O)[C@@H](CO)O1 JYJIGFIDKWBXDU-MNNPPOADSA-N 0.000 description 7
- NTHXOOBQLCIOLC-UHFFFAOYSA-N iohexol Chemical compound OCC(O)CN(C(=O)C)C1=C(I)C(C(=O)NCC(O)CO)=C(I)C(C(=O)NCC(O)CO)=C1I NTHXOOBQLCIOLC-UHFFFAOYSA-N 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- 230000001225 therapeutic effect Effects 0.000 description 7
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 6
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 6
- 238000007792 addition Methods 0.000 description 6
- 238000013213 extrapolation Methods 0.000 description 6
- 230000001976 improved effect Effects 0.000 description 6
- 230000001965 increasing effect Effects 0.000 description 6
- 229960001025 iohexol Drugs 0.000 description 6
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 6
- 230000035807 sensation Effects 0.000 description 6
- 235000019615 sensations Nutrition 0.000 description 6
- 238000001356 surgical procedure Methods 0.000 description 6
- 238000002560 therapeutic procedure Methods 0.000 description 6
- QXNMNCHTSSIVDO-YYTBSQRUSA-N (2s)-2-aminopentanedioic acid;(5r)-7-chloro-5-methyl-2,3,4,5-tetrahydro-1h-3-benzazepine Chemical compound OC(=O)[C@@H](N)CCC(O)=O.C[C@H]1CNCCC2=CC=C(Cl)C=C12 QXNMNCHTSSIVDO-YYTBSQRUSA-N 0.000 description 5
- FJTNYFLNJZFMAL-LOOJJACZSA-N (e)-but-2-enedioic acid;(5r)-7-chloro-5-methyl-2,3,4,5-tetrahydro-1h-3-benzazepine Chemical compound OC(=O)\C=C\C(O)=O.C[C@H]1CNCCC2=CC=C(Cl)C=C12 FJTNYFLNJZFMAL-LOOJJACZSA-N 0.000 description 5
- 241000282693 Cercopithecidae Species 0.000 description 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 5
- 238000010521 absorption reaction Methods 0.000 description 5
- 239000000556 agonist Substances 0.000 description 5
- 230000036772 blood pressure Effects 0.000 description 5
- 230000008859 change Effects 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 230000002596 correlated effect Effects 0.000 description 5
- 238000001802 infusion Methods 0.000 description 5
- 230000002401 inhibitory effect Effects 0.000 description 5
- 230000036961 partial effect Effects 0.000 description 5
- 230000007170 pathology Effects 0.000 description 5
- 239000002244 precipitate Substances 0.000 description 5
- 238000011321 prophylaxis Methods 0.000 description 5
- 238000002411 thermogravimetry Methods 0.000 description 5
- NUQIANAKDGMJGL-VWURTLBMSA-N (2s)-2-aminobutanedioic acid;(5r)-7-chloro-5-methyl-2,3,4,5-tetrahydro-1h-3-benzazepine Chemical compound OC(=O)[C@@H](N)CC(O)=O.C[C@H]1CNCCC2=CC=C(Cl)C=C12 NUQIANAKDGMJGL-VWURTLBMSA-N 0.000 description 4
- IGYALZWCULJTGN-YYTBSQRUSA-N (5r)-7-chloro-5-methyl-2,3,4,5-tetrahydro-1h-3-benzazepine;(2s)-5-oxopyrrolidine-2-carboxylic acid Chemical compound OC(=O)[C@@H]1CCC(=O)N1.C[C@H]1CNCCC2=CC=C(Cl)C=C12 IGYALZWCULJTGN-YYTBSQRUSA-N 0.000 description 4
- KBRBOQRSMDBFNF-MABWYXAVSA-N (5r)-7-chloro-5-methyl-2,3,4,5-tetrahydro-1h-3-benzazepine;(e)-3-phenylprop-2-enoic acid Chemical compound OC(=O)\C=C\C1=CC=CC=C1.C[C@H]1CNCCC2=CC=C(Cl)C=C12 KBRBOQRSMDBFNF-MABWYXAVSA-N 0.000 description 4
- JXPLVDIOYCZMCL-QRPNPIFTSA-N (5r)-7-chloro-5-methyl-2,3,4,5-tetrahydro-1h-3-benzazepine;2-hydroxyacetic acid Chemical compound OCC(O)=O.C[C@H]1CNCCC2=CC=C(Cl)C=C12 JXPLVDIOYCZMCL-QRPNPIFTSA-N 0.000 description 4
- RNTOEIUKYYLSOG-QRPNPIFTSA-N (5r)-7-chloro-5-methyl-2,3,4,5-tetrahydro-1h-3-benzazepine;2-hydroxypropane-1,2,3-tricarboxylic acid Chemical compound C[C@H]1CNCCC2=CC=C(Cl)C=C12.OC(=O)CC(O)(C(O)=O)CC(O)=O RNTOEIUKYYLSOG-QRPNPIFTSA-N 0.000 description 4
- QJTAECMTXJHPIE-QRPNPIFTSA-N (5r)-7-chloro-5-methyl-2,3,4,5-tetrahydro-1h-3-benzazepine;hexanedioic acid Chemical compound OC(=O)CCCCC(O)=O.C[C@H]1CNCCC2=CC=C(Cl)C=C12 QJTAECMTXJHPIE-QRPNPIFTSA-N 0.000 description 4
- LBPRUTQSXUUQDQ-QRPNPIFTSA-N (5r)-7-chloro-5-methyl-2,3,4,5-tetrahydro-1h-3-benzazepine;hydrobromide Chemical compound Br.C[C@H]1CNCCC2=CC=C(Cl)C=C12 LBPRUTQSXUUQDQ-QRPNPIFTSA-N 0.000 description 4
- NKBLAKRCFQQYPG-QRPNPIFTSA-N (5r)-7-chloro-5-methyl-2,3,4,5-tetrahydro-1h-3-benzazepine;hydroiodide Chemical compound I.C[C@H]1CNCCC2=CC=C(Cl)C=C12 NKBLAKRCFQQYPG-QRPNPIFTSA-N 0.000 description 4
- OAKWIZZGLJXXQZ-QRPNPIFTSA-N (5r)-7-chloro-5-methyl-2,3,4,5-tetrahydro-1h-3-benzazepine;methanesulfonic acid Chemical compound CS(O)(=O)=O.C[C@H]1CNCCC2=CC=C(Cl)C=C12 OAKWIZZGLJXXQZ-QRPNPIFTSA-N 0.000 description 4
- BOKGRJHFZCLFOV-QRPNPIFTSA-N (5r)-7-chloro-5-methyl-2,3,4,5-tetrahydro-1h-3-benzazepine;nitric acid Chemical compound O[N+]([O-])=O.C[C@H]1CNCCC2=CC=C(Cl)C=C12 BOKGRJHFZCLFOV-QRPNPIFTSA-N 0.000 description 4
- HNOGNTYLYWORJK-QRPNPIFTSA-N (5r)-7-chloro-5-methyl-2,3,4,5-tetrahydro-1h-3-benzazepine;phosphoric acid Chemical compound OP(O)(O)=O.C[C@H]1CNCCC2=CC=C(Cl)C=C12 HNOGNTYLYWORJK-QRPNPIFTSA-N 0.000 description 4
- PHUPWGHNZALQEV-QRPNPIFTSA-N (5r)-7-chloro-5-methyl-2,3,4,5-tetrahydro-1h-3-benzazepine;propanedioic acid Chemical compound OC(=O)CC(O)=O.C[C@H]1CNCCC2=CC=C(Cl)C=C12 PHUPWGHNZALQEV-QRPNPIFTSA-N 0.000 description 4
- ZEZBZHACNLTZNP-QRPNPIFTSA-N (5r)-7-chloro-5-methyl-2,3,4,5-tetrahydro-1h-3-benzazepine;sulfuric acid Chemical compound OS(O)(=O)=O.C[C@H]1CNCCC2=CC=C(Cl)C=C12 ZEZBZHACNLTZNP-QRPNPIFTSA-N 0.000 description 4
- FJTNYFLNJZFMAL-KZDSSNOQSA-N (z)-but-2-enedioic acid;(5r)-7-chloro-5-methyl-2,3,4,5-tetrahydro-1h-3-benzazepine Chemical compound OC(=O)\C=C/C(O)=O.C[C@H]1CNCCC2=CC=C(Cl)C=C12 FJTNYFLNJZFMAL-KZDSSNOQSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- TZDHLVWJKQCLPF-JZGIKJSDSA-N C(C1(C)C(C)(C)C(C(=O)O)CC1)(=O)O.C(C1(C)C(C)(C)C(C(=O)O)CC1)(=O)O.ClC=1C=CC2=C([C@H](CNCC2)C)C1 Chemical compound C(C1(C)C(C)(C)C(C(=O)O)CC1)(=O)O.C(C1(C)C(C)(C)C(C(=O)O)CC1)(=O)O.ClC=1C=CC2=C([C@H](CNCC2)C)C1 TZDHLVWJKQCLPF-JZGIKJSDSA-N 0.000 description 4
- 102000012192 Cystatin C Human genes 0.000 description 4
- 108010061642 Cystatin C Proteins 0.000 description 4
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 4
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 4
- 206010019233 Headaches Diseases 0.000 description 4
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 4
- 238000010171 animal model Methods 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- JKGORTUHWOXMKJ-QRPNPIFTSA-N butanedioic acid;(5r)-7-chloro-5-methyl-2,3,4,5-tetrahydro-1h-3-benzazepine Chemical compound OC(=O)CCC(O)=O.C[C@H]1CNCCC2=CC=C(Cl)C=C12 JKGORTUHWOXMKJ-QRPNPIFTSA-N 0.000 description 4
- 239000002872 contrast media Substances 0.000 description 4
- 208000029078 coronary artery disease Diseases 0.000 description 4
- 230000003292 diminished effect Effects 0.000 description 4
- 239000003937 drug carrier Substances 0.000 description 4
- 235000005686 eating Nutrition 0.000 description 4
- 235000013305 food Nutrition 0.000 description 4
- 231100000869 headache Toxicity 0.000 description 4
- 238000002347 injection Methods 0.000 description 4
- 239000007924 injection Substances 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 229960005010 orotic acid Drugs 0.000 description 4
- 239000000902 placebo Substances 0.000 description 4
- 229940068196 placebo Drugs 0.000 description 4
- 238000000634 powder X-ray diffraction Methods 0.000 description 4
- 235000018102 proteins Nutrition 0.000 description 4
- 102000004169 proteins and genes Human genes 0.000 description 4
- 108090000623 proteins and genes Proteins 0.000 description 4
