DE1593465A1 - Verfahren zur Herstellung der neuen Verbindung 3-(2'-Chloraethoxy)-17alpha-aethinyl-17ss-hydroxy-delta?-oestratrien - Google Patents
Verfahren zur Herstellung der neuen Verbindung 3-(2'-Chloraethoxy)-17alpha-aethinyl-17ss-hydroxy-delta?-oestratrienInfo
- Publication number
- DE1593465A1 DE1593465A1 DE19661593465 DE1593465A DE1593465A1 DE 1593465 A1 DE1593465 A1 DE 1593465A1 DE 19661593465 DE19661593465 DE 19661593465 DE 1593465 A DE1593465 A DE 1593465A DE 1593465 A1 DE1593465 A1 DE 1593465A1
- Authority
- DE
- Germany
- Prior art keywords
- hydroxy
- ethynyl
- chloroethoxy
- preparation
- new compound
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 3
- 150000001875 compounds Chemical class 0.000 title description 3
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 claims description 4
- 150000002009 diols Chemical class 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims 2
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 claims 1
- 125000006011 chloroethoxy group Chemical group 0.000 claims 1
- 229940126214 compound 3 Drugs 0.000 claims 1
- 230000000694 effects Effects 0.000 description 8
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 5
- 239000000243 solution Substances 0.000 description 4
- 241000700159 Rattus Species 0.000 description 3
- 238000007920 subcutaneous administration Methods 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 125000006012 2-chloroethoxy group Chemical group 0.000 description 1
- MSXVEPNJUHWQHW-UHFFFAOYSA-N 2-methylbutan-2-ol Chemical compound CCC(C)(C)O MSXVEPNJUHWQHW-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 description 1
- 241000910494 Heth Species 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 101150092727 KLF10 gene Proteins 0.000 description 1
- 206010046793 Uterine inflammation Diseases 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229940011871 estrogen Drugs 0.000 description 1
- 239000000262 estrogen Substances 0.000 description 1
- 230000012173 estrus Effects 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000013011 mating Effects 0.000 description 1
- APVPOHHVBBYQAV-UHFFFAOYSA-N n-(4-aminophenyl)sulfonyloctadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NS(=O)(=O)C1=CC=C(N)C=C1 APVPOHHVBBYQAV-UHFFFAOYSA-N 0.000 description 1
- 230000001575 pathological effect Effects 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 230000001568 sexual effect Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 210000004291 uterus Anatomy 0.000 description 1
Classifications
-
- 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
- C07J75/00—Processes for the preparation of steroids in general
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Steroid Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT2643765 | 1965-11-29 | ||
| IT1998566 | 1966-07-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1593465A1 true DE1593465A1 (de) | 1970-07-23 |
Family
ID=26327362
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19661593465 Pending DE1593465A1 (de) | 1965-11-29 | 1966-11-24 | Verfahren zur Herstellung der neuen Verbindung 3-(2'-Chloraethoxy)-17alpha-aethinyl-17ss-hydroxy-delta?-oestratrien |
Country Status (10)
| Country | Link |
|---|---|
| AT (1) | AT268559B (en:Method) |
| BE (1) | BE690339A (en:Method) |
| BR (1) | BR6684878D0 (en:Method) |
| DE (1) | DE1593465A1 (en:Method) |
| ES (1) | ES333875A1 (en:Method) |
| FR (1) | FR1502263A (en:Method) |
| GB (1) | GB1100900A (en:Method) |
| IL (1) | IL26936A (en:Method) |
| NL (1) | NL6616084A (en:Method) |
| SE (1) | SE303131B (en:Method) |
-
1966
- 1966-11-15 NL NL6616084A patent/NL6616084A/xx unknown
- 1966-11-24 FR FR84808A patent/FR1502263A/fr not_active Expired
- 1966-11-24 DE DE19661593465 patent/DE1593465A1/de active Pending
- 1966-11-24 IL IL2693666A patent/IL26936A/en unknown
- 1966-11-25 GB GB3500566D patent/GB1100900A/en not_active Expired
- 1966-11-25 AT AT1090066A patent/AT268559B/de active
- 1966-11-25 BR BR18487866A patent/BR6684878D0/pt unknown
- 1966-11-28 BE BE690339D patent/BE690339A/xx unknown
- 1966-11-28 ES ES333875A patent/ES333875A1/es not_active Expired
- 1966-11-28 SE SE1622866A patent/SE303131B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GB1100900A (en) | 1968-01-24 |
| NL6616084A (en:Method) | 1967-05-30 |
| BE690339A (en:Method) | 1967-05-29 |
| BR6684878D0 (pt) | 1973-12-18 |
| IL26936A (en) | 1970-11-30 |
| FR1502263A (fr) | 1967-11-18 |
| AT268559B (de) | 1969-02-10 |
| ES333875A1 (es) | 1968-03-01 |
| SE303131B (en:Method) | 1968-08-19 |
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