GB1416427A - Alkylated pregnanes and process for obtaining same - Google Patents
Alkylated pregnanes and process for obtaining sameInfo
- Publication number
- GB1416427A GB1416427A GB153472A GB153472A GB1416427A GB 1416427 A GB1416427 A GB 1416427A GB 153472 A GB153472 A GB 153472A GB 153472 A GB153472 A GB 153472A GB 1416427 A GB1416427 A GB 1416427A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- oxo
- alkyl
- halo
- hydroxy
- 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
Links
- 238000000034 method Methods 0.000 title abstract 2
- 150000003128 pregnanes Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 238000006243 chemical reaction Methods 0.000 abstract 4
- 125000005843 halogen group Chemical group 0.000 abstract 4
- 125000004423 acyloxy group Chemical group 0.000 abstract 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 3
- 125000004043 oxo group Chemical group O=* 0.000 abstract 3
- 239000004593 Epoxy Substances 0.000 abstract 2
- 101100241859 Mus musculus Oacyl gene Proteins 0.000 abstract 2
- 238000005804 alkylation reaction Methods 0.000 abstract 2
- 239000002585 base Substances 0.000 abstract 2
- 230000007062 hydrolysis Effects 0.000 abstract 2
- 238000006460 hydrolysis reaction Methods 0.000 abstract 2
- -1 propionyloxy Chemical group 0.000 abstract 2
- JPJALAQPGMAKDF-UHFFFAOYSA-N selenium dioxide Chemical compound O=[Se]=O JPJALAQPGMAKDF-UHFFFAOYSA-N 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 1
- 238000003747 Grignard reaction Methods 0.000 abstract 1
- 239000007818 Grignard reagent Substances 0.000 abstract 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 abstract 1
- 238000006683 Mannich reaction Methods 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000010933 acylation Effects 0.000 abstract 1
- 238000005917 acylation reaction Methods 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 150000001350 alkyl halides Chemical class 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 238000006356 dehydrogenation reaction Methods 0.000 abstract 1
- 238000006704 dehydrohalogenation reaction Methods 0.000 abstract 1
- 230000008030 elimination Effects 0.000 abstract 1
- 238000003379 elimination reaction Methods 0.000 abstract 1
- 238000006345 epimerization reaction Methods 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 150000004795 grignard reagents Chemical class 0.000 abstract 1
- 230000026030 halogenation Effects 0.000 abstract 1
- 238000005658 halogenation reaction Methods 0.000 abstract 1
- 230000033444 hydroxylation Effects 0.000 abstract 1
- 238000005805 hydroxylation reaction Methods 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 229910052744 lithium Inorganic materials 0.000 abstract 1
- 230000000813 microbial effect Effects 0.000 abstract 1
- 244000005700 microbiome Species 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 150000004053 quinones Chemical class 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 230000008707 rearrangement Effects 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 230000000699 topical effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
- C07J41/0033—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005
- C07J41/0055—Normal 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 at least three carbon atoms which may or may not be branched, e.g. cholane or cholestane derivatives, optionally cyclised, e.g. 17-beta-phenyl or 17-beta-furyl derivatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J7/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
- C07J7/0005—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21
- C07J7/001—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group
- C07J7/004—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group substituted in position 17 alfa
- C07J7/005—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group substituted in position 17 alfa substituted in position 16
- C07J7/0055—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group substituted in position 17 alfa substituted in position 16 by a saturated or unsaturated hydrocarbon group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
- C07J71/0005—Oxygen-containing hetero ring
- C07J71/001—Oxiranes
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Rheumatology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Pain & Pain Management (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Priority Applications (19)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB153472A GB1416427A (en) | 1972-01-12 | 1972-01-12 | Alkylated pregnanes and process for obtaining same |