- 239000003826 tablet Substances 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- 239000003981 vehicle Substances 0.000 description 4
- 230000000007 visual effect Effects 0.000 description 4
- XYLIWYNXJZRULY-JZGIKJSDSA-N (5R)-7-chloro-5-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine 2-hydroxy-2-phenylacetic acid hydrate Chemical compound O.OC(C(O)=O)c1ccccc1.C[C@H]1CNCCc2ccc(Cl)cc12 XYLIWYNXJZRULY-JZGIKJSDSA-N 0.000 description 3
- -1 (R) -8-Chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine glucuronic acid salt Chemical class 0.000 description 3
- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 description 3
- 206010010904 Convulsion Diseases 0.000 description 3
- 229920002261 Corn starch Polymers 0.000 description 3
- 206010019280 Heart failures Diseases 0.000 description 3
- 241000282412 Homo Species 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- QPCDCPDFJACHGM-UHFFFAOYSA-N N,N-bis{2-[bis(carboxymethyl)amino]ethyl}glycine Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CC(O)=O)CC(O)=O QPCDCPDFJACHGM-UHFFFAOYSA-N 0.000 description 3
- 208000006011 Stroke Diseases 0.000 description 3
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 238000004364 calculation method Methods 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000008120 corn starch Substances 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 238000004807 desolvation Methods 0.000 description 3
- 230000018109 developmental process Effects 0.000 description 3
- 230000002526 effect on cardiovascular system Effects 0.000 description 3
- 239000001530 fumaric acid Substances 0.000 description 3
- 230000002496 gastric effect Effects 0.000 description 3
- 239000008103 glucose Substances 0.000 description 3
- 239000000543 intermediate Substances 0.000 description 3
- 238000001990 intravenous administration Methods 0.000 description 3
- 238000009588 inulin clearance Methods 0.000 description 3
- 230000000670 limiting effect Effects 0.000 description 3
- 210000003205 muscle Anatomy 0.000 description 3
- AHLBNYSZXLDEJQ-FWEHEUNISA-N orlistat Chemical compound CCCCCCCCCCC[C@H](OC(=O)[C@H](CC(C)C)NC=O)C[C@@H]1OC(=O)[C@H]1CCCCCC AHLBNYSZXLDEJQ-FWEHEUNISA-N 0.000 description 3
- 229940080358 other antiobesity drug in atc Drugs 0.000 description 3
- 229960003330 pentetic acid Drugs 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 230000000069 prophylactic effect Effects 0.000 description 3
- 230000002285 radioactive effect Effects 0.000 description 3
- 239000000018 receptor agonist Substances 0.000 description 3
- 229940044601 receptor agonist Drugs 0.000 description 3
- UNAANXDKBXWMLN-UHFFFAOYSA-N sibutramine Chemical compound C=1C=C(Cl)C=CC=1C1(C(N(C)C)CC(C)C)CCC1 UNAANXDKBXWMLN-UHFFFAOYSA-N 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 231100000419 toxicity Toxicity 0.000 description 3
- 230000001988 toxicity Effects 0.000 description 3
- 230000002485 urinary effect Effects 0.000 description 3
- 230000036325 urinary excretion Effects 0.000 description 3
- DBGIVFWFUFKIQN-VIFPVBQESA-N (+)-Fenfluramine Chemical compound CCN[C@@H](C)CC1=CC=CC(C(F)(F)F)=C1 DBGIVFWFUFKIQN-VIFPVBQESA-N 0.000 description 2
- YZUNJIOOIHWHGQ-QMMMGPOBSA-N (5r)-7-chloro-5-methyl-1,2,4,5-tetrahydro-3-benzazepine-3-sulfonic acid Chemical compound C[C@H]1CN(S(O)(=O)=O)CCC2=CC=C(Cl)C=C12 YZUNJIOOIHWHGQ-QMMMGPOBSA-N 0.000 description 2
- OPWLNUCRCHHDDF-QRPNPIFTSA-N (5r)-7-chloro-5-methyl-2,3,4,5-tetrahydro-1h-3-benzazepine;2,4-dioxo-1h-pyrimidine-6-carboxylic acid Chemical compound OC(=O)C1=CC(=O)NC(=O)N1.C[C@H]1CNCCC2=CC=C(Cl)C=C12 OPWLNUCRCHHDDF-QRPNPIFTSA-N 0.000 description 2
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 2
- YJZDPFHZDKVOTR-UHFFFAOYSA-N 2-[2-[bis(carboxymethyl)amino]ethyl-(carboxymethyl)amino]acetic acid;chromium Chemical compound [Cr].OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O YJZDPFHZDKVOTR-UHFFFAOYSA-N 0.000 description 2
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 2
- 208000004998 Abdominal Pain Diseases 0.000 description 2
- 208000030090 Acute Disease Diseases 0.000 description 2
- 208000017667 Chronic Disease Diseases 0.000 description 2
- 206010010144 Completed suicide Diseases 0.000 description 2
- RGHNJXZEOKUKBD-SQOUGZDYSA-M D-gluconate Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O RGHNJXZEOKUKBD-SQOUGZDYSA-M 0.000 description 2
- 206010012735 Diarrhoea Diseases 0.000 description 2
- IAJILQKETJEXLJ-UHFFFAOYSA-N Galacturonsaeure Natural products O=CC(O)C(O)C(O)C(O)C(O)=O IAJILQKETJEXLJ-UHFFFAOYSA-N 0.000 description 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 2
- 206010028813 Nausea Diseases 0.000 description 2
- 206010028980 Neoplasm Diseases 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 206010040021 Sensory abnormalities Diseases 0.000 description 2
- 102000007562 Serum Albumin Human genes 0.000 description 2
- 108010071390 Serum Albumin Proteins 0.000 description 2
- 206010049118 Spontaneous penile erection Diseases 0.000 description 2
- 206010044565 Tremor Diseases 0.000 description 2
- 206010047513 Vision blurred Diseases 0.000 description 2
- 206010047700 Vomiting Diseases 0.000 description 2
- 206010000059 abdominal discomfort Diseases 0.000 description 2
- 230000001154 acute effect Effects 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- AEMOLEFTQBMNLQ-WAXACMCWSA-N alpha-D-glucuronic acid Chemical compound O[C@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O AEMOLEFTQBMNLQ-WAXACMCWSA-N 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 201000011510 cancer Diseases 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 238000009535 clinical urine test Methods 0.000 description 2
- 230000036461 convulsion Effects 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 210000004351 coronary vessel Anatomy 0.000 description 2
- CVSVTCORWBXHQV-UHFFFAOYSA-N creatine Chemical compound NC(=[NH2+])N(C)CC([O-])=O CVSVTCORWBXHQV-UHFFFAOYSA-N 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 230000034994 death Effects 0.000 description 2
- 231100000517 death Toxicity 0.000 description 2
- 230000018044 dehydration Effects 0.000 description 2
- 238000006297 dehydration reaction Methods 0.000 description 2
- 229960004597 dexfenfluramine Drugs 0.000 description 2
- 239000007884 disintegrant Substances 0.000 description 2
- 208000002173 dizziness Diseases 0.000 description 2
- 206010013781 dry mouth Diseases 0.000 description 2
- 201000006549 dyspepsia Diseases 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 206010016256 fatigue Diseases 0.000 description 2
- 239000012065 filter cake Substances 0.000 description 2
- 208000020694 gallbladder disease Diseases 0.000 description 2
- 229940050410 gluconate Drugs 0.000 description 2
- 229930182480 glucuronide Natural products 0.000 description 2
- 229960002989 glutamic acid Drugs 0.000 description 2
- 235000003642 hunger Nutrition 0.000 description 2
- 238000003780 insertion Methods 0.000 description 2
- 230000037431 insertion Effects 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 150000002632 lipids Chemical class 0.000 description 2
- 244000144972 livestock Species 0.000 description 2
- 229960003283 lorcaserin hydrochloride Drugs 0.000 description 2
- 208000020442 loss of weight Diseases 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
