FI830727L - FRAMEWORK FOR THERAPEUTIC USE OF THERAPEUTIC PRODUCT 2-AMINOMETHYL-PHENOL DERIVATIVES - Google Patents

FRAMEWORK FOR THERAPEUTIC USE OF THERAPEUTIC PRODUCT 2-AMINOMETHYL-PHENOL DERIVATIVES

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Publication number
FI830727L
FI830727L FI830727A FI830727A FI830727L FI 830727 L FI830727 L FI 830727L FI 830727 A FI830727 A FI 830727A FI 830727 A FI830727 A FI 830727A FI 830727 L FI830727 L FI 830727L
Authority
FI
Finland
Prior art keywords
atoms
alkyl
radicals
formula
halogen
Prior art date
Application number
FI830727A
Other languages
Finnish (fi)
Other versions
FI830727A0 (en
FI75558C (en
FI75558B (en
Inventor
Heinrich Christian Englert
Hans-Jochen Lang
Max Hropot
Joachim Kaiser
Original Assignee
Hoechst 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 Hoechst Ag filed Critical Hoechst Ag
Publication of FI830727A0 publication Critical patent/FI830727A0/en
Publication of FI830727L publication Critical patent/FI830727L/en
Application granted granted Critical
Publication of FI75558B publication Critical patent/FI75558B/en
Publication of FI75558C publication Critical patent/FI75558C/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C315/00—Preparation of sulfones; Preparation of sulfoxides
    • C07C315/04—Preparation of sulfones; Preparation of sulfoxides by reactions not involving the formation of sulfone or sulfoxide groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
    • C07D295/096—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • 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
    • A61P7/10—Antioedematous agents; Diuretics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/12—Antihypertensives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C313/00—Sulfinic acids; Sulfenic acids; Halides, esters or anhydrides thereof; Amides of sulfinic or sulfenic acids, i.e. compounds having singly-bound oxygen atoms of sulfinic or sulfenic groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C313/02—Sulfinic acids; Derivatives thereof
    • C07C313/04—Sulfinic acids; Esters thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00—Sulfones; Sulfoxides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
    • C07C43/21—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing rings other than six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/04—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • 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
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/52—Radicals substituted by nitrogen atoms not forming part of a nitro radical
    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Veterinary Medicine (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Public Health (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Hematology (AREA)
  • Diabetes (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Cardiology (AREA)
  • Obesity (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Furan Compounds (AREA)

