SU667131A3 - Способ получени производных простановой кислоты или их эпимеров - Google Patents
Способ получени производных простановой кислоты или их эпимеровInfo
- Publication number
- SU667131A3 SU667131A3 SU731978255A SU1978255A SU667131A3 SU 667131 A3 SU667131 A3 SU 667131A3 SU 731978255 A SU731978255 A SU 731978255A SU 1978255 A SU1978255 A SU 1978255A SU 667131 A3 SU667131 A3 SU 667131A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- thereor
- epimers
- producing derivatives
- prostanoic acids
- prostanoic
- Prior art date
Links
- 239000002253 acid Substances 0.000 title description 2
- 150000007513 acids Chemical class 0.000 title 1
- -1 2-indanyl Chemical group 0.000 description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 235000014121 butter Nutrition 0.000 description 1
- SKCNIGRBPJIUBQ-UHFFFAOYSA-N chloroform;ethyl acetate Chemical compound ClC(Cl)Cl.CCOC(C)=O SKCNIGRBPJIUBQ-UHFFFAOYSA-N 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/93—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems condensed with a ring other than six-membered
- C07D307/935—Not further condensed cyclopenta [b] furans or hydrogenated cyclopenta [b] furans
-
- 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
- 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
-
- 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
- C07C405/0008—Analogues having the carboxyl group in the side-chains replaced by other functional groups
- C07C405/0025—Analogues having the carboxyl group in the side-chains replaced by other functional groups containing keto groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/30—Compounds having groups
- C07C43/315—Compounds having groups containing oxygen atoms singly bound to carbon atoms not being acetal carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C62/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C62/30—Unsaturated compounds
- C07C62/34—Unsaturated compounds containing ether groups, groups, groups, or groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- 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
- C07D309/08—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 with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D309/10—Oxygen atoms
- C07D309/12—Oxygen atoms only hydrogen atoms and one oxygen atom directly attached to ring carbon atoms, e.g. tetrahydropyranyl ethers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4018—Esters of cycloaliphatic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/54—Quaternary phosphonium compounds
- C07F9/5407—Acyclic saturated phosphonium compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Description
3 irV при комнатной температуре в течение 18 ч с последующим концентрирова нием в роторном испарителе. Полученное масло хроматографируют на колонк с си йкагелем, элюиру смесью хлороформ-этилацетат . После элюировани менее пол рных примесей выдел ют 9с. 11(Л. , 15«А-триокси-15- (2-инданил) -цис-5-транс-13W -тр }норпростадиеновую кислоту, выход 156 мг (39%); т.пл. И4-115 с (этилацетат) . ИК-спектр (КВг), мк : 5,77, 10,25 В аналогичных услови х получают соединени общей формулы перечисленные в табл . 1 Соединени общей формулы перечисленные в табл. 2, получают подобным образом в виде масла. 