- IWYDHOAUDWTVEP-UHFFFAOYSA-N mandelic acid Chemical compound OC(=O)C(O)C1=CC=CC=C1 IWYDHOAUDWTVEP-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000003550 marker Substances 0.000 description 2
- 235000012054 meals Nutrition 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 230000003340 mental effect Effects 0.000 description 2
- 230000002503 metabolic effect Effects 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000008693 nausea Effects 0.000 description 2
- 239000002547 new drug Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 235000006408 oxalic acid Nutrition 0.000 description 2
- AICOOMRHRUFYCM-ZRRPKQBOSA-N oxazine, 1 Chemical compound C([C@@H]1[C@H](C(C[C@]2(C)[C@@H]([C@H](C)N(C)C)[C@H](O)C[C@]21C)=O)CC1=CC2)C[C@H]1[C@@]1(C)[C@H]2N=C(C(C)C)OC1 AICOOMRHRUFYCM-ZRRPKQBOSA-N 0.000 description 2
- WLJNZVDCPSBLRP-UHFFFAOYSA-N pamoic acid Chemical compound C1=CC=C2C(CC=3C4=CC=CC=C4C=C(C=3O)C(=O)O)=C(O)C(C(O)=O)=CC2=C1 WLJNZVDCPSBLRP-UHFFFAOYSA-N 0.000 description 2
- 239000006201 parenteral dosage form Substances 0.000 description 2
- 229920001592 potato starch Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 208000020016 psychiatric disease Diseases 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 230000004044 response Effects 0.000 description 2
- 229960004425 sibutramine Drugs 0.000 description 2
- 238000004088 simulation Methods 0.000 description 2
- 238000007920 subcutaneous administration Methods 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000013589 supplement Substances 0.000 description 2
- 210000001519 tissue Anatomy 0.000 description 2
- 230000001052 transient effect Effects 0.000 description 2
- 238000001665 trituration Methods 0.000 description 2
- 210000005239 tubule Anatomy 0.000 description 2
- 208000001072 type 2 diabetes mellitus Diseases 0.000 description 2
- 230000001755 vocal effect Effects 0.000 description 2
- 230000008673 vomiting Effects 0.000 description 2
- 229940002552 xenical Drugs 0.000 description 2
- DBGIVFWFUFKIQN-UHFFFAOYSA-N (+-)-Fenfluramine Chemical compound CCNC(C)CC1=CC=CC(C(F)(F)F)=C1 DBGIVFWFUFKIQN-UHFFFAOYSA-N 0.000 description 1
- DAORMYMZNOKZID-JZGIKJSDSA-N (5R)-7-chloro-5-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine 2,4-dioxo-1H-pyrimidine-6-carboxylic acid hydrate Chemical compound O.[O-]C(=O)c1cc(=O)[nH]c(=O)[nH]1.C[C@H]1C[NH2+]CCc2ccc(Cl)cc12 DAORMYMZNOKZID-JZGIKJSDSA-N 0.000 description 1
- PSWJLTWGTOAZAY-QRPNPIFTSA-N (5r)-7-chloro-5-methyl-2,3,4,5-tetrahydro-1h-3-benzazepine;2-hydroxy-2-phenylacetic acid Chemical compound OC(=O)C(O)C1=CC=CC=C1.C[C@H]1CNCCC2=CC=C(Cl)C=C12 PSWJLTWGTOAZAY-QRPNPIFTSA-N 0.000 description 1
- LSPHULWDVZXLIL-LDWIPMOCSA-N (?)-Camphoric acid Chemical compound CC1(C)[C@@H](C(O)=O)CC[C@@]1(C)C(O)=O LSPHULWDVZXLIL-LDWIPMOCSA-N 0.000 description 1
- MIOPJNTWMNEORI-GMSGAONNSA-N (S)-camphorsulfonic acid Chemical compound C1C[C@@]2(CS(O)(=O)=O)C(=O)C[C@@H]1C2(C)C MIOPJNTWMNEORI-GMSGAONNSA-N 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- YXUZGLGRBBHYFZ-UHFFFAOYSA-N 2,4-dioxo-1h-pyrimidine-6-carboxylic acid;hydrate Chemical compound O.OC(=O)C1=CC(=O)NC(=O)N1 YXUZGLGRBBHYFZ-UHFFFAOYSA-N 0.000 description 1
- UQMVNJAMHAQOIR-UHFFFAOYSA-K 2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxymethyl)amino]acetate;chromium(3+) Chemical compound [Cr+3].OC(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UQMVNJAMHAQOIR-UHFFFAOYSA-K 0.000 description 1
- ODHCTXKNWHHXJC-VKHMYHEASA-N 5-oxo-L-proline Chemical compound OC(=O)[C@@H]1CCC(=O)N1 ODHCTXKNWHHXJC-VKHMYHEASA-N 0.000 description 1
- 102000003966 Alpha-1-microglobulin Human genes 0.000 description 1
- 101800001761 Alpha-1-microglobulin Proteins 0.000 description 1
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
- KIKNVEPHVFMBHM-JZGIKJSDSA-N C(C1=CC=CC=C1)(=O)O.CC(=O)NC(=O)C.ClC=1C=CC2=C([C@H](CNCC2)C)C1 Chemical compound C(C1=CC=CC=C1)(=O)O.CC(=O)NC(=O)C.ClC=1C=CC2=C([C@H](CNCC2)C)C1 KIKNVEPHVFMBHM-JZGIKJSDSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 206010007559 Cardiac failure congestive Diseases 0.000 description 1
- 208000002177 Cataract Diseases 0.000 description 1
- 206010008190 Cerebrovascular accident Diseases 0.000 description 1
- 208000028698 Cognitive impairment Diseases 0.000 description 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
- AEMOLEFTQBMNLQ-AQKNRBDQSA-N D-glucopyranuronic acid Chemical compound OC1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O AEMOLEFTQBMNLQ-AQKNRBDQSA-N 0.000 description 1
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 description 1
- 208000002249 Diabetes Complications Diseases 0.000 description 1
- 206010016803 Fluid overload Diseases 0.000 description 1
- 208000018522 Gastrointestinal disease Diseases 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 208000010412 Glaucoma Diseases 0.000 description 1
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 1
- 201000005569 Gout Diseases 0.000 description 1
- 208000031886 HIV Infections Diseases 0.000 description 1
- 208000037357 HIV infectious disease Diseases 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- 238000003109 Karl Fischer titration Methods 0.000 description 1
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 description 1
- 229930195714 L-glutamate Natural products 0.000 description 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- 235000000391 Lepidium draba Nutrition 0.000 description 1
- 240000007472 Leucaena leucocephala Species 0.000 description 1
- 235000010643 Leucaena leucocephala Nutrition 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- 229930195725 Mannitol Natural products 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 208000028389 Nerve injury Diseases 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 208000021384 Obsessive-Compulsive disease Diseases 0.000 description 1
- 208000002193 Pain Diseases 0.000 description 1
- 102000019280 Pancreatic lipases Human genes 0.000 description 1
- 108050006759 Pancreatic lipases Proteins 0.000 description 1
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 1
- ODHCTXKNWHHXJC-GSVOUGTGSA-N Pyroglutamic acid Natural products OC(=O)[C@H]1CCC(=O)N1 ODHCTXKNWHHXJC-GSVOUGTGSA-N 0.000 description 1
- 208000001647 Renal Insufficiency Diseases 0.000 description 1
- 206010057430 Retinal injury Diseases 0.000 description 1
- 201000001880 Sexual dysfunction Diseases 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- YZCKVEUIGOORGS-NJFSPNSNSA-N Tritium Chemical compound [3H] YZCKVEUIGOORGS-NJFSPNSNSA-N 0.000 description 1
- LEHOTFFKMJEONL-UHFFFAOYSA-N Uric Acid Chemical compound N1C(=O)NC(=O)C2=C1NC(=O)N2 LEHOTFFKMJEONL-UHFFFAOYSA-N 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- ODHCTXKNWHHXJC-UHFFFAOYSA-N acide pyroglutamique Natural products OC(=O)C1CCC(=O)N1 ODHCTXKNWHHXJC-UHFFFAOYSA-N 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 239000003708 ampul Substances 0.000 description 1
- 230000003579 anti-obesity Effects 0.000 description 1
- 239000000883 anti-obesity agent Substances 0.000 description 1
- 230000002426 anti-panic effect Effects 0.000 description 1
- 229940125710 antiobesity agent Drugs 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 235000003704 aspartic acid Nutrition 0.000 description 1
- 230000003143 atherosclerotic effect Effects 0.000 description 1
- 230000006399 behavior Effects 0.000 description 1
- 102000015736 beta 2-Microglobulin Human genes 0.000 description 1
