GB1498132A - Steroidal 1,4-dioxanes - Google Patents
Steroidal 1,4-dioxanesInfo
- Publication number
- GB1498132A GB1498132A GB1776/75A GB177675A GB1498132A GB 1498132 A GB1498132 A GB 1498132A GB 1776/75 A GB1776/75 A GB 1776/75A GB 177675 A GB177675 A GB 177675A GB 1498132 A GB1498132 A GB 1498132A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenyl
- alkyl
- aryl
- tetrahydropyran
- yloxy
- 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
- 150000000094 1,4-dioxanes Chemical class 0.000 title 1
- 230000003637 steroidlike Effects 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 8
- 125000003118 aryl group Chemical group 0.000 abstract 5
- 125000005843 halogen group Chemical group 0.000 abstract 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 239000000543 intermediate Substances 0.000 abstract 2
- FYRHIOVKTDQVFC-UHFFFAOYSA-M potassium phthalimide Chemical compound [K+].C1=CC=C2C(=O)[N-]C(=O)C2=C1 FYRHIOVKTDQVFC-UHFFFAOYSA-M 0.000 abstract 2
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 abstract 1
- YFVIIGAYEDJDRS-UHFFFAOYSA-N 1-(2-phenyl-1,3-dioxolan-2-yl)ethanamine Chemical compound C=1C=CC=CC=1C1(C(N)C)OCCO1 YFVIIGAYEDJDRS-UHFFFAOYSA-N 0.000 abstract 1
- JFDKWNGLSKXYRE-UHFFFAOYSA-N 1-nitroso-1-[2-(oxan-2-yloxy)ethyl]urea Chemical compound NC(=O)N(N=O)CCOC1CCCCO1 JFDKWNGLSKXYRE-UHFFFAOYSA-N 0.000 abstract 1
- LDQGRVKREKKBFE-UHFFFAOYSA-N 2-(1-diazoethyl)-2-phenyl-1,3-dioxolane Chemical compound C=1C=CC=CC=1C1(C(=[N+]=[N-])C)OCCO1 LDQGRVKREKKBFE-UHFFFAOYSA-N 0.000 abstract 1
- CKLKGWHINGNHOK-UHFFFAOYSA-N 2-(1-oxo-1-phenylpropan-2-yl)isoindole-1,3-dione Chemical compound O=C1C2=CC=CC=C2C(=O)N1C(C)C(=O)C1=CC=CC=C1 CKLKGWHINGNHOK-UHFFFAOYSA-N 0.000 abstract 1
- RABNIWAEHYLCNK-UHFFFAOYSA-N 2-(2-diazoethoxy)oxane Chemical compound [N-]=[N+]=CCOC1CCCCO1 RABNIWAEHYLCNK-UHFFFAOYSA-N 0.000 abstract 1
- CDWLDGLHJIIQER-UHFFFAOYSA-N 2-(2-phenylprop-2-enyl)isoindole-1,3-dione Chemical compound O=C1C2=CC=CC=C2C(=O)N1CC(=C)C1=CC=CC=C1 CDWLDGLHJIIQER-UHFFFAOYSA-N 0.000 abstract 1
- YADWCNNOFHOBBG-UHFFFAOYSA-N 2-(oxan-2-yloxy)acetonitrile Chemical compound N#CCOC1CCCCO1 YADWCNNOFHOBBG-UHFFFAOYSA-N 0.000 abstract 1
- GUHZIGLRPPALBJ-UHFFFAOYSA-N 2-(oxan-2-yloxy)ethanamine Chemical compound NCCOC1CCCCO1 GUHZIGLRPPALBJ-UHFFFAOYSA-N 0.000 abstract 1
- XWJMNUHVCZXZHE-UHFFFAOYSA-N 2-(oxan-2-yloxy)ethylurea Chemical compound NC(=O)NCCOC1CCCCO1 XWJMNUHVCZXZHE-UHFFFAOYSA-N 0.000 abstract 1
- MUSWPXAACWSAOT-UHFFFAOYSA-N 2-[1-(2-phenyl-1,3-dioxolan-2-yl)ethyl]isoindole-1,3-dione Chemical compound O=C1C2=CC=CC=C2C(=O)N1C(C)C1(C=2C=CC=CC=2)OCCO1 MUSWPXAACWSAOT-UHFFFAOYSA-N 0.000 abstract 1
- WPDWOCRJBPXJFM-UHFFFAOYSA-N 2-bromo-1-phenylpropan-1-one Chemical compound CC(Br)C(=O)C1=CC=CC=C1 WPDWOCRJBPXJFM-UHFFFAOYSA-N 0.000 abstract 1
- RMMHOFFPGKSRDI-UHFFFAOYSA-N 3-bromoprop-1-en-2-ylbenzene Chemical compound BrCC(=C)C1=CC=CC=C1 RMMHOFFPGKSRDI-UHFFFAOYSA-N 0.000 abstract 1
- 229910011255 B2O3 Inorganic materials 0.000 abstract 1
- JGLMVXWAHNTPRF-CMDGGOBGSA-N CCN1N=C(C)C=C1C(=O)NC1=NC2=CC(=CC(OC)=C2N1C\C=C\CN1C(NC(=O)C2=CC(C)=NN2CC)=NC2=CC(=CC(OCCCN3CCOCC3)=C12)C(N)=O)C(N)=O Chemical compound CCN1N=C(C)C=C1C(=O)NC1=NC2=CC(=CC(OC)=C2N1C\C=C\CN1C(NC(=O)C2=CC(C)=NN2CC)=NC2=CC(=CC(OCCCN3CCOCC3)=C12)C(N)=O)C(N)=O JGLMVXWAHNTPRF-CMDGGOBGSA-N 0.000 abstract 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- 239000005977 Ethylene Substances 0.000 abstract 1
