ES268248A1 - New steroid compounds and processes for the production thereof - Google Patents

New steroid compounds and processes for the production thereof

Info

Publication number
ES268248A1
ES268248A1 ES0268248A ES268248A ES268248A1 ES 268248 A1 ES268248 A1 ES 268248A1 ES 0268248 A ES0268248 A ES 0268248A ES 268248 A ES268248 A ES 268248A ES 268248 A1 ES268248 A1 ES 268248A1
Authority
ES
Spain
Prior art keywords
pregnan
dihydroxy
hydrogen atom
oxidation
processes
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
ES0268248A
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.)
Laboratoires Francais de Chimiotherapie SA
Laboratoires Francaise de Chimiotherapie
Original Assignee
Laboratoires Francais de Chimiotherapie SA
Laboratoires Francaise de Chimiotherapie
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 Laboratoires Francais de Chimiotherapie SA, Laboratoires Francaise de Chimiotherapie filed Critical Laboratoires Francais de Chimiotherapie SA
Publication of ES268248A1 publication Critical patent/ES268248A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J9/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D211/60—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J5/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J75/00—Processes for the preparation of steroids in general

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Steroid Compounds (AREA)

Abstract

The invention comprises a 5b -pregnan -11- one derivative having the formula <FORM:0967078/C1/1> in which R and R1, which may be the same or different, each represent a hydrogen atom or an acyl radical derived from an organic or inorganic acid and R2 represents a hydrogen atom or one of the groups -OR1 or -CH2OR1 where R1 is the previously specified meaning, and processes for the preparation thereof by the oxidation of 3a , 21-dihydroxy -5b - pregn-17 (20)-en -11- one and the optional acylation of the oxidation product to obtain a 5b -pregn-17 (20)-ene-11, 20-dione derivative having the general formula <FORM:0967078/C1/2> (where R indicates a hydrogen atom or an acyl radical) which is reduced to yield the corresponding 5b -pregnane-11, 21-dione derivative which is then reacted in solution in a water-miscible solvent and in the presence of alkali with formaldehyde. Oxidation is preferably effected with manganese dioxide, reduction of the 17(20)-double bond is preferably effected by catalytic hydrogenation in the presence of palladinised charcoal and the treatment with formaldehyde in the presence of calcium hydroxide. From the reaction mixture so obtained there may be isolated by extraction 3a , 21-dihydroxy-20, 20-bis-(hydroxymethylene) -5b - pregnan -11- one and 3a , 21-dihydroxy -20- hydroxymethylene-5b -pregnan -11- one, which may be acylated to form the corresponding tetraacylates and traacylates respectively e.g. by nitration. Specifications 945,503 and 967,080 are referred to.
ES0268248A 1960-06-16 1961-06-15 New steroid compounds and processes for the production thereof Expired ES268248A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR830184A FR1363865A (en) 1960-06-16 1960-06-16 New polyhydroxylated steroids and obtaining these compounds

Publications (1)

Publication Number Publication Date
ES268248A1 true ES268248A1 (en) 1961-09-16

Family

ID=8733554

Family Applications (3)

Application Number Title Priority Date Filing Date
ES0268247A Expired ES268247A1 (en) 1960-06-16 1961-06-15 New steroid compounds and processes for the production thereof
ES0268249A Expired ES268249A1 (en) 1960-06-16 1961-06-15 New steroid compounds and processes for the production thereof
ES0268248A Expired ES268248A1 (en) 1960-06-16 1961-06-15 New steroid compounds and processes for the production thereof

Family Applications Before (2)

Application Number Title Priority Date Filing Date
ES0268247A Expired ES268247A1 (en) 1960-06-16 1961-06-15 New steroid compounds and processes for the production thereof
ES0268249A Expired ES268249A1 (en) 1960-06-16 1961-06-15 New steroid compounds and processes for the production thereof

Country Status (5)

Country Link
CH (3) CH413831A (en)
ES (3) ES268247A1 (en)
FR (4) FR1363865A (en)
GB (2) GB967078A (en)
SE (2) SE302454B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103739647B (en) 2008-05-28 2017-06-09 雷沃根生物医药有限公司 Non- steroid conditioning agent for treating the NF κ B of disease
WO2017004205A1 (en) 2015-06-29 2017-01-05 Reveragen Biopharma, Inc. NON-HORMONAL STEROID MODULATORS OF NF-κB FOR TREATMENT OF DISEASE
US11382922B2 (en) 2019-03-07 2022-07-12 Reveragen Biopharma, Inc. Aqueous oral pharmaceutical suspension compositions

Also Published As

Publication number Publication date
FR342M (en) 1961-03-27
GB967080A (en) 1964-08-19
FR341M (en) 1961-03-27
FR1363865A (en) 1964-06-19
FR335M (en) 1961-03-27
CH411863A (en) 1966-04-30
SE302454B (en) 1968-07-22
ES268247A1 (en) 1961-09-16
GB967078A (en) 1964-08-19
CH413831A (en) 1966-05-31
ES268249A1 (en) 1961-09-16
CH418331A (en) 1966-08-15
SE301966B (en) 1968-07-01

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