CS209927B2 - Method of making the (dl)-16-phenoxy-and 16-substituted phenoxy-9-keto-prosthtriem acid derivatives - Google Patents
Method of making the (dl)-16-phenoxy-and 16-substituted phenoxy-9-keto-prosthtriem acid derivatives Download PDFInfo
- Publication number
- CS209927B2 CS209927B2 CS794752A CS475279A CS209927B2 CS 209927 B2 CS209927 B2 CS 209927B2 CS 794752 A CS794752 A CS 794752A CS 475279 A CS475279 A CS 475279A CS 209927 B2 CS209927 B2 CS 209927B2
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- acid
- keto
- trans
- dihydroxy
- phenoxy
- Prior art date
Links
- 239000002253 acid Substances 0.000 title claims abstract description 162
- 238000004519 manufacturing process Methods 0.000 title abstract description 5
- 150000001875 compounds Chemical class 0.000 claims abstract description 39
- 150000003839 salts Chemical class 0.000 claims abstract description 30
- 238000000034 method Methods 0.000 claims abstract description 14
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- -1 carboxylate salt Chemical class 0.000 claims description 12
- 238000002360 preparation method Methods 0.000 claims description 11
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- 125000000217 alkyl group Chemical group 0.000 claims description 4
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- 230000007062 hydrolysis Effects 0.000 claims description 3
- 238000006460 hydrolysis reaction Methods 0.000 claims description 3
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- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 229910052731 fluorine Inorganic materials 0.000 claims description 2
- 239000011737 fluorine Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- BHYSSXHXAAZJQV-JTHBVZDNSA-N O(C1=CC=CC=C1)C(C(=O)O)=CC=CC=C[C@H]1C(CC[C@@H]1CCCCCCCC)=O Chemical class O(C1=CC=CC=C1)C(C(=O)O)=CC=CC=C[C@H]1C(CC[C@@H]1CCCCCCCC)=O BHYSSXHXAAZJQV-JTHBVZDNSA-N 0.000 claims 1
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- 125000001981 tert-butyldimethylsilyl group Chemical group [H]C([H])([H])[Si]([H])(C([H])([H])[H])[*]C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
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- 125000000951 phenoxy group Chemical class [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 abstract description 2
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C405/00—Compounds containing a five-membered ring having two side-chains in ortho position to each other, and having oxygen atoms directly attached to the ring in ortho position to one of the side-chains, one side-chain containing, not directly attached to the ring, a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, and the other side-chain having oxygen atoms attached in gamma-position to the ring, e.g. prostaglandins ; Analogues or derivatives thereof
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- 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
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
- C07C2601/08—Systems containing only non-condensed rings with a five-membered ring the ring being saturated
-
- 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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (1)
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US05/922,957 US4178457A (en) | 1978-07-10 | 1978-07-10 | (dl)-16-Phenoxy- and 16-substituted phenoxy-9-keto prostatrienoic acid derivatives and processes for the production thereof |
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CS209927B2 true CS209927B2 (en) | 1981-12-31 |
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CS794752A CS209927B2 (en) | 1978-07-10 | 1979-07-05 | Method of making the (dl)-16-phenoxy-and 16-substituted phenoxy-9-keto-prosthtriem acid derivatives |
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US (1) | US4178457A (es) |
EP (1) | EP0008003B1 (es) |
JP (1) | JPS5513282A (es) |
KR (1) | KR890002773B1 (es) |
AT (1) | ATE2427T1 (es) |
AU (1) | AU527516B2 (es) |
CA (1) | CA1149802A (es) |
CS (1) | CS209927B2 (es) |
DD (1) | DD146179A5 (es) |
DE (2) | DE2964709D1 (es) |
DK (1) | DK157753C (es) |
ES (1) | ES482330A1 (es) |
FI (1) | FI69061C (es) |
FR (1) | FR2430939A1 (es) |
GB (1) | GB2025413B (es) |
HK (1) | HK41384A (es) |
HU (1) | HU184185B (es) |
IT (1) | IT1121462B (es) |
MY (1) | MY8500576A (es) |
NO (4) | NO150836C (es) |
NZ (1) | NZ190924A (es) |
PL (4) | PL120633B1 (es) |
SG (1) | SG82483G (es) |
SU (1) | SU1031407A3 (es) |
YU (3) | YU41870B (es) |
ZA (1) | ZA793293B (es) |
Families Citing this family (26)
Publication number | Priority date | Publication date | Assignee | Title |
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US4328245A (en) * | 1981-02-13 | 1982-05-04 | Syntex (U.S.A.) Inc. | Carbonate diester solutions of PGE-type compounds |
US4358603A (en) * | 1981-04-16 | 1982-11-09 | Syntex (U.S.A.) Inc. | Acetal stabilized prostaglandin compositions |
US4409239A (en) * | 1982-01-21 | 1983-10-11 | Syntex (U.S.A.) Inc. | Propylene glycol diester solutions of PGE-type compounds |
US4600785A (en) * | 1983-12-22 | 1986-07-15 | Syntex (U.S.A.) Inc. | Processes and intermediates for making 16-phenoxy and 16-substituted phenoxy-prostatrienoic acid derivatives |
US4912235A (en) * | 1983-12-22 | 1990-03-27 | Syntex (U.S.A.) Inc. | Processes and intermediates for making 16-phenoxy- and 16-substituted phenoxy-prostatrienoic acid derivatives and their stereoisomers |
US4804787A (en) * | 1983-12-22 | 1989-02-14 | Syntex (U.S.A.) Inc. | Processes and intermediates for making 16-phenoxy and 16-substituted phenoxy-prostatrienoic acid derivatives |
DE3414509A1 (de) * | 1984-04-13 | 1985-10-24 | Schering AG, 1000 Berlin und 4709 Bergkamen | Neue 9-halogen-prostaglandine |
US5057621A (en) * | 1984-07-31 | 1991-10-15 | Syntex (U.S.A.) Inc. | 11-substituted-16-phenoxy and 16-substituted phenoxy-prostatrienoic acid derivatives |
US4618696A (en) * | 1984-07-31 | 1986-10-21 | Syntex (U.S.A.) Inc. | 9-oxo-15α-hydroxy-16-phenoxy and 16-substituted phenoxy 17,18,19,20-tetranorprosta-4,5,13,(E)-trienoates |
ZA855740B (en) * | 1984-07-31 | 1987-03-25 | Syntex Inc | 11-substituted-16-phenoxy and 16-substituted phenoxy-prostatrienoic acid derivatives |
US4792617A (en) * | 1984-07-31 | 1988-12-20 | Syntex (U.S.A.) Inc. | 11-substituted-16-phenoxy and 16-substituted phenoxy-prostatrienioc acid derivatives |
US4778904A (en) * | 1985-09-13 | 1988-10-18 | Syntex (U.S.A.) Inc. | Intermediates for making 16-phenoxy- and 16-(substituted phenoxy)-prostatrienoic acid derivatives |
DK185987A (da) * | 1986-04-11 | 1987-10-12 | Syntex Inc | Anvendelse af prostaglandiner |
US4755531A (en) * | 1986-08-11 | 1988-07-05 | Syntex (U.S.A.) Inc. | Thiol esters of 4,5-allenyl prostaglandins and use thereof as antigastric secretion agents |
GB8625321D0 (en) * | 1986-10-22 | 1986-11-26 | Glaxo Group Ltd | Chemical compounds |
US4689419A (en) * | 1986-11-14 | 1987-08-25 | G. D. Searle & Co. | Novel intermediate compounds in a process for producing 16-phenoxy- and 16-substituted phenoxy-9-keto-prostatrienoic acid derivatives |
US6103765A (en) | 1997-07-09 | 2000-08-15 | Androsolutions, Inc. | Methods for treating male erectile dysfunction |
KR20010021625A (ko) | 1997-07-09 | 2001-03-15 | 추후보정 | 개선된 남성발기 기능장애 치료방법 및 그 조성물 |
US20020013294A1 (en) | 2000-03-31 | 2002-01-31 | Delong Mitchell Anthony | Cosmetic and pharmaceutical compositions and methods using 2-decarboxy-2-phosphinico derivatives |
