GB1354909A - Phenyl imidazolyl alkanyl derivatives their production and their pharmaceutical use - Google Patents
Phenyl imidazolyl alkanyl derivatives their production and their pharmaceutical useInfo
- Publication number
- GB1354909A GB1354909A GB3919671A GB3919671A GB1354909A GB 1354909 A GB1354909 A GB 1354909A GB 3919671 A GB3919671 A GB 3919671A GB 3919671 A GB3919671 A GB 3919671A GB 1354909 A GB1354909 A GB 1354909A
- Authority
- GB
- United Kingdom
- Prior art keywords
- radical
- alkyl
- alkenyl
- optionally substituted
- alkynyl
- 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
- -1 Phenyl imidazolyl Chemical group 0.000 title abstract 11
- 150000001875 compounds Chemical class 0.000 abstract 11
- 125000003342 alkenyl group Chemical group 0.000 abstract 8
- 125000000217 alkyl group Chemical group 0.000 abstract 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 7
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 abstract 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 5
- 239000001301 oxygen Substances 0.000 abstract 5
- 229910052760 oxygen Inorganic materials 0.000 abstract 5
- 125000000304 alkynyl group Chemical group 0.000 abstract 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 2
- 150000003254 radicals Chemical class 0.000 abstract 2
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 2
- KROMZUDNIMCVFC-UHFFFAOYSA-N 1,3-bis[(4-chlorophenyl)sulfanyl]-1,3-diphenylpropan-2-one Chemical compound C1(=CC=CC=C1)C(SC1=CC=C(C=C1)Cl)C(=O)C(C1=CC=CC=C1)SC1=CC=C(C=C1)Cl KROMZUDNIMCVFC-UHFFFAOYSA-N 0.000 abstract 1
- PTKAGHMFWYFHBU-UHFFFAOYSA-N 2-(1h-imidazol-2-yl)-2,2-diphenylacetonitrile Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(C#N)C1=NC=CN1 PTKAGHMFWYFHBU-UHFFFAOYSA-N 0.000 abstract 1
- 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 abstract 1
- XQYVDDAXTYTKDB-UHFFFAOYSA-N 2-chloro-2,2-diphenylacetamide Chemical compound C=1C=CC=CC=1C(Cl)(C(=O)N)C1=CC=CC=C1 XQYVDDAXTYTKDB-UHFFFAOYSA-N 0.000 abstract 1
- RLBXCQGSVGQNJA-UHFFFAOYSA-N 2-chloro-2,2-diphenylacetonitrile Chemical compound C=1C=CC=CC=1C(C#N)(Cl)C1=CC=CC=C1 RLBXCQGSVGQNJA-UHFFFAOYSA-N 0.000 abstract 1
- VZXOZSQDJJNBRC-UHFFFAOYSA-N 4-chlorobenzenethiol Chemical compound SC1=CC=C(Cl)C=C1 VZXOZSQDJJNBRC-UHFFFAOYSA-N 0.000 abstract 1
- 241000894006 Bacteria Species 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 241000233866 Fungi Species 0.000 abstract 1
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical group O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 125000003302 alkenyloxy group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 125000005133 alkynyloxy group Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 150000005840 aryl radicals Chemical class 0.000 abstract 1
- 125000004104 aryloxy group Chemical group 0.000 abstract 1
- 230000018044 dehydration Effects 0.000 abstract 1
- 238000006297 dehydration reaction Methods 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- OMLSYNQYPRJYAR-UHFFFAOYSA-N methyl 2-(1h-imidazol-2-yl)-2,2-diphenylacetate Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(C(=O)OC)C1=NC=CN1 OMLSYNQYPRJYAR-UHFFFAOYSA-N 0.000 abstract 1
- ILVSUJHMWHCKOI-UHFFFAOYSA-N methyl 2-chloro-2,2-diphenylacetate Chemical compound C=1C=CC=CC=1C(Cl)(C(=O)OC)C1=CC=CC=C1 ILVSUJHMWHCKOI-UHFFFAOYSA-N 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000000546 pharmaceutical excipient Substances 0.000 abstract 1