- 108010081355 beta 2-Microglobulin Proteins 0.000 description 1
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 210000004556 brain Anatomy 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 208000026106 cerebrovascular disease Diseases 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 238000002512 chemotherapy Methods 0.000 description 1
- 210000002987 choroid plexus Anatomy 0.000 description 1
- 208000010877 cognitive disease Diseases 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000002648 combination therapy Methods 0.000 description 1
- 230000021615 conjugation Effects 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- 229960003624 creatine Drugs 0.000 description 1
- 239000006046 creatine Substances 0.000 description 1
- 239000002178 crystalline material Substances 0.000 description 1
- 231100000433 cytotoxic Toxicity 0.000 description 1
- 230000001472 cytotoxic effect Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000001739 density measurement Methods 0.000 description 1
- 229910052805 deuterium Inorganic materials 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 239000008121 dextrose Substances 0.000 description 1
- 238000000502 dialysis Methods 0.000 description 1
- 208000010643 digestive system disease Diseases 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- VCSZKSHWUBFOOE-UHFFFAOYSA-N dioxidanium;sulfate Chemical compound O.O.OS(O)(=O)=O VCSZKSHWUBFOOE-UHFFFAOYSA-N 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000000890 drug combination Substances 0.000 description 1
- 238000012377 drug delivery Methods 0.000 description 1
- 238000002651 drug therapy Methods 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 239000008157 edible vegetable oil Substances 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007515 enzymatic degradation Effects 0.000 description 1
- 206010015037 epilepsy Diseases 0.000 description 1
- 238000011067 equilibration Methods 0.000 description 1
- DSGUSEBCDAKBCM-UHFFFAOYSA-N ethane-1,2-disulfonic acid;dihydrate Chemical compound O.O.OS(=O)(=O)CCS(O)(=O)=O DSGUSEBCDAKBCM-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000029142 excretion Effects 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 210000001263 extrapyramidal tract Anatomy 0.000 description 1
- 208000030533 eye disease Diseases 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 229960003883 furosemide Drugs 0.000 description 1
- 208000018685 gastrointestinal system disease Diseases 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 230000002068 genetic effect Effects 0.000 description 1
- 229940097042 glucuronate Drugs 0.000 description 1
- 235000013922 glutamic acid Nutrition 0.000 description 1
- 239000004220 glutamic acid Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 238000001631 haemodialysis Methods 0.000 description 1
- 208000019622 heart disease Diseases 0.000 description 1
- 210000003709 heart valve Anatomy 0.000 description 1
- 230000000322 hemodialysis Effects 0.000 description 1
- 208000033519 human immunodeficiency virus infectious disease Diseases 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 210000003016 hypothalamus Anatomy 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229940102223 injectable solution Drugs 0.000 description 1
- 210000001596 intra-abdominal fat Anatomy 0.000 description 1
- 238000007918 intramuscular administration Methods 0.000 description 1
- 238000004750 isotope dilution mass spectroscopy Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 201000006370 kidney failure Diseases 0.000 description 1
- 238000011813 knockout mouse model Methods 0.000 description 1
- 229940116298 l- malic acid Drugs 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 208000019423 liver disease Diseases 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 238000002595 magnetic resonance imaging Methods 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 230000008764 nerve damage Effects 0.000 description 1
- 210000000653 nervous system Anatomy 0.000 description 1
- 239000002687 nonaqueous vehicle Substances 0.000 description 1
- 239000002767 noradrenalin uptake inhibitor Substances 0.000 description 1
- 229940126569 noradrenaline reuptake inhibitor Drugs 0.000 description 1
- 230000000474 nursing effect Effects 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 239000006186 oral dosage form Substances 0.000 description 1
- 230000008520 organization Effects 0.000 description 1
- 229960001243 orlistat Drugs 0.000 description 1
- 229940116369 pancreatic lipase Drugs 0.000 description 1
- 230000002093 peripheral effect Effects 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 230000037081 physical activity Effects 0.000 description 1
- 208000024335 physical disease Diseases 0.000 description 1
- 230000035790 physiological processes and functions Effects 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 230000037452 priming Effects 0.000 description 1
- 230000000750 progressive effect Effects 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- 230000002294 pubertal effect Effects 0.000 description 1
- 230000005180 public health Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000029556 regulation of feeding behavior Effects 0.000 description 1
- 208000017443 reproductive system disease Diseases 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 102000029752 retinol binding Human genes 0.000 description 1
- 108091000053 retinol binding Proteins 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 230000028327 secretion Effects 0.000 description 1
- 229940076279 serotonin Drugs 0.000 description 1
- 231100000872 sexual dysfunction Toxicity 0.000 description 1
- 210000002027 skeletal muscle Anatomy 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 238000000935 solvent evaporation Methods 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 230000004936 stimulating effect Effects 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 238000000967 suction filtration Methods 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 230000005062 synaptic transmission Effects 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 210000001103 thalamus Anatomy 0.000 description 1
- 238000003325 tomography Methods 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 231100000583 toxicological profile Toxicity 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-N trans-cinnamic acid Chemical compound OC(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-N 0.000 description 1
- 229910052722 tritium Inorganic materials 0.000 description 1
- 238000002604 ultrasonography Methods 0.000 description 1
- 238000003828 vacuum filtration Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Images
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/55—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/04—Anorexiants; Antiobesity agents
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/70—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving creatine or creatinine
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T436/00—Chemistry: analytical and immunological testing
- Y10T436/14—Heterocyclic carbon compound [i.e., O, S, N, Se, Te, as only ring hetero atom]
- Y10T436/145555—Hetero-N
- Y10T436/147777—Plural nitrogen in the same ring [e.g., barbituates, creatinine, etc.]