Abstract

1. Claims for the Contracting States : BE, CH, DE, FR, GB, IT, LI, LU, NL, SE 2-Aminomethylphenols of the formula I see diagramm : EP0088346,P33,F2 in which R represents hydrogen or alkyl having 1 or 2 C atoms, R**1 represents alkyl having 1 to 8 C atoms, cycloalkyl having 3 to 12 C atoms and up to 8 ring members, alkenyl having 2 to 8 C atoms or cycloalkenyl having 5 to 12 C atoms and up to 8 ring members, it being possible for each of the aforementioned radicals to be substituted with 1 to 5 identical or different halogen atoms, R**2 and R**4 are identical or different and denote hydrogen, halogen, alkyl having 1 or 2 C atoms or alkoxy having 1 or 2 C atoms, R**3 denotes halogen, alkyl having 1 to 12 C atoms or cycloalkyl having 3 to 12 C atoms and up to 8 ring members, R**5 and R**6 are identical or different and represent hydrogen, alkyl having 1 to 6 C atoms, cycloalkyl having 3 to 10 C atoms and up to 8 ring members or the radical -[CH2 ]o -Ar, wherein o = 1 or 2, the -[CH2 ]o - chain can be substituted by 1 or 2 (C1 or C2 )-alkyl groups and Ar is a 5- or 6- membered aromatic or heteroaromatic system, which is optionally substituted by 1 to 3 identical or different radicals (C1 or C2 )-alkyl, (C1 or C2 )-alkoxy or halogen, and n is 1 or 2, it being possible for the radicals R**5 and R**6 and/or two of the radicals R**2 , R**3 and R**4 also to form a -[CH2 ]m - chain having m = 3 to 6, which can optionally be substituted by 1 or 2 methyl groups and, in the case of R**5 and R**6 , can also be interrupted by 1 or 2 oxygen atoms, sulfur atoms and/or imino groups, and their physiologically tolerated salts. 1. Claims for the Contracting State : AT A process for the preparation of the 2-aminomethylphenols of the formula I see diagramm : EP0088346,P35,F4 in which R represents hydrogen or alkyl having 1 or 2 C atoms, R**1 represents alkyl having 1 to 8 C atoms, cycloalkyl having 3 to 12 C atoms and up to 8 ring members, alkenyl having 2 to 8 C atoms or cycloalkenyl having 5 to 12 C atoms and up to 8 ring members, it being possible for each of the aforementioned radicals to be substituted with 1 to 5 identical or different halogen atoms, R**2 and R**4 are identical or different and denote hydrogen, halogen, alkyl having 1 or 2 C atoms or alkoxy having 1 or 2 C atoms, R**3 denotes halogen, alkyl having 1 to 12 C atoms or cycloalkyl having 3 to 12 C atoms and up to 8 ring members, R**5 and R**6 are identical or different and represent hydrogen, alkyl having 1 to 6 C atoms, cycloalkyl having 3 to 10 C atoms and up to 8 ring members or the radical -[CH2 ]o -Ar, wherein o = 1 or 2, the -[CH2 ]o - chain can be substituted by 1 or 2 (C1 or C2 )-alkyl groups and Ar is a 5- or 6-membered aromatic or heteroaromatic system, which is optionally substituted by 1 to 3 identical or different radicals (C1 or C2 )-alkyl, (C1 or C2 )-alkoxy or halogen, and n is 1 or 2, it being possible for the radicals R**5 and R**6 and/or two of the radicals R**2 , R**3 and R**4 also to form a -[CH2 ]m - chain having m = 3 to 6, which can optionally be substituted by 1 or 2 methyl groups and, in the case of R**5 and R**6 , can also be interrupted by 1 or 2 oxygen atoms, sulfur atoms and/or imino groups, and their physiologically tolerated salts, which comprises a) reacting a compound of the formula II see diagramm : EP0088346,P36,F1 wherein n, R**1 , R**2 , R**3 and R**4 have the abovementioned meanings, with an N-hydroxymethylcarboxamide of the general formula III see diagramm : EP0088346,P36,F2 in which R has the abovementioned meaning, R**5 denotes hydrogen or alkyl having 1 to 4 C atoms and R**7 represents hydrogen, optionally halogen-substituted alkyl having 1 to 4 C atoms or aryl having 6 to 10 C atoms, or in which R**5 and the radical COR**7 together represent the o-phthaloyl radical, to give a compound of the general formula IV see diagramm : EP0088346,P36,F3 and removing the acyl radical R**7 -CO by hydrolysis, b) reacting a compound of the formula II, in which the radicals R**1 to R**4 and n have the abovementioned meanings, in the presence of formaldehyde, with an amine of the general formula V see diagramm : EP0088346,P36,F4 in which R**5 and R**6 have the meanings mentioned in claim 1 with the exception of hydrogen, c) reacting a compound of the general formula VI see diagramm : EP0088346,P36,F5 in which n and R to R**4 have the abovementioned meanings and Z represents a leaving group, with an amine of the general formula H-N = Y, wherein Y represents an amine-protective group or the radicals R**5 and R**6 defined in claim 1, it being possible for R**6 also to be an amine-protective group, to give a compound of the general formula VII see diagramm : EP0088346,P37,F1 and, if appropriate, removing the amine-protective group by hydrolysis or hydrogenolysis, or d) reacting compounds of the general formula XIV see diagramm : EP0088346,P37,F2 in which n and R to R**4 have the abovementioned meanings, with an amine of the formula R**5 -NH2 , with R**5 having the abovementioned meaning, to give Schiff's bases of the formula XV see diagramm : EP0088346,P37,F3 in which n and R to R**5 have the abovementioned meanings, and reducing the latter to give a compound of the formula I, and optionally converting the compound of the formula I obtained according to one of the variants a) - d) into its physiologically tolerated salts.
FI830727A 1982-03-06 1983-03-03 FOERFARANDE FOER FRAMSTAELLNING AV TERAPEUTISKT ANVAENDBARA 2-AMINOMETHYL-PHENOL DERIVAT. FI75558C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3208190 1982-03-06
DE19823208190 DE3208190A1 (en) 1982-03-06 1982-03-06 2-AMINOMETHYL-PHENOL DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF, THEIR USE AND PHARMACEUTICAL PREPARATIONS BASED ON THESE COMPOUNDS

Publications (4)

Publication Number Publication Date
FI830727A0 FI830727A0 (en) 1983-03-03
FI830727L true FI830727L (en) 1983-09-07
FI75558B FI75558B (en) 1988-03-31
FI75558C FI75558C (en) 1988-07-11

Family

ID=6157558

Family Applications (1)

Application Number Title Priority Date Filing Date
FI830727A FI75558C (en) 1982-03-06 1983-03-03 FOERFARANDE FOER FRAMSTAELLNING AV TERAPEUTISKT ANVAENDBARA 2-AMINOMETHYL-PHENOL DERIVAT.

Country Status (19)

Country Link
EP (1) EP0088346B1 (en)
JP (1) JPS58162571A (en)
KR (1) KR840004067A (en)
AT (1) ATE13665T1 (en)
AU (1) AU559514B2 (en)
CA (1) CA1238908A (en)
DE (2) DE3208190A1 (en)
DK (1) DK109983A (en)
ES (1) ES8401457A1 (en)
FI (1) FI75558C (en)
GR (1) GR77952B (en)
HU (1) HU192792B (en)
IL (1) IL68044A (en)
MA (1) MA19737A1 (en)
NO (1) NO156047C (en)
NZ (1) NZ203467A (en)
PH (1) PH21318A (en)
PT (1) PT76347B (en)
ZA (1) ZA831499B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3344676A1 (en) * 1983-12-10 1985-06-20 Hoechst Ag, 6230 Frankfurt METHOD FOR PRODUCING 2-ALKYLSULFONYL-4-ALKYLPHENOLS

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH513832A (en) * 1967-09-14 1971-10-15 Boehringer Sohn Ingelheim Process: X and, Y = Cl, alkylmercapto, alkylsulphinyl, alkylsulphonyl(C5-16), cyclohexyl-mercapto, cyclohexylsulphinyl or cyclohexylsulphonyl. Either X or Y = C
GB1321701A (en) * 1969-10-01 1973-06-27 Continental Pharma Amino-alcohols their salts and process for prepairing the same

Also Published As

Publication number Publication date
NO156047B (en) 1987-04-06
DK109983A (en) 1983-09-07
ATE13665T1 (en) 1985-06-15
KR840004067A (en) 1984-10-06
DK109983D0 (en) 1983-03-04
CA1238908A (en) 1988-07-05
EP0088346A2 (en) 1983-09-14
PT76347A (en) 1983-04-01
MA19737A1 (en) 1983-10-01
NO156047C (en) 1987-07-15
EP0088346A3 (en) 1983-11-09
ES520313A0 (en) 1983-12-16
GR77952B (en) 1984-09-25
FI830727A0 (en) 1983-03-03
NO830757L (en) 1983-09-07
ES8401457A1 (en) 1983-12-16
ZA831499B (en) 1983-11-30
NZ203467A (en) 1985-11-08
DE3208190A1 (en) 1983-09-08
HU192792B (en) 1987-07-28
IL68044A (en) 1988-01-31
EP0088346B1 (en) 1985-06-05
DE3360236D1 (en) 1985-07-11
PH21318A (en) 1987-09-28
FI75558C (en) 1988-07-11
AU1213183A (en) 1983-09-08
AU559514B2 (en) 1987-03-12
FI75558B (en) 1988-03-31
IL68044A0 (en) 1983-06-15
JPS58162571A (en) 1983-09-27
PT76347B (en) 1985-12-16

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Owner name: HOECHST AKTIENGESELLSCHAFT