IE39227B1 - 8-aza-11,12 secoprostaglandins - Google Patents
8-aza-11,12 secoprostaglandinsInfo
- Publication number
- IE39227B1 IE39227B1 IE843/74A IE84374A IE39227B1 IE 39227 B1 IE39227 B1 IE 39227B1 IE 843/74 A IE843/74 A IE 843/74A IE 84374 A IE84374 A IE 84374A IE 39227 B1 IE39227 B1 IE 39227B1
- Authority
- IE
- Ireland
- Prior art keywords
- ethyl
- reacting
- heptanoate
- alkyl
- prepared
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 abstract 6
- -1 1-(succinimidoethyl) Chemical group 0.000 abstract 5
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- 229910052799 carbon Inorganic materials 0.000 abstract 5
- 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 abstract 3
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 abstract 2
- 230000000397 acetylating effect Effects 0.000 abstract 2
- 125000001589 carboacyl group Chemical group 0.000 abstract 2
- OOBFNDGMAGSNKA-UHFFFAOYSA-N ethyl 7-bromoheptanoate Chemical compound CCOC(=O)CCCCCCBr OOBFNDGMAGSNKA-UHFFFAOYSA-N 0.000 abstract 2
- 229910000104 sodium hydride Inorganic materials 0.000 abstract 2
- 239000012312 sodium hydride Substances 0.000 abstract 2
- ZCBCXWVMGBVGAZ-UHFFFAOYSA-N (1-bromo-4-propylhept-2-yn-4-yl) acetate Chemical compound CCCC(CCC)(OC(C)=O)C#CCBr ZCBCXWVMGBVGAZ-UHFFFAOYSA-N 0.000 abstract 1
- GRYOPGAIMJFBOR-UHFFFAOYSA-N (1-chloro-4-methylnonan-4-yl) acetate Chemical compound CCCCCC(C)(OC(C)=O)CCCCl GRYOPGAIMJFBOR-UHFFFAOYSA-N 0.000 abstract 1
- ZCTKTQUONMEFHR-UHFFFAOYSA-N 1-chlorononan-4-one Chemical compound CCCCCC(=O)CCCCl ZCTKTQUONMEFHR-UHFFFAOYSA-N 0.000 abstract 1
- HUHXLHLWASNVDB-UHFFFAOYSA-N 2-(oxan-2-yloxy)oxane Chemical class O1CCCCC1OC1OCCCC1 HUHXLHLWASNVDB-UHFFFAOYSA-N 0.000 abstract 1
- MPSXGPCFLAGJOM-UHFFFAOYSA-M 2-tert-butyl-5-methyl-1,2-oxazol-2-ium;perchlorate Chemical compound [O-]Cl(=O)(=O)=O.CC1=CC=[N+](C(C)(C)C)O1 MPSXGPCFLAGJOM-UHFFFAOYSA-M 0.000 abstract 1
- WVMMFYVUKHYNRN-UHFFFAOYSA-N 4-(oxan-2-yloxy)nonan-1-amine Chemical compound CCCCCC(CCCN)OC1CCCCO1 WVMMFYVUKHYNRN-UHFFFAOYSA-N 0.000 abstract 1
- ZNQZLTRQTHLERB-UHFFFAOYSA-N 4-ethynylheptan-4-ol Chemical compound CCCC(O)(C#C)CCC ZNQZLTRQTHLERB-UHFFFAOYSA-N 0.000 abstract 1
- NCCIZKIVILDOTK-UHFFFAOYSA-N 4-ethynylheptan-4-yl acetate Chemical compound CCCC(CCC)(OC(C)=O)C#C NCCIZKIVILDOTK-UHFFFAOYSA-N 0.000 abstract 1
- AZJVIHQWXFKTDB-UHFFFAOYSA-N 7-[4-hydroxynonyl(methylsulfonyl)amino]heptanoic acid Chemical compound CCCCCC(O)CCCN(S(C)(=O)=O)CCCCCCC(O)=O AZJVIHQWXFKTDB-UHFFFAOYSA-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
- 229930040373 Paraformaldehyde Natural products 0.000 abstract 1
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 abstract 1
- PCBGMPPMJSEVSX-UHFFFAOYSA-N [1-(diethylamino)-4-propylhept-2-yn-4-yl] acetate Chemical compound CCCC(CCC)(OC(C)=O)C#CCN(CC)CC PCBGMPPMJSEVSX-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 238000005903 acid hydrolysis reaction Methods 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 125000002837 carbocyclic group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000001768 cations Chemical class 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- ATDGTVJJHBUTRL-UHFFFAOYSA-N cyanogen bromide Chemical compound BrC#N ATDGTVJJHBUTRL-UHFFFAOYSA-N 0.000 abstract 1