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Urology & Nephrology (AREA)
- Hematology (AREA)
- Epidemiology (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Molecular Biology (AREA)
- Biomedical Technology (AREA)
- Immunology (AREA)
- Physiology (AREA)
- Nutrition Science (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Biotechnology (AREA)
- Food Science & Technology (AREA)
- Microbiology (AREA)
- Analytical Chemistry (AREA)
- Biochemistry (AREA)
- Cell Biology (AREA)
- Pathology (AREA)
- Diabetes (AREA)
- Obesity (AREA)
- Child & Adolescent Psychology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US40262810P | 2010-09-01 | 2010-09-01 | |
| US61/402,628 | 2010-09-01 | ||
| US40314910P | 2010-09-10 | 2010-09-10 | |
| US61/403,149 | 2010-09-10 | ||
| PCT/US2011/049936 WO2012030939A1 (en) | 2010-09-01 | 2011-08-31 | Administration of lorcaserin to individuals with renal impairment |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016050724A Division JP2016106148A (ja) | 2010-09-01 | 2016-03-15 | 腎欠陥を有する個体へのロルカセリンの投与 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2013540719A true JP2013540719A (ja) | 2013-11-07 |
| JP2013540719A5 JP2013540719A5 (https=) | 2014-10-16 |
Family
ID=44653552
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013527258A Pending JP2013540719A (ja) | 2010-09-01 | 2011-08-31 | 腎欠陥を有する個体へのロルカセリンの投与 |
| JP2016050724A Pending JP2016106148A (ja) | 2010-09-01 | 2016-03-15 | 腎欠陥を有する個体へのロルカセリンの投与 |
| JP2017093900A Withdrawn JP2017132811A (ja) | 2010-09-01 | 2017-05-10 | 腎欠陥を有する個体へのロルカセリンの投与 |
| JP2018226624A Pending JP2019031577A (ja) | 2010-09-01 | 2018-12-03 | 腎欠陥を有する個体へのロルカセリンの投与 |
Family Applications After (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016050724A Pending JP2016106148A (ja) | 2010-09-01 | 2016-03-15 | 腎欠陥を有する個体へのロルカセリンの投与 |
| JP2017093900A Withdrawn JP2017132811A (ja) | 2010-09-01 | 2017-05-10 | 腎欠陥を有する個体へのロルカセリンの投与 |
| JP2018226624A Pending JP2019031577A (ja) | 2010-09-01 | 2018-12-03 | 腎欠陥を有する個体へのロルカセリンの投与 |
Country Status (14)
| Country | Link |
|---|---|
| US (3) | US8999970B2 (https=) |
| EP (2) | EP2939677A1 (https=) |
| JP (4) | JP2013540719A (https=) |
| KR (2) | KR20180094131A (https=) |
| CN (1) | CN103347523A (https=) |
| AU (3) | AU2011296015B2 (https=) |
| BR (1) | BR112013004707A2 (https=) |
| CA (1) | CA2808890A1 (https=) |
| EA (1) | EA201390335A1 (https=) |
| HK (1) | HK1210419A1 (https=) |
| MX (1) | MX2013002418A (https=) |
| NZ (2) | NZ630494A (https=) |
| SG (2) | SG188365A1 (https=) |
| WO (1) | WO2012030939A1 (https=) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2288585A1 (en) * | 2008-03-04 | 2011-03-02 | Arena Pharmaceuticals, Inc. | Processes for the preparation of intermediates related to the 5-ht2c agonist (r)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1h-3-benzazepine |
| US9045431B2 (en) | 2010-06-02 | 2015-06-02 | Arena Pharmaceuticals, Inc. | Processes for the preparation of 5-HT2C receptor agonists |
| US20130267500A1 (en) * | 2010-09-01 | 2013-10-10 | Arena Pharmaceuticals, Inc. | 5-ht2c receptor agonists in the treatment of disorders ameliorated by reduction of norepinephrine level |
| JP2013536859A (ja) * | 2010-09-01 | 2013-09-26 | アリーナ ファーマシューティカルズ, インコーポレイテッド | 5−ht2cアゴニストの非吸湿性塩 |
| JP6272695B2 (ja) * | 2010-09-01 | 2018-01-31 | エーザイ・アール・アンド・ディー・マネジメント株式会社 | 体重管理のために有用な5−ht2cアゴニストの改変放出剤形 |
| AU2011296015B2 (en) | 2010-09-01 | 2015-11-12 | Arena Pharmaceuticals, Inc. | Administration of lorcaserin to individuals with renal impairment |
| KR20130138770A (ko) | 2010-09-01 | 2013-12-19 | 아레나 파마슈티칼스, 인크. | 광학적으로 활성 산을 갖는 로르카세린의 염 |
| JP2015534563A (ja) | 2012-10-09 | 2015-12-03 | アリーナ ファーマシューティカルズ, インコーポレイテッド | 体重管理の方法 |
| TW201618787A (zh) | 2014-10-30 | 2016-06-01 | 艾尼納製藥公司 | 組合物及方法 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2008525480A (ja) * | 2004-12-23 | 2008-07-17 | アリーナ ファーマシューティカルズ, インコーポレイテッド | 5ht2cレセプターモジュレーターの組成物およびその使用方法 |
Family Cites Families (132)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2900415A (en) | 1954-12-14 | 1959-08-18 | Lakeside Lab Inc | Synthesized antispasmodic compounds |
| CH498122A (de) | 1968-02-09 | 1970-10-31 | Geigy Ag J R | Verfahren zur Herstellung eines neuen Tetrahydroazepinderivates |
| CH481110A (de) | 1967-02-17 | 1969-11-15 | Geigy Ag J R | Verfahren zur Herstellung von 1,2,4,5-Tetrahydro-3-azepinen |
| CH500194A (de) | 1968-02-15 | 1970-12-15 | Ciba Geigy Ag | Verfahren zur Herstellung von Tetrahydroazepinderivaten |
| CA974989A (en) | 1968-03-11 | 1975-09-23 | Wallace And Tiernan Inc. | Process for preparing 1,2,4,5-tetrahydro-3h,3-benzazepines and products obtained thereby |
| US4233217A (en) | 1968-03-11 | 1980-11-11 | Pennwalt Corporation | Substituted 1,2,4,5-tetrahydro-3H, 3 benzazepines |
| FR314F (https=) | 1968-03-22 | 1970-05-25 | ||
| FR7736M (https=) | 1968-09-02 | 1970-03-09 | ||
| US3716639A (en) | 1970-03-11 | 1973-02-13 | Ciba Geigy Corp | Anorexigenic tetrahydrobenzazepines |
| US3795683A (en) | 1970-08-19 | 1974-03-05 | Hoffmann La Roche | 2,3,4,5-tetrahydro-1h-3-benzazepines |
| LU65954A1 (https=) | 1972-08-25 | 1974-03-07 | ||
| US4210749A (en) | 1974-11-12 | 1980-07-01 | Pennwalt Corporation | Substituted 1,2,4,5-tetrahydro-3H,3 benzazepines |
| SE7510988L (sv) | 1975-10-01 | 1977-04-02 | Draco Ab | Nya farmaceutiskt aktiva foreningar |
| DE2627479C2 (de) | 1976-06-18 | 1983-09-22 | Bergwerksverband Gmbh, 4300 Essen | Verwendung eines Formkokses als Adsorptionsmittel für Schwefeloxide aus Abgasen |
| US4111957A (en) | 1977-02-02 | 1978-09-05 | Smithkline Corporation | Substituted 1-thienyl and furyl-2,3,4,5-tetrahydro-1H-3-benzazepine compounds |
| US4108989A (en) | 1977-04-01 | 1978-08-22 | Smithkline Corporation | 2,3,4,5-tetrahydro-1h-3-benzazepine-7,8-diones |
| DE2758001A1 (de) | 1977-12-24 | 1979-07-12 | Hoechst Ag | Cephalosporinderivate und verfahren zu ihrer herstellung |
| CA1090797A (en) | 1978-06-20 | 1980-12-02 | Kenneth G. Holden | Substituted 1-thienyl and furyl-2,3,4,5-tetrahydro-1h- 3-benzazepine compounds |
| AU515236B2 (en) | 1978-06-26 | 1981-03-26 | Smithkline Corporation | Substituted-1-thienyl and furyl-2,3,4,5-tetrahydro-14-3 benzazepine derivatives |
| ZA792785B (en) | 1978-07-07 | 1980-08-27 | Smithkline Corp | Mercapto substituted-2,3,4,5-tetrahydro-1h-3-benzazepines |
| IE50355B1 (en) | 1979-10-20 | 1986-04-02 | Wyeth John & Brother Ltd | Morpholine derivatives |
| US4477378A (en) | 1980-02-05 | 1984-10-16 | Schering Corp. | Esters of substituted 8-hydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepines |
| ZA827887B (en) | 1981-11-27 | 1983-11-30 | Smithkline Beckman Corp | Pharmaceutical compositions and method of producing alpha2 antagonism |
| DE3272044D1 (de) | 1981-11-27 | 1986-08-21 | Smithkline Beckman Corp | 3-benzazepines as alpha-2 antagonists |
| FR2518544A1 (fr) | 1981-12-22 | 1983-06-24 | Lipha | Benzodiazepines-1,3 thione-2, procede de preparation et medicament les contenant |
| FR2525603A1 (fr) | 1982-04-27 | 1983-10-28 | Adir | Benzoazacycloalkyl-spiro-imidazolinines, leur preparation et leur application en therapeutique |
| US4988690A (en) | 1982-06-14 | 1991-01-29 | Hoechst-Roussel Pharmaceuticals Inc. | 1-aryloxy-2,3,4,5-tetrahydro-3-benzazepines and anti-depressant use thereof |
| DE3418270A1 (de) | 1984-05-17 | 1985-11-21 | Dr. Karl Thomae Gmbh, 7950 Biberach | Neue aminotetralinderivate, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung |
| US4541954A (en) | 1984-09-05 | 1985-09-17 | Smithkline Beckman Corporation | Method for preparing 6-chloro-N-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine |
| EP0204349A3 (de) | 1985-06-01 | 1990-01-03 | Dr. Karl Thomae GmbH | Neue heteroaromatische Aminderivate, diese Verbindungen enthaltende Arzneimittel und Verfahren zu ihrer Herstellung |
| EG18188A (en) | 1986-05-01 | 1992-09-30 | Pfizer Ltd | Process for preparation anti-arhythmia agents |
| GB8610668D0 (en) | 1986-05-01 | 1986-06-04 | Pfizer Ltd | Anti-arrhythmia agents |
| US4762845A (en) | 1986-05-21 | 1988-08-09 | Abbott Laboratories | 7-(3-Substituted imino-1-pyrrolidinyl)-quinolone-3-carboxylic acids |
| EP0285287A3 (en) | 1987-03-23 | 1990-08-16 | Smithkline Beecham Corporation | 3-benzazepine compounds for use in treating gastrointestinal motility disorders |
| US5015639A (en) | 1987-03-27 | 1991-05-14 | Schering Corporation | Substituted benzazepines, their preparation and pharmaceutical compositions containing them |
| US5247080A (en) | 1987-03-27 | 1993-09-21 | Schering Corporation | Substituted benzazepines useful as intermediates for producing pharmaceutically active compounds |
| ZA882080B (en) | 1987-03-27 | 1989-04-26 | Schering Corp | Substituted benzazepines,their preparation and pharmaceutical compositions containing them |
| AU1700688A (en) | 1987-04-09 | 1988-11-04 | Smithkline Beckman Corporation | Sulfinyl and sulfonyl substituted 3-benzazepines |
| US4957914A (en) | 1987-05-15 | 1990-09-18 | Syntex (U.S.A.) Inc. | 1,9-alkano-bridged-2,3,4,5-tetrahydro-1H-3-benzazepines |
| DK107688D0 (da) | 1988-03-01 | 1988-03-01 | Novo Industri As | Carbaminsyreestere af substituerede 7-hydroxy-2,3,4,5-tetrahydro-1h-3-benzazepiner |
| US5422355A (en) | 1989-06-02 | 1995-06-06 | John Wyeth & Brother, Limited | Composition for treating depression with (N-heteroaryl)alkylamines |
| US5178786A (en) | 1989-08-04 | 1993-01-12 | The Lubrizol Corporation | Corrosion-inhibiting compositions and functional fluids containing same |
| MTP1076B (en) | 1990-01-12 | 1991-09-30 | Ciba Geigy Ag | Hemihydrate |
| EP0513174B1 (en) | 1990-02-02 | 1995-08-16 | Schering Corporation | 4,5-cycloalkano-3-benzazepin-7-ol-derivatives and their use |
| CA2037162A1 (en) | 1990-03-12 | 1991-09-13 | Steven Howard Shaber | Heterocyclicacetonitriles and fungicidal use |
| AU8201591A (en) | 1990-06-15 | 1992-01-07 | Schering Corporation | 8-lower alkyl-5-cycloalkyl or 5-cycloalkenyl substitued benzazepines and pharmaceutical compositions containing them |
| US5275915A (en) | 1991-06-05 | 1994-01-04 | Dainippon Ink And Chemicals, Inc. | Developer for light-sensitive material |
| WO1993000094A2 (en) | 1991-06-21 | 1993-01-07 | Smithkline Beecham Plc | Use of tetrahydrobenzazepine derivatives for the treatment of portal hypertension and migraine |
| GB9116824D0 (en) | 1991-08-05 | 1991-09-18 | Smithkline Beecham Corp | Chemical compounds |
| EP0558824A1 (en) | 1992-02-04 | 1993-09-08 | Duphar International Research B.V | Method for the preparation of vicinal aminoalcohols and optically active O-protected derivatives thereof |
| US5241065A (en) | 1992-02-25 | 1993-08-31 | Schering Corporation | 2,3,4,5-tetrahydro-1h-3-benzazepines having anti-psychotic activity |
| JPH05339263A (ja) | 1992-06-08 | 1993-12-21 | Wakunaga Pharmaceut Co Ltd | ジヒドロピリジン誘導体 |
| JP2987258B2 (ja) | 1992-07-13 | 1999-12-06 | 沖電気工業株式会社 | 非同期転送モード通信網におけるトラヒック監視方式 |
| JPH06298746A (ja) | 1993-04-19 | 1994-10-25 | Showa Denko Kk | 環状イミド酸エステルの製造法 |
| ZA944513B (en) | 1993-06-23 | 1996-01-16 | Cambridge Neuroscience Inc | Sigma receptor ligands |
| US5387685A (en) | 1993-07-16 | 1995-02-07 | American Cyanamid Co | MDR reversal agents |
| GB9322976D0 (en) | 1993-11-08 | 1994-01-05 | Pfizer Ltd | Therapeutic agents |
| DE4419246A1 (de) | 1994-06-01 | 1995-12-07 | Merckle Gmbh | Heteroarylsubstituierte Pyrrolizinverbindungen und deren Anwendung in der Pharmazie |
| DE4419247A1 (de) | 1994-06-01 | 1995-12-07 | Merckle Gmbh | Sulfonylierte Pyrrolizincarbonsäureamide und deren Anwendung in der Pharmazie |
| DE4419315A1 (de) | 1994-06-01 | 1995-12-07 | Merckle Gmbh | Heteropyrrolizinverbindungen und deren Anwendung in der Pharmazie |
| DE4427838A1 (de) | 1994-08-05 | 1996-02-08 | Thomae Gmbh Dr K | Kondensierte Azepinderivate, diese Verbindungen enthaltende Arzneimittel und Verfahren zu ihrer Herstellung |
| DE4429079A1 (de) | 1994-08-17 | 1996-02-22 | Thomae Gmbh Dr K | Cyclische Harnstoffderivate, diese Verbindungen enthaltende Arzneimittel und Verfahren zu ihrer Herstellung |
| JPH08134048A (ja) | 1994-11-08 | 1996-05-28 | Sumitomo Chem Co Ltd | オキサゾリン類の製造法 |
| DE19510566A1 (de) | 1995-03-23 | 1996-09-26 | Kali Chemie Pharma Gmbh | Benzazepin-, Benzoxazepin- und Benzothiazepin-N-essigsäurederivate sowie Verfahren zu ihrer Herstellung und diese Verbindungen enthaltende Arzneimittel |
| GB9508622D0 (en) | 1995-04-28 | 1995-06-14 | Pfizer Ltd | Therapeutic agants |
| US5958543A (en) | 1995-07-07 | 1999-09-28 | Stor Media,Inc. | Micro-texturing for sputtered, thin film magnetic media disks utilizing titanium sputtered in the presence of hydrogen to form micro-texturing |
| JPH0930960A (ja) | 1995-07-18 | 1997-02-04 | Takasago Internatl Corp | 真菌感染症治療剤 |
| CA2190708A1 (en) | 1995-12-08 | 1997-06-09 | Johannes Aebi | Aminoalkyl substituted benzo-heterocyclic compounds |
| US5892116A (en) | 1996-01-03 | 1999-04-06 | Georgetown University | Gelators |
| US5925651A (en) | 1996-04-03 | 1999-07-20 | Merck & Co., Inc. | Inhibitors of farnesyl-protein transferase |
