SE8101010L - ANDROSTANKARBOTIOATER - Google Patents
ANDROSTANKARBOTIOATERInfo
- Publication number
- SE8101010L SE8101010L SE8101010A SE8101010A SE8101010L SE 8101010 L SE8101010 L SE 8101010L SE 8101010 A SE8101010 A SE 8101010A SE 8101010 A SE8101010 A SE 8101010A SE 8101010 L SE8101010 L SE 8101010L
- Authority
- SE
- Sweden
- Prior art keywords
- group
- alpha
- compounds
- hydrogen
- formula
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- 229910052731 fluorine Inorganic materials 0.000 abstract 2
- 125000001153 fluoro group Chemical group F* 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract 1
- -1 alpha -isopropylidenedioxy group Chemical group 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 125000005997 bromomethyl group Chemical group 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 abstract 1
- 230000008030 elimination Effects 0.000 abstract 1
- 238000003379 elimination reaction Methods 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 abstract 1
- 230000026030 halogenation Effects 0.000 abstract 1
- 238000005658 halogenation reaction Methods 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
- 230000009467 reduction Effects 0.000 abstract 1
- 238000006722 reduction reaction Methods 0.000 abstract 1
- 230000000699 topical effect Effects 0.000 abstract 1
Classifications
-
- 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
- C07J71/0026—Oxygen-containing hetero ring cyclic ketals
- C07J71/0031—Oxygen-containing hetero ring cyclic ketals at positions 16, 17
-
- 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
- C07J3/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by one carbon atom
- C07J3/005—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by one carbon atom the carbon atom being part of a carboxylic function
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J31/00—Normal steroids containing one or more sulfur atoms not belonging to a hetero ring
- C07J31/006—Normal steroids containing one or more sulfur atoms not belonging to a hetero ring not covered by C07J31/003
-
- 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
- C07J41/0038—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 with an androstane skeleton, including 18- or 19-substituted derivatives, 18-nor derivatives and also derivatives where position 17-beta is substituted by a carbon atom not directly bonded to a further carbon atom and not being part of an amide 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
- 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
- C07J71/0015—Oxiranes at position 9(11)
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Compounds of the formula <IMAGE> in which R<1> is a fluoro-, chloro- or bromomethyl group or a 2'-fluoroethyl group, R<2> is a group COR<6> in which R<6> is a C1-3-alkyl group, or OR<2> and R<3> together form a 16 alpha ,17 alpha -isopropylidenedioxy group; R<3> is a hydrogen atom, a methyl group (which can be present in either the alpha or the ss configuration) or a methylene group; R<4> is a hydrogen, chlorine or fluorine atom; R<5> is a hydrogen or fluorine atom, and the symbol ..... is a single or double bond. The compounds have good anti-inflammatory activity, in particular on topical application. The compounds of the formula I are prepared by esterification, halogenation, reduction, elimination of protective groups and reaction at a 9,11 double bond to form a 9 alpha -halo-11ss-hydroxy group.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8005174 | 1980-02-15 | ||
| GB8013339 | 1980-04-23 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SE8101010L true SE8101010L (en) | 1981-08-16 |
| SE452468B SE452468B (en) | 1987-11-30 |
Family
ID=26274505
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE8101010A SE452468B (en) | 1980-02-15 | 1981-02-13 | ANDROSTAN CARBATIOTS, PROCEDURE FOR PREPARING THESE AND COMPOSITIONS |
Country Status (23)
| Country | Link |
|---|---|
