GB1298535A - New diazole and triazole derivatives, their production and their medicinal use - Google Patents
New diazole and triazole derivatives, their production and their medicinal useInfo
- Publication number
- GB1298535A GB1298535A GB26106/71A GB2610671A GB1298535A GB 1298535 A GB1298535 A GB 1298535A GB 26106/71 A GB26106/71 A GB 26106/71A GB 2610671 A GB2610671 A GB 2610671A GB 1298535 A GB1298535 A GB 1298535A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenoxyphenyl
- diphenyl
- chloromethane
- formula
- 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
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 title abstract 3
- 229940042055 systemic antimycotics triazole derivative Drugs 0.000 title abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 125000004432 carbon atom Chemical group C* 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- 125000001424 substituent group Chemical group 0.000 abstract 4
- JDUYPUMQALQRCN-UHFFFAOYSA-N 4-bromophenyl phenyl ether Chemical compound C1=CC(Br)=CC=C1OC1=CC=CC=C1 JDUYPUMQALQRCN-UHFFFAOYSA-N 0.000 abstract 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- 229910052760 oxygen Inorganic materials 0.000 abstract 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- 239000007818 Grignard reagent Substances 0.000 abstract 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- QARVLSVVCXYDNA-UHFFFAOYSA-N bromobenzene Chemical compound BrC1=CC=CC=C1 QARVLSVVCXYDNA-UHFFFAOYSA-N 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 150000004795 grignard reagents Chemical class 0.000 abstract 2
- 125000001072 heteroaryl group Chemical group 0.000 abstract 2
- WVDDGKGOMKODPV-UHFFFAOYSA-N hydroxymethyl benzene Natural products OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 229910052717 sulfur Inorganic materials 0.000 abstract 2
- LGWSHJHQPAPVNL-UHFFFAOYSA-N 1-[chloro(diphenyl)methyl]-2-fluoro-4-phenoxybenzene Chemical compound FC1=C(C=CC(=C1)OC1=CC=CC=C1)C(Cl)(C1=CC=CC=C1)C1=CC=CC=C1 LGWSHJHQPAPVNL-UHFFFAOYSA-N 0.000 abstract 1
- GTNNMWIWYKCUNC-UHFFFAOYSA-N 1-[chloro(diphenyl)methyl]-4-phenoxybenzene Chemical compound C1(=CC=CC=C1)C(Cl)(C1=CC=C(C=C1)OC1=CC=CC=C1)C1=CC=CC=C1 GTNNMWIWYKCUNC-UHFFFAOYSA-N 0.000 abstract 1
- AIPSUFJVWURQIW-UHFFFAOYSA-N 1-[chloro(diphenyl)methyl]-4-phenylsulfanylbenzene Chemical compound C1(=CC=CC=C1)C(Cl)(C1=CC=C(C=C1)SC1=CC=CC=C1)C1=CC=CC=C1 AIPSUFJVWURQIW-UHFFFAOYSA-N 0.000 abstract 1
- LNIAVCRNJMPGGT-UHFFFAOYSA-N 4-(trichloromethyl)benzoyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)(Cl)Cl)C=C1 LNIAVCRNJMPGGT-UHFFFAOYSA-N 0.000 abstract 1
- -1 4-bromodiphenyl sulphide Chemical compound 0.000 abstract 1
- NQUVCRCCRXRJCK-UHFFFAOYSA-N 4-methylbenzoyl chloride Chemical compound CC1=CC=C(C(Cl)=O)C=C1 NQUVCRCCRXRJCK-UHFFFAOYSA-N 0.000 abstract 1
- ZLSYRXFVWZIQHS-UHFFFAOYSA-N 5,6-dichloro-2-[chloro(diphenyl)methyl]-5-phenoxycyclohexa-1,3-diene Chemical compound ClC1C=C(C=CC1(OC1=CC=CC=C1)Cl)C(Cl)(C1=CC=CC=C1)C1=CC=CC=C1 ZLSYRXFVWZIQHS-UHFFFAOYSA-N 0.000 abstract 1
