GB1307306A - Alkyl esters of n-5 -6- acyl-2-benzimidazolyl carbamic acid and a process for the preparation thereof - Google Patents
Alkyl esters of n-5 -6- acyl-2-benzimidazolyl carbamic acid and a process for the preparation thereofInfo
- Publication number
- GB1307306A GB1307306A GB2604470A GB2604470A GB1307306A GB 1307306 A GB1307306 A GB 1307306A GB 2604470 A GB2604470 A GB 2604470A GB 2604470 A GB2604470 A GB 2604470A GB 1307306 A GB1307306 A GB 1307306A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- benzimidazole derivatives
- ketones
- acyl
- preparation
- 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
- 125000005907 alkyl ester group Chemical group 0.000 title 1
- 229940058303 antinematodal benzimidazole derivative Drugs 0.000 abstract 3
- 125000003785 benzimidazolyl group Chemical class N1=C(NC2=C1C=CC=C2)* 0.000 abstract 3
- 238000005727 Friedel-Crafts reaction Methods 0.000 abstract 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical class NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract 1
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 abstract 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical class ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 125000005036 alkoxyphenyl group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000005037 alkyl phenyl group Chemical group 0.000 abstract 1
- 238000005915 ammonolysis reaction Methods 0.000 abstract 1
- 230000000507 anthelmentic effect Effects 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 150000005171 halobenzenes Chemical class 0.000 abstract 1
- 125000001475 halogen functional group Chemical group 0.000 abstract 1
- 125000005059 halophenyl group Chemical group 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000000802 nitrating effect Effects 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/22—Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/45—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by at least one doubly—bound oxygen atom, not being part of a —CHO group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/80—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen
- C07C49/813—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen polycyclic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/24—Benzimidazoles; Hydrogenated benzimidazoles 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 in position 2
- C07D235/30—Nitrogen atoms not forming part of a nitro radical
- C07D235/32—Benzimidazole-2-carbamic acids, unsubstituted or substituted; Esters thereof; Thio-analogues thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Fodder In General (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US83524669A | 1969-06-20 | 1969-06-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1307306A true GB1307306A (en) | 1973-02-21 |
Family
ID=25269027
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2604470A Expired GB1307306A (en) | 1969-06-20 | 1970-05-29 | Alkyl esters of n-5 -6- acyl-2-benzimidazolyl carbamic acid and a process for the preparation thereof |
Country Status (20)
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109467512A (zh) * | 2018-12-18 | 2019-03-15 | 苏州开元民生科技股份有限公司 | 一种3,4-二氨基-二苯甲酮的合成方法 |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2201208A1 (de) * | 1972-01-12 | 1973-08-02 | Basf Ag | Verfahren zur herstellung von aromatischen ketonen |
| US3929821A (en) * | 1972-12-29 | 1975-12-30 | Syntex Inc | 5 (6)-Benzene ring substituted benzimidazole-2-carbamate derivatives |
| US4258198A (en) * | 1973-05-29 | 1981-03-24 | Smithkline Corporation | 5-Cycloalkyl thio- and oxy-2-carbalkoxyaminobenzimidazoles |
| US3969526A (en) * | 1973-05-29 | 1976-07-13 | Smithkline Corporation | Anthelmintic 5-heterocycliothio and oxy-2-carbalkoxyaminobenzimidazles |
| DE2443297A1 (de) * | 1974-09-10 | 1976-03-18 | Hoechst Ag | Anthelminthisch wirksame basisch substituierte 2-carbalkoxy-amino-benzimidazolyl-5(6)-phenylaether und -ketone sowie verfahren zu ihrer herstellung |
| US4026936A (en) * | 1975-08-07 | 1977-05-31 | Hoffmann-La Roche Inc. | Anthelmintic pyridine and thiazole substituted benzimidazole carbamates |
| US4031234A (en) * | 1975-08-18 | 1977-06-21 | Syntex (U.S.A.) Inc. | 1,5(6)-Disubstituted benzimidazole-2-carbamate derivatives having anthelmintic activity |
| US4032536A (en) * | 1976-07-22 | 1977-06-28 | Janssen Pharmaceutica N.V. | (1h-benzimidazol-2-yl)carbamates |
| IT1076022B (it) * | 1977-04-20 | 1985-04-22 | Montedison Spa | Benzimidazolcarbammati antielmintici |