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 abstract 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000005677 ethinylene group Chemical group [*:2]C#C[*:1] 0.000 abstract 1
- SVAMFQWQDXFNOS-UHFFFAOYSA-N ethyl 7-(ethylsulfonylamino)heptanoate Chemical compound CCOC(=O)CCCCCCNS(=O)(=O)CC SVAMFQWQDXFNOS-UHFFFAOYSA-N 0.000 abstract 1
- OXLUGLGPRVLOQN-UHFFFAOYSA-N ethyl 7-(methanesulfinamido)heptanoate Chemical compound CCOC(=O)CCCCCCNS(C)=O OXLUGLGPRVLOQN-UHFFFAOYSA-N 0.000 abstract 1
- LSDSWODYQPBKJL-UHFFFAOYSA-N ethyl 7-(methanesulfonamido)heptanoate Chemical compound CCOC(=O)CCCCCCNS(C)(=O)=O LSDSWODYQPBKJL-UHFFFAOYSA-N 0.000 abstract 1
- QRPJARBLHDVPMN-UHFFFAOYSA-N ethyl 7-(propylsulfonylamino)heptanoate Chemical compound CCCS(=O)(=O)NCCCCCCC(=O)OCC QRPJARBLHDVPMN-UHFFFAOYSA-N 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- MNWFXJYAOYHMED-UHFFFAOYSA-N heptanoic acid Chemical compound CCCCCCC(O)=O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- VXWPONVCMVLXBW-UHFFFAOYSA-M magnesium;carbanide;iodide Chemical compound [CH3-].[Mg+2].[I-] VXWPONVCMVLXBW-UHFFFAOYSA-M 0.000 abstract 1
- SZEHYTUQQCTUQK-UHFFFAOYSA-N methanesulfinamide Chemical compound CS(N)=O SZEHYTUQQCTUQK-UHFFFAOYSA-N 0.000 abstract 1
- HNQIVZYLYMDVSB-UHFFFAOYSA-N methanesulfonimidic acid Chemical compound CS(N)(=O)=O HNQIVZYLYMDVSB-UHFFFAOYSA-N 0.000 abstract 1
- QARBMVPHQWIHKH-UHFFFAOYSA-N methanesulfonyl chloride Chemical compound CS(Cl)(=O)=O QARBMVPHQWIHKH-UHFFFAOYSA-N 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- LBAZBJAMSYYBGA-UHFFFAOYSA-N n-[4-(oxan-2-yloxy)nonyl]methanesulfonamide Chemical compound CS(=O)(=O)NCCCC(CCCCC)OC1CCCCO1 LBAZBJAMSYYBGA-UHFFFAOYSA-N 0.000 abstract 1
- 125000005704 oxymethylene group Chemical group [H]C([H])([*:2])O[*:1] 0.000 abstract 1
- 229920002866 paraformaldehyde Polymers 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 238000010561 standard procedure Methods 0.000 abstract 1
- 230000000699 topical effect Effects 0.000 abstract 1
Classifications
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
- C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
- C07C29/147—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C53/00—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen
- C07C53/15—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen containing halogen
- C07C53/19—Acids containing three or more carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Hematology (AREA)
- Diabetes (AREA)
- Urology & Nephrology (AREA)
- Endocrinology (AREA)
- Reproductive Health (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pyrane Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US35427373A | 1973-04-25 | 1973-04-25 | |
| US41834173A | 1973-11-23 | 1973-11-23 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE39227L IE39227L (en) | 1974-10-25 |
