SU612636A3 - Method of obtaining d-homosteroids - Google Patents

Method of obtaining d-homosteroids

Info

Publication number
SU612636A3
SU612636A3 SU742008892A SU2008892A SU612636A3 SU 612636 A3 SU612636 A3 SU 612636A3 SU 742008892 A SU742008892 A SU 742008892A SU 2008892 A SU2008892 A SU 2008892A SU 612636 A3 SU612636 A3 SU 612636A3
Authority
SU
USSR - Soviet Union
Prior art keywords
homosteroids
obtaining
literature
complex metal
group
Prior art date
Application number
SU742008892A
Other languages
Russian (ru)
Inventor
Фюрст Андор
Алиг Лео
Мюллер Марсель
Original Assignee
Ф.Гоффманн Ля Рош И Ко (Фирма)
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 Ф.Гоффманн Ля Рош И Ко (Фирма) filed Critical Ф.Гоффманн Ля Рош И Ко (Фирма)
Application granted granted Critical
Publication of SU612636A3 publication Critical patent/SU612636A3/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B19/00Oxazine dyes
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P33/00Preparation of steroids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Veterinary Medicine (AREA)
  • Pain & Pain Management (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Public Health (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Medicinal Chemistry (AREA)
  • Biotechnology (AREA)
  • Microbiology (AREA)
  • Rheumatology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Genetics & Genomics (AREA)
  • Steroid Compounds (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Description

Изобретение относитс  к способу получени  новых, не описанных в литературе D -гомостероидов, которые обладают биологической активностью и могут найти применение в медицине. В литературе описано восстановление кетогрупп стероидов до оксигрупп ; помседью комплексных гидридов метал лов l . Использование известной реакции в данном случае приводит к получению новых, не описанных в литературе 1)-гсййостер/ идов общей Формулы СНгК .( . где водород, или метил. - независимо друг от друга окси- или ацетоксигруппа. Целью изобретени   вл етс  синте новых биологически активных соединений . Это достигаетс  предлагаемьм спо собом получени  соединений вышеуказа ной формулы 1, заключающимс  в том, что В-гомостероид общей формулы гдейб, имеют вышеуказан .....мV т v о о irT-u п U а СГ ТТПв ные значени , X и X - защитна  з.л  кетогруппы семикарбазидна  или X вмес те сТ1 и - защитна  дл  кетогруппы бисметилендиоксигруппа, подвергают восстановлению комплексна гидридом металла с последующим сн тием защитной группы и вьиелением целевого продукта..,. В случае, если и 1 одновременно представл ют собой оксигруппы, то 0-кетогруппа может быть защищена образованием 17, 20, 21 - бисметилендиоксипроизводного . в качестве комплексного гидрида металла предпочтительно используют алюмогидрид лити  или боргидрид натри .This invention relates to a process for the preparation of new, not described in literature, D -homosteroids, which have biological activity and can be used in medicine. The literature describes the reduction of keto groups of steroids to hydroxy groups; Next is complex metal hydrides l. The use of a known reaction in this case results in new, not described in the literature 1) hydroxyter / ids of the general Formula SNGK. active compounds. This is achieved by the proposed method for the preparation of compounds of the above formula 1, namely, that the B-homoteroid of the general formula gdeyb has the above ..... mV t v o o X and X - protective z. Ketogroup semicarbazide or X together with CT1 and the keto group protecting the bismethylenedioxy group, is subjected to reduction by a complex metal hydride followed by removal of the protecting group and by wiring the target product ..,. Formation of 17, 20, 21 - bismethylenedioxy derivatives. As a complex metal hydride, lithium aluminum hydride or sodium borohydride is preferably used.

