ES425591A1 - 8-aza-11,12-secoprostaglandins - Google Patents

8-aza-11,12-secoprostaglandins

Info

Publication number
ES425591A1
ES425591A1 ES425591A ES425591A ES425591A1 ES 425591 A1 ES425591 A1 ES 425591A1 ES 425591 A ES425591 A ES 425591A ES 425591 A ES425591 A ES 425591A ES 425591 A1 ES425591 A1 ES 425591A1
Authority
ES
Spain
Prior art keywords
formula
hydrogen
methyl
ethylene
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
Application number
ES425591A
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.)
Merck and Co Inc
Original Assignee
Merck and Co Inc
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 Merck and Co Inc filed Critical Merck and Co Inc
Publication of ES425591A1 publication Critical patent/ES425591A1/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00—Drugs for disorders of the urinary system
    • A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00—Drugs for genital or sexual disorders; Contraceptives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00—Drugs for disorders of the blood or the extracellular fluid
    • A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/147—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C53/00—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen
    • C07C53/15—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen containing halogen
    • C07C53/19—Acids containing three or more carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (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)
  • Public Health (AREA)
  • Hematology (AREA)
  • Diabetes (AREA)
  • Endocrinology (AREA)
  • Reproductive Health (AREA)
  • Urology & Nephrology (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)
  • Pyrane Compounds (AREA)

Abstract

A procedure for the preparation of secoprostaglandins of the formula: ** (See formula) ** where one of the radicals Q or T is - (CH2) 4-A-COOH and the other is ** (See formula) ** and A is ethylene, trimethylene, α-methylethylene, β-methylethylene, α-α-dimethylethylene, β-β-dimethylethylene or oxymethylene; R1 is methyl, ethyl, propyl, or isopropyl; R2 is hydrogen, methyl, ethyl, or propyl; Z is ethylene, vinyl or ethylene ethylene R4 is independently hydrogen or methyl; R5 is hydrogen, lower alkyl, vinyl or 2,2,2-trifluoroethyl and y is 1 or 2 furthermore when R5 is lower alkyl and R2 is methyl, they can be linked together (with hydrogen abstraction) to form a 6- to 9-membered carbocyclic ring; likewise, when R5 is lower alkyl and R2 is hydrogen, R5 may be attached to the carbon atom bearing the group R2 and OH to form a 5- to 8-membered carbocyclic ring; whose procedure is to react a compound of formula R1SOy-NH-Q with about one equivalent of a strong base and then about one equivalent of a compound of the formula X-T where X is halogen, the COOH group is protected with a radical R8 representing lower alkyl of 1 to 5 carbon atoms and Q and T have the meanings given above, with the proviso that when Q is ** (See formula) ** and T is - (CH2) 4-A-COOR8, the radical R5 cannot be vinyl, R2 is H and the OH group is protected with a tetrahydropyranyl radical and when Q is - (CH2) 4-A-COOR8 and T is (see formula), then the OH group is protected with a lower alkanoyl radical of 1 to 4 carbon atoms to recover the intermediate product thus produced, subject it to mild hydrolysis to separate the R8 and tetrahydropyranyl or lower alkanoyl blocking groups and recover the product wanted. (Machine-translation by Google Translate, not legally binding)
ES425591A 1973-04-25 1974-04-23 8-aza-11,12-secoprostaglandins Expired ES425591A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US35427373A 1973-04-25 1973-04-25
US41834173A 1973-11-23 1973-11-23

Publications (1)

Publication Number Publication Date
ES425591A1 true ES425591A1 (en) 1976-11-01

Family

ID=26998324

Family Applications (1)

Application Number Title Priority Date Filing Date
ES425591A Expired ES425591A1 (en) 1973-04-25 1974-04-23 8-aza-11,12-secoprostaglandins

Country Status (14)

Country Link
JP (1) JPS5013331A (en)
AR (1) AR211319A1 (en)
BE (1) BE814089A (en)
CA (1) CA1044701A (en)
CH (1) CH605714A5 (en)
DE (1) DE2419860A1 (en)
ES (1) ES425591A1 (en)
FR (1) FR2226995B1 (en)
GB (1) GB1429092A (en)
IE (1) IE39227B1 (en)
IL (1) IL44636A (en)
NL (1) NL7404839A (en)
NO (1) NO139438C (en)
SE (1) SE410185B (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3991087A (en) 1973-12-13 1976-11-09 Merck & Co., Inc. 8-Halo-11,12-secoprostaglandins
AT351182B (en) * 1974-06-25 1979-07-10 Merck & Co Inc METHOD FOR THE PRODUCTION OF NEW 9-THIA, 9-OXOTHIA AND 9-DIOXOTHIA-11,12-SECOPROSTA-GLANDINES
US4018802A (en) * 1975-04-09 1977-04-19 Merck & Co., Inc. 9-Thia- and oxothia- and 9-dioxothia-11,12-seco-prostaglandins and processes
US4128564A (en) * 1976-03-22 1978-12-05 Merck & Co., Inc. 9-Thia- and oxothia- and 9-dioxothia-11,12-seco-prostaglandins

Also Published As

Publication number Publication date
IE39227L (en) 1974-10-25
IL44636A (en) 1977-06-30
BE814089A (en) 1974-10-24
CA1044701A (en) 1978-12-19
NO741309L (en) 1974-10-28
NL7404839A (en) 1974-10-29
SE410185B (en) 1979-10-01
FR2226995B1 (en) 1977-01-28
NO139438C (en) 1979-03-14
IE39227B1 (en) 1978-08-30
AU6797374A (en) 1975-10-23
FR2226995A1 (en) 1974-11-22
DE2419860A1 (en) 1974-11-07
JPS5013331A (en) 1975-02-12
NO139438B (en) 1978-12-04
CH605714A5 (en) 1978-10-13
GB1429092A (en) 1976-03-24
AR211319A1 (en) 1977-11-20
IL44636A0 (en) 1974-06-30

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