JP2006526645A5 - - Google Patents
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- JP2006526645A5 JP2006526645A5 JP2006515007A JP2006515007A JP2006526645A5 JP 2006526645 A5 JP2006526645 A5 JP 2006526645A5 JP 2006515007 A JP2006515007 A JP 2006515007A JP 2006515007 A JP2006515007 A JP 2006515007A JP 2006526645 A5 JP2006526645 A5 JP 2006526645A5
- Authority
- JP
- Japan
- Prior art keywords
- reagent
- formula
- target molecule
- aryl
- compound
- 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.)
- Granted
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- 125000001424 substituent group Chemical group 0.000 claims description 16
- 239000003153 chemical reaction reagent Substances 0.000 claims description 15
- 150000001875 compounds Chemical class 0.000 claims description 13
- 125000003118 aryl group Chemical group 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 11
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 8
- -1 -OR 2 Chemical group 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 150000001768 cations Chemical class 0.000 claims description 4
- 238000002372 labelling Methods 0.000 claims description 4
- 150000001450 anions Chemical class 0.000 claims description 3
- 239000000010 aprotic solvent Substances 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 125000002252 acyl group Chemical group 0.000 claims description 2
- 230000002152 alkylating effect Effects 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 238000001948 isotopic labelling Methods 0.000 claims description 2
- 229910021645 metal ion Inorganic materials 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 239000012038 nucleophile Substances 0.000 claims description 2
- 150000004010 onium ions Chemical class 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- QGKMIGUHVLGJBR-UHFFFAOYSA-M (4z)-1-(3-methylbutyl)-4-[[1-(3-methylbutyl)quinolin-1-ium-4-yl]methylidene]quinoline;iodide Chemical compound [I-].C12=CC=CC=C2N(CCC(C)C)C=CC1=CC1=CC=[N+](CCC(C)C)C2=CC=CC=C12 QGKMIGUHVLGJBR-UHFFFAOYSA-M 0.000 claims 1
- 230000029936 alkylation Effects 0.000 claims 1
- 238000005804 alkylation reaction Methods 0.000 claims 1
- 238000009835 boiling Methods 0.000 claims 1
- 125000001475 halogen functional group Chemical group 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 150000002891 organic anions Chemical class 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 150000003512 tertiary amines Chemical class 0.000 claims 1
- 125000000304 alkynyl group Chemical group 0.000 description 6
- 125000003358 C2-C20 alkenyl group Chemical group 0.000 description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 125000002619 bicyclic group Chemical group 0.000 description 2
- 125000001246 bromo group Chemical group Br* 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 125000000592 heterocycloalkyl group Chemical group 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 125000001624 naphthyl group Chemical group 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000000597 dioxinyl group Chemical group 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 125000002541 furyl group Chemical group 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229910052740 iodine Chemical group 0.000 description 1
- 239000011630 iodine Chemical group 0.000 description 1
- 125000002346 iodo group Chemical group I* 0.000 description 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 230000000155 isotopic effect Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000002950 monocyclic group Chemical group 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 239000003586 protic polar solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