- IMACFCSSMIZSPP-UHFFFAOYSA-N phenacyl chloride Chemical compound ClCC(=O)C1=CC=CC=C1 IMACFCSSMIZSPP-UHFFFAOYSA-N 0.000 abstract 1
- ANRQGKOBLBYXFM-UHFFFAOYSA-M phenylmagnesium bromide Chemical compound Br[Mg]C1=CC=CC=C1 ANRQGKOBLBYXFM-UHFFFAOYSA-M 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 125000005415 substituted alkoxy group Chemical group 0.000 abstract 1
- 125000003107 substituted aryl group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (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)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2041771A DE2041771C3 (de) | 1970-08-22 | 1970-08-22 | derivate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1354909A true GB1354909A (en) | 1974-06-05 |
Family
ID=5780483
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3919671A Expired GB1354909A (en) | 1970-08-22 | 1971-08-20 | Phenyl imidazolyl alkanyl derivatives their production and their pharmaceutical use |
Country Status (29)
| Country | Link |
|---|---|
| US (1) | US3796704A (OSRAM) |
| JP (3) | JPS5640716B1 (OSRAM) |
| AR (1) | AR193119A1 (OSRAM) |
| AT (3) | AT315835B (OSRAM) |
| AU (1) | AU462239B2 (OSRAM) |
| BE (1) | BE771584A (OSRAM) |
| BG (3) | BG19162A3 (OSRAM) |
| CA (1) | CA923898A (OSRAM) |
| CH (3) | CH567486A5 (OSRAM) |
| DD (1) | DD94821A5 (OSRAM) |
| DE (1) | DE2041771C3 (OSRAM) |
| EG (1) | EG10169A (OSRAM) |
| ES (2) | ES394421A1 (OSRAM) |
| FI (1) | FI55500C (OSRAM) |
| FR (1) | FR2103452B1 (OSRAM) |
| GB (1) | GB1354909A (OSRAM) |
| HU (1) | HU163071B (OSRAM) |
| IE (1) | IE35547B1 (OSRAM) |
| IL (1) | IL37537A (OSRAM) |
| LU (1) | LU63699A1 (OSRAM) |
| NL (1) | NL7111537A (OSRAM) |
| NO (3) | NO133402C (OSRAM) |
| PH (1) | PH10341A (OSRAM) |
| PL (5) | PL81801B1 (OSRAM) |
| RO (3) | RO64454A (OSRAM) |
| SE (3) | SE387342B (OSRAM) |
| SU (3) | SU415875A3 (OSRAM) |
| YU (1) | YU34679B (OSRAM) |
| ZA (1) | ZA715635B (OSRAM) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5547972A (en) * | 1991-12-23 | 1996-08-20 | The Boots Company Plc | Therapeutic agents useful for treating inflammatory diseases |
| EP0683156B1 (en) * | 1994-05-18 | 1998-04-01 | Novartis AG | Acylated aminoalkanimidazoles and -triazoles |
| US5780642A (en) * | 1993-06-22 | 1998-07-14 | Knoll Aktiengesellschaft | Imidazole derivatives as therapeutic agents |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3892764A (en) * | 1970-08-22 | 1975-07-01 | Bayer Ag | Phenyl-imidazolyl-alkanyl derivatives, their production and use |
| DE2242454A1 (de) * | 1972-08-29 | 1974-03-07 | Bayer Ag | 1-aethyl-imidazole, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel |
| US3928374A (en) * | 1973-06-22 | 1975-12-23 | Janssen Pharmaceutica Nv | Nitroimidazole derivatives |
| DE2348663A1 (de) * | 1973-09-27 | 1975-04-03 | Bayer Ag | Verfahren zur herstellung von neuen 1-aethyl-azolylderivaten |
| DE2350123C2 (de) * | 1973-10-05 | 1983-04-14 | Bayer Ag, 5090 Leverkusen | 1-Propyl-imidazol-Derivate und deren Salze, Verfahren zu ihrer Herstellung und ihre Verwendung als Fungizide |
| IL47885A (en) * | 1974-09-23 | 1979-01-31 | Syntex Inc | Imidazole derivatives,their preparation and antifungal and antibacterial compositions containing them |
| EG11928A (en) * | 1974-12-16 | 1979-03-31 | Hoechst Ag | Process for preparing of 1-alkyl-2-(phenoxy-methyl)-5-nitro-imidazoles |
