JP6286429B2 - パリペリドンのハプテン - Google Patents
パリペリドンのハプテン Download PDFInfo
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- JP6286429B2 JP6286429B2 JP2015528570A JP2015528570A JP6286429B2 JP 6286429 B2 JP6286429 B2 JP 6286429B2 JP 2015528570 A JP2015528570 A JP 2015528570A JP 2015528570 A JP2015528570 A JP 2015528570A JP 6286429 B2 JP6286429 B2 JP 6286429B2
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- hapten
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- PMXMIIMHBWHSKN-UHFFFAOYSA-N 3-{2-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]ethyl}-9-hydroxy-2-methyl-6,7,8,9-tetrahydropyrido[1,2-a]pyrimidin-4-one Chemical compound FC1=CC=C2C(C3CCN(CC3)CCC=3C(=O)N4CCCC(O)C4=NC=3C)=NOC2=C1 PMXMIIMHBWHSKN-UHFFFAOYSA-N 0.000 title description 34
- 229960001057 paliperidone Drugs 0.000 title description 33
- 150000001875 compounds Chemical class 0.000 claims description 85
- 238000000034 method Methods 0.000 claims description 76
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- 108010058846 Ovalbumin Proteins 0.000 claims description 29
- 229940092253 ovalbumin Drugs 0.000 claims description 29
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 66
- 125000006850 spacer group Chemical group 0.000 description 42
- 238000006243 chemical reaction Methods 0.000 description 37
- -1 amino, hydroxy, carboxy Chemical group 0.000 description 36
- 230000008569 process Effects 0.000 description 28
- 239000000047 product Substances 0.000 description 25
- RAPZEAPATHNIPO-UHFFFAOYSA-N risperidone Chemical compound FC1=CC=C2C(C3CCN(CC3)CCC=3C(=O)N4CCCCC4=NC=3C)=NOC2=C1 RAPZEAPATHNIPO-UHFFFAOYSA-N 0.000 description 23
- 229960001534 risperidone Drugs 0.000 description 22
- 239000000243 solution Substances 0.000 description 21
- JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 18
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- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 11
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- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 4
- ABWPQNZPAOAQSG-UHFFFAOYSA-N 7-Hydroxyrisperidone Chemical compound FC1=CC=C2C(C3CCN(CC3)CCC=3C(=O)N4CC(O)CCC4=NC=3C)=NOC2=C1 ABWPQNZPAOAQSG-UHFFFAOYSA-N 0.000 description 4
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- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 description 4
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 4
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- TYKASZBHFXBROF-UHFFFAOYSA-N (2,5-dioxopyrrolidin-1-yl) 2-(2,5-dioxopyrrol-1-yl)acetate Chemical compound O=C1CCC(=O)N1OC(=O)CN1C(=O)C=CC1=O TYKASZBHFXBROF-UHFFFAOYSA-N 0.000 description 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 3
- KLDLRDSRCMJKGM-UHFFFAOYSA-N 3-[chloro-(2-oxo-1,3-oxazolidin-3-yl)phosphoryl]-1,3-oxazolidin-2-one Chemical compound C1COC(=O)N1P(=O)(Cl)N1CCOC1=O KLDLRDSRCMJKGM-UHFFFAOYSA-N 0.000 description 3
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- CEUORZQYGODEFX-UHFFFAOYSA-N Aripirazole Chemical compound ClC1=CC=CC(N2CCN(CCCCOC=3C=C4NC(=O)CCC4=CC=3)CC2)=C1Cl CEUORZQYGODEFX-UHFFFAOYSA-N 0.000 description 3
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Classifications
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- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
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- C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- C07K14/435—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
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- C07K—PEPTIDES
- C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
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- C07K14/46—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans from vertebrates
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Landscapes
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- Peptides Or Proteins (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Medicinal Preparation (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
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| ES2788716T3 (es) | 2012-08-21 | 2020-10-22 | Janssen Pharmaceutica Nv | Anticuerpos para haptenos de quetiapina y uso de los mismos |
| CN104736565B (zh) | 2012-08-21 | 2019-03-12 | 詹森药业有限公司 | 利培酮半抗原的抗体及其用途 |
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| ES2978909T3 (es) | 2012-08-21 | 2024-09-23 | Janssen Pharmaceutica Nv | Anticuerpos contra haptenos de aripiprazol y uso de los mismos |
| ES2652641T3 (es) | 2012-08-21 | 2018-02-05 | Janssen Pharmaceutica Nv | Haptenos de aripiprazol y su uso en inmunoensayos |
| CA2882562C (en) | 2012-08-21 | 2019-08-27 | Eric Hryhorenko | Antibodies to aripiprazole and use thereof |
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| CN116710144A (zh) * | 2020-12-22 | 2023-09-05 | 英特维特国际股份有限公司 | 防止真菌毒素中毒症的偶联的玉米赤霉烯酮 |
| CN116003404B (zh) * | 2022-12-14 | 2024-10-01 | 杭州同舟生物技术有限公司 | 一种利培酮人工半抗原、人工抗原及其制备方法和应用 |
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| US5284948A (en) * | 1991-06-07 | 1994-02-08 | Eastman Kodak Company | Drug hapten analogues for immunoassays |
| US6034078A (en) | 1992-05-29 | 2000-03-07 | Eli Lilly And Company Limited | Thienobenzodiazepine compounds |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2018095655A (ja) * | 2012-08-21 | 2018-06-21 | ヤンセン ファーマシューティカ エヌ．ベー． | パリペリドンのハプテン |
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| Publication number | Publication date |
|---|---|
| JP2015529197A (ja) | 2015-10-05 |
| EP2888258A1 (en) | 2015-07-01 |
| EP3556759B1 (en) | 2023-11-29 |
| AU2013305930B2 (en) | 2017-08-24 |
| CA2882555C (en) | 2018-11-06 |
| JP6491371B2 (ja) | 2019-03-27 |
| HK1211934A1 (en) | 2016-06-03 |
| TR201911272T4 (tr) | 2019-08-21 |
| CA2882555A1 (en) | 2014-02-27 |
| EP2888258B1 (en) | 2019-06-05 |
| PL2888258T3 (pl) | 2019-10-31 |
| PT2888258T (pt) | 2019-08-21 |
| EP3556759A1 (en) | 2019-10-23 |
| ES2739383T3 (es) | 2020-01-30 |
| WO2014031595A1 (en) | 2014-02-27 |
| CN104837838A (zh) | 2015-08-12 |
| US9394354B2 (en) | 2016-07-19 |
| ES2971506T3 (es) | 2024-06-05 |
| JP2018095655A (ja) | 2018-06-21 |
| CN110003201A (zh) | 2019-07-12 |
| AU2017264978A1 (en) | 2017-12-07 |
| AU2017264978B2 (en) | 2019-09-12 |
| AU2013305930A1 (en) | 2015-03-05 |
| US20140213767A1 (en) | 2014-07-31 |
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