| KR (1) | KR850000969B1 (en) |
| AT (1) | AT395427B (en) |
| AU (1) | AU544517B2 (en) |
| BG (1) | BG60700B2 (en) |
| CH (2) | CH644615A5 (en) |
| CZ (1) | CZ281275B6 (en) |
| DE (2) | DE3153379C2 (en) |
| DK (1) | DK147022C (en) |
| ES (5) | ES499394A0 (en) |
| FI (1) | FI70904C (en) |
| FR (2) | FR2477156A1 (en) |
| HK (1) | HK58385A (en) |
| IE (1) | IE51394B1 (en) |
| IT (1) | IT1170717B (en) |
| KE (1) | KE3526A (en) |
| MX (1) | MX9202717A (en) |
| MY (1) | MY8500757A (en) |
| NL (2) | NL191792C (en) |
| NZ (1) | NZ196260A (en) |
| PT (1) | PT72502B (en) |
| SE (1) | SE452468B (en) |
| SG (1) | SG36885G (en) |
| SK (1) | SK403491A3 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA817929B (en) * | 1980-12-22 | 1982-10-27 | Upjohn Co | 5alpha-and 5beta-androstane-17beta-carboxylates |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1436549A (en) * | 1972-06-15 | 1976-05-19 | Glaxo Lab Ltd | 17beta-mercaptocarbonyl-3alpha-hydroxy-steroids and their esters |
| GB1438940A (en) * | 1972-07-19 | 1976-06-09 | Glaxo Lab Ltd | 17beta-haloalkoxycarbonyl-17alpha-oxysteroids |
| GB1514476A (en) * | 1974-08-30 | 1978-06-14 | Glaxo Lab Ltd | Alkyl and haloalkyl androst-4-ene and androsta-1,4-diene-17beta-carboxylates |
| US4188385A (en) * | 1978-04-05 | 1980-02-12 | Syntex (U.S.A.) Inc. | Thioetianic acid derivatives |
| GB1580517A (en) * | 1978-04-06 | 1980-12-03 | Fowler I | Crutches |
-
1981
- 1981-02-13 DK DK62381A patent/DK147022C/en not_active IP Right Cessation
- 1981-02-13 SE SE8101010A patent/SE452468B/en not_active IP Right Cessation
- 1981-02-13 FR FR8102818A patent/FR2477156A1/en active Granted
- 1981-02-13 NZ NZ196260A patent/NZ196260A/en unknown
- 1981-02-13 ES ES499394A patent/ES499394A0/en active Granted
- 1981-02-13 DE DE3153379A patent/DE3153379C2/de not_active Expired - Lifetime
- 1981-02-13 NL NL8100707A patent/NL191792C/en not_active IP Right Cessation
- 1981-02-13 FI FI810444A patent/FI70904C/en not_active IP Right Cessation
- 1981-02-13 KR KR1019810000442A patent/KR850000969B1/en not_active Expired
- 1981-02-13 CH CH98281A patent/CH644615A5/en not_active IP Right Cessation
- 1981-02-13 IE IE282/81A patent/IE51394B1/en active Protection Beyond IP Right Term
- 1981-02-13 PT PT72502A patent/PT72502B/en unknown
- 1981-02-13 IT IT47792/81A patent/IT1170717B/en active Protection Beyond IP Right Term
- 1981-02-13 AU AU67298/81A patent/AU544517B2/en not_active Expired
- 1981-02-13 AT AT0067481A patent/AT395427B/en not_active IP Right Cessation
- 1981-02-13 DE DE19813105307 patent/DE3105307A1/en active Granted
- 1981-02-13 CH CH3890/84A patent/CH651307A5/en not_active IP Right Cessation
- 1981-08-17 FR FR8115812A patent/FR2485542A1/en active Granted
-
1982
- 1982-02-12 ES ES509539A patent/ES509539A0/en active Granted
- 1982-12-14 ES ES518161A patent/ES518161A0/en active Granted
-
1983
- 1983-08-16 ES ES524985A patent/ES524985A0/en active Granted
-
1984
- 1984-04-30 ES ES532055A patent/ES8600936A1/en not_active Expired
-
1985
- 1985-05-13 KE KE3526A patent/KE3526A/en unknown
- 1985-05-16 SG SG368/85A patent/SG36885G/en unknown
- 1985-08-08 HK HK583/85A patent/HK58385A/en not_active IP Right Cessation
- 1985-12-30 MY MY757/85A patent/MY8500757A/en unknown
-
1991
- 1991-12-23 CZ CS914034A patent/CZ281275B6/en unknown
- 1991-12-23 SK SK4034-91A patent/SK403491A3/en unknown
-
1992
- 1992-06-05 MX MX9202717A patent/MX9202717A/en unknown
-
1993
- 1993-08-20 BG BG098060A patent/BG60700B2/en unknown
-
1996
- 1996-10-29 NL NL960029C patent/NL960029I2/en unknown
Also Published As
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| SPCF | Application for supplementary protection certificate filed |
Free format text: 8101010 |
|
| SPCG | Supplementary protection certificate granted |
Free format text: 8101010, EXPIRES: 20060213 |
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| NAL | Patent in force |
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