75776-51-1

Usage

Uses

1. Used in Pharmaceutical Industry:
1,4-Dioxa-7-azaspiro[4.4]nonane-8-carboxylic acid, (S)-(9CI) is used as a potential pharmaceutical compound for its unique molecular structure and properties. Its specific application reason and potential benefits in the pharmaceutical industry need to be determined through further research and testing.
2. Used in Agriculture:
1,4-Dioxa-7-azaspiro[4.4]nonane-8-carboxylic acid, (S)-(9CI) may have potential applications in agriculture, such as in the development of new pesticides or fertilizers. However, its specific use and effectiveness in this industry require further investigation and evaluation.
3. Used in Material Science:
1,4-Dioxa-7-azaspiro[4.4]nonane-8-carboxylic acid, (S)-(9CI) could potentially be utilized in material science for the development of new materials with unique properties. Its application in this field would depend on its compatibility with other materials and its ability to enhance or improve material characteristics.

Upstream product

• 64187-47-9 1-benzyloxycarbonyl-4-keto-L-proline 
• 75776-49-7 7-aza-1,4-dioxaspiro<4.4>nonane-7,8-dicarboxylic acid 7-(phenylmethyl ester) 

Relevant academic research and scientific papers

Angiotensin-converting enzyme inhibitors. Mercaptan, carboxyalkyl dipeptide, and phosphinic acid inhibitors incorporating 4-substituted prolines

Analogues of captopril, enalaprilat, and the phosphinic acid [[hydroxy(4-phenylbutyl)phosphinyl]acetyl)-L-proline incorporating 4-substituted proline derivatives have been synthesized and evaluated as inhibitors of angiotensin-converting enzyme (ACE) in vitro and in vivo. The 4-substituted prolines, incorporating alkyl, aryl, alkoxy, aryloxy, alkylthio, and arylthio substituents were prepared from derivatives of 4-hydroxy- and 4-ketoproline. In general, analogues of all three classes of inhibitors with hydrophobic substituents on proline were more potent in vitro than the corresponding unsubstituted proline compounds. 4-Substituted analogues of captopril showed greater potency and duration of action than the parent compound as inhibitors of the angiotensin I induced pressor response in normotensive rats. The S-benzoyl derivative of cis-4-(phenylthio)captopril, zofenopril, was found to be one of the most potent compounds of this class and is now being evaluated clinically as an antihypertensive agent. In the phosphinic acid series, the 4-ethylenethioketal and trans-4-cyclohexyl derivatives were found to be the most potent compounds in vitro and in vivo. A prodrug of the latter compound, fosinopril, is also being evaluated in clinical trials.

DERIVATIVES OF MERCAPTOACYL PROLINES AND PIPECOLIC ACIDS

This invention is directed to compounds of the formula STR1 and various intermediates therefore. The final products possess useful hypotensive activity.

CARBOXYALKANOYL AND HYDROXYCARBAMOYLALKANOYL DERIVATIVES OF SUBSTITUTED PROLINES

Compounds, compositions and method of alleviating hypertension using a compound of the formula STR1 wherein R is hydrogen or lower alkyl;R 1 is hydrogen, lower alkyl or phenyl-lower alkyl; R 2 is hydrogen, lower alkyl or phenyl lower alkyl or halo substituted lower alkyl;R 3 is hydroxy,--NHOH or lower alkoxy; Pr-COOR is a substituted proline of the structures STR2 R 4 is halogen, keto, azido, cycloalkyl, phenyl, substituted phenyl, phenyl-lower alkyl, substituted phenyl-lower alkyl, STR3 or Y--R 6 ; R 5 is hydrogen or lower alkyl;Y is oxygen or sulfur; R 6 is lower alkyl, phenyl, substituted phenyl, phenyl-lower alkyl, substituted phenyl-lower alkyl, 1-or 2-naphthyl, substituted 1-or 2-naphthyl, biphenyl, or substituted biphenyl; R. sub.7 is halogen or--Y--R. sub.8 ;R 8 is lower alkyl, phenyl, phenyl-lower alkyl substituted phenyl-lower alkyl, biphenyl, napthyl, or the R 8 groups join to complete an unsubstituted 5-or 6-membered ring or such ring wherein one or more carbon atoms are substituted by a lower alkyl or di(lower alkyl) group; R 9 is keto, phenyl, 2-or 4-hydroxyphenyl;n is 0 or 1; and salts thereof.