GB1464907A - 5-6-substituted benzimidazole-2-carbamate derivatives having anthelmintic act'ity - Google Patents
5-6-substituted benzimidazole-2-carbamate derivatives having anthelmintic act'ityInfo
- Publication number
- GB1464907A GB1464907A GB5006774A GB5006774A GB1464907A GB 1464907 A GB1464907 A GB 1464907A GB 5006774 A GB5006774 A GB 5006774A GB 5006774 A GB5006774 A GB 5006774A GB 1464907 A GB1464907 A GB 1464907A
- Authority
- GB
- United Kingdom
- Prior art keywords
- prepared
- nitro
- aniline
- reacting
- alkyl
- 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
- 230000000507 anthelmentic effect Effects 0.000 title abstract 2
- WEYSQARHSRZNTC-UHFFFAOYSA-N 1h-benzimidazol-2-ylcarbamic acid Chemical class C1=CC=C2NC(NC(=O)O)=NC2=C1 WEYSQARHSRZNTC-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- -1 4 - chlorobutoxy Chemical group 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 2
- QUWHIBBGKKRYFW-UHFFFAOYSA-N (4-amino-3-nitrophenyl) thiocyanate Chemical compound NC1=CC=C(SC#N)C=C1[N+]([O-])=O QUWHIBBGKKRYFW-UHFFFAOYSA-N 0.000 abstract 1
- ZCWXYZBQDNFULS-UHFFFAOYSA-N 5-chloro-2-nitroaniline Chemical compound NC1=CC(Cl)=CC=C1[N+]([O-])=O ZCWXYZBQDNFULS-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000005118 N-alkylcarbamoyl group Chemical group 0.000 abstract 1
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical class O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 229940124339 anthelmintic agent Drugs 0.000 abstract 1
- 239000000921 anthelmintic agent Substances 0.000 abstract 1
- 239000012871 anti-fungal composition Substances 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 239000000417 fungicide Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- BWHLPLXXIDYSNW-UHFFFAOYSA-N ketorolac tromethamine Chemical compound OCC(N)(CO)CO.OC(=O)C1CCN2C1=CC=C2C(=O)C1=CC=CC=C1 BWHLPLXXIDYSNW-UHFFFAOYSA-N 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000000546 pharmaceutical excipient Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 238000006467 substitution reaction Methods 0.000 abstract 1
Classifications
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C335/00—Thioureas, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C335/30—Isothioureas
- C07C335/38—Isothioureas containing any of the groups, X being a hetero atom, Y being any atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Fodder In General (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US41796973A | 1973-11-21 | 1973-11-21 | |
| US518130A US3929823A (en) | 1973-11-21 | 1974-10-25 | 5(6)-Benzene ring substituted benzimidazole-2-carbamate derivatives having anthelmintic activity |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1464907A true GB1464907A (en) | 1977-02-16 |
Family
ID=27023925
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5006774A Expired GB1464907A (en) | 1973-11-21 | 1974-11-19 | 5-6-substituted benzimidazole-2-carbamate derivatives having anthelmintic act'ity |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3929823A (enExample) |
| JP (1) | JPS50116616A (enExample) |
| AR (1) | AR211321A1 (enExample) |
| DE (1) | DE2454632A1 (enExample) |
| ES (1) | ES432126A1 (enExample) |
| FR (1) | FR2251328B1 (enExample) |
| GB (1) | GB1464907A (enExample) |
| IE (1) | IE42109B1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2125034A (en) * | 1982-08-12 | 1984-02-29 | Wella Ag | 1, 3-diamino-4-(2', 2', 2'-trifluoroethoxy)-benzene |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2441202C2 (de) * | 1974-08-28 | 1986-05-28 | Hoechst Ag, 6230 Frankfurt | 2-Carbalkoxyamino-benzimidazolyl-5(6)-sulfonsäure-phenylester, Verfahren zu ihrer Herstellung und diese enthaltende anthelmintische Mittel |
| US4086235A (en) * | 1976-04-12 | 1978-04-25 | Syntex (U.S.A.) Inc. | 5 (6)-Benzene ring substituted benzimidazole-2-carbamate derivatives having anthelmintic activity |
