MD207C2 - Method of steroid derivatives preparation - Google Patents

Method of steroid derivatives preparation

Info

Publication number
MD207C2
MD207C2 MD94-0265A MD940265A MD207C2 MD 207 C2 MD207 C2 MD 207C2 MD 940265 A MD940265 A MD 940265A MD 207 C2 MD207 C2 MD 207C2
Authority
MD
Moldova
Prior art keywords
group
alkyl
oxydired
alkenyl
substituted
Prior art date
Application number
MD94-0265A
Other languages
Romanian (ro)
Russian (ru)
Other versions
MD207B1 (en
Inventor
Jean Georges Teutsch
Germain Costerousse
Daniel Philibert
Roger Deraedt
Original Assignee
Roussel Uclaf, Societe Anonyme
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 Roussel Uclaf, Societe Anonyme filed Critical Roussel Uclaf, Societe Anonyme
Publication of MD207B1 publication Critical patent/MD207B1/en
Publication of MD207C2 publication Critical patent/MD207C2/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J41/00Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • C07J41/0005Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring the nitrogen atom being directly linked to the cyclopenta(a)hydro phenanthrene skeleton
    • C07J41/0016Oximes
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J1/00Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/20Hypnotics; Sedatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/08Drugs for disorders of the metabolism for glucose homeostasis
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • A61P37/02Immunomodulators
    • A61P37/04Immunostimulants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P5/00Drugs for disorders of the endocrine system
    • A61P5/38Drugs for disorders of the endocrine system of the suprarenal hormones
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/10Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/12Antihypertensives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J21/00Normal steroids containing carbon, hydrogen, halogen or oxygen having an oxygen-containing hetero ring spiro-condensed with the cyclopenta(a)hydrophenanthrene skeleton
    • C07J21/005Ketals
    • C07J21/006Ketals at position 3
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J41/00Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • C07J41/0033Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005
    • C07J41/0077Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 substituted in position 11-beta by a carbon atom, further substituted by a group comprising at least one further carbon atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J41/00Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • C07J41/0033Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005
    • C07J41/0077Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 substituted in position 11-beta by a carbon atom, further substituted by a group comprising at least one further carbon atom
    • C07J41/0083Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 substituted in position 11-beta by a carbon atom, further substituted by a group comprising at least one further carbon atom substituted in position 11-beta by an optionally substituted phenyl group not further condensed with other rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J43/00Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton
    • C07J43/003Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton not condensed
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J51/00Normal steroids with unmodified cyclopenta(a)hydrophenanthrene skeleton not provided for in groups C07J1/00 - C07J43/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J63/00Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by expansion of only one ring by one or two atoms
    • C07J63/008Expansion of ring D by one atom, e.g. D homo steroids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J7/00Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
    • C07J7/0005Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J71/00Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
    • C07J71/0005Oxygen-containing hetero ring
    • C07J71/001Oxiranes

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Immunology (AREA)
  • Diabetes (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Endocrinology (AREA)
  • Vascular Medicine (AREA)
  • Urology & Nephrology (AREA)
  • Emergency Medicine (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Anesthesiology (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Steroid Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention has relation to the steroid derivatives, especially, to the compound of general formula (I)in which R1 represents-N-(C1-C4)-alkyl dihydraindolyl, pyridinyl, phenyl, substituted by di(C1-C4)-alkylaminogroup or by di-(C1-C4)-alkyl group (in which nitrogen may be oxydired), by pyrollidin, di-(C1-C4)-alkylamino-(C1-C4)-alkylaky-or trimetil sylyl group;R2 - CH3, C2H5; R3-OH, CH3O, ethinyl, carbonyl, -C-NOH;R4-H, (C2-C4)-alkenyl, (C3-C6)-alkaden (C2-C6)-alkinyl (may be substituted by halogen, C6H5,(CH3)3 SI, lowert alkenyl); B and C form double bond or epoxy group, which have pharmocological valuable properties.The purpose of invention is creation of new substances with indis tinctive activity for given class.Synthesis is lead from corresponding ketal (A-ketal group, which may be cyclic or noncyclic), which is degradated by cationexchanged sulforesin or Hcl. The obtaining product incase of necesity is treated by hydroxylamine or if R1-di (C1-C4)-alkyl-amino-(C1-C4)-alkylphenyl, is oxydized for example metafluorineoxobenzoic acid with obtaining of substance of special destination, containing group, oxydired in nitrogen position and 9,10-epoxygroup.The new substances manifest the pronounced affinity as regards glucokorticosteroid and progestogenic receptor in the absence of the activity on the mineralkortikoid and estrogenic receptor having toxicity 100mg/kg of DL50.
MD94-0265A 1981-01-09 1994-08-08 Method of steroid derivatives preparation MD207C2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR8100272A FR2497807A1 (en) 1981-01-09 1981-01-09 NEW STEROID DERIVATIVES SUBSTITUTES IN 11B, THEIR PREPARATION PROCEDURE AND THEIR APPLICATION AS A MEDICINAL PRODUCT
SU823378150A SU1447289A3 (en) 1981-01-09 1982-01-08 Method of producing derivatives of steroids

Publications (2)

Publication Number Publication Date
MD207B1 MD207B1 (en) 1995-05-31
MD207C2 true MD207C2 (en) 1995-12-31

Family

ID=9253984

Family Applications (1)

Application Number Title Priority Date Filing Date
MD94-0265A MD207C2 (en) 1981-01-09 1994-08-08 Method of steroid derivatives preparation

Country Status (22)

Country Link
US (4) US4386085A (en)
EP (1) EP0057115B1 (en)
JP (2) JPS57168000A (en)
KR (1) KR870001936B1 (en)
AU (2) AU550334B2 (en)
BG (1) BG60768B2 (en)
CA (1) CA1193246A (en)
DE (2) DE3262580D1 (en)
DK (1) DK166680B1 (en)
ES (2) ES8305786A1 (en)
FI (1) FI77872C (en)
FR (1) FR2497807A1 (en)
GE (1) GEP19960479B (en)
HU (1) HU185158B (en)
IE (1) IE52595B1 (en)
LT (1) LT2618B (en)
MD (1) MD207C2 (en)
NL (1) NL300001I2 (en)
PT (1) PT74263A (en)
SG (1) SG45987G (en)
SU (1) SU1447289A3 (en)
ZA (1) ZA8231B (en)

Families Citing this family (143)

* Cited by examiner, † Cited by third party
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