FR2143664A1 - Steroid 21-nitrates - with anti-inflammatory and cardiac activity - Google Patents

Steroid 21-nitrates - with anti-inflammatory and cardiac activity

Info

Publication number
FR2143664A1
FR2143664A1 FR7215938A FR7215938A FR2143664A1 FR 2143664 A1 FR2143664 A1 FR 2143664A1 FR 7215938 A FR7215938 A FR 7215938A FR 7215938 A FR7215938 A FR 7215938A FR 2143664 A1 FR2143664 A1 FR 2143664A1
Authority
FR
France
Prior art keywords
cpds
beta
free
alpha
steroid
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.)
Granted
Application number
FR7215938A
Other languages
French (fr)
Other versions
FR2143664B1 (en
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.)
Richter Gedeon Vegyeszeti Gyar Nyrt
Original Assignee
Richter Gedeon Vegyeszeti Gyar RT
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 Richter Gedeon Vegyeszeti Gyar RT filed Critical Richter Gedeon Vegyeszeti Gyar RT
Publication of FR2143664A1 publication Critical patent/FR2143664A1/en
Application granted granted Critical
Publication of FR2143664B1 publication Critical patent/FR2143664B1/fr
Granted legal-status Critical Current

Links

Classifications

    • 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
    • C07J71/0015Oxiranes at position 9(11)
    • 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
    • C07J41/005Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 the 17-beta position being substituted by an uninterrupted chain of only two carbon atoms, e.g. pregnane derivatives
    • 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
    • C07J71/0026Oxygen-containing hetero ring cyclic ketals
    • C07J71/0031Oxygen-containing hetero ring cyclic ketals at positions 16, 17

Abstract

Title cpds. of formula (I): (where C1-C2 is a single or double bond; C9-C11 is a gp. C=CH, in which Hal is halogen and R1 is free or esterified alpha- or beta-OH and C16-C17 is a gp. in which R2 is H, alpha- or beta-CH3 or free or esterified alpha- or beta-OH, R3 is free or esterified alpha-OH, and R4 and R5 are H, 1-4C alkyl or opt. ring substd. phenyl or aralkyl) are of use as anti-inflammatories, antiallergic and cardioactive agents. Some also have vasodilating activity, and the cpds. are useful as inters. for other active steroid cpds. Cpds. (I) are prepd. by esterificn. of corresp. 21-OH cpds., pref. with conc. HNO3/acetic anhydride. The prods. may be converted into different cpds. of formula (I) by conventional procedures.
FR7215938A 1971-05-07 1972-05-04 Steroid 21-nitrates - with anti-inflammatory and cardiac activity Granted FR2143664A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
HURI429A HU164115B (en) 1971-05-07 1971-05-07

Publications (2)

Publication Number Publication Date
FR2143664A1 true FR2143664A1 (en) 1973-02-09
FR2143664B1 FR2143664B1 (en) 1976-07-02

Family

ID=11000864

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7215938A Granted FR2143664A1 (en) 1971-05-07 1972-05-04 Steroid 21-nitrates - with anti-inflammatory and cardiac activity

Country Status (15)

Country Link
JP (1) JPS5330707B1 (en)
AT (1) AT316767B (en)
AU (1) AU469581B2 (en)
CA (1) CA975755A (en)
CS (2) CS171258B2 (en)
DD (1) DD98668A5 (en)
DE (1) DE2222491C3 (en)
ES (1) ES402230A1 (en)
FR (1) FR2143664A1 (en)
HU (1) HU164115B (en)
NL (1) NL7206134A (en)
PL (1) PL75494B1 (en)
SE (2) SE385590B (en)
SU (1) SU493963A3 (en)
YU (1) YU34701B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0904266A1 (en) * 1996-03-22 1999-03-31 Nitromed, Inc. Nitrosated and nitrosylated compounds and compositions and their use for treating respiratory disorders
EP2392334A1 (en) * 2010-06-07 2011-12-07 Chao Liu Nitrate esters of corticoid compounds useful as diuretics

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5792758A (en) * 1995-12-08 1998-08-11 G. D. Searle & Co. Steroid nitrite ester derivatives useful as anti-inflammatory drugs
US5707984A (en) * 1995-12-08 1998-01-13 G. D. Searle & Co. Steroid nitrite/nitrate ester derivatives useful as anti-inflammatory drugs
US5985862A (en) * 1996-05-02 1999-11-16 G.D. Searle & Co. Pharmaceutical compositions having steroid nitrate ester derivatives useful as anti-inflammatory drugs
US5837698A (en) * 1996-05-02 1998-11-17 G. D. Searle & Co. Steroid nitrite and nitrate ester derivatives useful as anti-inflammatory drugs
IT1285770B1 (en) 1996-10-04 1998-06-18 Nicox Sa CORTICOID COMPOUNDS
ITMI20020148A1 (en) 2002-01-29 2003-07-29 Nicox Sa NEW CORTICOSTEROIDS
AU2008213046B2 (en) 2007-02-05 2013-02-14 Nicox S.A. Nitric oxide releasing steroids
EP3656385A1 (en) 2008-05-28 2020-05-27 ReveraGen BioPharma, Inc. Non-hormonal steroid modulators of nf-kb for treatment of disease
US9198921B2 (en) 2010-04-05 2015-12-01 Reveragen Biopharma, Inc. Non-hormonal steroid modulators of NF-κB for treatment 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

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0904266A1 (en) * 1996-03-22 1999-03-31 Nitromed, Inc. Nitrosated and nitrosylated compounds and compositions and their use for treating respiratory disorders
EP0904266A4 (en) * 1996-03-22 2001-09-19 Nitromed Inc Nitrosated and nitrosylated compounds and compositions and their use for treating respiratory disorders
EP2392334A1 (en) * 2010-06-07 2011-12-07 Chao Liu Nitrate esters of corticoid compounds useful as diuretics
US8716268B2 (en) 2010-06-07 2014-05-06 Chao Liu Nitrate esters of corticoid compounds useful as diuretics

Also Published As

Publication number Publication date
NL7206134A (en) 1972-11-09
SE385590B (en) 1976-07-12
PL75494B1 (en) 1974-12-31
CS171259B2 (en) 1976-10-29
DE2222491A1 (en) 1972-11-16
AT316767B (en) 1974-07-25
SE7503290L (en) 1975-03-21
FR2143664B1 (en) 1976-07-02
YU111772A (en) 1979-07-10
JPS5330707B1 (en) 1978-08-29
DE2222491C3 (en) 1978-05-03
CS171258B2 (en) 1976-10-29
SU493963A3 (en) 1975-11-28
YU34701B (en) 1979-12-31
CA975755A (en) 1975-10-07
ES402230A1 (en) 1975-03-16
DD98668A5 (en) 1973-07-05
AU4172272A (en) 1973-11-08
AU469581B2 (en) 1976-02-19
DE2222491B2 (en) 1977-09-29
HU164115B (en) 1973-12-28

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