- WZIZZEXWAXETLL-UHFFFAOYSA-N [(3z)-3-diazoprop-1-en-2-yl]benzene Chemical compound [N-]=[N+]=CC(=C)C1=CC=CC=C1 WZIZZEXWAXETLL-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- JKWMSGQKBLHBQQ-UHFFFAOYSA-N diboron trioxide Chemical compound O=BOB=O JKWMSGQKBLHBQQ-UHFFFAOYSA-N 0.000 abstract 1
- 150000002012 dioxanes Chemical class 0.000 abstract 1
- KQTXIZHBFFWWFW-UHFFFAOYSA-L disilver;carbonate Chemical compound [Ag]OC(=O)O[Ag] KQTXIZHBFFWWFW-UHFFFAOYSA-L 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- IGBCAGBPPRDXAZ-UHFFFAOYSA-N ethyl n-[1-(2-phenyl-1,3-dioxolan-2-yl)ethyl]carbamate Chemical compound C=1C=CC=CC=1C1(C(C)NC(=O)OCC)OCCO1 IGBCAGBPPRDXAZ-UHFFFAOYSA-N 0.000 abstract 1
- UZEMDDYDUOPZRR-UHFFFAOYSA-N ethyl n-nitroso-n-(2-phenylprop-2-enyl)carbamate Chemical compound CCOC(=O)N(N=O)CC(=C)C1=CC=CC=C1 UZEMDDYDUOPZRR-UHFFFAOYSA-N 0.000 abstract 1
- 125000001475 halogen functional group Chemical group 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000004043 oxo group Chemical group O=* 0.000 abstract 1
- KHIWWQKSHDUIBK-UHFFFAOYSA-N periodic acid Chemical compound OI(=O)(=O)=O KHIWWQKSHDUIBK-UHFFFAOYSA-N 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 150000003130 pregnenes Chemical class 0.000 abstract 1
- 150000003431 steroids Chemical class 0.000 abstract 1
- 230000002194 synthesizing effect Effects 0.000 abstract 1
- 238000003419 tautomerization reaction Methods 0.000 abstract 1
- 238000011200 topical administration Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D309/08—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D309/10—Oxygen atoms
- C07D309/12—Oxygen atoms only hydrogen atoms and one oxygen atom directly attached to ring carbon atoms, e.g. tetrahydropyranyl ethers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/10—1,4-Dioxanes; Hydrogenated 1,4-dioxanes
- C07D319/12—1,4-Dioxanes; Hydrogenated 1,4-dioxanes not condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J17/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, having an oxygen-containing hetero ring not condensed with the cyclopenta(a)hydrophenanthrene skeleton
-
- 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
- C07J5/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond
- C07J5/0046—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond substituted in position 17 alfa
- C07J5/0061—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond substituted in position 17 alfa substituted in position 16
- C07J5/0092—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond substituted in position 17 alfa substituted in position 16 by an OH group free esterified or etherified
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J51/00—Normal steroids with unmodified cyclopenta(a)hydrophenanthrene skeleton not provided for in groups C07J1/00 - C07J43/00
-
- 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
- C07J7/008—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms substituted in position 21
- C07J7/0085—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms substituted in position 21 by an halogen atom
-
- 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
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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US43397474A | 1974-01-16 | 1974-01-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1498132A true GB1498132A (en) | 1978-01-18 |