| CA1065873A (en) * | 1975-01-27 | 1979-11-06 | Janssen Pharmaceutica Naamloze Vennootschap | Imidazole derivatives |
| US4085209A (en) * | 1975-02-05 | 1978-04-18 | Rohm And Haas Company | Preparation and safening effect of 1-substituted imidazole metal salt complexes |
| US4055652A (en) * | 1975-07-07 | 1977-10-25 | Syntex (U.S.A.) Inc. | 1-[β(R-thio)phenethyl]imidazoles and derivatives thereof |
| EG12284A (en) * | 1975-07-12 | 1978-09-30 | Hoechst Ag | Process for the preparation of 1-methyl-2-(phenyl 6 oxymethyl)-5-nitro-imidazoles |
| US4045568A (en) * | 1975-07-28 | 1977-08-30 | Syntex (U.S.A.) Inc. | Derivatives of substituted N-alkyl imidazoles |
| US4078071A (en) * | 1976-03-08 | 1978-03-07 | Syntex (U.S.A.) Inc. | Derivatives of substituted N-alkyl imidazoles |
| MX3866E (es) * | 1975-07-28 | 1981-08-26 | Syntex Inc | Metodo mejorado para preparar derivados de imidazoles n-alquil sustituidos |
| DE2604761A1 (de) * | 1976-02-07 | 1977-08-11 | Bayer Ag | Acylierte imidazolyl-o,n-acetale, verfahren zu ihrer herstellung und ihre verwendung als fungizide |
| US4172141A (en) * | 1976-03-17 | 1979-10-23 | Syntex (U.S.A.) Inc. | N-(naphthylethyl)imidazole derivatives |
| DE2635666A1 (de) * | 1976-08-07 | 1978-02-09 | Bayer Ag | 1-azolyl-4-hydroxy-butan-derivate, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide und bakterizide |
| DE2635665A1 (de) * | 1976-08-07 | 1978-02-09 | Bayer Ag | Antimikrobielle mittel |
| US4123542A (en) * | 1977-01-19 | 1978-10-31 | Syntex (U.S.A.) Inc. | Derivatives of N-alkyl imidazoles |
| US4213991A (en) * | 1978-05-30 | 1980-07-22 | Syntex (U.S.A.) Inc. | Derivatives of substituted N-alkyl imidazoles and compositions and methods containing the same |
| US4215220A (en) * | 1978-09-11 | 1980-07-29 | Cilag-Chemie A.G. | 1-(2-Oxysubstituted-3-anilinopropyl)-imidazoles |
| US4439441A (en) * | 1979-01-11 | 1984-03-27 | Syntex (U.S.A.) Inc. | Contraceptive compositions and methods employing 1-substituted imidazole derivatives |
| US4430445A (en) | 1979-07-19 | 1984-02-07 | Asahi Kasei Kogyo Kabushiki Kaisha | Novel basic imidazolylmethylstyrene compound, its polymer, a process for the preparation thereof and a use as ion exchange resin |
| US4458079A (en) * | 1980-08-08 | 1984-07-03 | Bristol-Myers Company | Sulfur-containing imidazoles |
| DE3045055A1 (de) * | 1980-11-29 | 1982-07-01 | Celamerck Gmbh & Co Kg, 6507 Ingelheim | Heterocyclische verbindungen |
| DE3628545A1 (de) * | 1985-09-23 | 1987-04-23 | Hoechst Ag | Arylmethylazole und deren salze, verfahren zu ihrer herstellung, sie enthaltende mittel und ihre verwendung |
| DE3644616A1 (de) * | 1986-12-29 | 1988-07-07 | Lentia Gmbh | Imidazolderivate, verfahren zur herstellung und deren verwendung |
| DE3707151A1 (de) * | 1987-03-06 | 1988-09-15 | Hoechst Ag | 1-(1-aryl-2-hydroxy-ethyl)-imidazole und deren salze, verfahren zu ihrer herstellung, diese verbindungen enthaltende arzneimittel und ihre verwendung |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU557755A3 (ru) * | 1968-08-19 | 1977-05-05 | Янссен Фармасьютика Н.В. (Фирма) | Способ получени производных имидазола |
-
1970
- 1970-08-22 DE DE2041771A patent/DE2041771C3/de not_active Expired
-
1971
- 1971-08-11 EG EG358/71A patent/EG10169A/xx active
- 1971-08-11 LU LU63699D patent/LU63699A1/xx unknown
- 1971-08-16 US US00172201A patent/US3796704A/en not_active Expired - Lifetime
