JP2007514755A5 - - Google Patents
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- Publication number
- JP2007514755A5 JP2007514755A5 JP2006545498A JP2006545498A JP2007514755A5 JP 2007514755 A5 JP2007514755 A5 JP 2007514755A5 JP 2006545498 A JP2006545498 A JP 2006545498A JP 2006545498 A JP2006545498 A JP 2006545498A JP 2007514755 A5 JP2007514755 A5 JP 2007514755A5
- Authority
- JP
- Japan
- Prior art keywords
- formula
- sodium
- aqueous solution
- lower alkyl
- 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
Links
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 30
- 239000007864 aqueous solution Substances 0.000 claims description 24
- 239000002585 base Substances 0.000 claims description 21
- 238000000034 method Methods 0.000 claims description 21
- 150000001875 compounds Chemical class 0.000 claims description 18
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 12
- 239000013078 crystal Substances 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 8
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 8
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 8
- 238000005406 washing Methods 0.000 claims description 8
- 229910052736 halogen Inorganic materials 0.000 claims description 7
- 150000002367 halogens Chemical class 0.000 claims description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 6
- 229910052783 alkali metal Inorganic materials 0.000 claims description 6
- 150000001340 alkali metals Chemical class 0.000 claims description 6
- KQYGMURBTJPBPQ-UHFFFAOYSA-L disodium;2-(2-sulfonatoethyldisulfanyl)ethanesulfonate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)CCSSCCS([O-])(=O)=O KQYGMURBTJPBPQ-UHFFFAOYSA-L 0.000 claims description 6
- -1 disulfide compound Chemical class 0.000 claims description 6
- 125000006239 protecting group Chemical group 0.000 claims description 6
- 229910052708 sodium Inorganic materials 0.000 claims description 6
- 239000011734 sodium Substances 0.000 claims description 6
- HNFOAHXBHLWKNF-UHFFFAOYSA-M sodium;2-bromoethanesulfonate Chemical compound [Na+].[O-]S(=O)(=O)CCBr HNFOAHXBHLWKNF-UHFFFAOYSA-M 0.000 claims description 6
- 230000001590 oxidative effect Effects 0.000 claims description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
- 229910052794 bromium Inorganic materials 0.000 claims description 4
- 238000001816 cooling Methods 0.000 claims description 4
- 239000007789 gas Substances 0.000 claims description 4
- 230000003647 oxidation Effects 0.000 claims description 4
- 238000007254 oxidation reaction Methods 0.000 claims description 4
- 239000001301 oxygen Substances 0.000 claims description 4
- 229910052760 oxygen Inorganic materials 0.000 claims description 4
- 229910000027 potassium carbonate Inorganic materials 0.000 claims description 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 4
- ZBSLCTUBVAMIBK-UHFFFAOYSA-M sodium;4-oxidosulfonothioylbutan-2-one Chemical compound [Na+].CC(=O)CCS([O-])(=O)=S ZBSLCTUBVAMIBK-UHFFFAOYSA-M 0.000 claims description 4
- 239000000243 solution Substances 0.000 claims description 4
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 238000010534 nucleophilic substitution reaction Methods 0.000 claims description 3
- 230000002194 synthesizing effect Effects 0.000 claims description 3
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 claims description 2
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 claims description 2
- XOGTZOOQQBDUSI-UHFFFAOYSA-M Mesna Chemical compound [Na+].[O-]S(=O)(=O)CCS XOGTZOOQQBDUSI-UHFFFAOYSA-M 0.000 claims description 2
- ZNEWHQLOPFWXOF-UHFFFAOYSA-N coenzyme M Chemical compound OS(=O)(=O)CCS ZNEWHQLOPFWXOF-UHFFFAOYSA-N 0.000 claims description 2
- 229910000042 hydrogen bromide Inorganic materials 0.000 claims description 2
- 239000003586 protic polar solvent Substances 0.000 claims description 2
- 229940045998 sodium isethionate Drugs 0.000 claims description 2
- KBFJUSPXGQWLBO-UHFFFAOYSA-N sodium;2-(2-sulfoethyldisulfanyl)ethanesulfonic acid Chemical compound [Na].[Na].OS(=O)(=O)CCSSCCS(O)(=O)=O KBFJUSPXGQWLBO-UHFFFAOYSA-N 0.000 claims description 2
- LADXKQRVAFSPTR-UHFFFAOYSA-M sodium;2-hydroxyethanesulfonate Chemical compound [Na+].OCCS([O-])(=O)=O LADXKQRVAFSPTR-UHFFFAOYSA-M 0.000 claims description 2
