JPH0359917B2 - - Google Patents
Info
- Publication number
- JPH0359917B2 JPH0359917B2 JP17648583A JP17648583A JPH0359917B2 JP H0359917 B2 JPH0359917 B2 JP H0359917B2 JP 17648583 A JP17648583 A JP 17648583A JP 17648583 A JP17648583 A JP 17648583A JP H0359917 B2 JPH0359917 B2 JP H0359917B2
- Authority
- JP
- Japan
- Prior art keywords
- acetonide
- fluocinolone
- compound
- present
- butyrate
- 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
- FEBLZLNTKCEFIT-VSXGLTOVSA-N fluocinolone acetonide Chemical compound C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@]1(F)[C@@H]2[C@@H]2C[C@H]3OC(C)(C)O[C@@]3(C(=O)CO)[C@@]2(C)C[C@@H]1O FEBLZLNTKCEFIT-VSXGLTOVSA-N 0.000 claims description 18
- 229940043075 fluocinolone Drugs 0.000 claims description 7
- YHASWHZGWUONAO-UHFFFAOYSA-N butanoyl butanoate Chemical compound CCCC(=O)OC(=O)CCC YHASWHZGWUONAO-UHFFFAOYSA-N 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 3
- DVECBJCOGJRVPX-UHFFFAOYSA-N butyryl chloride Chemical compound CCCC(Cl)=O DVECBJCOGJRVPX-UHFFFAOYSA-N 0.000 claims description 2
- 150000003512 tertiary amines Chemical class 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 description 20
- 230000000694 effects Effects 0.000 description 10
- 229940079593 drug Drugs 0.000 description 9
- 239000003814 drug Substances 0.000 description 9
- 238000012360 testing method Methods 0.000 description 8
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 6
- SNHRLVCMMWUAJD-SUYDQAKGSA-N betamethasone valerate Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@H](C)[C@@](C(=O)CO)(OC(=O)CCCC)[C@@]1(C)C[C@@H]2O SNHRLVCMMWUAJD-SUYDQAKGSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- 239000003246 corticosteroid Substances 0.000 description 4
- 239000002674 ointment Substances 0.000 description 4
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 3
- QWOJMRHUQHTCJG-UHFFFAOYSA-N CC([CH2-])=O Chemical compound CC([CH2-])=O QWOJMRHUQHTCJG-UHFFFAOYSA-N 0.000 description 3
- -1 compound betamethasone 17-valerate Chemical class 0.000 description 3
- 229960001334 corticosteroids Drugs 0.000 description 3
- 238000005886 esterification reaction Methods 0.000 description 3
- 230000005923 long-lasting effect Effects 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 230000002688 persistence Effects 0.000 description 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 3
- 206010033546 Pallor Diseases 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 2
- 230000003110 anti-inflammatory effect Effects 0.000 description 2
- 239000006071 cream Substances 0.000 description 2
- 238000000921 elemental analysis Methods 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 239000005457 ice water Substances 0.000 description 2
- 239000006210 lotion Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 230000009885 systemic effect Effects 0.000 description 2
- 241000287227 Fringillidae Species 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 206010047139 Vasoconstriction Diseases 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229960004311 betamethasone valerate Drugs 0.000 description 1
- 239000002026 chloroform extract Substances 0.000 description 1
- 229940121657 clinical drug Drugs 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 238000007405 data analysis Methods 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 210000000245 forearm Anatomy 0.000 description 1
- KDCIHNCMPUBDKT-UHFFFAOYSA-N hexane;propan-2-one Chemical compound CC(C)=O.CCCCCC KDCIHNCMPUBDKT-UHFFFAOYSA-N 0.000 description 1
- 239000010446 mirabilite Substances 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 239000011505 plaster Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- RSIJVJUOQBWMIM-UHFFFAOYSA-L sodium sulfate decahydrate Chemical compound O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].[O-]S([O-])(=O)=O RSIJVJUOQBWMIM-UHFFFAOYSA-L 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 229940070710 valerate Drugs 0.000 description 1
- 230000025033 vasoconstriction Effects 0.000 description 1
- 239000005526 vasoconstrictor agent Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000003871 white petrolatum Substances 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Steroid Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP17648583A JPS6067496A (ja) | 1983-09-26 | 1983-09-26 | フルオシノロン１６，１７−アセトニド２１−ブチレ−トおよびその製造法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP17648583A JPS6067496A (ja) | 1983-09-26 | 1983-09-26 | フルオシノロン１６，１７−アセトニド２１−ブチレ−トおよびその製造法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6067496A JPS6067496A (ja) | 1985-04-17 |
| JPH0359917B2 true JPH0359917B2 (pt) | 1991-09-12 |
Family
ID=16014483
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP17648583A Granted JPS6067496A (ja) | 1983-09-26 | 1983-09-26 | フルオシノロン１６，１７−アセトニド２１−ブチレ−トおよびその製造法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6067496A (pt) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE9100342D0 (sv) * | 1991-02-04 | 1991-02-04 | Astra Ab | Novel steroid esters |
-
1983
- 1983-09-26 JP JP17648583A patent/JPS6067496A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6067496A (ja) | 1985-04-17 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2947944B2 (ja) | １７β―カルボキシ、カルボチオおよびアミドアンドロスタン誘導体のラクトン誘導体 | |
| JP4388600B2 (ja) | コルチコイド化合物の硝酸エステル類およびその薬学的使用 | |
| KR920006365A (ko) | 신규의 프레그나-1,4-디엔 -3,20-디온-16,17-아세탈-21-에스테르류, 이것의 제조방법, 이것을 함유한 조성물 및 염증질환의 치료방법 | |
| WO2003048181A1 (en) | 17.alpha. -cyclic esters of 16-methylpregnan-3,20-dione as anti-inflammatory agents | |
| JPS6040439B2 (ja) | ヒドロコルチゾン誘導体 | |
| US3984544A (en) | Retinoic acid esters of steroids of the pregnane series, their use in the treatment of acne and pharmaceutical formulations useful therefor | |
| US4086254A (en) | Photocleavable steroids | |
| US3723484A (en) | 17-chloro steroids | |
| JPH0359917B2 (pt) | ||
| JPH09510735A (ja) | スピロスタニルグリコシド性結晶 | |
| IE56022B1 (en) | Pregnane compounds | |
| EP0320253A1 (en) | 21-Alkoxysteroid compounds | |
| JPH0149358B2 (pt) | ||
| JPH11501674A (ja) | 炎症治療用の１７β―（２―オキソテトラヒドロフラン―４―イル）チオアンドロスタン誘導体（１７β―（γ―酪酸ラクトン）チオ誘導体）、その医薬組成物および製造方法 | |
| US4189440A (en) | 2-Bromo-6β-fluoro-3-keto-Δ1,4 -steroids of the pregnane series | |
| JPH046200B2 (pt) | ||
| US3975378A (en) | 20-Cyano-20,21-epoxy steroids | |
| US2901397A (en) | 11-oxygenated 9alpha-21-difluoro-1,4 pregnadiene steroidal compositions | |
| JPS6150960B2 (pt) | ||
| JPS60139697A (ja) | ヒドロコーチゾン誘導体、その製法及びコルチコイド製剤 | |
| JPH0368039B2 (pt) | ||
| JPH02134396A (ja) | ２１−アルコキシプレグナン誘導体 | |
| JPH0215559B2 (pt) | ||
| JPS6220197B2 (pt) | ||
| JPH0128040B2 (pt) |