GB1267168A - - Google Patents
Info
- Publication number
- GB1267168A GB1267168A GB1267168DA GB1267168A GB 1267168 A GB1267168 A GB 1267168A GB 1267168D A GB1267168D A GB 1267168DA GB 1267168 A GB1267168 A GB 1267168A
- Authority
- GB
- United Kingdom
- Prior art keywords
- radical
- alkyl
- hydrogen
- phenyl
- represent
- 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
- 150000003254 radicals Chemical class 0.000 abstract 12
- 125000000217 alkyl group Chemical group 0.000 abstract 10
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 9
- 229910052739 hydrogen Inorganic materials 0.000 abstract 9
- 239000001257 hydrogen Substances 0.000 abstract 9
- -1 Bis-substituted phenoxy acetic acids Chemical class 0.000 abstract 7
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical compound BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 7
- 229910052801 chlorine Inorganic materials 0.000 abstract 6
- 239000000460 chlorine Substances 0.000 abstract 6
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract 4
- 229910052794 bromium Inorganic materials 0.000 abstract 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 4
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract 3
- 229910052740 iodine Inorganic materials 0.000 abstract 3
- 125000003884 phenylalkyl group Chemical group 0.000 abstract 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 2
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- LCPDWSOZIOUXRV-UHFFFAOYSA-N phenoxyacetic acid Chemical compound OC(=O)COC1=CC=CC=C1 LCPDWSOZIOUXRV-UHFFFAOYSA-N 0.000 abstract 2
- RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Natural products C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 abstract 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 2
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 abstract 1
- DBZTUVYGLFQSRR-UHFFFAOYSA-N 2-bromo-2-[4-(trifluoromethyl)phenoxy]acetic acid Chemical compound OC(=O)C(Br)OC1=CC=C(C(F)(F)F)C=C1 DBZTUVYGLFQSRR-UHFFFAOYSA-N 0.000 abstract 1
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 abstract 1
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 abstract 1
- BAYGVMXZJBFEMB-UHFFFAOYSA-N 4-(trifluoromethyl)phenol Chemical compound OC1=CC=C(C(F)(F)F)C=C1 BAYGVMXZJBFEMB-UHFFFAOYSA-N 0.000 abstract 1
- GZFGOTFRPZRKDS-UHFFFAOYSA-N 4-bromophenol Chemical compound OC1=CC=C(Br)C=C1 GZFGOTFRPZRKDS-UHFFFAOYSA-N 0.000 abstract 1
- 125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- REHHBTUVMSHZNT-UHFFFAOYSA-N bromocyclohexatriene Chemical compound BrC1=CC=C=C[CH]1 REHHBTUVMSHZNT-UHFFFAOYSA-N 0.000 abstract 1
- 125000004799 bromophenyl group Chemical group 0.000 abstract 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 abstract 1
- 229940106681 chloroacetic acid Drugs 0.000 abstract 1
- 125000000068 chlorophenyl group Chemical group 0.000 abstract 1
- MXOAEAUPQDYUQM-UHFFFAOYSA-N chlorphenesin Chemical compound OCC(O)COC1=CC=C(Cl)C=C1 MXOAEAUPQDYUQM-UHFFFAOYSA-N 0.000 abstract 1
- 125000006310 cycloalkyl amino group Chemical group 0.000 abstract 1
- 230000000055 hyoplipidemic effect Effects 0.000 abstract 1
- 230000000871 hypocholesterolemic effect Effects 0.000 abstract 1
- 239000003701 inert diluent Substances 0.000 abstract 1
- UDAVOUGCAYAMAU-UHFFFAOYSA-N methyl 2-(4-bromophenoxy)acetate Chemical compound COC(=O)COC1=CC=C(Br)C=C1 UDAVOUGCAYAMAU-UHFFFAOYSA-N 0.000 abstract 1
- QFWPTLOKETUHQZ-UHFFFAOYSA-N methyl 2-bromo-2-(4-bromophenoxy)acetate Chemical compound COC(=O)C(Br)OC1=CC=C(Br)C=C1 QFWPTLOKETUHQZ-UHFFFAOYSA-N 0.000 abstract 1
- QABLOFMHHSOFRJ-UHFFFAOYSA-N methyl 2-chloroacetate Chemical compound COC(=O)CCl QABLOFMHHSOFRJ-UHFFFAOYSA-N 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000001453 quaternary ammonium group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/363—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by introduction of halogen; by substitution of halogen atoms by other halogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/367—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by introduction of functional groups containing oxygen only in singly bound form
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
- C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
- C07C59/66—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings
- C07C59/68—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings the oxygen atom of the ether group being bound to a non-condensed six-membered aromatic ring
- C07C59/70—Ethers of hydroxy-acetic acid, e.g. substitutes on the ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members 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 to ring carbon atoms
- C07D211/40—Oxygen atoms
- C07D211/44—Oxygen atoms attached in position 4
- C07D211/46—Oxygen atoms attached in position 4 having a hydrogen atom as the second substituent in position 4
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Hydrogenated Pyridines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US76888168A | 1968-10-18 | 1968-10-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1267168A true GB1267168A (https=) | 1972-03-15 |
Family
ID=25083765
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1267168D Expired GB1267168A (https=) | 1968-10-18 | 1969-10-08 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US3681365A (https=) |
| BE (1) | BE740392A (https=) |
| BR (1) | BR6913405D0 (https=) |
| CH (1) | CH523862A (https=) |
| DE (1) | DE1951665A1 (https=) |
| ES (2) | ES372576A1 (https=) |
| FR (1) | FR2020998B1 (https=) |
| GB (1) | GB1267168A (https=) |
| IL (1) | IL33206A0 (https=) |
| NL (1) | NL6915206A (https=) |
| ZA (1) | ZA697336B (https=) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2362416A1 (de) * | 1973-12-15 | 1975-06-19 | Merck Patent Gmbh | Diphenoxyessigsaeure-derivate und verfahren zu ihrer herstellung |
| US4419258A (en) * | 1982-09-30 | 1983-12-06 | Monsanto Company | Dialkyl glyoxylate surfactants |
| JP5976640B2 (ja) | 2010-06-21 | 2016-08-23 | アーベーベー・テヒノロギー・アーゲー | 局所のエミッタ短絡ドットの改善されたパターンを持つ位相制御サイリスタ |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3470234A (en) * | 1965-08-23 | 1969-09-30 | Ciba Geigy Corp | Diaryl substituted benzocycloalkanes |
| US3476767A (en) * | 1965-10-11 | 1969-11-04 | Ciba Geigy Corp | 1,2-diaryl - 6 - tertiary amino lower-alkoxy-3,4-dihydro naphthalenes |
| US3462446A (en) * | 1966-11-25 | 1969-08-19 | Parke Davis & Co | Substituted beta-amino-2-stilbazole compounds |
-
1968
- 1968-10-18 US US768881A patent/US3681365A/en not_active Expired - Lifetime
-
1969
- 1969-10-06 CH CH1498369A patent/CH523862A/de not_active IP Right Cessation
- 1969-10-08 GB GB1267168D patent/GB1267168A/en not_active Expired
- 1969-10-08 NL NL6915206A patent/NL6915206A/xx unknown
- 1969-10-14 DE DE19691951665 patent/DE1951665A1/de active Pending
- 1969-10-16 BE BE740392D patent/BE740392A/xx unknown
- 1969-10-16 ES ES372576A patent/ES372576A1/es not_active Expired
- 1969-10-16 FR FR6935441A patent/FR2020998B1/fr not_active Expired
- 1969-10-17 IL IL33206A patent/IL33206A0/xx unknown
- 1969-10-17 ZA ZA697336*A patent/ZA697336B/xx unknown
- 1969-10-17 BR BR213405/69A patent/BR6913405D0/pt unknown
- 1969-12-16 ES ES374593A patent/ES374593A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| ES372576A1 (es) | 1972-02-16 |
| CH523862A (de) | 1972-06-15 |
| FR2020998A1 (https=) | 1970-07-17 |
| FR2020998B1 (https=) | 1974-08-30 |
| DE1951665A1 (de) | 1970-04-30 |
| IL33206A0 (en) | 1969-12-31 |
| US3681365A (en) | 1972-08-01 |
| ZA697336B (en) | 1971-07-28 |
| BE740392A (https=) | 1970-04-16 |
| ES374593A1 (es) | 1972-04-01 |
| NL6915206A (https=) | 1970-04-21 |
| BR6913405D0 (pt) | 1973-01-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |