ES443524A1 - Procedure for the preparation of analogous compounds of prostanic acids that do not exist in nature. (Machine-translation by Google Translate, not legally binding) - Google Patents
Procedure for the preparation of analogous compounds of prostanic acids that do not exist in nature. (Machine-translation by Google Translate, not legally binding)Info
- Publication number
- ES443524A1 ES443524A1 ES443524A ES443524A ES443524A1 ES 443524 A1 ES443524 A1 ES 443524A1 ES 443524 A ES443524 A ES 443524A ES 443524 A ES443524 A ES 443524A ES 443524 A1 ES443524 A1 ES 443524A1
- Authority
- ES
- Spain
- Prior art keywords
- carbon atoms
- formula
- case
- substituted
- radical
- 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.)
- Expired
Links
- 150000001875 compounds Chemical class 0.000 title abstract 9
- 239000002253 acid Substances 0.000 title abstract 2
- 150000007513 acids Chemical class 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 5
- 125000003545 alkoxy group Chemical group 0.000 abstract 5
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 5
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical compound [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 abstract 3
- -1 alcohol radical Chemical class 0.000 abstract 3
- 150000002148 esters Chemical class 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- 150000002367 halogens Chemical class 0.000 abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 238000005903 acid hydrolysis reaction Methods 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 150000007530 organic bases Chemical class 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
- 150000003254 radicals Chemical group 0.000 abstract 1
- 125000001412 tetrahydropyranyl group Chemical group 0.000 abstract 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
-
- 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
- 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
- C07F9/4006—Esters of acyclic acids which can have further substituents on alkyl
-
- 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
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Furan Compounds (AREA)
Abstract
Procedure for the preparation of analog compounds of prostanoic acids that do not exist in nature »of formula I **(See formula)** comprising both optically active compounds of the natural configuration, as well as racemic compounds, and in which R1 and R2 together signify oxygen, or each of them hydrogen or a hydroxyl group, R1 and R2 being different, R3 and R4 signify each hydrogen or a hydroxyl group, R3 and R4 being different, X signifies a straight or branched chain alcohol radical, with 1-5 carbon atoms, or a phenyl or benzyl radical, which may be trifluoro methyl, hydroxyl, alcohol and/or alkoxy with 1-4 carbon atoms in each case, R5 in the event that X is a straight or branched chain alcohol radical, with 1-5 carbon atoms, means a diphenyl ether, which is either unsubstituted or which is substituted in one or both nuclei from one to three times with halogen, trifluoromethyl, hydroxyl, alcohol and/or alkoxy with 1-4 carbon atoms in each case, or a phenoxyalkylone radical substituted in the nucleus or substituted from 1 to 3 times with ha logeno, trifluoromethyl, hydroxyl, alcohol and/or alkoxy with 1-4 carbon atoms in each case, where the straight chain alcohol radical contains 2-5 carbon atoms, or is branched and contains 3-6 carbon atoms, or in the case of X represents a substituted or unsubstituted phenyl radical, it means a benzyl radical that can be substituted 1 to 3 times in the nucleus with halogen, trifluoromethyl, hydroxyl, alcohol and/or alkoxy with 1-4 atoms of carbon in each case, or in the case that X is a substituted or unsubstituted benzyl radical, means a phenyl radical that can be substituted in the nucleus from 1 to 3 times with halogen, trifluoromethyl, hydroxyl, alcohol and/or alkoxy with 1-4 carbon atoms in each case, and in which carbon atoms 5 and 6, as well as 13 and 14, are all linked either by single or double bonds and their salts are physiologically compatible with organic bases and inorganic as well as its esters with ali alcohols phatic, cycloaliphatic or araliphatic with 1-8 carbon atoms in the ester part, characterized in that the tetrahydropyranyl protecting groups in a compound of formula X **(See formula)** or in a compound of formula XI **(See formula)** in which X and R5 have the same meanings as in formula I, they are separated by acid hydrolysis, and the compound of formula I obtained is eventually hydrogenated to form a compound of formula I in which there are single bonds at the positions 5 (6) and 13 (14), and if desired, the compound of formula I, in which there are in each case single or double bonds at positions 5 (6) and 13 (14), is transformed into a physiologically compatible salt or in an ester. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19742460990 DE2460990A1 (en) | 1974-12-21 | 1974-12-21 | NEW PROSTAGLANDIN ANALOGS AND PROCEDURES FOR THEIR PRODUCTION |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES443524A1 true ES443524A1 (en) | 1977-05-01 |
Family
ID=5934352
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES443524A Expired ES443524A1 (en) | 1974-12-21 | 1975-12-16 | Procedure for the preparation of analogous compounds of prostanic acids that do not exist in nature. (Machine-translation by Google Translate, not legally binding) |
Country Status (11)
| Country | Link |
|---|---|
| JP (1) | JPS5186449A (en) |
| AU (1) | AU8772775A (en) |
| BE (1) | BE836950A (en) |
| DE (1) | DE2460990A1 (en) |
| DK (1) | DK581075A (en) |
| ES (1) | ES443524A1 (en) |
| FR (1) | FR2294696A1 (en) |
| LU (1) | LU74076A1 (en) |
| NL (1) | NL7514654A (en) |
| SE (1) | SE7514447L (en) |
| ZA (1) | ZA757872B (en) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4212985A (en) * | 1978-04-28 | 1980-07-15 | The Upjohn Company | cis-4,5-Didehydro-16-phenoxy-PGE1 compounds |
| DE69832513T2 (en) * | 1997-09-09 | 2006-07-13 | Duke University | AROMATIC C16-C20 SUBSTITUTED TETRAHYDRO PROSTAGLANDINES USE AS FP AGONISTE |
| PL339221A1 (en) * | 1997-09-09 | 2000-12-04 | Procter & Gamble | Aromatic c16-c20-substituted tetrahydroprostaglandines useful as fp agonists |
| DE69824966T2 (en) * | 1997-09-09 | 2005-04-07 | Duke University | AROMATIC C16-C20-SUBSTITUTED TETRAHYDRO-PROSTAGLANDINE USES AS FP AGONISTE |
| US6444840B1 (en) | 1998-03-31 | 2002-09-03 | The Procter & Gamble Co. | C11 oxymyl and hydroxylamino prostaglandins useful as FP agonists |
| KR20010042286A (en) | 1998-03-31 | 2001-05-25 | 데이비드 엠 모이어 | C11 oxymyl and hydroxylamino prostaglandins useful as medicaments |
| BR0008776A (en) | 1999-03-05 | 2001-12-18 | Procter & Gamble | C16 fp-selective unsaturated prostaglandin analogs |
| US6894175B1 (en) | 1999-08-04 | 2005-05-17 | The Procter & Gamble Company | 2-Decarboxy-2-phosphinico prostaglandin derivatives and methods for their preparation and use |
| 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 |
| 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 |
| CA3045407C (en) | 2009-07-29 | 2024-03-12 | Elise A. Olsen | Compositions and methods for inhibiting hair growth |
-
1974
- 1974-12-21 DE DE19742460990 patent/DE2460990A1/en active Pending
-
1975
- 1975-12-16 ES ES443524A patent/ES443524A1/en not_active Expired
- 1975-12-16 NL NL7514654A patent/NL7514654A/en unknown
- 1975-12-19 LU LU74076A patent/LU74076A1/xx unknown
- 1975-12-19 SE SE7514447A patent/SE7514447L/en unknown
- 1975-12-19 DK DK581075A patent/DK581075A/en unknown
- 1975-12-19 ZA ZA757872A patent/ZA757872B/en unknown
- 1975-12-19 AU AU87727/75A patent/AU8772775A/en not_active Expired
- 1975-12-19 FR FR7539194A patent/FR2294696A1/en active Granted
- 1975-12-19 JP JP50150665A patent/JPS5186449A/ja active Pending
- 1975-12-22 BE BE163013A patent/BE836950A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FR2294696A1 (en) | 1976-07-16 |
| BE836950A (en) | 1976-06-22 |
| ZA757872B (en) | 1976-11-24 |
| SE7514447L (en) | 1976-06-22 |
| DE2460990A1 (en) | 1976-07-01 |
| DK581075A (en) | 1976-06-22 |
| NL7514654A (en) | 1976-06-23 |
| JPS5186449A (en) | 1976-07-29 |
| FR2294696B1 (en) | 1978-07-28 |
| AU8772775A (en) | 1977-06-23 |
| LU74076A1 (en) | 1976-11-11 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| ES443524A1 (en) | Procedure for the preparation of analogous compounds of prostanic acids that do not exist in nature. (Machine-translation by Google Translate, not legally binding) | |
| ES470408A1 (en) | Tetracyclic derivatives and pharmaceutical compositions of matter | |
| DE69100079D1 (en) | NAPHTHALINE DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND PHARMACEUTICAL COMPOSITIONS CONTAINING THE SAME. | |
| KR830005187A (en) | Method for preparing aminocyclopentane alkenoic acid and esters | |
| ES449162A1 (en) | 16-Phenoxy and 16-substituted phenoxy-prostatrienoic acid derivatives | |
| ES431516A1 (en) | Procedure for the preparation of 2- (heterdanilmetilo 5,9-beta-dialcohil-6,7- benzonortanos. (Machine-translation by Google Translate, not legally binding) | |
| SE7906472L (en) | NEW 3- (AMINOETHYL) -PHENOL DERIVATIVES AND SALTS THEREOF, SET FOR PREPARATION AND USE OF THEM AS MEDICINAL AND PHARMACEUTICAL COMPOSITIONS CONTAINING THESE COMPOUNDS | |
| ATE38T1 (en) | AROYILUREA, PROCESS FOR THEIR PRODUCTION AND THEIR USE IN INSECTICIDES AND ACARICIDES. | |
| ES419936A1 (en) | 1-hydroxy-1-((4'-hydroxy-3'aminosulfonamido)-phenyl)-2-amino-ethanes and salts | |
| ES403080A1 (en) | Aminothiophene-carboxylic acid esters | |
| ES396495A2 (en) | Procedure for the preparation of new derivatives of thiophene-acetic acid. (Machine-translation by Google Translate, not legally binding) | |
| ES400790A1 (en) | Procedure for the preparation of new acids 4- (4-bifenilil) - 4 - hydroxibutirics, its esteres or lactonas. (Machine-translation by Google Translate, not legally binding) | |
| SE7900601L (en) | 1-NAFTHYL-ETHIC ACID DERIVATIVE AND PROCEDURES FOR THEIR PREPARATION | |
| ES445200A1 (en) | Procedure for the preparation of new analogy compounds of prostanic acids. (Machine-translation by Google Translate, not legally binding) | |
| ES436218A1 (en) | Phenoxyalkanol derivatives and a process for their preparation | |
| ES389921A1 (en) | N-(hydroxy-or methoxy-alkyl)-2-(n'-(hydroxy or methoxy-alkyl)-phenyl-amino)-imidazolines-(2) and salts thereof | |
| ES442024A1 (en) | Phenylpropanolamines | |
| ES406128A1 (en) | Procedure for the preparation of 4 - (4 - bifenilil) - butirrics and their steres. (Machine-translation by Google Translate, not legally binding) | |
| GB2001974A (en) | Vincinic acid derivatives and process for the preparation thereof | |
| ES452391A1 (en) | Benzisothiazoline-1,1-dioxide derivatives, compositions and methods | |
| SE8107347L (en) | NEW 16-AMINO-18,19,20-TRINOR-PROSTAGLAND INGREDIENTS, ACID ADDITION SALTS THEREOF AND SET FOR THEIR PREPARATION | |
| ES445343A1 (en) | Quaternary xanthinylalkyl nortropine | |
| ES391913A1 (en) | A procedure to prepare new compounds of sulfonilurea or its salts. (Machine-translation by Google Translate, not legally binding) | |
| ES432464A1 (en) | Substituted 4-biphenylyl-butenoic acids esters and amides and pharmaceutical compositions containing them | |
| SE7707367L (en) | WAY TO PRODUCE NEW GLYCINAMIDES |