SA99200089A - عملية لألكنة سلفوناميدات معاقة. - Google Patents
عملية لألكنة سلفوناميدات معاقة. Download PDFInfo
- Publication number
- SA99200089A SA99200089A SA99200089A SA99200089A SA99200089A SA 99200089 A SA99200089 A SA 99200089A SA 99200089 A SA99200089 A SA 99200089A SA 99200089 A SA99200089 A SA 99200089A SA 99200089 A SA99200089 A SA 99200089A
- Authority
- SA
- Saudi Arabia
- Prior art keywords
- aryl
- alkyl
- heteraryl
- alkoxy
- heter
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 24
- 229940124530 sulfonamide Drugs 0.000 title abstract description 5
- 150000003456 sulfonamides Chemical class 0.000 title abstract description 5
- 230000002152 alkylating effect Effects 0.000 title 1
- 125000003118 aryl group Chemical group 0.000 claims description 136
- 150000001875 compounds Chemical class 0.000 claims description 58
- 125000000217 alkyl group Chemical group 0.000 claims description 50
- 125000003545 alkoxy group Chemical group 0.000 claims description 39
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 36
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical group CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 35
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical group C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 35
- -1 pyran-4-yl ring Chemical group 0.000 claims description 23
- 238000006243 chemical reaction Methods 0.000 claims description 19
- 229910052739 hydrogen Inorganic materials 0.000 claims description 19
- 239000001257 hydrogen Substances 0.000 claims description 19
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 19
- 150000003839 salts Chemical class 0.000 claims description 18
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 16
- 229910052799 carbon Inorganic materials 0.000 claims description 14
- FPGGTKZVZWFYPV-UHFFFAOYSA-M tetrabutylammonium fluoride Chemical group [F-].CCCC[N+](CCCC)(CCCC)CCCC FPGGTKZVZWFYPV-UHFFFAOYSA-M 0.000 claims description 14
- 239000002904 solvent Substances 0.000 claims description 13
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 8
- 125000002619 bicyclic group Chemical group 0.000 claims description 8
- 125000001072 heteroaryl group Chemical group 0.000 claims description 7
- 206010028980 Neoplasm Diseases 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
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- 239000003638 chemical reducing agent Substances 0.000 claims description 4
- 239000010952 cobalt-chrome Substances 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 125000001997 phenyl group Chemical class [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 239000002798 polar solvent Substances 0.000 claims description 4
- 125000001424 substituent group Chemical group 0.000 claims description 3
- MGADZUXDNSDTHW-UHFFFAOYSA-N 2H-pyran Chemical compound C1OC=CC=C1 MGADZUXDNSDTHW-UHFFFAOYSA-N 0.000 claims description 2
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
- 125000001153 fluoro group Chemical group F* 0.000 claims description 2
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 21
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- 239000008346 aqueous phase Substances 0.000 description 6
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 6
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 6
- 238000001914 filtration Methods 0.000 description 6
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 5
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- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 5
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- C07C303/36—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids
- C07C303/40—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids by reactions not involving the formation of sulfonamide groups
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- C—CHEMISTRY; METALLURGY
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- C07C311/22—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms
- C07C311/29—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
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- C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
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- C07D309/14—Nitrogen atoms not forming part of a nitro radical
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- 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
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- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
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| SA99200089A SA99200089A (ar) | 1998-04-10 | 1999-05-05 | عملية لألكنة سلفوناميدات معاقة. |
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| US6458822B2 (en) | 2000-03-13 | 2002-10-01 | Pfizer Inc. | 2-oxo-imidazolidine-4-carboxylic acid hydroxamide compounds that inhibit matrix metalloproteinases |
| EP1134207A1 (en) * | 2000-03-15 | 2001-09-19 | Pfizer Products Inc. | Process for preparing resorcinol derivatives |
| CN1366524A (zh) | 2000-04-07 | 2002-08-28 | 三星电子株式会社 | 磺胺衍生物作为基质金属蛋白酶抑制剂 |
| US20020073441A1 (en) | 2000-12-13 | 2002-06-13 | Ross Brian D. | Compositions and methods for detecting proteolytic activity |
| US6844373B2 (en) * | 2002-05-28 | 2005-01-18 | Alcatel | Composition comprising fluorinated, radiation-curable dyes for surface energy control |
| ATE457716T1 (de) | 2002-12-30 | 2010-03-15 | Angiotech Int Ag | Wirkstofffreisetzung von schnell gelierender polymerzusammensetzung |
| ITFI20040174A1 (it) * | 2004-08-03 | 2004-11-03 | Protera S R L | Derivati arilsolfonammidici dell'acido idrossammico ad azione inibitoria di metalloproteinasi |
| ITBO20050005U1 (it) * | 2005-01-31 | 2006-08-01 | Ali Spa | Distributore di bevande ghiacciate e simili |
Family Cites Families (10)
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| SU523636A3 (ru) * | 1973-06-18 | 1976-07-30 | Стауффер Кемикал Компани (Фирма) | Способ получени сульфоксидных или сульфоновых производных тиокарбаматов |
| ZA794723B (en) | 1978-09-11 | 1980-08-27 | Univ Miami | Anti-hypertensive agents |
| GB9000725D0 (en) | 1990-01-12 | 1990-03-14 | Pfizer Ltd | Therapeutic agents |
| US5506242A (en) | 1993-01-06 | 1996-04-09 | Ciba-Geigy Corporation | Arylsufonamido-substituted hydroxamic acids |
| US5863949A (en) * | 1995-03-08 | 1999-01-26 | Pfizer Inc | Arylsulfonylamino hydroxamic acid derivatives |
| JP2000501423A (ja) * | 1996-08-23 | 2000-02-08 | ファイザー インク． | アリールスルホニルアミノヒドロキサム酸誘導体 |
| KR100317146B1 (ko) | 1997-02-03 | 2001-12-22 | 데이비드 존 우드 | 아릴술포닐아미노 히드록삼산 유도체 |
| DE69805473T2 (de) | 1997-08-08 | 2003-01-16 | Pfizer Products Inc., Groton | Arylsulfonylaminohydroxamsäurederivate |
| YU1900A (sh) | 1997-08-08 | 2002-08-12 | Pfizer Products Inc. | Derivati ariloksiarilsulfonilamino hidroksaminske kiseline |
| PA8469401A1 (es) | 1998-04-10 | 2000-05-24 | Pfizer Prod Inc | Derivados biciclicos del acido hidroxamico |
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