| JPS5535611A (en) * | 1978-08-31 | 1980-03-12 | Matsushita Electric Works Ltd | Instrument with mouth washing instrument |
| US4299837A (en) | 1979-12-05 | 1981-11-10 | Montedison S.P.A. | Anthelmintic benzimidazole-carbamates |
| US4435418A (en) | 1982-12-13 | 1984-03-06 | Smithkline Beckman Corporation | 5-Phenylethenylbenzimidazoles |
| US4438135A (en) | 1983-01-07 | 1984-03-20 | Smithkline Beckman Corporation | 1-(3,4-Bis-(3-(lower alkoxycarbonyl)-2-thioureido)-phenyl-1-phenylthylenes |
| WO1990010630A1 (en) * | 1989-03-15 | 1990-09-20 | Janssen Pharmaceutica N.V. | [5(6)-(benzisoxa-, benzisothia- or indazol-3-yl)-1h-benzimidazol-2-yl] carbamates |
| US5256681A (en) * | 1989-03-15 | 1993-10-26 | Janssen Pharmaceutica N.V. | [5(6)-(benzisoxa-,benzisothia-or indazol-3-yl)-1H-benzimidazol-2-yl]carbamates |
| NZ232785A (en) * | 1989-03-15 | 1991-03-26 | Janssen Pharmaceutica Nv | 5-(1,2 benzisoxazol-, benzimidazol and benzisothiazol-3- yl)-1h-benzimadazol-2-yl carbamic acid ester derivatives preparatory processes, intermediates and anthelmintic compositions |
| US5278181A (en) * | 1992-05-12 | 1994-01-11 | Board Of Regents Acting On Behalf Of The University Of Michigan | Soluble alkyl[5-[amino (phenyl)methyl]-1H-benzimidazol-2-yl] carbamate anthelmintics |
| WO2007014846A1 (en) * | 2005-07-28 | 2007-02-08 | Intervet International B.V. | Novel benzimidazole (thio) carbamates with antiparasitic activity and the synthesis thereof |
| WO2008091358A1 (en) * | 2006-06-12 | 2008-07-31 | Smith And Nephew Inc | Systems, methods and devices for tibial resection |
| KR101403135B1 (ko) | 2006-06-14 | 2014-06-19 | 인터벳 인터내셔널 비.브이. | 벤지미다졸 카르바메이트 및 폴리솔베이트를 포함하는 현탁물 |
| EP2808019B1 (en) | 2012-01-27 | 2019-09-25 | Siegfried Rhein S.A. De C.V. | Improved nitazoxanide composition and preparation method thereof |
| US20150250765A1 (en) | 2012-09-27 | 2015-09-10 | Siegfried Rhein S.A. De C.V. | Nitazoxanide and mebendazole synergic composition, processes for the preparation thereof, and use of said composition for the treatment of human parasitosis |
| EP3383852A4 (en) * | 2015-11-30 | 2019-08-28 | Children's Medical Center Corporation | COMPOUNDS FOR THE TREATMENT OF PROLIFERATIVE DISEASES |
| CN111065385A (zh) | 2017-06-22 | 2020-04-24 | 希普拉有限公司 | 癌症的治疗方法 |
| CN113979949A (zh) * | 2021-12-17 | 2022-01-28 | 山东国邦药业有限公司 | 一种氟苯咪唑的制备方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1111957A (en) * | 1966-05-20 | 1968-05-01 | Smith Kline French Lab | Improvements in or relating to anthelmintic compositions |
-
1969
- 1969-06-20 US US835246A patent/US3657267A/en not_active Expired - Lifetime
-
1970
- 1970-05-29 CH CH809370A patent/CH520684A/fr not_active IP Right Cessation
- 1970-05-29 GB GB2604470A patent/GB1307306A/en not_active Expired
- 1970-06-08 FR FR707021022A patent/FR2052988B1/fr not_active Expired
- 1970-06-09 ES ES380579A patent/ES380579A1/es not_active Expired
- 1970-06-16 PL PL1970141321A patent/PL72724B1/pl unknown
- 1970-06-17 SE SE08385/70A patent/SE366045B/xx unknown
- 1970-06-17 BE BE752089D patent/BE752089A/xx not_active IP Right Cessation
- 1970-06-18 AT AT825571A patent/AT302358B/de not_active IP Right Cessation
- 1970-06-18 IT IT51551/70A patent/IT1035027B/it active
- 1970-06-18 IL IL34746A patent/IL34746A/xx unknown
- 1970-06-18 AT AT549770A patent/AT307798B/de not_active IP Right Cessation
- 1970-06-18 YU YU1544/70A patent/YU34195B/xx unknown
- 1970-06-18 FI FI701720A patent/FI52719C/fi active
- 1970-06-19 JP JP45053435A patent/JPS501272B1/ja active Pending
- 1970-06-19 CS CS704330A patent/CS201522B2/cs unknown
- 1970-06-19 ZA ZA704191A patent/ZA704191B/xx unknown
- 1970-06-19 NL NL707009024A patent/NL147139B/xx not_active IP Right Cessation
- 1970-06-22 DK DK321770AA patent/DK134602B/da not_active IP Right Cessation
-
1973
- 1973-12-30 MY MY477/73A patent/MY7300477A/xx unknown
-
1975
- 1975-12-19 DK DK580275A patent/DK580275A/da unknown
-
1976
- 1976-12-09 HK HK779/76*UA patent/HK77976A/xx unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109467512A (zh) * | 2018-12-18 | 2019-03-15 | 苏州开元民生科技股份有限公司 | 一种3,4-二氨基-二苯甲酮的合成方法 |
| CN109467512B (zh) * | 2018-12-18 | 2021-06-08 | 苏州开元民生科技股份有限公司 | 一种3,4-二氨基-二苯甲酮的合成方法 |
Also Published As
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| 746B | Proceeding under section 46(3) patents act 1977 | ||
| 746B | Proceeding under section 46(3) patents act 1977 | ||
| 746B | Proceeding under section 46(3) patents act 1977 | ||
| 746B | Proceeding under section 46(3) patents act 1977 | ||
| 746B | Proceeding under section 46(3) patents act 1977 | ||
| PE20 | Patent expired after termination of 20 years |