DE2231067C2 - Phenoxathiinderivate, Verfahren zu deren Herstellung sowie pharmazeutische Präparate mit einem Gehalt an Phenoxathiinderivaten zur Bekämpfung von Virusinfektionen - Google Patents
Phenoxathiinderivate, Verfahren zu deren Herstellung sowie pharmazeutische Präparate mit einem Gehalt an Phenoxathiinderivaten zur Bekämpfung von VirusinfektionenInfo
- Publication number
- DE2231067C2 DE2231067C2 DE2231067A DE2231067A DE2231067C2 DE 2231067 C2 DE2231067 C2 DE 2231067C2 DE 2231067 A DE2231067 A DE 2231067A DE 2231067 A DE2231067 A DE 2231067A DE 2231067 C2 DE2231067 C2 DE 2231067C2
- Authority
- DE
- Germany
- Prior art keywords
- bis
- phenoxathiine
- general formula
- phenoxathiin
- acid
- 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
- 238000000034 method Methods 0.000 title claims description 15
- GJSGGHOYGKMUPT-UHFFFAOYSA-N phenoxathiine Chemical class C1=CC=C2OC3=CC=CC=C3SC2=C1 GJSGGHOYGKMUPT-UHFFFAOYSA-N 0.000 title description 15
- 238000004519 manufacturing process Methods 0.000 title description 6
- 208000036142 Viral infection Diseases 0.000 title description 3
- 239000000825 pharmaceutical preparation Substances 0.000 title description 3
- 230000009385 viral infection Effects 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims description 30
- -1 amine compound Chemical class 0.000 claims description 21
- 239000002253 acid Substances 0.000 claims description 11
- 238000002360 preparation method Methods 0.000 claims description 11
- 150000003839 salts Chemical class 0.000 claims description 10
- KZKRRZFCAYOXQE-UHFFFAOYSA-N 1$l^{2}-azinane Chemical compound C1CC[N]CC1 KZKRRZFCAYOXQE-UHFFFAOYSA-N 0.000 claims description 7
- 150000003254 radicals Chemical class 0.000 claims description 7
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical compound BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 6
- 229910052740 iodine Inorganic materials 0.000 claims description 6
- KZYYLDBMNHXFGV-UHFFFAOYSA-N phenoxathiine-1,2-dicarboxamide Chemical compound C=1(C(=CC=C2OC3=CC=CC=C3SC12)C(=O)N)C(=O)N KZYYLDBMNHXFGV-UHFFFAOYSA-N 0.000 claims description 6
- 229910052801 chlorine Inorganic materials 0.000 claims description 5
- 150000004795 grignard reagents Chemical class 0.000 claims description 5
- 239000007818 Grignard reagent Substances 0.000 claims description 4
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- QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical compound C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 claims description 4
- 229910052794 bromium Inorganic materials 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- WRXWBXIZWWOTRR-UHFFFAOYSA-N 1-(1-acetylphenoxathiin-2-yl)ethanone Chemical compound C(C)(=O)C1=C(C=2SC3=CC=CC=C3OC2C=C1)C(C)=O WRXWBXIZWWOTRR-UHFFFAOYSA-N 0.000 claims description 2
- YYRHAICGVNACSV-UHFFFAOYSA-N 2-(diethylamino)-1-[8-[2-(diethylamino)acetyl]phenoxathiin-3-yl]ethanone Chemical compound CCN(CC)CC(=O)C1=CC=C2OC3=CC(C(=O)CN(CC)CC)=CC=C3SC2=C1 YYRHAICGVNACSV-UHFFFAOYSA-N 0.000 claims description 2
- HXBWIJOALIMGIG-UHFFFAOYSA-N 3-(diethylamino)-1-[8-[3-(diethylamino)propanoyl]phenoxathiin-3-yl]propan-1-one Chemical compound CCN(CC)CCC(=O)C1=CC=C2OC3=CC(C(=O)CCN(CC)CC)=CC=C3SC2=C1 HXBWIJOALIMGIG-UHFFFAOYSA-N 0.000 claims description 2
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- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
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- 238000005303 weighing Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 229940100445 wheat starch Drugs 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
-