- VAWTZVHYTHCHRE-UHFFFAOYSA-N C1(=CC=CC=C1)C(O)(C1=CC=C(C=C1)OC1=CC=CC=C1)C1=CC=CC=C1 Chemical compound C1(=CC=CC=C1)C(O)(C1=CC=C(C=C1)OC1=CC=CC=C1)C1=CC=CC=C1 VAWTZVHYTHCHRE-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 238000003747 Grignard reaction Methods 0.000 abstract 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- XOYBZDORSKGQQC-UHFFFAOYSA-N [4-[chloro(diphenyl)methyl]phenyl]-phenylmethanone Chemical compound C=1C=CC=CC=1C(C=1C=CC(=CC=1)C(=O)C=1C=CC=CC=1)(Cl)C1=CC=CC=C1 XOYBZDORSKGQQC-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000005161 aryl oxy carbonyl group Chemical group 0.000 abstract 1
- 125000005110 aryl thio group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 150000003851 azoles Chemical class 0.000 abstract 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 abstract 1
- 239000012965 benzophenone Substances 0.000 abstract 1
- 229960004217 benzyl alcohol Drugs 0.000 abstract 1
- 235000019445 benzyl alcohol Nutrition 0.000 abstract 1
- KSEVGQGUOQPXPK-UHFFFAOYSA-N bis(4-phenoxyphenyl)-phenylmethanol Chemical compound O(C1=CC=CC=C1)C1=CC=C(C=C1)C(O)(C1=CC=CC=C1)C1=CC=C(C=C1)OC1=CC=CC=C1 KSEVGQGUOQPXPK-UHFFFAOYSA-N 0.000 abstract 1
- ULXAIRYFQPGLRZ-UHFFFAOYSA-N bis[3-(1,5-dimethylpyrazol-4-yl)phenyl]methanone Chemical compound CN1N=CC(=C1C)C=1C=CC=C(C1)C(=O)C1=CC=CC(=C1)C1=C(N(N=C1)C)C ULXAIRYFQPGLRZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000000470 constituent Substances 0.000 abstract 1
- 125000000392 cycloalkenyl group Chemical group 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- LTYMSROWYAPPGB-UHFFFAOYSA-N diphenyl sulfide Chemical compound C=1C=CC=CC=1SC1=CC=CC=C1 LTYMSROWYAPPGB-UHFFFAOYSA-N 0.000 abstract 1
- INHSKZCSZBKWNP-UHFFFAOYSA-N diphenyl-(4-phenylsulfanylphenyl)methanol Chemical compound C1(=CC=CC=C1)C(O)(C1=CC=C(C=C1)SC1=CC=CC=C1)C1=CC=CC=C1 INHSKZCSZBKWNP-UHFFFAOYSA-N 0.000 abstract 1
- YLQWCDOCJODRMT-UHFFFAOYSA-N fluoren-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3C2=C1 YLQWCDOCJODRMT-UHFFFAOYSA-N 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 229910052744 lithium Inorganic materials 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000003107 substituted aryl group Chemical group 0.000 abstract 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- 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
-
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2016839A DE2016839C3 (de) | 1970-04-09 | 1970-04-09 | PhenyM4-phenoxyphenyi)-imidazol-1-yl-methane, Verfahren zu ihrer Herstellung sowie diese Verbindungen enthaltende Arzneimittel |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1298535A true GB1298535A (en) | 1972-12-06 |
Family
ID=5767483
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB26106/71A Expired GB1298535A (en) | 1970-04-09 | 1971-04-19 | New diazole and triazole derivatives, their production and their medicinal use |
Country Status (10)
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4141981A (en) * | 1976-07-06 | 1979-02-27 | Bayer Aktiengesellschaft | Antimicrobial agent |
| EP0470856A1 (en) * | 1990-08-10 | 1992-02-12 | Rhone-Poulenc Agriculture Ltd. | Isoxazole derivatives, process for their preparation and their herbicidal applications |
