ES395814A1 - PROCEDURE FOR OBTAINING DERIVATIVES OF PROSTANOIC ACID. - Google Patents

PROCEDURE FOR OBTAINING DERIVATIVES OF PROSTANOIC ACID.

Info

Publication number
ES395814A1
ES395814A1 ES395814A ES395814A ES395814A1 ES 395814 A1 ES395814 A1 ES 395814A1 ES 395814 A ES395814 A ES 395814A ES 395814 A ES395814 A ES 395814A ES 395814 A1 ES395814 A1 ES 395814A1
Authority
ES
Spain
Prior art keywords
radical
carbon atoms
formula
substituent
hydroxy
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
Application number
ES395814A
Other languages
Spanish (es)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Publication of ES395814A1 publication Critical patent/ES395814A1/en
Expired legal-status Critical Current

Links

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
    • 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
    • C07F9/4015—Esters of acyclic unsaturated acids

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)
  • 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)

Abstract

Procedure for obtaining prostanoic acid derivatives, of general formula: **(See formula)** in which R1 is a hydroxy radical, an amino radical, an alkylamino radical that can have up to 6 carbon atoms, an alkoxy radical of 1 to 6 carbon atoms or an alkoxy radical of 2 to 3 carbon atoms that has as its substituent a β- or γ -diakylamino radical, where each alkyl radical has from 1 to 4 carbon atoms, a β- or γ -pirrodilino, piperidino or morpholino radical; R2 is a hydrogen atom, or R2 and R3 together form the oxo radical; R4 is an n-hexyl radical bearing a straight chain alkyl substituent with 1 to 4 carbon atoms on any of the carbon atoms 1 to 5 of the hexyl radical, or a methyl, ethyl, methylene, ethylidene or vinyl substituent, or one methyl and one methylated substituent, or two methyl substituents on carbon atom 6 of the n-hexyl radical; and A is an ethylene or vinylene radical; and in those compounds where R1 is a hydroxy radical, the base addition salts acceptable for pharmaceutical uses thereof, characterized in that it comprises: (a) the hydrolysis of a compound of the formula: **(See formula)** or a mixed anhydride thereof, where R1 has the meaning indicated above, R2 is a hydroxy radical, an alkanoyloxy radical of 1 to 4 carbon atoms or a tetrahydropyran-2-yloxy radical and R3 is a hydrogen atom, or R2 and R3 together form the oxo radical, A and R4 have the meanings above, and R5 and R6 are each a tetrahydropyran-2-yloxy radical, or an acyloxy radical of 1 to 6 carbon atoms; or (b) In those compounds where R1 is an alkoxy radical of 1 to 6 carbon atoms, the reaction of an acid of the formula: **(See formula)** where A, R2, R3 and R4 have the meanings indicated above, with a diazoalkane of the formula R7.N2, where R7 is an alkyl radical of 1 to 6 carbon atoms; or (c) the reaction of a lactol of the formula: **(See formula)** with a (4-carboxybutyl) triphenylphosphonium salt, where A and R4 have the meanings indicated above; after which, when a salt of a compound in which R1 is a hydroxy radical is needed, the carboxylic acid is reacted with a base. (Machine-translation by Google Translate, not legally binding)
ES395814A 1970-10-09 1971-10-07 PROCEDURE FOR OBTAINING DERIVATIVES OF PROSTANOIC ACID. Expired ES395814A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB48131/70*2A GB1356581A (en) 1970-10-09 1970-10-09 Cyclopentane derivatives
GB181471 1971-01-14
GB554371 1971-02-26

Publications (1)

Publication Number Publication Date
ES395814A1 true ES395814A1 (en) 1975-03-01

Family

ID=27253947

Family Applications (1)

Application Number Title Priority Date Filing Date
ES395814A Expired ES395814A1 (en) 1970-10-09 1971-10-07 PROCEDURE FOR OBTAINING DERIVATIVES OF PROSTANOIC ACID.

Country Status (9)

Country Link
BE (1) BE773728A (en)
DE (1) DE2150361A1 (en)
ES (1) ES395814A1 (en)
FR (1) FR2110335B1 (en)
GB (1) GB1356581A (en)
HU (1) HU163414B (en)
IL (1) IL37821A0 (en)
NL (1) NL7113880A (en)
ZM (1) ZM14271A1 (en)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3887587A (en) * 1972-04-17 1975-06-03 Pfizer Synthesis of prostaglandins of the one-series
DE2317019A1 (en) * 1972-04-27 1973-11-08 Upjohn Co NEW 4,5 DIDEHYDRO PROSTAGLANDIN
US3954741A (en) * 1972-06-07 1976-05-04 Pfizer Inc. N-substituted prostaglandin carboxamides
GB1520522A (en) * 1975-06-16 1978-08-09 Ono Pharmaceutical Co 16-methyleneprostaglandins
US6420422B1 (en) 1987-09-18 2002-07-16 Sucampo Pharmaceuticals, Inc. Ocular hypotensive agents
US5236907A (en) * 1988-10-01 1993-08-17 R-Tech Ueno Ltd. Ocular hypotensive agents
EP0366279B1 (en) * 1988-10-01 1994-09-21 R-Tech Ueno Ltd. Ocular hypotensive agents
US5194429A (en) * 1988-10-01 1993-03-16 K.K. Ueno Seiyaku Oyo Kenkyujo Ocular hypotensive agents
PL2084124T3 (en) 2006-10-02 2014-08-29 Techfields Biochem Co Ltd Positively charged water-soluble prodrugs of prostaglandins and related compounds with very high skin penetration rates
JP6030168B2 (en) * 2015-03-09 2016-11-24 テックフィールズ バイオケム カンパニー リミテッド Positively charged water-soluble prodrugs of prostaglandins and related compounds with very high skin permeability
JP6306067B2 (en) * 2016-01-08 2018-04-04 テックフィールズ バイオケム カンパニー リミテッド Positively charged water-soluble prodrugs of prostaglandins and related compounds with very high skin permeability
JP7141025B1 (en) * 2021-11-11 2022-09-22 エルデシエロ プライベート リミテッド Compounds, compositions, methods, and methods of manufacture

Also Published As

Publication number Publication date
NL7113880A (en) 1972-04-11
SU439962A3 (en) 1974-08-15
GB1356581A (en) 1974-06-12
FR2110335A1 (en) 1972-06-02
ZM14271A1 (en) 1972-06-21
HU163414B (en) 1973-08-28
IL37821A0 (en) 1971-11-29
FR2110335B1 (en) 1975-06-06
BE773728A (en) 1972-04-10
DE2150361A1 (en) 1972-04-13

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