- 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
- C07D327/08—[b,e]-condensed with two six-membered carbocyclic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US00158122A US3808206A (en) | 1971-06-29 | 1971-06-29 | Bis-basic ketones of phenoxathiins and antiviral compositions thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2231067A1 DE2231067A1 (de) | 1973-01-18 |
| DE2231067C2 true DE2231067C2 (de) | 1982-02-04 |
Family
ID=22566766
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2231067A Expired DE2231067C2 (de) | 1971-06-29 | 1972-06-24 | Phenoxathiinderivate, Verfahren zu deren Herstellung sowie pharmazeutische Präparate mit einem Gehalt an Phenoxathiinderivaten zur Bekämpfung von Virusinfektionen |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3808206A (enExample) |
| JP (1) | JPS563356B1 (enExample) |
| CA (2) | CA976162A (enExample) |
| CH (1) | CH572919A5 (enExample) |
| DE (1) | DE2231067C2 (enExample) |
| FR (1) | FR2147959B1 (enExample) |
| GB (1) | GB1398773A (enExample) |
| IL (1) | IL39667A (enExample) |
| NL (1) | NL7209010A (enExample) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6156845A (en) | 1995-10-18 | 2000-12-05 | Chisso Corporation | Polyolefin composition and method of making |
| KR100288854B1 (ko) | 1995-12-01 | 2001-09-17 | 고토 기치 | 수지성형체 |
| TW425414B (en) * | 1997-02-18 | 2001-03-11 | Chisso Corp | Preactivated catalyst for olefin (co)polymerization, catalyst for olefin (co)polymerization and olefin (co)polymer composition and their manufacturing method |
| US6231804B1 (en) | 1997-04-02 | 2001-05-15 | Chisso Corporation | Modified olefin (co)polymer composition, process for preparing the same, and modified olefin (co)polymer composition molding |
| US6303696B1 (en) | 1997-04-11 | 2001-10-16 | Chisso Corporation | Propylene (co)polymer composition using metallocene catalyst |
| TW504515B (en) | 1997-08-07 | 2002-10-01 | Chisso Corp | Olefin (co)polymer composition |
| DE10212654B4 (de) | 2001-03-30 | 2012-06-14 | Jnc Corporation | Propylenpolymerzusammensetzung und geschäumte Formlinge daraus |
| US6786546B2 (en) | 2002-05-01 | 2004-09-07 | Prince Lionheart, Inc. | Two-stage protective car seat cover for child and infant safety chairs |
| SG174883A1 (en) | 2009-03-27 | 2011-11-28 | Presidio Pharmaceuticals Inc | Fused ring inhibitors of hepatitis c |
-
1971
- 1971-06-29 US US00158122A patent/US3808206A/en not_active Expired - Lifetime
-
1972
- 1972-06-08 GB GB2686472A patent/GB1398773A/en not_active Expired
- 1972-06-12 IL IL39667A patent/IL39667A/xx unknown
- 1972-06-13 CA CA144,550A patent/CA976162A/en not_active Expired
- 1972-06-13 CA CA144,549A patent/CA985629A/en not_active Expired
- 1972-06-24 DE DE2231067A patent/DE2231067C2/de not_active Expired
- 1972-06-26 CH CH955072A patent/CH572919A5/xx not_active IP Right Cessation
- 1972-06-28 FR FR7223385A patent/FR2147959B1/fr not_active Expired
- 1972-06-28 JP JP6418372A patent/JPS563356B1/ja active Pending
- 1972-06-29 NL NL7209010A patent/NL7209010A/xx not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| IL39667A (en) | 1975-06-25 |
| JPS563356B1 (enExample) | 1981-01-24 |
| GB1398773A (en) | 1975-06-25 |
| FR2147959A1 (enExample) | 1973-03-11 |
| CA985629A (en) | 1976-03-16 |
| US3808206A (en) | 1974-04-30 |
| NL7209010A (enExample) | 1973-01-03 |
| FR2147959B1 (enExample) | 1975-06-20 |
| CA976162A (en) | 1975-10-14 |
| CH572919A5 (enExample) | 1976-02-27 |
| DE2231067A1 (de) | 1973-01-18 |
| IL39667A0 (en) | 1972-08-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| D2 | Grant after examination | ||
| 8339 | Ceased/non-payment of the annual fee |