GB1336434A - 14,18- epoxy-ethanoimino steroids their preparation and compositions containing them - Google Patents
14,18- epoxy-ethanoimino steroids their preparation and compositions containing themInfo
- Publication number
- GB1336434A GB1336434A GB5042570A GB5042570A GB1336434A GB 1336434 A GB1336434 A GB 1336434A GB 5042570 A GB5042570 A GB 5042570A GB 5042570 A GB5042570 A GB 5042570A GB 1336434 A GB1336434 A GB 1336434A
- Authority
- GB
- United Kingdom
- Prior art keywords
- diacetoxy
- epoxy
- pregnan
- methoxy
- compounds
- 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
- 239000000203 mixture Substances 0.000 title abstract 2
- 150000003431 steroids Chemical class 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 13
- 239000004593 Epoxy Substances 0.000 abstract 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 4
- 150000003839 salts Chemical class 0.000 abstract 4
- -1 3,3 - ethylenedioxy Chemical group 0.000 abstract 2
- ZKCSFQZJDZSMCH-IGLVISNFSA-N 962fmm1isf Chemical compound O1CCN(C)C[C@]23C([C@@H](O)C)=CC[C@]31C1=CC[C@H](C3)[C@]4(C)CC[C@@]3(O)O[C@@]41[C@H](O)C2 ZKCSFQZJDZSMCH-IGLVISNFSA-N 0.000 abstract 2
- ISNYUQWBWALXEY-UHFFFAOYSA-N Batrachotoxin Natural products C=1CC2(C3=CCC4C5(C)CCC(C4)(O)OC53C(O)C3)OCCN(C)CC32C=1C(C)OC(=O)C=1C(C)=CNC=1C ISNYUQWBWALXEY-UHFFFAOYSA-N 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- RKRUMJOVKDDDBU-UHFFFAOYSA-N Homobatrachotoxin Natural products CCc1[nH]cc(C)c1C(=O)OC(C)C2CCC34OCCN(C)CC23CC(O)C56OC7(O)CCC5(C)C(CC=C46)C7 RKRUMJOVKDDDBU-UHFFFAOYSA-N 0.000 abstract 2
- ISNYUQWBWALXEY-ARGJWPBQSA-N batrachotoxin Chemical compound O([C@H](C)C=1[C@@]23CN(C)CCO[C@]3(C3=CC[C@H]4[C@]5(C)CC[C@](C4)(O)O[C@@]53[C@H](O)C2)CC=1)C(=O)C=1C(C)=CNC=1C ISNYUQWBWALXEY-ARGJWPBQSA-N 0.000 abstract 2
- ZKCSFQZJDZSMCH-UHFFFAOYSA-N batrachotoxinin-A Natural products O1CCN(C)CC23C(C(O)C)=CCC31C1=CCC(C3)C4(C)CCC3(O)OC41C(O)C2 ZKCSFQZJDZSMCH-UHFFFAOYSA-N 0.000 abstract 2
- PRSLQQJCHZFAHB-PZCWOAKJSA-N homobatrachotoxin Chemical compound N1C=C(C)C(C(=O)O[C@@H](C)C=2[C@@]34CN(C)CCO[C@]4(C4=CC[C@H]5[C@]6(C)CC[C@@](C5)(O)O[C@@]64[C@H](O)C3)CC=2)=C1CC PRSLQQJCHZFAHB-PZCWOAKJSA-N 0.000 abstract 2
- ACIOZZFOPMOJCS-HYTALWEGSA-N (8S,10S,13R,14S,17S)-17-ethyl-10,13-dimethylspiro[1,2,4,7,8,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,2'-1,3-dioxolane] Chemical compound C1OC2(CC3=CC[C@H]4[C@@H]5CC[C@H](CC)[C@]5(CC=C4[C@]3(CC2)C)C)OC1 ACIOZZFOPMOJCS-HYTALWEGSA-N 0.000 abstract 1
- JWMFYGXQPXQEEM-UHFFFAOYSA-N 5alpha-Pregnan Natural products C1CC2CCCCC2(C)C2C1C1CCC(CC)C1(C)CC2 JWMFYGXQPXQEEM-UHFFFAOYSA-N 0.000 abstract 1
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 239000011230 binding agent Substances 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 230000008030 elimination Effects 0.000 abstract 1
- 238000003379 elimination reaction Methods 0.000 abstract 1
- 125000003700 epoxy group Chemical group 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 238000006266 etherification reaction Methods 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 150000004678 hydrides Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 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
- DOYOPBSXEIZLRE-UHFFFAOYSA-N pyrrole-3-carboxylic acid Chemical class OC(=O)C=1C=CNC=1 DOYOPBSXEIZLRE-UHFFFAOYSA-N 0.000 abstract 1
- 238000007363 ring formation reaction Methods 0.000 abstract 1
- 238000011200 topical administration Methods 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
- C07J71/0036—Nitrogen-containing hetero ring
- C07J71/0057—Nitrogen and oxygen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J13/00—Normal steroids containing carbon, hydrogen, halogen or oxygen having a carbon-to-carbon double bond from or to position 17
- C07J13/005—Normal steroids containing carbon, hydrogen, halogen or oxygen having a carbon-to-carbon double bond from or to position 17 with double bond in position 16 (17)
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J21/00—Normal steroids containing carbon, hydrogen, halogen or oxygen having an oxygen-containing hetero ring spiro-condensed with the cyclopenta(a)hydrophenanthrene skeleton
- C07J21/005—Ketals
- C07J21/006—Ketals at position 3
-
- 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
-
- 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
- C07J7/0015—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 not substituted in position 17 alfa
- C07J7/002—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 not substituted in position 17 alfa not substituted in position 16
-
- 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
- C07J7/0065—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 an OH group free esterified or etherified
- C07J7/007—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 an OH group free esterified or etherified not substituted in position 17 alfa
-
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Steroid Compounds (AREA)
- Farming Of Fish And Shellfish (AREA)
- Fodder In General (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1590269A CH575438A5 (en) | 1969-10-24 | 1969-10-24 | Cardiotropic (14-beta-18(epoxy-ethano-imino) - steroids |
| CH1124270 | 1970-07-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1336434A true GB1336434A (en) | 1973-11-07 |
Family
ID=25708025
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5042570A Expired GB1336434A (en) | 1969-10-24 | 1970-10-23 | 14,18- epoxy-ethanoimino steroids their preparation and compositions containing them |
Country Status (10)
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2325806A1 (de) * | 1972-05-30 | 1973-12-13 | Ciba Geigy Ag | Verfahren zur herstellung von delta hoch 16 -steroid-14beta, 18, 20-triolen und -14beta, 20-diol-18-alen der pregnanreihe |
| DE2325873A1 (de) * | 1972-05-30 | 1973-12-13 | Ciba Geigy Ag | Verfahren zur herstellung von 14,18epoxyaethanoiminosteroiden |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1768162A1 (de) * | 1968-04-06 | 1971-09-30 | Schering Ag | Neue 18-Nor-14ss-pregnano-[13,14-f]-hexahydro-1,4-oxazepine |
-
0
- BE BE757924D patent/BE757924A/xx unknown
-
1970
- 1970-10-16 NL NL7015246A patent/NL7015246A/xx unknown
- 1970-10-23 FR FR7038322A patent/FR2070158B1/fr not_active Expired
- 1970-10-23 GB GB5042570A patent/GB1336434A/en not_active Expired
- 1970-10-23 JP JP45092894A patent/JPS495354B1/ja active Pending
- 1970-10-23 AT AT958370A patent/AT307634B/de not_active IP Right Cessation
- 1970-10-23 DE DE19702052166 patent/DE2052166A1/de active Pending
- 1970-10-23 AU AU21476/70A patent/AU2147670A/en not_active Expired
- 1970-10-23 HU HUGE873A patent/HU163270B/hu unknown
- 1970-10-23 IL IL35512A patent/IL35512A0/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE2052166A1 (de) | 1971-05-06 |
| AT307634B (de) | 1973-05-25 |
| FR2070158B1 (enrdf_load_stackoverflow) | 1974-08-30 |
| FR2070158A1 (enrdf_load_stackoverflow) | 1971-09-10 |
| IL35512A0 (en) | 1970-12-24 |
| NL7015246A (enrdf_load_stackoverflow) | 1971-04-27 |
| BE757924A (fr) | 1971-04-01 |
| HU163270B (enrdf_load_stackoverflow) | 1973-07-28 |
| AU2147670A (en) | 1972-04-27 |
| JPS495354B1 (enrdf_load_stackoverflow) | 1974-02-06 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |