IE34016B1 - New omikron-anilino-phenylethyl alcohols, the production thereof and compositions containing same - Google Patents
New omikron-anilino-phenylethyl alcohols, the production thereof and compositions containing sameInfo
- Publication number
- IE34016B1 IE34016B1 IE212/70A IE21270A IE34016B1 IE 34016 B1 IE34016 B1 IE 34016B1 IE 212/70 A IE212/70 A IE 212/70A IE 21270 A IE21270 A IE 21270A IE 34016 B1 IE34016 B1 IE 34016B1
- Authority
- IE
- Ireland
- Prior art keywords
- yield
- phenyl
- anilino
- prepared
- chloride
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 6
- -1 o-anilino-phenyl Chemical group 0.000 abstract 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 2
- VGCXGMAHQTYDJK-UHFFFAOYSA-N Chloroacetyl chloride Chemical compound ClCC(Cl)=O VGCXGMAHQTYDJK-UHFFFAOYSA-N 0.000 abstract 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 abstract 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 2
- 229910052794 bromium Inorganic materials 0.000 abstract 2
- QARVLSVVCXYDNA-UHFFFAOYSA-N bromobenzene Chemical compound BrC1=CC=CC=C1 QARVLSVVCXYDNA-UHFFFAOYSA-N 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- 239000000460 chlorine Substances 0.000 abstract 2
- 239000010949 copper Substances 0.000 abstract 2
- 229910052802 copper Inorganic materials 0.000 abstract 2
- 229910052731 fluorine Inorganic materials 0.000 abstract 2
- 239000011737 fluorine Substances 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 2
- 230000003301 hydrolyzing effect Effects 0.000 abstract 2
- JXDYKVIHCLTXOP-UHFFFAOYSA-N isatin Chemical class C1=CC=C2C(=O)C(=O)NC2=C1 JXDYKVIHCLTXOP-UHFFFAOYSA-N 0.000 abstract 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 abstract 2
- 238000007142 ring opening reaction Methods 0.000 abstract 2
- ASLOGUFDOLPIMN-UHFFFAOYSA-N 1-(2,6-dimethylphenyl)indole-2,3-dione 1H-indole-2,3-dione Chemical compound C1(=C(C=CC=C1C)C)N1C(C(C2=CC=CC=C12)=O)=O.N1C(C(C2=CC=CC=C12)=O)=O ASLOGUFDOLPIMN-UHFFFAOYSA-N 0.000 abstract 1
- SQIUEWNROMQRQY-UHFFFAOYSA-N 2,6-dimethyl-n-phenylaniline Chemical group CC1=CC=CC(C)=C1NC1=CC=CC=C1 SQIUEWNROMQRQY-UHFFFAOYSA-N 0.000 abstract 1
- UFFBMTHBGFGIHF-UHFFFAOYSA-N 2,6-dimethylaniline Chemical group CC1=CC=CC(C)=C1N UFFBMTHBGFGIHF-UHFFFAOYSA-N 0.000 abstract 1
- ZKYWDEUSHBRHBI-UHFFFAOYSA-N 2-(2,6-dimethylanilino)benzoic acid Chemical compound CC1=CC=CC(C)=C1NC1=CC=CC=C1C(O)=O ZKYWDEUSHBRHBI-UHFFFAOYSA-N 0.000 abstract 1
- NJFCAWNKWPIBAG-UHFFFAOYSA-N 2-(2-anilinophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC=C1NC1=CC=CC=C1 NJFCAWNKWPIBAG-UHFFFAOYSA-N 0.000 abstract 1
- IKCLCGXPQILATA-UHFFFAOYSA-N 2-chlorobenzoic acid Chemical compound OC(=O)C1=CC=CC=C1Cl IKCLCGXPQILATA-UHFFFAOYSA-N 0.000 abstract 1
- 230000021736 acetylation Effects 0.000 abstract 1
- 238000006640 acetylation reaction Methods 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
- 239000002260 anti-inflammatory agent Substances 0.000 abstract 1
- 230000001741 anti-phlogistic effect Effects 0.000 abstract 1
- 230000001754 anti-pyretic effect Effects 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- XVAIDCNLVLTVFM-UHFFFAOYSA-N methacetin Chemical compound COC1=CC=C(NC(C)=O)C=C1 XVAIDCNLVLTVFM-UHFFFAOYSA-N 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000000546 pharmaceutical excipient Substances 0.000 abstract 1
- 230000002829 reductive effect Effects 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/32—Oxygen atoms
- C07D209/34—Oxygen atoms in position 2
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Indole Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH256169A CH506480A (de) | 1969-02-20 | 1969-02-20 | Verfahren zur Herstellung von neuen, substituierten o-Anilino-phenäthylalkoholen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE34016L IE34016L (en) | 1970-08-20 |
| IE34016B1 true IE34016B1 (en) | 1975-01-08 |
Family
ID=4236570
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE212/70A IE34016B1 (en) | 1969-02-20 | 1970-02-19 | New omikron-anilino-phenylethyl alcohols, the production thereof and compositions containing same |
Country Status (20)
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5254489A (en) * | 1975-10-30 | 1977-05-02 | Kusano Kagaku Kikai Seisakushi | Method of collecting small amoungs of liquid reagent |
| US4496590A (en) * | 1983-04-18 | 1985-01-29 | Sterling Drug Inc. | Benzyl alcohol derivatives, their preparation and use |
| DK335086A (da) * | 1985-08-05 | 1987-02-06 | Michele Testa | Kemiske sammensaetninger og farmaceutiske praeparater til topisk brug indeholdende mindst en af de kemiske sammensaetninger i en terapeutiskvirksom maengde |
| CN116217416A (zh) * | 2022-12-31 | 2023-06-06 | 黄淮学院 | 一种苯并咪唑类药物中间体3-硝基-4-乙基氨基苯甲醇的制备方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL133740C (enrdf_load_stackoverflow) * | 1965-04-08 |
-
1969
- 1969-02-20 CH CH256169A patent/CH506480A/de not_active IP Right Cessation
-
1970
- 1970-02-13 SE SE01853/70A patent/SE366540B/xx unknown
- 1970-02-13 DK DK71570AA patent/DK125241B/da not_active IP Right Cessation
- 1970-02-13 NO NO513/70A patent/NO126572B/no unknown
- 1970-02-13 FI FI700402A patent/FI52571C/fi active
- 1970-02-13 NL NLAANVRAGE7002097,A patent/NL168497C/xx not_active IP Right Cessation
- 1970-02-18 YU YU390/70A patent/YU34026B/xx unknown
- 1970-02-19 BG BG014015A patent/BG17292A3/xx unknown
- 1970-02-19 IL IL33932A patent/IL33932A/xx unknown
- 1970-02-19 GB GB791270A patent/GB1304622A/en not_active Expired
- 1970-02-19 JP JP45013881A patent/JPS5010295B1/ja active Pending
- 1970-02-19 DE DE2007700A patent/DE2007700C2/de not_active Expired
- 1970-02-19 ES ES376699A patent/ES376699A1/es not_active Expired
- 1970-02-19 BE BE746191D patent/BE746191A/xx not_active IP Right Cessation
- 1970-02-19 CS CS793472*1A patent/CS154657B2/cs unknown
- 1970-02-19 CS CS115770A patent/CS154656B2/cs unknown
- 1970-02-19 CA CA075274A patent/CA918175A/en not_active Expired
- 1970-02-19 IE IE212/70A patent/IE34016B1/xx unknown
- 1970-02-19 AT AT151070A patent/AT298465B/de not_active IP Right Cessation
- 1970-02-19 FR FR707005945A patent/FR2034558B1/fr not_active Expired
- 1970-02-19 BG BG017648A patent/BG16736A3/xx unknown
- 1970-02-19 PL PL1970138890A patent/PL80869B1/pl unknown
-
1977
- 1977-05-20 YU YU1267/77A patent/YU34027B/xx unknown
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