NO771239L - Fremgangsm}te for fremstilling av prostaglandiner og mellomprodukt for anvendelse ved fremgangsm}ten - Google Patents
Fremgangsm}te for fremstilling av prostaglandiner og mellomprodukt for anvendelse ved fremgangsm}tenInfo
- Publication number
- NO771239L NO771239L NO771239A NO771239A NO771239L NO 771239 L NO771239 L NO 771239L NO 771239 A NO771239 A NO 771239A NO 771239 A NO771239 A NO 771239A NO 771239 L NO771239 L NO 771239L
- Authority
- NO
- Norway
- Prior art keywords
- stated
- formula
- carbon atoms
- phenyl
- compound
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 58
- 150000003180 prostaglandins Chemical class 0.000 title claims description 20
- 238000004519 manufacturing process Methods 0.000 title claims description 16
- 229940094443 oxytocics prostaglandins Drugs 0.000 title description 18
- 150000001875 compounds Chemical class 0.000 claims description 63
- -1 Ø-naphthyl Chemical group 0.000 claims description 57
- 239000000203 mixture Substances 0.000 claims description 53
- 125000004432 carbon atom Chemical group C* 0.000 claims description 50
- 238000006243 chemical reaction Methods 0.000 claims description 50
- 125000000217 alkyl group Chemical group 0.000 claims description 38
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 37
- 239000001257 hydrogen Substances 0.000 claims description 32
- 229910052739 hydrogen Inorganic materials 0.000 claims description 32
- 230000003287 optical effect Effects 0.000 claims description 28
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 20
- 125000004299 tetrazol-5-yl group Chemical group [H]N1N=NC(*)=N1 0.000 claims description 20
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims description 16
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical group [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 12
- 125000003884 phenylalkyl group Chemical group 0.000 claims description 12
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 11
- 125000001424 substituent group Chemical group 0.000 claims description 11
- 239000012442 inert solvent Substances 0.000 claims description 10
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
- 125000003545 alkoxy group Chemical group 0.000 claims description 8
- 239000000460 chlorine Substances 0.000 claims description 8
- 229910052801 chlorine Inorganic materials 0.000 claims description 8
- 229910052731 fluorine Inorganic materials 0.000 claims description 8
- 239000011737 fluorine Substances 0.000 claims description 8
- 125000001153 fluoro group Chemical group F* 0.000 claims description 8
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 8
- 239000007858 starting material Substances 0.000 claims description 7
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 6
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- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 4
- 230000006872 improvement Effects 0.000 claims description 2
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- 239000000243 solution Substances 0.000 description 49
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- 150000003938 benzyl alcohols Chemical class 0.000 description 1
- MDHYEMXUFSJLGV-UHFFFAOYSA-N beta-phenethyl acetate Natural products CC(=O)OCCC1=CC=CC=C1 MDHYEMXUFSJLGV-UHFFFAOYSA-N 0.000 description 1
- YXVFYQXJAXKLAK-UHFFFAOYSA-N biphenyl-4-ol Chemical compound C1=CC(O)=CC=C1C1=CC=CC=C1 YXVFYQXJAXKLAK-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- 125000001589 carboacyl group Chemical group 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 235000012000 cholesterol Nutrition 0.000 description 1
- 229920001436 collagen Polymers 0.000 description 1
- 239000003433 contraceptive agent Substances 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical class [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- 101150111293 cor-1 gene Proteins 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- CCAFPWNGIUBUSD-UHFFFAOYSA-N diethyl sulfoxide Chemical compound CCS(=O)CC CCAFPWNGIUBUSD-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 210000004211 gastric acid Anatomy 0.000 description 1