SU742008892A 1972-03-29 1974-03-27 Method of obtaining d-homosteroids SU612636A3 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH466672A CH571018A5 (en) 1972-03-29 1972-03-29

Publications (1)

Publication Number Publication Date
SU612636A3 true SU612636A3 (en) 1978-06-25

Family

ID=4280344

Family Applications (7)

Application Number Title Priority Date Filing Date
SU2008893A SU492080A3 (en) 1972-03-29 1973-03-27 The method of producing -homosteroids
SU731901008A SU697054A3 (en) 1972-03-29 1973-03-27 Method of producing d-homosteroids or 1,2-dehydroderivatives
SU2008473A SU538665A3 (en) 1972-03-29 1974-03-27 The method of obtaining d-homosteroids
SU2008890A SU517263A3 (en) 1972-03-29 1974-03-27 The method of obtaining d-homosteroids
SU742008892A SU612636A3 (en) 1972-03-29 1974-03-27 Method of obtaining d-homosteroids
SU2008891A SU509211A3 (en) 1972-03-29 1974-03-27 The method of obtaining d-homosteroids
SU2008896A SU506288A3 (en) 1972-03-29 1974-03-27 The method of producing -homosteroids

Family Applications Before (4)

Application Number Title Priority Date Filing Date
SU2008893A SU492080A3 (en) 1972-03-29 1973-03-27 The method of producing -homosteroids
SU731901008A SU697054A3 (en) 1972-03-29 1973-03-27 Method of producing d-homosteroids or 1,2-dehydroderivatives
SU2008473A SU538665A3 (en) 1972-03-29 1974-03-27 The method of obtaining d-homosteroids
SU2008890A SU517263A3 (en) 1972-03-29 1974-03-27 The method of obtaining d-homosteroids

Family Applications After (2)

Application Number Title Priority Date Filing Date
SU2008891A SU509211A3 (en) 1972-03-29 1974-03-27 The method of obtaining d-homosteroids
SU2008896A SU506288A3 (en) 1972-03-29 1974-03-27 The method of producing -homosteroids

Country Status (27)

Country Link
JP (2) JPS5844360B2 (en)
KR (3) KR780000672B1 (en)
AR (1) AR208389A1 (en)
AT (1) AT326282B (en)
AU (1) AU468918B2 (en)
BE (1) BE797412A (en)
CA (1) CA1006156A (en)
CH (1) CH571018A5 (en)
DD (1) DD105216A5 (en)
DE (1) DE2314592C2 (en)
DK (1) DK135722B (en)
ES (13) ES413083A1 (en)
FI (1) FI52099C (en)
FR (1) FR2182911B1 (en)
GB (1) GB1365469A (en)
HU (2) HU166580B (en)
IE (1) IE37444B1 (en)
IL (1) IL41752A (en)
LU (1) LU67304A1 (en)
NL (1) NL176945C (en)
NO (1) NO139524C (en)
PH (1) PH9660A (en)
PL (7) PL98710B1 (en)
SE (2) SE404530B (en)
SU (7) SU492080A3 (en)
YU (4) YU35775B (en)
ZA (1) ZA731563B (en)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DK142289B (en) * 1973-03-28 1980-10-06 Hoffmann La Roche Analogous procedure for the preparation of D-homopregn-4-ene-3,20-dione.
DE2442615A1 (en) * 1974-09-04 1976-03-18 Schering Ag NEW D-HOMO-STEROIDS
SE411351B (en) * 1974-10-07 1979-12-17 Hoffmann La Roche PROCEDURE FOR THE PREPARATION OF D-HOMOSTEROIDS FROM THE PREGNANCY SERIES
SE427276B (en) * 1975-04-03 1983-03-21 Hoffmann La Roche PROCEDURE FOR PREPARING D-HOMOSTEROIDS
AT356301B (en) * 1976-09-03 1980-04-25 Hoffmann La Roche METHOD FOR THE PRODUCTION OF NEW D-HOMOSTEROIDS
US4202841A (en) * 1977-08-25 1980-05-13 Hoffmann-La Roche Inc. D-Homopregnanes
DE3038855A1 (en) * 1980-10-10 1982-05-27 Schering Ag, 1000 Berlin Und 4619 Bergkamen NEW D-HOMO CORTICOIDS, THEIR PRODUCTION AND USE
DE3409554A1 (en) * 1984-03-13 1985-09-19 Schering AG, 1000 Berlin und 4709 Bergkamen NEW 6 (ALPHA) METHYL-D HOMO CORTICOIDS
JPH0356125Y2 (en) * 1985-07-30 1991-12-16