| US4046908A (en) * | 1976-07-16 | 1977-09-06 | E. R. Squibb & Sons, Inc. | Benzimidazole derivatives, compositions thereof and method of use as anthelmintics |
| USRE30990E (en) * | 1976-07-16 | 1982-07-06 | E. R. Squibb & Sons, Inc. | Benzimidazole derivatives, compositions thereof and method of use as anthelmintics |
| IT1076022B (it) * | 1977-04-20 | 1985-04-22 | Montedison Spa | Benzimidazolcarbammati antielmintici |
| YU40704B (en) * | 1977-05-10 | 1986-04-30 | Chinoin Gyogyszer Es Vegyeszet | Process for obtaininga 5(6)-thiobenzamidazole derivatives |
| US4152522A (en) * | 1978-01-03 | 1979-05-01 | Ethyl Corporation | Process for the preparation of 2-benzimidazole carbamates |
| US4136174A (en) * | 1978-01-18 | 1979-01-23 | E. R. Squibb & Sons, Inc. | Benzimidazolecarbamates and method |
| US4156006A (en) * | 1978-01-09 | 1979-05-22 | E. R. Squibb & Sons, Inc. | Vinyl sulfide derivatives of benzimidazoles |
| US4154846A (en) * | 1978-06-16 | 1979-05-15 | E. R. Squibb & Sons, Inc. | Substituted thio-, sulfinyl-, and sulfonyl-alkyl benzimidazole carbamates |
| US4174400A (en) * | 1978-09-13 | 1979-11-13 | Merck & Co., Inc. | Anthelmintic benzimidazoles |
| DE2845537A1 (de) * | 1978-10-19 | 1980-04-30 | Bayer Ag | Benzimidazolylcarbamidsaeureester, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel |
| HU184780B (en) * | 1980-09-17 | 1984-10-29 | Chinoin Gyogyszer Es Vegyeszet | Process for producing thiocyanato-benzimidazoles |
| IL61232A (en) * | 1979-10-19 | 1985-09-29 | Chinoin Gyogyszer Es Vegyeszet | Process for the preparation of 2-amino(or alkoxycarbonylamino)-5(6)-thiocyanato(or thiol)benzimidazole derivatives |
| HU182794B (en) * | 1980-03-19 | 1984-03-28 | Chinoin Gyogyszer Es Vegyeszet | Process for producing 5-bracket-6-bracket closed-thiocyanato-benzimidazolyl-alkyl-carbamates and salts |
| HU182763B (hu) * | 1979-10-19 | 1984-03-28 | Chinoin Gyogyszer Es Vegyeszet | Eljárás 5(6)-alkiltio-benzimidazolil-alkil-karbamátok előállítására |
| DE3138575A1 (de) * | 1981-09-28 | 1983-04-07 | Basf Ag, 6700 Ludwigshafen | Fungizid |
| US6593466B1 (en) | 1999-07-07 | 2003-07-15 | Isis Pharmaceuticals, Inc. | Guanidinium functionalized nucleotides and precursors thereof |
| EP2643304A2 (en) * | 2010-11-24 | 2013-10-02 | Sequent Scientific Ltd. | A process for preparation of albendazole |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE666795A (enExample) * | 1964-08-04 | 1966-01-13 | ||
| US3673209A (en) * | 1965-08-06 | 1972-06-27 | Geigy Chem Corp | Biocidally active benzimidazole compounds |
| IL33428A (en) * | 1968-12-02 | 1972-12-29 | Basf Ag | Substituted n-benzimidazolyl carbamic acids and their use as fungicides |
-
1974
- 1974-10-25 US US518130A patent/US3929823A/en not_active Expired - Lifetime
- 1974-11-18 DE DE19742454632 patent/DE2454632A1/de active Pending
- 1974-11-19 GB GB5006774A patent/GB1464907A/en not_active Expired
- 1974-11-20 AR AR256590A patent/AR211321A1/es active
- 1974-11-20 ES ES432126A patent/ES432126A1/es not_active Expired
- 1974-11-20 FR FR7438222A patent/FR2251328B1/fr not_active Expired
- 1974-11-21 JP JP49134174A patent/JPS50116616A/ja active Pending
- 1974-11-22 IE IE2404/74A patent/IE42109B1/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2125034A (en) * | 1982-08-12 | 1984-02-29 | Wella Ag | 1, 3-diamino-4-(2', 2', 2'-trifluoroethoxy)-benzene |
Also Published As
| Publication number | Publication date |
|---|---|
| IE42109B1 (en) | 1980-06-04 |
| IE42109L (en) | 1975-05-21 |
| US3929823A (en) | 1975-12-30 |
| AR211321A1 (es) | 1977-11-30 |
| FR2251328A1 (enExample) | 1975-06-13 |
| DE2454632A1 (de) | 1975-07-31 |
| FR2251328B1 (enExample) | 1978-06-30 |
| JPS50116616A (enExample) | 1975-09-12 |
| AU7555774A (en) | 1976-05-20 |
| ES432126A1 (es) | 1977-02-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| 704A | Declaration that licence is not available as of right for an excepted use (par. 4a/1977) | ||
| PCNP | Patent ceased through non-payment of renewal fee |