- 230000002496 gastric effect Effects 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 150000002373 hemiacetals Chemical class 0.000 description 1
- 150000002440 hydroxy compounds Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 208000021822 hypotensive Diseases 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 239000003701 inert diluent Substances 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 238000010253 intravenous injection Methods 0.000 description 1
- 150000002561 ketenes Chemical class 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000005906 menstruation Effects 0.000 description 1
- GRWIABMEEKERFV-UHFFFAOYSA-N methanol;oxolane Chemical compound OC.C1CCOC1 GRWIABMEEKERFV-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 235000019321 monosodium tartrate Nutrition 0.000 description 1
- 230000001575 pathological effect Effects 0.000 description 1
- 229940111202 pepsin Drugs 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 230000006461 physiological response Effects 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- LJCNRYVRMXRIQR-OLXYHTOASA-L potassium sodium L-tartrate Chemical compound [Na+].[K+].[O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O LJCNRYVRMXRIQR-OLXYHTOASA-L 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 230000028327 secretion Effects 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 229940119126 sodium bitartrate Drugs 0.000 description 1
- CWXOAQXKPAENDI-UHFFFAOYSA-N sodium methylsulfinylmethylide Chemical compound [Na+].CS([CH2-])=O CWXOAQXKPAENDI-UHFFFAOYSA-N 0.000 description 1
- 239000001476 sodium potassium tartrate Substances 0.000 description 1
- 235000011006 sodium potassium tartrate Nutrition 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000002731 stomach secretion inhibitor Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- BCNZYOJHNLTNEZ-UHFFFAOYSA-N tert-butyldimethylsilyl chloride Chemical compound CC(C)(C)[Si](C)(C)Cl BCNZYOJHNLTNEZ-UHFFFAOYSA-N 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- GJVUAUBGMGCLEB-UHFFFAOYSA-M triphenyl-[4-(2h-tetrazol-5-yl)butyl]phosphanium;bromide Chemical group [Br-].N=1N=NNC=1CCCC[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 GJVUAUBGMGCLEB-UHFFFAOYSA-M 0.000 description 1
- 238000001665 trituration Methods 0.000 description 1
- 230000036269 ulceration Effects 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D327/00—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms
- C07D327/02—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms one oxygen atom and one sulfur atom
- C07D327/06—Six-membered rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C405/00—Compounds containing a five-membered ring having two side-chains in ortho position to each other, and having oxygen atoms directly attached to the ring in ortho position to one of the side-chains, one side-chain containing, not directly attached to the ring, a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, and the other side-chain having oxygen atoms attached in gamma-position to the ring, e.g. prostaglandins ; Analogues or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D327/00—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms
- C07D327/02—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms one oxygen atom and one sulfur atom
- C07D327/04—Five-membered rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Furan Compounds (AREA)
- Pyrane Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US67934576A | 1976-04-22 | 1976-04-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO771239L true NO771239L (no) | 1977-10-25 |
Family
ID=24726555
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO771239A NO771239L (no) | 1976-04-22 | 1977-04-06 | Fremgangsm}te for fremstilling av prostaglandiner og mellomprodukt for anvendelse ved fremgangsm}ten |
Country Status (24)
| Country | Link |
|---|---|
| US (1) | US4091207A (es) |
| JP (4) | JPS52131558A (es) |
| AR (1) | AR218622A1 (es) |
| AT (1) | AT355738B (es) |
| BG (2) | BG31489A3 (es) |
| CA (1) | CA1087613A (es) |
| CH (1) | CH628029A5 (es) |
| CS (3) | CS190349B2 (es) |
| DD (3) | DD135902A5 (es) |
| DK (1) | DK160877A (es) |
| ES (1) | ES457696A1 (es) |
| FI (1) | FI771086A (es) |
| GR (1) | GR72787B (es) |
| HU (1) | HU179566B (es) |
| LU (1) | LU77099A1 (es) |
| MX (1) | MX4819E (es) |
| NL (2) | NL7703859A (es) |
| NO (1) | NO771239L (es) |
| PL (3) | PL125355B1 (es) |
| PT (1) | PT66405B (es) |
| RO (1) | RO77484A (es) |
| SE (1) | SE7703472L (es) |
| SU (2) | SU668598A3 (es) |
| YU (1) | YU94977A (es) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5352708A (en) * | 1992-09-21 | 1994-10-04 | Allergan, Inc. | Non-acidic cyclopentane heptanoic acid, 2-cycloalkyl or arylalkyl derivatives as therapeutic agents |
| BR0212233A (pt) * | 2001-08-31 | 2004-10-05 | Sucampo Ag | Abridor de canal de cloreto |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3794669A (en) * | 1971-08-04 | 1974-02-26 | Squibb & Sons Inc | Process for converting oxathiolanes,dithiolanes and dithianes to aldehydes or ketones |
| BE788209A (fr) * | 1971-09-01 | 1973-02-28 | Pfizer | Derives tetrazoyliques des prostaglandines naturelles |
| US3954741A (en) * | 1972-06-07 | 1976-05-04 | Pfizer Inc. | N-substituted prostaglandin carboxamides |
| GB1432950A (en) * | 1972-11-10 | 1976-04-22 | Ici Ltd | Cyclopentane aldehydes as chemical intermediates |
| LU68427A1 (es) * | 1973-09-17 | 1975-05-21 | ||
| DE2357953A1 (de) * | 1973-11-21 | 1975-05-28 | Hoechst Ag | Neue, natuerlich nicht vorkommende analoga von prostansaeuren und verfahren zu ihrer herstellung |
-
1977
- 1977-03-07 US US05/774,904 patent/US4091207A/en not_active Expired - Lifetime
- 1977-03-25 SE SE7703472A patent/SE7703472L/xx not_active Application Discontinuation
- 1977-04-06 NO NO771239A patent/NO771239L/no unknown
- 1977-04-06 GR GR53165A patent/GR72787B/el unknown
- 1977-04-06 PT PT66405A patent/PT66405B/pt unknown
- 1977-04-06 FI FI771086A patent/FI771086A/fi not_active Application Discontinuation
- 1977-04-07 CH CH446777A patent/CH628029A5/fr not_active IP Right Cessation
- 1977-04-07 NL NL7703859A patent/NL7703859A/xx active Search and Examination
- 1977-04-07 AT AT246177A patent/AT355738B/de not_active IP Right Cessation
- 1977-04-11 ES ES457696A patent/ES457696A1/es not_active Expired
- 1977-04-11 YU YU00949/77A patent/YU94977A/xx unknown
- 1977-04-11 MX MX775619U patent/MX4819E/es unknown
- 1977-04-12 LU LU77099A patent/LU77099A1/xx unknown
- 1977-04-12 CA CA275,929A patent/CA1087613A/en not_active Expired
- 1977-04-12 DK DK160877A patent/DK160877A/da not_active IP Right Cessation
- 1977-04-12 AR AR267173A patent/AR218622A1/es active
- 1977-04-12 JP JP4191277A patent/JPS52131558A/ja active Pending
- 1977-04-19 RO RO7797789A patent/RO77484A/ro unknown
- 1977-04-19 CS CS778649A patent/CS190349B2/cs unknown
- 1977-04-19 CS CS778650A patent/CS190350B2/cs unknown
- 1977-04-19 CS CS772602A patent/CS190344B2/cs unknown
- 1977-04-21 SU SU772474107A patent/SU668598A3/ru active
- 1977-04-21 DD DD77205051A patent/DD135902A5/xx unknown
- 1977-04-21 HU HU77PI572A patent/HU179566B/hu unknown
- 1977-04-21 DD DD77205052A patent/DD135903A5/xx unknown
- 1977-04-21 DD DD7700198524A patent/DD132341A5/xx unknown
- 1977-04-22 PL PL1977217477A patent/PL125355B1/pl unknown
- 1977-04-22 PL PL19754777A patent/PL197547A1/xx not_active IP Right Cessation
- 1977-04-22 BG BG048955A patent/BG31489A3/xx unknown
- 1977-04-22 BG BG036102A patent/BG31374A3/xx unknown
- 1977-04-22 PL PL1977217478A patent/PL124266B1/pl unknown
-
1978
- 1978-03-22 JP JP3283378A patent/JPS53124243A/ja active Pending
- 1978-03-22 JP JP3283578A patent/JPS53121761A/ja active Pending
- 1978-03-22 JP JP3283478A patent/JPS53121760A/ja active Granted
- 1978-08-16 SU SU782648753A patent/SU843736A3/ru active
-
1979
- 1979-05-02 NL NL7903438A patent/NL7903438A/xx not_active Application Discontinuation
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