| US5691362A (en) | 1996-06-05 | 1997-11-25 | Schering-Plough Corporation | Substituted benzene-fused hetero- and carbocyclics as nuerokinin antagonists |
| WO1998006701A1 (en) | 1996-08-15 | 1998-02-19 | Smithkline Beecham Corporation | Il-8 receptor antagonists |
| US5908830A (en) | 1996-10-31 | 1999-06-01 | Merck & Co., Inc. | Combination therapy for the treatment of diabetes and obesity |
| EP0973778A1 (en) | 1997-03-07 | 2000-01-26 | Novo Nordisk A/S | 4,5,6,7-TETRAHYDRO-THIENO 3,2-c]PYRIDINE DERIVATIVES, THEIR PREPARATION AND USE |
| AUPP020297A0 (en) | 1997-11-05 | 1997-11-27 | University Of Melbourne, The | A novel receptor, and compounds which bind thereto |
| ATE451346T1 (de) | 1998-03-10 | 2009-12-15 | Ono Pharmaceutical Co | Carbonsäurederivate und medikamente die diese als aktiven wirkstoff enthalten |
| CN1305846C (zh) | 1998-03-26 | 2007-03-21 | 参天制药株式会社 | 脲衍生物 |
| JP3603177B2 (ja) | 1998-03-26 | 2004-12-22 | 参天製薬株式会社 | 新規ウレア誘導体 |
| EP0987235B1 (en) | 1998-08-25 | 2003-03-12 | MERCK PATENT GmbH | Method for the conversion of arenes or alkenes with iodoalkenes, aryl iodides or arenediazonium salts |
| US20080255093A1 (en) | 1999-06-14 | 2008-10-16 | Tam Peter Y | Compositions and methods for treating obesity and related disorders |
| US20080103179A1 (en) | 2006-10-27 | 2008-05-01 | Tam Peter Y | Combination Therapy |
| ES2209728T3 (es) | 1999-08-06 | 2004-07-01 | F. Hoffmann-La Roche Ag | Tetrahidro-benzo(d)azepinas y su uso como antagonistas de receptores de glutamato metabotropico. |
| EP1074549B1 (en) | 1999-08-06 | 2003-11-19 | F. Hoffmann-La Roche Ag | Tetrahydro-benzo(d)azepines and their use as antagonists at metabotropic glutamate receptors |
| JP2001076413A (ja) | 1999-09-06 | 2001-03-23 | Sony Corp | フレキシブル磁気ディスク用ヘッドスライダー |
| US6403657B1 (en) | 1999-10-04 | 2002-06-11 | Martin C. Hinz | Comprehensive pharmacologic therapy for treatment of obesity |
| DE10003708A1 (de) | 2000-01-28 | 2001-08-02 | Solvent Innovation Gmbh | Neuartige chirale ionische Flüssigkeiten und Verfahren zu ihrer Darstellung in enantiomerenreiner oder enantiomerenangereicherter Form |
| AU2001273071B2 (en) | 2000-06-30 | 2005-09-08 | Glaxo Group Limited | Quinazoline ditosylate salt compounds |
| EP1335915B1 (en) | 2000-11-14 | 2008-01-02 | Smithkline Beecham Plc | Tetrahydrobenzazepine derivatives useful as modulators of dopamine d3 receptors (antipsychotic agents) |
| DE10057751A1 (de) | 2000-11-22 | 2002-05-23 | Bayer Ag | Neue Carbamat-substituierte Pyrazolopyridinderivate |
| GB0030710D0 (en) | 2000-12-15 | 2001-01-31 | Hoffmann La Roche | Piperazine derivatives |
| WO2002074746A1 (en) | 2001-03-16 | 2002-09-26 | Yamanouchi Pharmaceutical Co., Ltd. | Benzazepine derivatives |
| US6825198B2 (en) | 2001-06-21 | 2004-11-30 | Pfizer Inc | 5-HT receptor ligands and uses thereof |
| US7550261B2 (en) | 2001-08-21 | 2009-06-23 | Smithkline Beecham Corporation | Method of screening for drug hypersensitivity reaction |
| AU2002356525A1 (en) | 2001-09-24 | 2003-04-07 | Elan Pharmaceuticals, Inc. | Substituted amines for the treatment of neurological disorders |
| JP2005518414A (ja) | 2001-12-21 | 2005-06-23 | スミスクライン ビーチャム パブリック リミテッド カンパニー | ドーパミン受容体のモジュレーターとしての7−スルホニル−3−ベンゾアゼピン誘導体およびcns障害の治療のためのその使用 |
| AU2002367323A1 (en) | 2001-12-28 | 2003-07-24 | Bayer Pharmaceuticals Corporation | Benzothieno (3,2- |
| CA2473740A1 (en) | 2002-01-18 | 2003-07-31 | David Solow-Cordero | Methods of treating conditions associated with an edg receptor |
| JP3813152B2 (ja) | 2002-03-12 | 2006-08-23 | メルク エンド カムパニー インコーポレーテッド | 置換アミド類 |
| US6953787B2 (en) | 2002-04-12 | 2005-10-11 | Arena Pharmaceuticals, Inc. | 5HT2C receptor modulators |
| WO2003086303A2 (en) | 2002-04-12 | 2003-10-23 | The University Of Chicago | Farnesoid x-activated receptor agonists |
| US7105505B2 (en) | 2002-04-18 | 2006-09-12 | Schering Corporation | Benzimidazole derivatives useful as histamine H3 antagonists |
| DE10220570A1 (de) | 2002-05-08 | 2003-11-20 | Bayer Ag | Carbamat-substituierte Pyrazolopyridine |
| GB0224557D0 (en) | 2002-10-22 | 2002-11-27 | Glaxo Group Ltd | Novel compounds |
| DE10261131A1 (de) | 2002-12-20 | 2004-07-01 | Grünenthal GmbH | Substituierte 5-Aminomethyl-1H-pyrrol-2-carbonsäureamide |
| US7145012B2 (en) | 2003-04-23 | 2006-12-05 | Pfizer Inc. | Cannabinoid receptor ligands and uses thereof |
| US7232823B2 (en) | 2003-06-09 | 2007-06-19 | Pfizer, Inc. | Cannabinoid receptor ligands and uses thereof |
| PL2332921T3 (pl) | 2003-06-17 | 2016-08-31 | Arena Pharm Inc | Chlorowodorek 8-chloro-1-metylo-2,3,4,5-tetrahydro-1H-3-benzazepiny |
| CN1805938B (zh) | 2003-06-17 | 2010-06-16 | 艾尼纳制药公司 | 用于治疗5ht2c受体相关疾病的苯并氮杂卓衍生物 |
| EP1644347A1 (en) | 2003-06-20 | 2006-04-12 | Arena Pharmaceuticals, Inc. | N-PHENYL-PIPERAZINE DERIVATIVES AND METHODS OF PROPHYLAXIS OR TREATMENT OF 5HT sb 2C /sb RECEPTOR ASSOCIATED DISEASES |
| TW200510324A (en) | 2003-08-11 | 2005-03-16 | Lilly Co Eli | 6-(2,2,2-trifluoroethylamino)-7-chiloro-2, 3, 4, 5-tetrahydro-1h-benzo[d]azepine as a 5-ht2c receptor agonist |
| US20080009478A1 (en) | 2003-10-22 | 2008-01-10 | Arena Pharmaceuticals, Inc. | Benzazepine Derivatives and Methods of Prophylaxis or Treatment of 5Ht2c Receptor Associated Diseases |
| WO2005042490A1 (en) | 2003-10-22 | 2005-05-12 | Arena Pharmaceuticals, Inc. | Benzazepine derivatives and methods of prophylaxis or treatment of 5ht2c receptor associated diseases |
| SI1720836T1 (sl) | 2004-02-25 | 2014-06-30 | Eli Lilly And Company | 6-substituirani 2,3,4,5-tetrahidro-1h-benzo (d)azepini kot agonisti 5-ht2c receptorja |
| US7157445B2 (en) | 2004-02-26 | 2007-01-02 | Aventis Pharma S.A. | Administration of enoxaparin sodium to patients with severe renal impairment |
| SE0401871D0 (sv) | 2004-07-15 | 2004-07-15 | Glucogene Medical Hfm Ab | New compositions |
| JP2008508348A (ja) | 2004-08-02 | 2008-03-21 | ジェンメディカ・セラピューティックス・ソシエダッド・リミターダ | 銅含有アミンオキシダーゼを阻害するための化合物およびその使用 |
| US8178077B2 (en) | 2004-10-19 | 2012-05-15 | Reverse Proteomics Research Institute Co., Ltd. | Drug development target protein and target gene, and method of screening |
| NZ555981A (en) | 2004-12-21 | 2011-01-28 | Arena Pharm Inc | Crystalline forms of (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride |
| EP2001852A2 (en) | 2006-04-03 | 2008-12-17 | Arena Pharmaceuticals, Inc. | Processes for the preparation of 8-chloro-1-methyl-2,3,4,5-tetrahydro-1h-3-benzazepine and intermediates related thereto |
| CN101547892B (zh) * | 2006-12-05 | 2014-08-20 | 艾尼纳制药公司 | 制备(r)-8-氯-1-甲基-2,3,4,5-四氢-1h-3-苯并氮杂卓的方法和其中间体 |
