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ES332458A1 - Procedure for the preparation of flavan 3,6-disused derivatives. (Machine-translation by Google Translate, not legally binding) - Google Patents

Procedure for the preparation of flavan 3,6-disused derivatives. (Machine-translation by Google Translate, not legally binding)

Info

Publication number
ES332458A1
ES332458A1 ES0332458A ES332458A ES332458A1 ES 332458 A1 ES332458 A1 ES 332458A1 ES 0332458 A ES0332458 A ES 0332458A ES 332458 A ES332458 A ES 332458A ES 332458 A1 ES332458 A1 ES 332458A1
Authority
ES
Spain
Prior art keywords
formula
compound
hydroxy group
optionally
derivatives
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
ES0332458A
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 KGaA
Original Assignee
E Merck AG
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 E Merck AG filed Critical E Merck AG
Publication of ES332458A1 publication Critical patent/ES332458A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
    • C07D311/60—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with aryl radicals attached in position 2
    • C07D311/62—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with aryl radicals attached in position 2 with oxygen atoms directly attached in position 3, e.g. anthocyanidins
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
    • C07D311/60—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with aryl radicals attached in position 2

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Pyridine Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Process for the preparation of 3,6-disubstituted flavanno derivatives of the formula I ** (See formula) ** in which R1 means alkyl or alkoxy with 1-6 carbon atoms, and R2 means hydrogen, alkyl with 1-6 carbon atoms or - (CH2) n-NR'R ", R 'and R "signify methyl, ethyl or together with the nitrogen atom, pyrrolidino, piperidino or morpholino, and n means 2 or 3 as well as optionally the esters, the acid addition salts and the quaternary ammonium derivatives of such compounds, characterized in that a compound of the formula II ** (See formula) ** in which And means ** (See formula) ** X ⊖ means an anion of a strong acid Z means H, OH or = O, R1 and R2 have the indicated significance, and wherein a phenolic hydroxy group can also be present in blocked form, it is treated with reducing agents, why a compound of formula III ** (See formula) ** in which W means -CR1 = CH- or -CHR1 -CHX1- X1 means OH or Hal and Hal means Cl, Br or J, R1 and R2 have the indicated significance and a phenolic hydroxy group can also be present in blocked form, or a compound of formula IV ** (See formula) ** in which R1, R2 and X1 have the indicated significance, they are treated with cyclizing agents, which optionally unfold HX1, and/or by optionally hydrolysing an esterified hydroxy group or acylating or acylating a free hydroxy group by treatment with alkylating or acidifying agents in a compound of the formula I, according to methods known per se. and/or by optionally converting compounds of the formula I by treatment with acids or alkylating agents into their physiologically tolerable quaternary ammonium compounds or their acid addition salts. (Machine-translation by Google Translate, not legally binding)
ES0332458A 1965-10-20 1966-10-19 Procedure for the preparation of flavan 3,6-disused derivatives. (Machine-translation by Google Translate, not legally binding) Expired ES332458A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEM0067001 1965-10-20

Publications (1)

Publication Number Publication Date
ES332458A1 true ES332458A1 (en) 1967-11-01

Family

ID=7312020

Family Applications (1)

Application Number Title Priority Date Filing Date
ES0332458A Expired ES332458A1 (en) 1965-10-20 1966-10-19 Procedure for the preparation of flavan 3,6-disused derivatives. (Machine-translation by Google Translate, not legally binding)

Country Status (11)

Country Link
US (1) US3555047A (en)
BE (1) BE688588A (en)
CH (1) CH487141A (en)
DE (1) DE1518038C3 (en)
DK (1) DK116739B (en)
ES (1) ES332458A1 (en)
FR (1) FR7297M (en)
GB (1) GB1087539A (en)
IL (1) IL26629A (en)
NL (1) NL6614645A (en)
SE (1) SE353536B (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4148909A (en) * 1974-07-30 1979-04-10 Beecham Group Limited Chromans to treat depression and reduce appetite
JPS5651470A (en) * 1979-09-13 1981-05-09 Wellcome Found Flavan derivative
US5446061A (en) * 1993-11-05 1995-08-29 Eli Lilly And Company Methods for lowering serum cholesterol
WO2003074044A1 (en) * 2002-03-01 2003-09-12 Eli Lilly And Company Substituted benzopyrans as selective estrogen receptor-beta agonists

Also Published As

Publication number Publication date
DE1518038C3 (en) 1975-01-23
BE688588A (en) 1967-04-20
DK116739B (en) 1970-02-09
GB1087539A (en) 1967-10-18
CH487141A (en) 1970-03-15
FR7297M (en) 1969-11-12
DE1518038A1 (en) 1969-06-26
DE1518038B2 (en) 1974-06-06
IL26629A (en) 1970-08-19
NL6614645A (en) 1967-04-21
US3555047A (en) 1971-01-12
SE353536B (en) 1973-02-05

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