| IL41160A IL41160A (en) | 1972-01-12 | 1972-12-25 | 21-alkyl-delta4-pregnene-3,20-dione derivatives and their preparation |
| IE1799/72A IE37048B1 (en) | 1972-01-12 | 1972-12-28 | Novel alkylated pregnanes |
| US320777A US3862194A (en) | 1972-01-12 | 1973-01-03 | Alkylated 3,20-diketo-d{hu 4{b -steroids of the pregnane series |
| CH24473A CH615934A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1972-01-12 | 1973-01-09 | |
| HUAO347A HU167205B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1972-01-12 | 1973-01-10 | |
| NLAANVRAGE7300313,A NL179287C (nl) | 1972-01-12 | 1973-01-10 | Werkwijze voor het bereiden van steroiden van de pregnaanreeks, werkwijze ter bereiding van farmaceutische preparaten en gevormd geneesmiddel. |
| PH14245*UA PH9719A (en) | 1972-01-12 | 1973-01-10 | Alkylated pregnanes |
| CA161,016A CA1022158A (en) | 1972-01-12 | 1973-01-11 | Alkylated pregnanes and process for obtaining same |
| SE7300347A SE411213B (sv) | 1972-01-12 | 1973-01-11 | Sett att framstella i 21-stellning monoalkylerade steroider ur pregnanserien |
| DK15373AA DK139031B (da) | 1972-01-12 | 1973-01-11 | Analogifremgangsmåde til fremstilling af i 21-stillingen alkylerede 3,20-dioxo-delta4-steroider af pregnanrækken. |
| FI730078A FI52587C (fi) | 1972-01-12 | 1973-01-11 | Menetelmä pregnaanisarjan uusien, tulehduksenvastaisten, 21-asemassa a lkyloitujen 3,20-delta4-steroidien valmistamiseksi |
| DE2301317A DE2301317C2 (de) | 1972-01-12 | 1973-01-11 | Alkylierte 3,20-Diketo-Δ↑4↑-steroide der Pregnanreihe und Verfahren zu deren Herstellung |
| JP626673A JPS5614678B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1972-01-12 | 1973-01-11 | |
| FR7301022A FR2168006B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1972-01-12 | 1973-01-12 | |
| BE793958D BE793958A (fr) | 1972-01-12 | 1973-01-12 | Nieuwe gealkyleerde steroiden van de pregnaanreeks |
| AT0028373A AT367068B (de) | 1972-01-12 | 1973-01-12 | Verfahren zur herstellung neuer alkylierter 3,20-diketo-delta 4-steroide der pregnanreihe |
| US05/526,204 US3947478A (en) | 1972-01-12 | 1974-11-22 | Alkylated 3,20-diketo-Δ4 -steroids of the pregnane series |
| NL930031C NL930031I1 (nl) | 1972-01-12 | 1993-04-28 | Werkwijze voor het bereiden van steroïden van de pregnaanreeks werkwijze ter bereiding van farmaceutische preparaten en gevormd geneesmiddel |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB153472A GB1416427A (en) | 1972-01-12 | 1972-01-12 | Alkylated pregnanes and process for obtaining same |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1416427A true GB1416427A (en) | 1975-12-03 |
Family
ID=9723658
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB153472A Expired GB1416427A (en) | 1972-01-12 | 1972-01-12 | Alkylated pregnanes and process for obtaining same |
Country Status (17)
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4260605A (en) * | 1979-01-24 | 1981-04-07 | Akzo N.V. | Novel alkylated pregnanes, processes for their preparation and pharmaceutical compositions containing same |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3947478A (en) * | 1972-01-12 | 1976-03-30 | Akzona Incorporated | Alkylated 3,20-diketo-Δ4 -steroids of the pregnane series |
| GB1436324A (en) * | 1972-05-12 | 1976-05-19 | Glaxo Lab Ltd | Anaesthetic 3alpha-hydroxy pregnanes |
| GB1478968A (en) * | 1973-07-11 | 1977-07-06 | Akzo Nv | Alkylated pregnanes |
| US4031075A (en) * | 1973-07-11 | 1977-06-21 | Akzona Incorporated | Alkylated pregnanes and process for obtaining same |
| JPS5264666A (en) * | 1975-11-25 | 1977-05-28 | Sharp Kk | Bothhside circuit substrate |
| JPS58194A (ja) * | 1981-06-25 | 1983-01-05 | 北陸電気工業株式会社 | Ｃｕ粉末導電塗料を用いた印刷抵抗回路基板の製造方法 |
| US4686214A (en) * | 1985-10-30 | 1987-08-11 | Alcon Laboratories, Inc. | Anti-inflammatory compounds for ophthalmic use |
| JPH05501115A (ja) * | 1990-03-27 | 1993-03-04 | シェリング・コーポレーション | ９α―ヒドロキシ ステロイドの脱水法 |
| EP0873352A1 (en) * | 1995-12-20 | 1998-10-28 | Schering Corporation | PROCESS FOR PREPARATION OF 9,11$g(b)-EPOXIDE STEROIDS |
| AU4918697A (en) * | 1996-10-25 | 1998-05-22 | Alcon Laboratories, Inc. | Method of preparing 21-alkylated pregna-1,4,16-trien-3,20-diones |
| US6040468A (en) * | 1996-10-25 | 2000-03-21 | Alcon Laboratories, Inc. | Method of preparing 16α, 17α-dialkylated steroids |
| KR20010013335A (ko) * | 1997-06-04 | 2001-02-26 | 에프.지.엠. 헤르만스 | 만성 염증성 장 질환의 치료에 소염성 스테로이드를사용하는 방법 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3064017A (en) * | 1962-11-13 | Preparation viii | ||
| US3047594A (en) * | 1960-05-11 | 1962-07-31 | Pfizer & Co C | Preparation of 21-methyl steroids and intermediates |
| US3114750A (en) * | 1960-11-07 | 1963-12-17 | British Drug Houses Ltd | 3-enol ethers of 6-formyl-3-oxo-delta4-steroids and process for their preparation |
| US3166551A (en) * | 1962-01-02 | 1965-01-19 | British Drug Houses Ltd | Process for the preparation of 3-oxo-delta4-6-methyl steroids |
| DE1167829B (de) * | 1962-08-03 | 1964-04-16 | Schering Ag | Verfahren zur Herstellung von 21-Methyl-í¸-pregnen-11ª‰, 17ª‡-diol-3, 20-dion |
| US3594407A (en) * | 1969-04-03 | 1971-07-20 | American Home Prod | 13,17-dialkyl-19-norpregn-4-ene,3,20-diones |
-
1972
- 1972-01-12 GB GB153472A patent/GB1416427A/en not_active Expired
- 1972-12-25 IL IL41160A patent/IL41160A/en unknown
- 1972-12-28 IE IE1799/72A patent/IE37048B1/xx unknown
-
1973
- 1973-01-03 US US320777A patent/US3862194A/en not_active Expired - Lifetime
- 1973-01-09 CH CH24473A patent/CH615934A5/de not_active IP Right Cessation
- 1973-01-10 PH PH14245*UA patent/PH9719A/en unknown
- 1973-01-10 NL NLAANVRAGE7300313,A patent/NL179287C/xx active Protection Beyond IP Right Term
- 1973-01-10 HU HUAO347A patent/HU167205B/hu unknown
- 1973-01-11 FI FI730078A patent/FI52587C/fi active
- 1973-01-11 CA CA161,016A patent/CA1022158A/en not_active Expired
- 1973-01-11 DE DE2301317A patent/DE2301317C2/de not_active Expired
- 1973-01-11 JP JP626673A patent/JPS5614678B2/ja not_active Expired
- 1973-01-11 DK DK15373AA patent/DK139031B/da not_active IP Right Cessation
- 1973-01-11 SE SE7300347A patent/SE411213B/xx active Protection Beyond IP Right Term
- 1973-01-12 FR FR7301022A patent/FR2168006B1/fr not_active Expired
- 1973-01-12 AT AT0028373A patent/AT367068B/de not_active IP Right Cessation
- 1973-01-12 BE BE793958D patent/BE793958A/xx not_active IP Right Cessation
-
1993
- 1993-04-28 NL NL930031C patent/NL930031I1/nl unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4260605A (en) * | 1979-01-24 | 1981-04-07 | Akzo N.V. | Novel alkylated pregnanes, processes for their preparation and pharmaceutical compositions containing same |
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB1416427A (en) | Alkylated pregnanes and process for obtaining same | |
| GB1475795A (en) | Steroid 21-thioesters | |
| EP0189951A1 (en) | New process for the preparation of certain steroids, especially intermediates for the preparation of proligestone and related compounds, and new intermediates formed in this process | |
| US3444216A (en) | Process for the oxidation of primary and secondary alcohols | |
| AU689564B2 (en) | New preparation process for a 16B-methyl steroid and new intermediates | |
| US2970157A (en) | Preparation of 16-alkyl-20-keto steroid enol acylates | |
| US3173914A (en) | 5, 6-difluoro steroids and process for the preparation thereof | |
| US2961441A (en) | Process for producing 6beta-fluorosteroids | |
| IE44308B1 (en) | Process for the manufacture of 5-androsten-17-one derivatives and their use | |
| US3891677A (en) | 17{60 ,20,20,21-Bismethylenedioxy-4,5-seco-3-pregnyne-5-ones | |
| GB1440064A (en) | Delta8-9- steroids of the pregnane series | |
| CA1050529A (en) | Alkylated pregnanes and process for obtaining same | |
| US2728782A (en) | Hydrolysis of steroid ketals | |
| GB1134766A (en) | Steroidal derivatives | |
| GB1530615A (en) | 15,16-methylene-steroids of the pregnane series | |
| US3261850A (en) | Process for the conversion of 5alpha,6alpha-epoxy steroids to the corresponding 6beta-fluoro-5alpha-hydroxy steroids | |
| US3402173A (en) | 18-lower alkyl pregnanes and derivatives | |
| US2913456A (en) | Intermediates for the production of 19-norhydrocortisone | |
| US3014936A (en) | 15-dehydro-cortical hormones | |
| GB1202521A (en) | 01beta-CHLORO-19-NOR-STEROIDS | |
| Joly et al. | Preparation of cholesterol‐25‐3H | |
| US3795687A (en) | Process for the production of 6-fluoro-5-bromo-13-ethyl steroids | |
| US3171845A (en) | 20-difluoro-pregnanes and methods to prepare same | |
| US3020297A (en) | 2alpha, 6alpha-dimethylhydrocortisone and the 21-acylates thereof | |
| GB1397267A (en) | Preparation of a betametahasone precursor |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PE20 | Patent expired after termination of 20 years |
Effective date: 19930103 |