GB1228848A - - Google Patents
Info
- Publication number
- GB1228848A GB1228848A GB1228848DA GB1228848A GB 1228848 A GB1228848 A GB 1228848A GB 1228848D A GB1228848D A GB 1228848DA GB 1228848 A GB1228848 A GB 1228848A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- hydrazines
- formula
- acyl
- dec
- 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
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
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D209/26—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with an acyl radical attached to the ring nitrogen atom
- C07D209/28—1-(4-Chlorobenzoyl)-2-methyl-indolyl-3-acetic acid, substituted in position 5 by an oxygen or nitrogen atom; Esters thereof
-
- 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
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D209/26—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with an acyl radical attached to the ring nitrogen atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Indole Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
1,228,848 1 - Acyl - 2 - formyl - hydrazines; N - acyl - indolyl - 3 - acetic acids. LODZKIE ZAKLADY FARMACEUTYCZNE POLFA. 30 Dec., 1968 [27 Dec., 1967; 24 May, 1968], No. 61641/68. Heading C2C. The invention comprises hydrazines of the Formula III wherein R 1 represents an alkyl or aralkyl radical and R 2 represents an optionally substituted aromatic carbocyclic ring, an optionally substituted 5- or 6-membered heterocyclic or benzheterocyclic, any substituent in R<SP>2</SP> being selected from halogen, nitro, alkyl or alkoxy groups, the preparation of such compounds by acylation with an acid chloride R 2 CO.Cl or an acid anhydride (R 2 CO) 2 O of a compound of the formula and the condensation of the novel hydrazines of the Formula III with levulinic acid in the presence of an inorganic acid to obtain indolylacetic acids of the formula The acylation reaction is preferably effected by heating in the presence of a solvent or, if the acid halide is used, an acid acceptor, e.g. a tertiary amine. Condensation with levulinic acid is suitably effected in the presence of HCl, H 2 SO 4 or H 3 PO 4 . Examples relate to the preparation of compounds in which R 1 is a methyl or benzyl group and R 2 is a phenyl, chlorophenyl, pyridyl, furyl, thienyl, or quinaldinyl group.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PL124321A PL62464B1 (en) | 1967-12-27 | ||
PL127148A PL65769B1 (en) | 1968-05-24 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1228848A true GB1228848A (en) | 1971-04-21 |
Family
ID=26652821
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1228848D Expired GB1228848A (en) | 1967-12-27 | 1968-12-30 |
Country Status (10)
Country | Link |
---|---|
CH (1) | CH498831A (en) |
CS (1) | CS162665B2 (en) |
DE (1) | DE1816993C3 (en) |
DK (1) | DK136033B (en) |
FR (1) | FR1599484A (en) |
GB (1) | GB1228848A (en) |
NL (1) | NL6818723A (en) |
RO (1) | RO55545A (en) |
SE (1) | SE350494B (en) |
YU (1) | YU311968A (en) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1992006088A1 (en) * | 1990-10-03 | 1992-04-16 | Pfizer Inc. | Indole derivatives as antiallergy and antiinflammatory agents |
US5190968A (en) * | 1991-09-30 | 1993-03-02 | Merck Frosst Canada, Inc. | (Polycyclic-arylmethoxy) indoles as inhibitors of leukotriene biosynthesis |
US5204344A (en) * | 1989-08-22 | 1993-04-20 | Merck Frosst Canada, Inc. | (Quinolin-2-ylmethoxy)indoles as inhibitors of the biosynthesis of leukotrienes |
US5272145A (en) * | 1989-08-22 | 1993-12-21 | Merck Frosst Canada, Inc. | (Quinolin-2-ylmethoxy)indoles as inhibitors of the biosynthesis of leukotrienes |
US5290798A (en) * | 1991-09-30 | 1994-03-01 | Merck Frosst Canada, Inc. | (hetero-arylmethoxy)indoles as inhibitors of leukotriene biosynthesis |
US5308850A (en) * | 1991-09-30 | 1994-05-03 | Merck Frosst Canada, Inc. | (Bicyclic-hetero-arylmethoxy)indoles as inhibitors of leukotriene biosynthesis |
US5374635A (en) * | 1993-03-29 | 1994-12-20 | Merck Frosst Canada, Inc. | Furo[3,2-b]pyridines and thieno[3,2-b]pyridines as inhibitors of leukotriene biosynthesis |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
PT95692A (en) * | 1989-10-27 | 1991-09-13 | American Home Prod | PROCESS FOR THE PREPARATION OF INDOLE-, INDENO-, PYRANOINDOLE- AND TETRA-HYDROCARBAZOLE-ALCANOIC ACID DERIVATIVES, OR WHICH ARE USEFUL AS PLA2 INHIBITORS AND LIPOXIGENASE |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AT262993B (en) * | 1965-04-19 | 1968-07-10 | Sumitomo Chemical Co | Process for the preparation of some new aliphatic (3-indolyl) carboxylic acids or of functional derivatives thereof |
-
1968
- 1968-12-19 DK DK622768A patent/DK136033B/en unknown
- 1968-12-19 CH CH1897968A patent/CH498831A/en not_active IP Right Cessation
- 1968-12-20 SE SE1765268A patent/SE350494B/xx unknown
- 1968-12-20 CS CS868268A patent/CS162665B2/cs unknown
- 1968-12-24 DE DE19681816993 patent/DE1816993C3/en not_active Expired
- 1968-12-26 RO RO5863568A patent/RO55545A/ro unknown
- 1968-12-27 FR FR1599484D patent/FR1599484A/fr not_active Expired
- 1968-12-27 YU YU311968A patent/YU311968A/en unknown
- 1968-12-27 NL NL6818723A patent/NL6818723A/xx not_active Application Discontinuation
- 1968-12-30 GB GB1228848D patent/GB1228848A/en not_active Expired
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5204344A (en) * | 1989-08-22 | 1993-04-20 | Merck Frosst Canada, Inc. | (Quinolin-2-ylmethoxy)indoles as inhibitors of the biosynthesis of leukotrienes |
US5272145A (en) * | 1989-08-22 | 1993-12-21 | Merck Frosst Canada, Inc. | (Quinolin-2-ylmethoxy)indoles as inhibitors of the biosynthesis of leukotrienes |
US5380850A (en) * | 1989-08-22 | 1995-01-10 | Merck Frosst Canada, Inc. | (Quinolin-2-ylmethoxy)indoles as inhibitors of the biosynthesis of leukotrienes |
WO1992006088A1 (en) * | 1990-10-03 | 1992-04-16 | Pfizer Inc. | Indole derivatives as antiallergy and antiinflammatory agents |
US5290788A (en) * | 1990-10-03 | 1994-03-01 | Pfizer Inc. | Indole derivatives as antiallergy and antiinflammatory agents |
US5190968A (en) * | 1991-09-30 | 1993-03-02 | Merck Frosst Canada, Inc. | (Polycyclic-arylmethoxy) indoles as inhibitors of leukotriene biosynthesis |
US5290798A (en) * | 1991-09-30 | 1994-03-01 | Merck Frosst Canada, Inc. | (hetero-arylmethoxy)indoles as inhibitors of leukotriene biosynthesis |
US5308850A (en) * | 1991-09-30 | 1994-05-03 | Merck Frosst Canada, Inc. | (Bicyclic-hetero-arylmethoxy)indoles as inhibitors of leukotriene biosynthesis |
US5374635A (en) * | 1993-03-29 | 1994-12-20 | Merck Frosst Canada, Inc. | Furo[3,2-b]pyridines and thieno[3,2-b]pyridines as inhibitors of leukotriene biosynthesis |
Also Published As
Publication number | Publication date |
---|---|
DE1816993C3 (en) | 1982-05-06 |
CH498831A (en) | 1970-11-15 |
YU311968A (en) | 1973-12-31 |
DE1816993B2 (en) | 1973-08-09 |
DK136033B (en) | 1977-08-01 |
FR1599484A (en) | 1970-07-15 |
DE1816993A1 (en) | 1969-10-16 |
NL6818723A (en) | 1969-07-01 |
CS162665B2 (en) | 1975-07-15 |
RO55545A (en) | 1974-04-01 |
SE350494B (en) | 1972-10-30 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PCNP | Patent ceased through non-payment of renewal fee |