- 1971-08-17 BG BG019804A patent/BG19162A3/xx unknown
- 1971-08-17 CA CA120737A patent/CA923898A/en not_active Expired
- 1971-08-17 BG BG019805A patent/BG19802A3/xx unknown
- 1971-08-17 BG BG018370A patent/BG20589A3/xx unknown
- 1971-08-18 HU HUBA2631A patent/HU163071B/hu unknown
- 1971-08-18 AU AU32467/71A patent/AU462239B2/en not_active Expired
- 1971-08-19 IE IE1048/71A patent/IE35547B1/xx unknown
- 1971-08-19 RO RO7170519A patent/RO64454A/ro unknown
- 1971-08-19 RO RO7170518A patent/RO67637A/ro unknown
- 1971-08-19 RO RO7100067999A patent/RO64158A/ro unknown
- 1971-08-19 SU SU1693076A patent/SU415875A3/ru active
- 1971-08-19 SU SU1861747A patent/SU451244A3/ru active
- 1971-08-19 YU YU2137/71A patent/YU34679B/xx unknown
- 1971-08-20 CH CH251375A patent/CH567486A5/xx not_active IP Right Cessation
- 1971-08-20 BE BE771584A patent/BE771584A/xx unknown
- 1971-08-20 CH CH1228471A patent/CH568981A5/xx not_active IP Right Cessation
- 1971-08-20 NL NL7111537A patent/NL7111537A/xx not_active Application Discontinuation
- 1971-08-20 PH PH12767A patent/PH10341A/en unknown
- 1971-08-20 IL IL37537A patent/IL37537A/xx unknown
- 1971-08-20 AT AT1006972A patent/AT315835B/de not_active IP Right Cessation
- 1971-08-20 GB GB3919671A patent/GB1354909A/en not_active Expired
- 1971-08-20 FR FR7130448A patent/FR2103452B1/fr not_active Expired
- 1971-08-20 DD DD157236A patent/DD94821A5/xx unknown
- 1971-08-20 FI FI2333/71A patent/FI55500C/fi active
- 1971-08-20 AT AT730071A patent/AT310739B/de not_active IP Right Cessation
- 1971-08-20 CH CH251275A patent/CH580594A5/xx not_active IP Right Cessation
- 1971-08-20 AT AT1007072A patent/AT315836B/de not_active IP Right Cessation
- 1971-08-20 NO NO3118/71A patent/NO133402C/no unknown
- 1971-08-21 PL PL1971150130A patent/PL81801B1/pl unknown
- 1971-08-21 PL PL1971176730A patent/PL95241B1/pl unknown
- 1971-08-21 PL PL1971187174A patent/PL99299B1/pl unknown
- 1971-08-21 PL PL1971176733A patent/PL96369B1/pl unknown
- 1971-08-21 ES ES394421A patent/ES394421A1/es not_active Expired
- 1971-08-21 PL PL1971187173A patent/PL98624B1/pl unknown
- 1971-08-21 JP JP6337671A patent/JPS5640716B1/ja active Pending
- 1971-08-23 ZA ZA715635A patent/ZA715635B/xx unknown
- 1971-08-23 SE SE7110671A patent/SE387342B/xx unknown
- 1971-09-23 SE SE7404140A patent/SE387941B/xx unknown
-
1972
- 1972-06-07 ES ES72403583A patent/ES403583A1/es not_active Expired
- 1972-07-26 AR AR243281A patent/AR193119A1/es active
- 1972-12-22 SU SU1861748A patent/SU552025A3/ru active
-
1974
- 1974-03-27 SE SE7404139A patent/SE405115B/xx unknown
-
1975
- 1975-03-04 NO NO75750726A patent/NO135787C/no unknown
- 1975-03-04 NO NO750727A patent/NO135363C/no unknown
-
1981
- 1981-03-16 JP JP3667381A patent/JPS56156265A/ja active Pending
- 1981-03-16 JP JP3667481A patent/JPS56156266A/ja active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5547972A (en) * | 1991-12-23 | 1996-08-20 | The Boots Company Plc | Therapeutic agents useful for treating inflammatory diseases |
| US5780642A (en) * | 1993-06-22 | 1998-07-14 | Knoll Aktiengesellschaft | Imidazole derivatives as therapeutic agents |
| EP0683156B1 (en) * | 1994-05-18 | 1998-04-01 | Novartis AG | Acylated aminoalkanimidazoles and -triazoles |
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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 |