Family
ID=23722311
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1776/75A Expired GB1498132A (en) | 1974-01-16 | 1975-01-15 | Steroidal 1,4-dioxanes |
Country Status (20)
| Country | Link |
|---|---|
| JP (1) | JPS50101358A (en:Method) |
| AR (1) | AR209758A1 (en:Method) |
| BE (1) | BE824405A (en:Method) |
| CA (1) | CA1050966A (en:Method) |
| CH (1) | CH606116A5 (en:Method) |
| CS (1) | CS182829B2 (en:Method) |
| DD (1) | DD117449A5 (en:Method) |
| DE (1) | DE2501041A1 (en:Method) |
| DK (1) | DK9075A (en:Method) |
| ES (1) | ES433814A1 (en:Method) |
| FI (1) | FI750090A7 (en:Method) |
| FR (2) | FR2257299B1 (en:Method) |
| GB (1) | GB1498132A (en:Method) |
| IE (1) | IE42427B1 (en:Method) |
| IL (1) | IL46436A (en:Method) |
| NL (1) | NL7500458A (en:Method) |
| NO (1) | NO750119L (en:Method) |
| SE (1) | SE7500430L (en:Method) |
| SU (1) | SU581874A3 (en:Method) |
| ZA (1) | ZA75298B (en:Method) |
-
1975
- 1975-01-13 DE DE19752501041 patent/DE2501041A1/de not_active Withdrawn
- 1975-01-15 FI FI750090A patent/FI750090A7/fi not_active Application Discontinuation
- 1975-01-15 ES ES433814A patent/ES433814A1/es not_active Expired
- 1975-01-15 GB GB1776/75A patent/GB1498132A/en not_active Expired
- 1975-01-15 CS CS7500000281A patent/CS182829B2/cs unknown
- 1975-01-15 IL IL46436A patent/IL46436A/xx unknown
- 1975-01-15 DD DD183650A patent/DD117449A5/xx unknown
- 1975-01-15 FR FR7501118A patent/FR2257299B1/fr not_active Expired
- 1975-01-15 JP JP50006984A patent/JPS50101358A/ja active Pending
- 1975-01-15 AR AR257302A patent/AR209758A1/es active
- 1975-01-15 BE BE152397A patent/BE824405A/xx unknown
- 1975-01-15 IE IE78/75A patent/IE42427B1/en unknown
- 1975-01-15 NL NL7500458A patent/NL7500458A/xx not_active Application Discontinuation
- 1975-01-15 CH CH42775A patent/CH606116A5/xx not_active IP Right Cessation
- 1975-01-15 ZA ZA00750298A patent/ZA75298B/xx unknown
- 1975-01-15 SE SE7500430A patent/SE7500430L/xx unknown
- 1975-01-15 CA CA217,981A patent/CA1050966A/en not_active Expired
- 1975-01-15 NO NO750119A patent/NO750119L/no unknown
- 1975-01-15 DK DK9075*BA patent/DK9075A/da unknown
- 1975-01-16 SU SU7502099683A patent/SU581874A3/ru active
- 1975-09-15 FR FR7528266A patent/FR2279760A1/fr active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| CS182829B2 (en) | 1978-05-31 |
| SU581874A3 (ru) | 1977-11-25 |
| DD117449A5 (en:Method) | 1976-01-12 |
| JPS50101358A (en:Method) | 1975-08-11 |
| ZA75298B (en) | 1976-01-28 |
| FR2257299B1 (en:Method) | 1978-08-04 |
| FI750090A7 (en:Method) | 1975-07-17 |
| BE824405A (fr) | 1975-07-15 |
| DK9075A (en:Method) | 1975-09-15 |
| IL46436A0 (en) | 1975-06-25 |
| IL46436A (en) | 1979-05-31 |
| ES433814A1 (es) | 1977-02-16 |
| NO750119L (en:Method) | 1975-07-17 |
| FR2257299A1 (en:Method) | 1975-08-08 |
| FR2279760B1 (en:Method) | 1978-09-22 |
| IE42427L (en) | 1975-07-16 |
| AU7731075A (en) | 1976-07-15 |
| AR209758A1 (es) | 1977-05-31 |
| CA1050966A (en) | 1979-03-20 |
| IE42427B1 (en) | 1980-08-13 |
| DE2501041A1 (de) | 1975-07-17 |
| NL7500458A (nl) | 1975-07-18 |
| FR2279760A1 (fr) | 1976-02-20 |
| CH606116A5 (en:Method) | 1978-10-13 |
| SE7500430L (en:Method) | 1975-07-17 |
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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 |