14 Аналогичным образом получают соеинени общей формулы О где А - 2-инданил и X -5-тетразолил или CONHSOjCHj, в ИК-спектрб которых содержатс полосы 1740, 970 или 1740, 1720, 970 соответственно. Аналотачно синтезируют в виде масла МП эпимеры соединени общей формулы перечисленные в табл 3. В табл. 1 - табл. 3 МП и БМ обозначают менее и более пол рный эпимер при тонкослойной хроматографии в системе этилацетат - спирт. В аналогичных услови х получают также п-бифениловый эфир (2-инданил)-U ) -пентанор-РСРдд, т.пл. 134-135с, п-бифениловый эфир 15 (S)-2-(1,2,3,4-тетрагидронафтил ) -W -пентанор-РСЕ2, т.пл. 98-99с, и 2-дезкарбокси-2-Ттетразалил-5 )-15- (2-инДанил) -пентанор-PGF ., т.пл. 125-135с. Таблица 1
2-Инданил
2-(5,6-ДиметоксиИК-спектр сн т с использованием КВг,
1712,975
Масло
Т.пл. 110-112 0. Т. пл. 125-126°С,
Таблица 3
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US30475072A | 1972-11-08 | 1972-11-08 |
Publications (1)
Publication Number | Publication Date |
---|---|
SU667131A3 true SU667131A3 (ru) | 1979-06-05 |
Family
ID=23177829
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SU731978255A SU667131A3 (ru) | 1972-11-08 | 1973-12-07 | Способ получени производных простановой кислоты или их эпимеров |
SU752182652A SU704456A3 (ru) | 1972-11-08 | 1975-12-23 | Способ получени -кетофосфонатов |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SU752182652A SU704456A3 (ru) | 1972-11-08 | 1975-12-23 | Способ получени -кетофосфонатов |
Country Status (20)
Country | Link |
---|---|
JP (1) | JPS5714347B2 (ru) |
AT (1) | AT345999B (ru) |
BE (1) | BE807046A (ru) |
CA (1) | CA1033727A (ru) |
CH (1) | CH593930A5 (ru) |
DE (1) | DE2355731C3 (ru) |
DK (1) | DK143499C (ru) |
ES (3) | ES420386A1 (ru) |
FI (1) | FI58912C (ru) |
FR (3) | FR2205338B1 (ru) |
GB (1) | GB1456838A (ru) |
IE (1) | IE40043B1 (ru) |
IL (2) | IL50310A (ru) |
IN (1) | IN139265B (ru) |
NL (1) | NL7315307A (ru) |
NO (2) | NO143663C (ru) |
PH (2) | PH13261A (ru) |
SE (4) | SE412229B (ru) |
SU (2) | SU667131A3 (ru) |
ZA (1) | ZA738595B (ru) |
Families Citing this family (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1431561A (en) * | 1973-01-31 | 1976-04-07 | Ici Ltd | Cyclopentane derivatives |
US3929862A (en) * | 1974-01-08 | 1975-12-30 | Upjohn Co | Substituted tolylesters of PGF{HD 2{B {60 |
JPS5823393B2 (ja) * | 1974-03-14 | 1983-05-14 | オノヤクヒンコウギヨウ カブシキガイシヤ | プロスタグランジンルイジカゴウブツ ノ セイゾウホウホウ |
US4028396A (en) * | 1975-07-02 | 1977-06-07 | American Cyanamid Company | 16,16-Spirocycloalkyl prostaglandin derivatives |
US4074063A (en) * | 1976-02-11 | 1978-02-14 | Miles Laboratories, Inc. | Bicycloalkyl derivatives of prostaglandins |
NZ183136A (en) * | 1976-02-11 | 1978-11-13 | Miles Lab | Monospiroalkyl derivatives of prostaclandis and pharmaceutical compositions |
US4404372A (en) * | 1977-06-13 | 1983-09-13 | Pfizer Inc. | 15-Substituted-ω-pentanorprostaglandin derivatives |
DE2753995A1 (de) * | 1977-12-03 | 1979-06-07 | Bayer Ag | Neue bicycloalkenyl-prostaglandine und verfahren zu ihrer herstellung |
JP2001515882A (ja) * | 1997-09-09 | 2001-09-25 | ザ プロクター アンド ギャンブル カンパニー | Fpアゴニストとして有用な、芳香族のあるc16〜c20が置換されたテトラヒドロプロスタグランジン類 |
IL134840A0 (en) * | 1997-09-09 | 2001-05-20 | Procter & Gamble | Aromatic c16-c20-substituted tetrahydro prostaglandins useful as fp agonists |
DE69832513T2 (de) * | 1997-09-09 | 2006-07-13 | Duke University | Aromatische c16-c20-substituierte tetrahydro-prostaglandinen verwendbar wie fp agoniste |