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2860158A (en) * 1954-10-18 1958-11-11 Sterling Drug Inc Compounds of the perhydrochrysene series and preparation thereof

Also Published As

Publication number Publication date
ES439951A1 (en) 1977-07-01
GB1365469A (en) 1974-09-04
SU697054A3 (en) 1979-11-05
AT326282B (en) 1975-12-10
PL92076B1 (en) 1977-03-31
YU81573A (en) 1980-12-31
JPS5877899A (en) 1983-05-11
IL41752A0 (en) 1973-05-31
IE37444L (en) 1973-09-29
ES439952A1 (en) 1977-07-01
ES439948A1 (en) 1977-07-01
HU170428B (en) 1977-06-28
NL7304193A (en) 1973-10-02
ES439950A1 (en) 1977-07-01
YU35775B (en) 1981-06-30
YU35452B (en) 1981-02-28
NO139524B (en) 1978-12-18
HU166580B (en) 1975-04-28
SU538665A3 (en) 1976-12-05
KR780000673B1 (en) 1978-12-26
SU506288A3 (en) 1976-03-05
PH9660A (en) 1976-01-27
NO139524C (en) 1979-03-28
ES439956A1 (en) 1977-06-01
DE2314592C2 (en) 1983-04-14
DK135722B (en) 1977-06-13
SU517263A3 (en) 1976-06-05
IE37444B1 (en) 1977-07-20
ES439957A1 (en) 1977-06-01
PL98712B1 (en) 1978-05-31
AU468918B2 (en) 1976-01-29
ZA731563B (en) 1973-11-28
PL92130B1 (en) 1977-03-31
DK135722C (en) 1977-11-14
YU35453B (en) 1981-02-28
ES439953A1 (en) 1977-06-16
SE7602850L (en) 1976-02-27
PL98710B1 (en) 1978-05-31
NL176945C (en) 1985-07-01
SU509211A3 (en) 1976-03-30
KR780000672B1 (en) 1978-12-26
AU5320773A (en) 1974-09-12
ES439959A1 (en) 1977-06-01
JPS6052160B2 (en) 1985-11-18
IL41752A (en) 1977-11-30
LU67304A1 (en) 1974-10-09
SU492080A3 (en) 1975-11-15
JPS495960A (en) 1974-01-19
CA1006156A (en) 1977-03-01
SE404530B (en) 1978-10-09
DD105216A5 (en) 1974-04-12
FR2182911A1 (en) 1973-12-14
DE2314592A1 (en) 1973-10-11
NL176945B (en) 1985-02-01
ES439958A1 (en) 1977-06-01
PL98714B1 (en) 1978-05-31
ES439954A1 (en) 1977-06-01
YU56879A (en) 1980-09-25
FI52099C (en) 1977-06-10
PL86797B1 (en) 1976-06-30
ES439955A1 (en) 1977-06-01
FR2182911B1 (en) 1976-10-22
CH571018A5 (en) 1975-12-31
KR780000675B1 (en) 1978-12-26
ES439949A1 (en) 1977-07-01
YU56979A (en) 1980-09-25
ATA270973A (en) 1975-02-15
AR208389A1 (en) 1976-12-27
FI52099B (en) 1977-02-28
PL92077B1 (en) 1977-03-31
BE797412A (en) 1973-09-28
ES413083A1 (en) 1976-06-01
JPS5844360B2 (en) 1983-10-03

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