| IE39227B1 true IE39227B1 (en) | 1978-08-30 |
Family
ID=26998324
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE843/74A IE39227B1 (en) | 1973-04-25 | 1974-04-19 | 8-aza-11,12 secoprostaglandins |
Country Status (14)
| Country | Link |
|---|---|
| JP (1) | JPS5013331A (de) |
| AR (1) | AR211319A1 (de) |
| BE (1) | BE814089A (de) |
| CA (1) | CA1044701A (de) |
| CH (1) | CH605714A5 (de) |
| DE (1) | DE2419860A1 (de) |
| ES (1) | ES425591A1 (de) |
| FR (1) | FR2226995B1 (de) |
| GB (1) | GB1429092A (de) |
| IE (1) | IE39227B1 (de) |
| IL (1) | IL44636A (de) |
| NL (1) | NL7404839A (de) |
| NO (1) | NO139438C (de) |
| SE (1) | SE410185B (de) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3991087A (en) | 1973-12-13 | 1976-11-09 | Merck & Co., Inc. | 8-Halo-11,12-secoprostaglandins |
| AT351182B (de) * | 1974-06-25 | 1979-07-10 | Merck & Co Inc | Verfahren zur herstellung von neuen 9-thia-, 9-oxothia- und 9-dioxothia- 11,12-secoprosta- glandinen |
| US4018802A (en) * | 1975-04-09 | 1977-04-19 | Merck & Co., Inc. | 9-Thia- and oxothia- and 9-dioxothia-11,12-seco-prostaglandins and processes |
| US4128564A (en) * | 1976-03-22 | 1978-12-05 | Merck & Co., Inc. | 9-Thia- and oxothia- and 9-dioxothia-11,12-seco-prostaglandins |
| US4112236A (en) | 1977-04-04 | 1978-09-05 | Merck & Co., Inc. | Interphenylene 8-aza-9-dioxothia-11,12-secoprostaglandins |
-
1974
- 1974-04-08 SE SE7404695A patent/SE410185B/xx unknown
- 1974-04-09 NO NO74741309A patent/NO139438C/no unknown
- 1974-04-09 NL NL7404839A patent/NL7404839A/xx not_active Application Discontinuation
- 1974-04-15 IL IL44636A patent/IL44636A/en unknown
- 1974-04-16 FR FR7413154A patent/FR2226995B1/fr not_active Expired
- 1974-04-19 IE IE843/74A patent/IE39227B1/xx unknown
- 1974-04-22 GB GB1752274A patent/GB1429092A/en not_active Expired
- 1974-04-22 AR AR253388A patent/AR211319A1/es active
- 1974-04-23 ES ES425591A patent/ES425591A1/es not_active Expired
- 1974-04-24 DE DE2419860A patent/DE2419860A1/de active Pending
- 1974-04-24 CA CA198,456A patent/CA1044701A/en not_active Expired
- 1974-04-24 BE BE143523A patent/BE814089A/xx unknown
- 1974-04-24 CH CH563474A patent/CH605714A5/xx not_active IP Right Cessation
- 1974-04-25 JP JP49046074A patent/JPS5013331A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| NL7404839A (de) | 1974-10-29 |
| FR2226995B1 (de) | 1977-01-28 |
| ES425591A1 (es) | 1976-11-01 |
| NO741309L (no) | 1974-10-28 |
| CA1044701A (en) | 1978-12-19 |
| NO139438C (no) | 1979-03-14 |
| IE39227L (en) | 1974-10-25 |
| CH605714A5 (de) | 1978-10-13 |
| IL44636A (en) | 1977-06-30 |
| FR2226995A1 (de) | 1974-11-22 |
| JPS5013331A (de) | 1975-02-12 |
| AU6797374A (en) | 1975-10-23 |
| NO139438B (no) | 1978-12-04 |
| SE410185B (sv) | 1979-10-01 |
| IL44636A0 (en) | 1974-06-30 |
| GB1429092A (en) | 1976-03-24 |
| AR211319A1 (es) | 1977-11-20 |
| DE2419860A1 (de) | 1974-11-07 |
| BE814089A (fr) | 1974-10-24 |
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