| US5650533A (en) * | 1989-09-11 | 1997-07-22 | Rhone-Poulenc Agriculture Ltd. | Intermediates to herbicidal 4-substituted isoxazoles |
| US5656573A (en) * | 1989-09-11 | 1997-08-12 | Rhone-Poulenc Agriculture Ltd. | Herbicidal 4-substituted isoxazoles |
| US5747424A (en) * | 1989-09-11 | 1998-05-05 | Rhone-Poulenc Agriculture Ltd. | Herbicidal 4-substituted isoxazol |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2229128C2 (de) * | 1972-06-15 | 1983-02-10 | Bayer Ag, 5090 Leverkusen | 1-(Dialkylphenyl-phenyl-pyridyl-)methyl-imidazole, Verfahren zu ihrer Herstellung und diese enthaltende Arzneimittel |
| DE2461406C2 (de) * | 1974-12-24 | 1984-06-14 | Bayer Ag, 5090 Leverkusen | Azolyl-(1)-methane und deren Salze, Verfahren zu ihrer Herstellung sowie diese enthaltende Arzneimittel |
| MC1315A1 (fr) * | 1979-02-22 | 1981-03-10 | Wellcome Found | Derives de l'imidazole et leur synthese et preparation de medicaments contenant ces substances |
| DE2932691A1 (de) * | 1979-08-11 | 1981-04-09 | Bayer Ag, 5090 Leverkusen | Antimykotische mittel mit hoeherer freisetzung der wirkstoffe |
| US4602025A (en) * | 1984-06-18 | 1986-07-22 | Eli Lilly And Company | Aromatase inhibitors |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BR6915097D0 (pt) * | 1969-03-12 | 1973-03-08 | Hoffmann La Roche | Processo para a preparacao de derivados de tritilimidozol |
| BE754501A (fr) * | 1969-08-09 | 1971-02-08 | Bayer Ag | Procede de fabrication de n-triphenylmethyllimidazoles et de n-triphenylmethyltriazoles a l'aide de composes |
| BE756662A (fr) * | 1969-09-27 | 1971-03-25 | Bayer Ag | Bistriazolyl-bisphenyl-methanes et leurs sels, leur procede de preparation et leur application comme regulateurs de croissance |
-
1970
- 1970-04-09 DE DE2016839A patent/DE2016839C3/de not_active Expired
-
1971
- 1971-03-29 IL IL7136506A patent/IL36506A0/xx unknown
- 1971-04-07 NL NL7104701A patent/NL7104701A/xx unknown
- 1971-04-08 CH CH514871A patent/CH560690A5/xx not_active IP Right Cessation
- 1971-04-09 BE BE765585A patent/BE765585A/xx unknown
- 1971-04-09 JP JP2186171A patent/JPS5421339B1/ja active Pending
- 1971-04-09 FR FR7112829A patent/FR2092026B1/fr not_active Expired
- 1971-04-09 AT AT305171A patent/AT302292B/de not_active IP Right Cessation
- 1971-04-19 GB GB26106/71A patent/GB1298535A/en not_active Expired
-
1978
- 1978-06-08 GT GT197852659A patent/GT197852659A/es unknown
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4141981A (en) * | 1976-07-06 | 1979-02-27 | Bayer Aktiengesellschaft | Antimicrobial agent |
| US5650533A (en) * | 1989-09-11 | 1997-07-22 | Rhone-Poulenc Agriculture Ltd. | Intermediates to herbicidal 4-substituted isoxazoles |
| US5656573A (en) * | 1989-09-11 | 1997-08-12 | Rhone-Poulenc Agriculture Ltd. | Herbicidal 4-substituted isoxazoles |
| US5747424A (en) * | 1989-09-11 | 1998-05-05 | Rhone-Poulenc Agriculture Ltd. | Herbicidal 4-substituted isoxazol |
| US5859283A (en) * | 1989-09-11 | 1999-01-12 | Rhone-Poulenc Agriculture Limited | Intermediates to herbicidal 4-substituted isoxazoles |
