GB997043A - Derivatives of 1,5-diarylpyrrole-2-propionic acid - Google Patents
Derivatives of 1,5-diarylpyrrole-2-propionic acidInfo
- Publication number
- GB997043A GB997043A GB23682/63A GB2368263A GB997043A GB 997043 A GB997043 A GB 997043A GB 23682/63 A GB23682/63 A GB 23682/63A GB 2368263 A GB2368263 A GB 2368263A GB 997043 A GB997043 A GB 997043A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- lower alkyl
- alkyl esters
- salts
- compounds
- 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
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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
- C07D207/33—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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 with substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D207/337—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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyrrole Compounds (AREA)
Abstract
The invention comprises compounds of formula <FORM:0997043/C2/1> wherein R is hydrogen or C1-C9 hydrocarbon acyl radical, Ar is alpha-naphthyl, tolyl, xylyl, o-methoxyphenyl, o-methylthiophenyl, or a substituted phenyl radical of formula <FORM:0997043/C2/2> where X is halogen or methyl and Y is hydrogen, halogen or methyl, and carboxylate salts and lower alkyl esters thereof, and the preparation of the above compounds by reaction of a carboxylic compound of formula <FORM:0997043/C2/3> or salts or lower alkyl esters thereof with amines of formula ArNH2, wherein R and Ar have the above meanings, preferably by refluxing in an inert solvent in the presence of a strong acid catalyst. Salts mentioned are the sodium, potassium, calcium, ammonium, chlorine and ethanolamine salts. Free acids of the first formula above may be converted to lower alkyl esters or free phenols may be acylated as required. Lower alkyl esters and acylated derivatives may be hydrolysed to free acids and phenols respectively. The lower alkyl radicals contain up to 4 carbon atoms. The carboxylic compounds of the third general formula above are prepared by reaction of 2-furaldehyde with p-hydroxyacetophenone, the resulting 3 - (2 - furyl - 41 - hydroxyacrylophenone is hydrolized to form the desired free carboxylic acid which may be converted to an acylate or a salt as required. The invention also provides for pharmaceutical compositions having hypocholesterenic activity containing compounds of the first formula above and an inert carrier, for oral or parenteral administration.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US20239162A | 1962-06-14 | 1962-06-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB997043A true GB997043A (en) | 1965-06-30 |
Family
ID=22749681
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB23682/63A Expired GB997043A (en) | 1962-06-14 | 1963-06-13 | Derivatives of 1,5-diarylpyrrole-2-propionic acid |
Country Status (2)
| Country | Link |
|---|---|
| FR (2) | FR2916M (en) |
| GB (1) | GB997043A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8470857B2 (en) | 2008-08-15 | 2013-06-25 | N30 Pharmaceuticals, Inc. | Pyrrole inhibitors of S-nitrosoglutathione reductase as therapeutic agents |
| US8642628B2 (en) | 2008-08-15 | 2014-02-04 | N30 Pharmaceuticals, Inc. | Pyrrole inhibitors of S-nitrosoglutathione reductase |
| US8673961B2 (en) | 2008-08-15 | 2014-03-18 | N30 Pharmaceuticals, Inc. | Pyrrole inhibitors of S-nitrosoglutathione reductase as therapeutic agents |
-
1963
- 1963-06-13 GB GB23682/63A patent/GB997043A/en not_active Expired
- 1963-09-11 FR FR947205A patent/FR2916M/en active Active
- 1963-09-11 FR FR947204A patent/FR2898M/en active Active
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8470857B2 (en) | 2008-08-15 | 2013-06-25 | N30 Pharmaceuticals, Inc. | Pyrrole inhibitors of S-nitrosoglutathione reductase as therapeutic agents |
| US8642628B2 (en) | 2008-08-15 | 2014-02-04 | N30 Pharmaceuticals, Inc. | Pyrrole inhibitors of S-nitrosoglutathione reductase |
| US8673961B2 (en) | 2008-08-15 | 2014-03-18 | N30 Pharmaceuticals, Inc. | Pyrrole inhibitors of S-nitrosoglutathione reductase as therapeutic agents |
| US8686015B2 (en) | 2008-08-15 | 2014-04-01 | N30 Pharmaceuticals, Inc. | Pyrrole inhibitors of S-nitrosoglutathione reductase as therapeutic agents |
| US8691816B2 (en) | 2008-08-15 | 2014-04-08 | N30 Pharmaceuticals, Inc. | Pyrrole inhibitors of S-nitrosoglutathione reductase as therapeutic agents |
| US8846736B2 (en) | 2008-08-15 | 2014-09-30 | N30 Pharmaceuticals, Inc. | Pyrrole inhibitors of S-nitrosoglutathione reductase as therapeutic agents |
| US8957105B2 (en) | 2008-08-15 | 2015-02-17 | N30 Pharmaceuticals, Inc. | Pyrrole inhibitors of S-nitrosoglutathione reductase as therapeutic agents |
| US9029402B2 (en) | 2008-08-15 | 2015-05-12 | Nivalis Therapeutics, Inc. | Pyrrole inhibitors of S-nitrosoglutathione reductase |
| US9138427B2 (en) | 2008-08-15 | 2015-09-22 | Nivalis Therapeutics, Inc. | Pyrrole inhibitors of S-nitrosoglutathione reductase as therapeutic agents |
| US9180119B2 (en) | 2008-08-15 | 2015-11-10 | Nivalis Therapeutics, Inc. | Pyrrole inhibitors of S-nitrosoglutathione reductase as therapeutic agents |
| US9498466B2 (en) | 2008-08-15 | 2016-11-22 | Nivalis Therapeutics, Inc. | Pyrrole inhibitors of S-nitrosoglutathione reductase as therapeutic agents |
| US9814700B2 (en) | 2008-08-15 | 2017-11-14 | Nivalis Therapeutics, Inc. | Pyrrole inhibitors of S-nitrosoglutathione reductase as therapeutic agents |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2898M (en) | 1964-11-02 |
| FR2916M (en) | 1964-11-09 |
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