- 125000001412 tetrahydropyranyl group Chemical group 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US32023803P | 2003-05-30 | 2003-05-30 | |
| US60/320,238 | 2003-05-30 | ||
| PCT/US2004/016898 WO2004108636A2 (en) | 2003-05-30 | 2004-05-28 | Isotopically labeled chemically stable reagents and process for the synthesis thereof |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2006526645A JP2006526645A (ja) | 2006-11-24 |
| JP2006526645A5 true JP2006526645A5 (enExample) | 2012-02-02 |
| JP5204401B2 JP5204401B2 (ja) | 2013-06-05 |
Family
ID=33510232
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006515007A Expired - Lifetime JP5204401B2 (ja) | 2003-05-30 | 2004-05-28 | 同位体標識した化学的に安定な試薬およびその合成方法 |
Country Status (8)
| Country | Link |
|---|---|
| US (3) | US8058464B2 (enExample) |
| EP (1) | EP1633703B1 (enExample) |
| JP (1) | JP5204401B2 (enExample) |
| CA (1) | CA2527809C (enExample) |
| DK (1) | DK1633703T3 (enExample) |
| ES (1) | ES2714780T3 (enExample) |
| HU (1) | HUE044033T2 (enExample) |
| WO (1) | WO2004108636A2 (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004108636A2 (en) * | 2003-05-30 | 2004-12-16 | Perkinelmer Las, Inc. | Isotopically labeled chemically stable reagents and process for the synthesis thereof |
| WO2010053944A1 (en) * | 2008-11-04 | 2010-05-14 | Cambrex Charles City, Inc. | Improved method of making piperidine derivatives |
| WO2012033374A2 (ko) * | 2010-09-09 | 2012-03-15 | 서강대학교 산학협력단 | 1,2,3-트리아졸륨 염을 갖는 설포네이트 전구체, 그 제조방법 및 이를 사용하는 분자내 친핵성 플루오르화반응 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4269777A (en) | 1979-05-21 | 1981-05-26 | Wisconsin Alumni Research Foundation | Isotopically labeled vitamin D derivatives and processes for preparing same |
| JPS56123938A (en) * | 1980-03-06 | 1981-09-29 | Yuki Gosei Yakuhin Kogyo Kk | Preparation of 3,4,5-trimethoxybenzoic acid |
| DE4012792A1 (de) * | 1990-04-21 | 1991-10-24 | Bayer Ag | Verfahren zur herstellung von 1-alkoxyhexatrien-2-carbonsaeureestern |
| JP2641363B2 (ja) * | 1992-04-22 | 1997-08-13 | 三共株式会社 | 新規なフェネチルアルコール及びその製法 |
| FR2725982B1 (fr) * | 1994-10-24 | 1996-12-20 | Rhone Poulenc Chimie | Procede de preparation d'isovanilline |
| DE19643592A1 (de) * | 1996-10-22 | 1998-04-23 | Bayer Ag | Verfahren zur Herstellung von alpha-Alkoxy-alpha-trifluormethyl-arylessigsäureestern und -arylessigsäuren |
| WO1999012902A1 (fr) * | 1997-09-11 | 1999-03-18 | Kureha Kagaku Kogyo Kabushiki Kaisha | Derives de methylpropylamines n-heterocycliques, procede de productions de ces derives et germicides |
| US6713044B2 (en) * | 2002-02-13 | 2004-03-30 | The Regents Of The University Of California | Synthesis of [2H1, 13C], [2H2, 13C] and [2H3, 13C]methyl aryl sulfides |
| WO2004108636A2 (en) * | 2003-05-30 | 2004-12-16 | Perkinelmer Las, Inc. | Isotopically labeled chemically stable reagents and process for the synthesis thereof |
-
2004
- 2004-05-28 WO PCT/US2004/016898 patent/WO2004108636A2/en not_active Ceased
- 2004-05-28 US US10/559,047 patent/US8058464B2/en active Active
- 2004-05-28 DK DK04753682.6T patent/DK1633703T3/en active
- 2004-05-28 HU HUE04753682A patent/HUE044033T2/hu unknown
- 2004-05-28 CA CA2527809A patent/CA2527809C/en not_active Expired - Lifetime
- 2004-05-28 EP EP04753682.6A patent/EP1633703B1/en not_active Expired - Lifetime
- 2004-05-28 JP JP2006515007A patent/JP5204401B2/ja not_active Expired - Lifetime
- 2004-05-28 ES ES04753682T patent/ES2714780T3/es not_active Expired - Lifetime
-
2011
- 2011-09-13 US US13/231,041 patent/US8329934B2/en not_active Expired - Fee Related
-
2012
- 2012-10-04 US US13/644,925 patent/US8987501B2/en not_active Expired - Lifetime
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