WO2000051980A1 (en) * | 1999-03-05 | 2000-09-08 | The Procter & Gamble Company | C16 unsaturated fp-selective prostaglandins analogs |
US20020037914A1 (en) | 2000-03-31 | 2002-03-28 | Delong Mitchell Anthony | Compositions and methods for treating hair loss using C16-C20 aromatic tetrahydro prostaglandins |
US20020013294A1 (en) | 2000-03-31 | 2002-01-31 | Delong Mitchell Anthony | Cosmetic and pharmaceutical compositions and methods using 2-decarboxy-2-phosphinico derivatives |
US20020172693A1 (en) | 2000-03-31 | 2002-11-21 | Delong Michell Anthony | Compositions and methods for treating hair loss using non-naturally occurring prostaglandins |
ES2326558T3 (es) * | 2007-11-28 | 2009-10-14 | Bauer Maschinen Gmbh | Torno. |
US8623918B2 (en) | 2008-10-29 | 2014-01-07 | Novaer Holdings, Inc. | Amino acid salts of prostaglandins |
US8722739B2 (en) | 2008-10-29 | 2014-05-13 | Novaer Holdings, Inc. | Amino acid salts of prostaglandins |
US20230097470A1 (en) * | 2021-08-23 | 2023-03-30 | Chirogate International Inc. | Processes and intermediates for the preparations of carboprost and carboprost tromethamine, and carboprost tromethamine prepared therefrom |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS4864073A (ru) * | 1971-04-30 | 1973-09-05 |
-
1973
- 1973-11-05 IL IL50310A patent/IL50310A/en unknown
- 1973-11-05 IL IL43571A patent/IL43571A/en unknown
- 1973-11-06 SE SE7315074A patent/SE412229B/xx unknown
- 1973-11-08 DE DE2355731A patent/DE2355731C3/de not_active Expired
- 1973-11-08 CA CA185,366A patent/CA1033727A/en not_active Expired
- 1973-11-08 ZA ZA738595A patent/ZA738595B/xx unknown
- 1973-11-08 NL NL7315307A patent/NL7315307A/xx not_active Application Discontinuation
- 1973-11-08 GB GB5199773A patent/GB1456838A/en not_active Expired
- 1973-11-08 JP JP12584373A patent/JPS5714347B2/ja not_active Expired
- 1973-11-08 IE IE2014/73A patent/IE40043B1/xx unknown
- 1973-11-08 FR FR7339758A patent/FR2205338B1/fr not_active Expired
- 1973-11-08 NO NO4294/73A patent/NO143663C/no unknown
- 1973-11-08 BE BE1005488A patent/BE807046A/xx unknown
- 1973-11-08 PH PH15197A patent/PH13261A/en unknown
- 1973-11-08 FI FI3455/73A patent/FI58912C/fi active
- 1973-11-08 DK DK603373A patent/DK143499C/da active
- 1973-11-08 CH CH1570773A patent/CH593930A5/xx not_active IP Right Cessation
- 1973-11-08 AT AT941073A patent/AT345999B/de not_active IP Right Cessation
- 1973-11-09 ES ES420386A patent/ES420386A1/es not_active Expired
- 1973-11-23 IN IN2583/CAL/73A patent/IN139265B/en unknown
- 1973-12-07 SU SU731978255A patent/SU667131A3/ru active
-
1974
- 1974-10-07 NO NO743616A patent/NO144385C/no unknown
-
1975
- 1975-12-23 SU SU752182652A patent/SU704456A3/ru active
-
1976
- 1976-01-16 ES ES444398A patent/ES444398A1/es not_active Expired
- 1976-01-29 FR FR7602433A patent/FR2286147A1/fr active Granted
- 1976-01-29 FR FR7602434A patent/FR2291200A1/fr active Granted
- 1976-05-25 PH PH18469A patent/PH13320A/en unknown
- 1976-11-03 SE SE7612261A patent/SE7612261L/xx unknown
- 1976-11-03 SE SE7612262A patent/SE7612262L/xx not_active Application Discontinuation
-
1977
- 1977-02-10 SE SE7701523A patent/SE417957B/xx unknown
- 1977-11-25 ES ES456279A patent/ES456279A1/es not_active Expired
Also Published As
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