- RBBWNXJFTBCLKT-UHFFFAOYSA-M sodium;ethanethioate Chemical compound [Na+].CC([S-])=O RBBWNXJFTBCLKT-UHFFFAOYSA-M 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 125000001475 halogen functional group Chemical group 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US53016203P | 2003-12-17 | 2003-12-17 | |
| US60/530,162 | 2003-12-17 | ||
| PCT/US2004/042533 WO2005058005A2 (en) | 2003-12-17 | 2004-12-17 | Process for synthesizing disulfides |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2007514755A JP2007514755A (ja) | 2007-06-07 |
| JP2007514755A5 true JP2007514755A5 (https=) | 2008-12-18 |
| JP4936898B2 JP4936898B2 (ja) | 2012-05-23 |
Family
ID=34700105
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006545498A Expired - Lifetime JP4936898B2 (ja) | 2003-12-17 | 2004-12-17 | ジスルフィド類の合成方法 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US7053240B2 (https=) |
| EP (1) | EP1694637A4 (https=) |
| JP (1) | JP4936898B2 (https=) |
| CN (1) | CN100450999C (https=) |
| AU (1) | AU2004299131B2 (https=) |
| CA (1) | CA2548497C (https=) |
| MX (1) | MXPA06006709A (https=) |
| WO (1) | WO2005058005A2 (https=) |
| ZA (1) | ZA200604767B (https=) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8710095B2 (en) | 2002-04-30 | 2014-04-29 | Bionumerik Pharmaceuticals, Inc. | Drugs for prophylaxis or mitigation of taxane-induced neurotoxicity |
| JP5109081B2 (ja) * | 2006-04-26 | 2012-12-26 | 東洋紡株式会社 | アルケンスルホン酸塩を用いたチオカルボアルキルアルカンスルホン酸塩、メルカプトアルカンスルホン酸塩およびジチオビス（アルカンスルホン酸）塩の製造方法 |
| JP5264904B2 (ja) | 2007-08-03 | 2013-08-14 | ユセベ ファルマ ソシエテ アノニム | スルファニル誘導体、及び合成中間体としてのその使用 |
| JP2010120883A (ja) * | 2008-11-20 | 2010-06-03 | Sumitomo Chemical Co Ltd | アルケニルメルカプタンの製造方法 |
| CN101475517B (zh) * | 2009-01-15 | 2012-08-15 | 河南大学 | 一种对称的含二硫键化合物的制备方法 |
| CN102010282B (zh) * | 2010-10-18 | 2014-04-16 | 四川大学 | 一种在水相中催化制备二芳基二硫化合物和二芳基二硒化合物的方法 |
| CN102584657B (zh) * | 2011-12-27 | 2014-06-11 | 杭州海虹精细化工有限公司 | 一种过/硫化乙酸锌制备方法 |
| US11110738B2 (en) * | 2017-09-26 | 2021-09-07 | Sanford L.P. | Writing instruments and associated methods |
| CN114853645B (zh) * | 2022-04-22 | 2025-02-11 | 苏州亚科科技股份有限公司 | 一种聚二硫二丙烷磺酸钠的制备工艺 |
| CN115215776B (zh) * | 2022-08-04 | 2023-10-03 | 江苏梦得新材料科技有限公司 | 一种聚二硫二乙烷磺酸钠的制备方法及应用 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE154815C (https=) | ||||
| US4220660A (en) | 1977-12-14 | 1980-09-02 | Asta-werke Aktiengesellschaft, Chemische Farik | Process for the treatment of humans suffering from undesired urotoxic side effects caused by cytostatically active alkylating agents |
| DD154815A1 (de) * | 1980-11-27 | 1982-04-21 | Hansguenter Walther | Verfahren zur herstellung von salzen der beta-bromethansulfonsaeure |
| CS252564B1 (cs) * | 1985-06-17 | 1987-09-17 | Jiri Jary | Způsob výroby 2-merkaptoethansulfonové kyseliny |
| US5789000A (en) | 1994-11-14 | 1998-08-04 | Bionumerik Pharmaceuticals, Inc. | Sterile aqueous parenteral formulations of cis-diammine dichloro platinum |
| CN1082047C (zh) * | 1996-10-01 | 2002-04-03 | 比奥纽默里克药物公司 | 生产巯基链烷磺酸盐和磷酸盐及其衍生物的方法 |
| JP2000143618A (ja) * | 1998-11-09 | 2000-05-26 | Taisho Pharmaceut Co Ltd | 非対称ジスルフィドの合成方法 |
| JP2001253866A (ja) * | 2000-03-10 | 2001-09-18 | Dainippon Ink & Chem Inc | ポリサルファイドの製造法 |
| FR2811987A1 (fr) | 2000-07-18 | 2002-01-25 | Expansia Sa | Procede de preparation du 2,2'-dithiobis(ethanesulfonate) de disodium |
| JP3768397B2 (ja) * | 2000-10-26 | 2006-04-19 | Ｈｏｙａ株式会社 | 非対称ジサルファイド化合物及びその製造方法 |
| JP3816873B2 (ja) | 2000-12-11 | 2006-08-30 | クリストフ ミートケ ゲゼルシャフト ミット ベシュレンクテル ハフツング ウント コンパニー コマンディトゲゼルシャフト | 水頭症用バルブ |
| US6504049B1 (en) | 2002-04-30 | 2003-01-07 | Bionumerik Pharmaceuticals, Inc. | Process for synthesizing pharmaceutically active disulfide salts |
-
2004
- 2004-12-17 CA CA002548497A patent/CA2548497C/en not_active Expired - Lifetime
- 2004-12-17 JP JP2006545498A patent/JP4936898B2/ja not_active Expired - Lifetime
- 2004-12-17 CN CNB2004800377657A patent/CN100450999C/zh not_active Expired - Fee Related
- 2004-12-17 US US11/016,441 patent/US7053240B2/en not_active Expired - Lifetime
- 2004-12-17 EP EP04818053A patent/EP1694637A4/en not_active Withdrawn
- 2004-12-17 WO PCT/US2004/042533 patent/WO2005058005A2/en not_active Ceased
- 2004-12-17 ZA ZA200604767A patent/ZA200604767B/en unknown
- 2004-12-17 MX MXPA06006709A patent/MXPA06006709A/es active IP Right Grant
- 2004-12-17 AU AU2004299131A patent/AU2004299131B2/en not_active Ceased
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