| EP2164324B1 (en) | 2007-06-15 | 2014-08-13 | University Of Florida Research Foundation | Therapeutic compounds |
| US20100317572A1 (en) | 2007-12-20 | 2010-12-16 | Neurosearch A/S | Pharmaceutical composition comprising tesofensine or its analogue and an anti-obesity compound |
| WO2009097416A1 (en) | 2008-01-29 | 2009-08-06 | Vanda Pharmaceuticals, Inc. | Imidazolylalkyl- pyridines as dbh inhibitors |
| EP2288585A1 (en) | 2008-03-04 | 2011-03-02 | Arena Pharmaceuticals, Inc. | Processes for the preparation of intermediates related to the 5-ht2c agonist (r)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1h-3-benzazepine |
| US7608616B1 (en) | 2008-06-03 | 2009-10-27 | Questcor Pharmaceuticals, Inc. | Methods for reducing the risk of an adverse drug interaction in a patient suffering from insomnia |
| US8952197B2 (en) | 2009-06-18 | 2015-02-10 | Arena Pharmaceuticals, Inc. | Processes for the preparation of 5-HT2C receptor agonists |
| AU2011296015B2 (en) | 2010-09-01 | 2015-11-12 | Arena Pharmaceuticals, Inc. | Administration of lorcaserin to individuals with renal impairment |
| KR20130138770A (ko) | 2010-09-01 | 2013-12-19 | 아레나 파마슈티칼스, 인크. | 광학적으로 활성 산을 갖는 로르카세린의 염 |
| US20130267500A1 (en) | 2010-09-01 | 2013-10-10 | Arena Pharmaceuticals, Inc. | 5-ht2c receptor agonists in the treatment of disorders ameliorated by reduction of norepinephrine level |
| JP6272695B2 (ja) | 2010-09-01 | 2018-01-31 | エーザイ・アール・アンド・ディー・マネジメント株式会社 | 体重管理のために有用な5−ht2cアゴニストの改変放出剤形 |
| AU2011296027A1 (en) | 2010-09-01 | 2013-04-04 | Arena Pharmaceuticals, Inc. | Fast-dissolve dosage forms of 5-HT2C agonists |
| CN102126988A (zh) | 2010-12-17 | 2011-07-20 | 张家港瀚康化工有限公司 | 4-(4-氯苯基)-2-溴甲基-2-苯基丁腈的制备方法 |
-
2011
- 2011-08-31 AU AU2011296015A patent/AU2011296015B2/en not_active Ceased
- 2011-08-31 CN CN2011800528271A patent/CN103347523A/zh active Pending
- 2011-08-31 NZ NZ630494A patent/NZ630494A/en not_active IP Right Cessation
- 2011-08-31 JP JP2013527258A patent/JP2013540719A/ja active Pending
- 2011-08-31 KR KR1020187023062A patent/KR20180094131A/ko not_active Ceased
- 2011-08-31 BR BR112013004707A patent/BR112013004707A2/pt not_active Application Discontinuation
- 2011-08-31 SG SG2013015631A patent/SG188365A1/en unknown
- 2011-08-31 WO PCT/US2011/049936 patent/WO2012030939A1/en not_active Ceased
- 2011-08-31 US US13/511,639 patent/US8999970B2/en active Active
- 2011-08-31 KR KR1020137008393A patent/KR20140091458A/ko not_active Ceased
- 2011-08-31 MX MX2013002418A patent/MX2013002418A/es unknown
- 2011-08-31 SG SG10201506896RA patent/SG10201506896RA/en unknown
- 2011-08-31 EA EA201390335A patent/EA201390335A1/ru unknown
- 2011-08-31 CA CA2808890A patent/CA2808890A1/en not_active Abandoned
- 2011-08-31 EP EP15169002.1A patent/EP2939677A1/en not_active Withdrawn
- 2011-08-31 NZ NZ608266A patent/NZ608266A/en not_active IP Right Cessation
- 2011-08-31 EP EP11758012.6A patent/EP2611449A1/en not_active Ceased
-
2015
- 2015-03-27 US US14/671,151 patent/US20150196567A1/en not_active Abandoned
- 2015-11-12 HK HK15111171.1A patent/HK1210419A1/en unknown
-
2016
- 2016-02-10 AU AU2016200860A patent/AU2016200860B2/en not_active Ceased
- 2016-03-15 JP JP2016050724A patent/JP2016106148A/ja active Pending
-
2017
- 2017-01-05 US US15/398,997 patent/US9770455B2/en not_active Expired - Fee Related
- 2017-05-10 JP JP2017093900A patent/JP2017132811A/ja not_active Withdrawn
-
2018
- 2018-01-05 AU AU2018200108A patent/AU2018200108A1/en not_active Abandoned
- 2018-12-03 JP JP2018226624A patent/JP2019031577A/ja active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2008525480A (ja) * | 2004-12-23 | 2008-07-17 | アリーナ ファーマシューティカルズ, インコーポレイテッド | 5ht2cレセプターモジュレーターの組成物およびその使用方法 |
Non-Patent Citations (4)
| Title |
|---|
| JPN5013010308; CHRISTEN ANDERSON: 'PHARMACOKINETIC PROPERTIES OF LORCASERIN IN SUBJECTS WITH RENAL IMPAIRMENT' [ONLINE] , 20090727 * |
| JPN6015037661; FORMULARY Vol.45, No.6, 201006, p.180-186 * |
| JPN6015037663; DRUG METABOLISM REVIEWS Vol.40, Supplement 1, 2008, p.131 * |
| JPN6016031434; 赤井靖宏: レジデントノート Vol.12, No.5, 201007, p.792-799 * |
Also Published As
| Publication number | Publication date |
|---|---|
| BR112013004707A2 (pt) | 2016-05-10 |
| NZ630494A (en) | 2016-05-27 |
| AU2016200860A1 (en) | 2016-02-25 |
| US20120252787A1 (en) | 2012-10-04 |
| AU2016200860B2 (en) | 2017-10-12 |
| US8999970B2 (en) | 2015-04-07 |
| HK1210419A1 (en) | 2016-04-22 |
| AU2018200108A1 (en) | 2018-01-25 |
| US9770455B2 (en) | 2017-09-26 |
| NZ608266A (en) | 2015-09-25 |
| CN103347523A (zh) | 2013-10-09 |
| CA2808890A1 (en) | 2012-03-08 |
| SG188365A1 (en) | 2013-04-30 |
| JP2017132811A (ja) | 2017-08-03 |
| WO2012030939A1 (en) | 2012-03-08 |
| KR20180094131A (ko) | 2018-08-22 |
| EP2939677A1 (en) | 2015-11-04 |
| MX2013002418A (es) | 2013-08-01 |
| US20170216307A1 (en) | 2017-08-03 |
| AU2011296015A1 (en) | 2013-04-04 |
| JP2016106148A (ja) | 2016-06-16 |
| US20150196567A1 (en) | 2015-07-16 |
| KR20140091458A (ko) | 2014-07-21 |
| SG10201506896RA (en) | 2015-10-29 |
| EA201390335A1 (ru) | 2013-09-30 |
| JP2019031577A (ja) | 2019-02-28 |
| EP2611449A1 (en) | 2013-07-10 |
| AU2011296015B2 (en) | 2015-11-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2019031577A (ja) | 腎欠陥を有する個体へのロルカセリンの投与 | |
| JP4782003B2 (ja) | 5ht2cレセプター関連疾患の処置に有用なベンズアゼピン誘導体 | |
| ES2987794T3 (es) | Procedimientos de tratamiento de afecciones relacionadas con el receptor S1P1 | |
| JP6464217B2 (ja) | 体重管理の方法 | |
| JP2013536858A (ja) | 5−ht2cアゴニストの速く溶解する剤形 | |
| EP4465975A1 (en) | A bile acid and a phenylbutyrate with cyp p450 or transporter substrates for treating amyotrophic lateral sclerosis | |
| JP2022511788A (ja) | S1p1受容体に関連する状態を治療する方法 | |
| JP6384923B2 (ja) | N−(3−(4−(3−(ジイソブチルアミノ)プロピル)ピペラジン−1−イル)プロピル)−1H−ベンゾ[d]イミダゾール−2−アミンの硫酸塩、その製造、及びその使用 | |
| CA3254932A1 (en) | TREATMENT METHODS | |
| JP2013536859A (ja) | 5−ht2cアゴニストの非吸湿性塩 | |
| TWI376373B (en) | Crystalline base of a pharmaceutical compound | |
| US20240139211A1 (en) | Methods and compositions for treating amyotrophic lateral sclerosis | |
| JP2009516706A (ja) | 結晶形 | |
| WO2026025075A1 (en) | Bexicaserin for use in the treatment and/or prevention of epileptic disorders in a child patient |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20140829 |
|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20140829 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20150915 |
|
| A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20151207 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20160315 |
|
| A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20160818 |