US20020037914A1 (en) | 2000-03-31 | 2002-03-28 | Delong Mitchell Anthony | Compositions and methods for treating hair loss using C16-C20 aromatic tetrahydro prostaglandins |
US20020172693A1 (en) | 2000-03-31 | 2002-11-21 | Delong Michell Anthony | Compositions and methods for treating hair loss using non-naturally occurring prostaglandins |
US8966971B2 (en) * | 2008-07-28 | 2015-03-03 | Ford Global Technologies, Llc | Vehicle engine with fluid measuring system |
US8722739B2 (en) | 2008-10-29 | 2014-05-13 | Novaer Holdings, Inc. | Amino acid salts of prostaglandins |
US8623918B2 (en) | 2008-10-29 | 2014-01-07 | Novaer Holdings, Inc. | Amino acid salts of prostaglandins |
EP2349242B1 (en) * | 2008-10-29 | 2018-12-05 | Novaer Holdings, Inc. | Amino acid salts of prostaglandins |
US20110293549A1 (en) | 2009-02-03 | 2011-12-01 | Athena Cosmetics, Inc. | Composition, method and kit for enhancing hair |
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Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ES449162A1 (es) * | 1975-06-23 | 1977-12-16 | Syntex Inc | Un procedimiento para la preparacion de un compuesto racemi-co u 8r-antimerico. |
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1978
- 1978-07-10 US US05/922,957 patent/US4178457A/en not_active Expired - Lifetime
-
1979
- 1979-07-03 ZA ZA793293A patent/ZA793293B/xx unknown
- 1979-07-04 AU AU48641/79A patent/AU527516B2/en not_active Ceased
- 1979-07-05 NZ NZ190924A patent/NZ190924A/xx unknown
- 1979-07-05 CS CS794752A patent/CS209927B2/cs unknown
- 1979-07-06 CA CA000331348A patent/CA1149802A/en not_active Expired
- 1979-07-06 JP JP8511679A patent/JPS5513282A/ja active Granted
- 1979-07-06 FI FI792149A patent/FI69061C/fi not_active IP Right Cessation
- 1979-07-09 GB GB7923914A patent/GB2025413B/en not_active Expired
- 1979-07-09 DK DK288879A patent/DK157753C/da not_active IP Right Cessation
- 1979-07-09 FR FR7917796A patent/FR2430939A1/fr active Granted
- 1979-07-09 ES ES482330A patent/ES482330A1/es not_active Expired
- 1979-07-09 IT IT68428/79A patent/IT1121462B/it active
- 1979-07-09 NO NO792283A patent/NO150836C/no unknown
- 1979-07-09 DE DE7979102349T patent/DE2964709D1/de not_active Expired
- 1979-07-09 DE DE19792927715 patent/DE2927715A1/de active Granted
- 1979-07-09 SU SU792786000A patent/SU1031407A3/ru active
- 1979-07-09 AT AT79102349T patent/ATE2427T1/de not_active IP Right Cessation
- 1979-07-09 EP EP79102349A patent/EP0008003B1/en not_active Expired
- 1979-07-09 DD DD214202A patent/DD146179A5/de unknown
- 1979-07-10 HU HU79SI1706A patent/HU184185B/hu unknown
- 1979-07-10 PL PL1979224556A patent/PL120633B1/pl unknown
- 1979-07-10 YU YU1685/79A patent/YU41870B/xx unknown
- 1979-07-10 PL PL1979217001A patent/PL121778B1/pl unknown
- 1979-07-10 PL PL1979224555A patent/PL120604B1/pl unknown
- 1979-07-10 PL PL1979224557A patent/PL120632B1/pl unknown
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1982
- 1982-01-29 KR KR8200378A patent/KR890002773B1/ko active
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1983
- 1983-12-27 SG SG824/83A patent/SG82483G/en unknown
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1984
- 1984-01-24 NO NO840257A patent/NO152211C/no unknown
- 1984-01-24 NO NO840258A patent/NO152212C/no unknown
- 1984-01-24 NO NO840256A patent/NO152296C/no unknown
- 1984-05-10 HK HK413/84A patent/HK41384A/xx unknown
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1985
- 1985-12-30 MY MY576/85A patent/MY8500576A/xx unknown
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1986
- 1986-05-08 YU YU735/86A patent/YU44553B/xx unknown
- 1986-05-08 YU YU736/86A patent/YU44554B/xx unknown
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