| EP0470856A1 (en) * | 1990-08-10 | 1992-02-12 | Rhone-Poulenc Agriculture Ltd. | Isoxazole derivatives, process for their preparation and their herbicidal applications |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2016839C3 (de) | 1979-03-22 |
| FR2092026A1 (enrdf_load_stackoverflow) | 1972-01-21 |
| AT302292B (de) | 1972-10-10 |
| BE765585A (fr) | 1971-10-11 |
| DE2016839B2 (de) | 1978-07-20 |
| NL7104701A (enrdf_load_stackoverflow) | 1971-10-12 |
| JPS5421339B1 (enrdf_load_stackoverflow) | 1979-07-30 |
| IL36506A0 (en) | 1971-05-26 |
| FR2092026B1 (enrdf_load_stackoverflow) | 1974-10-18 |
| GT197852659A (es) | 1979-11-30 |
| CH560690A5 (enrdf_load_stackoverflow) | 1975-04-15 |
| DE2016839A1 (de) | 1971-10-21 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Card et al. | Arene-metal complexes. 13. Reaction of substituted (benzene) tricarbonylchromium complexes with n-butyllithium | |
| GB1469617A (en) | Azolyl-1-methanes and their salts processes for their preparation and their use as medicaments | |
| GB1268745A (en) | N-benzylimidazoles of antimycotic effect | |
| GB1298535A (en) | New diazole and triazole derivatives, their production and their medicinal use | |
| Hall Jr et al. | Reactions of the zwitterions from trisubstituted electron-deficient ethylenes and electron-rich olefins | |
| GB1514870A (en) | Imidazolyloxime ethers having antimycotic and bactericidal activity | |
| Kluiber | Inner complexes. IV. Chelate sulfenyl chlorides and thiocyanates | |
| GB1411213A (en) | 1,3-dithiolo-4,5-6- quinoxalines process for their preparation and their use as insecticides acaricides and fungicides | |
| Cristol et al. | Mechanisms of Elimination Reactions. XI. Alkaline Dehydrobromination of Isomers of β-Bromostyrene and of p-Nitro-β-bromostyrene1, 2 | |
| GB1364141A (en) | 2-mercapto-pyridine-n-oxyde metal salts | |
| GB1513320A (en) | N-propargyl-2-phenylamino-2-imidazolines | |
| GB1448026A (en) | 2-aminomethyleneindanone analgesic agents | |
| GB1203595A (en) | New n,n-sulphides and their production | |
| GB1394962A (en) | 1-ethylimidazoles their production and their medicinal use | |
| GB1436307A (en) | Diaromatic o-aminoalkyl-oximes | |
| Friedrich et al. | Vinyl substituent effects in the peracid oxidation of cyclopropenes | |
| GB1334430A (en) | Amines and a process for the manufacture thereof | |
| IE32223B1 (en) | Novel carboxylic acids,processes for their production and compositions containing the same | |
| Venier et al. | New synthesis of. alpha.-chlorosulfoxides. Reaction of diazo compounds with sulfinyl chlorides | |
| GB1477957A (en) | Heterocyclic substituted styrenes and their use as optical brighteners | |
| GB1511006A (en) | Pyrazolopyridines | |
| Kuropatov et al. | A reaction of 3, 6-di (tert-butyl)-4-chloro-1, 2-benzoquinone with potassium ethyl xanthate. New sulfur-containing o-quinones | |
| GB1508153A (en) | 1,2,4-triazolyl-(1)derivatives a process for their preparation and their use as optical brighteners | |
| US2682545A (en) | Chlorination of dihydrothionaphthene sulfone | |
| GB1418824A (en) | Pesticidal benzyl and phenyl alkynyl ethers |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |