Synthesis and ocular antihypertensive activity of new imidazolidine derivatives containing a .beta.-blocking side chain
The syntheses of new phenylimidazolidine derivatives (3-6)1 containing a propanolamine oxime or an oxypropanolamine moiety attached either to the aromatic or to the imidazolidine ring are described. These compounds were evaluated for potential ocular antihypertensive activity in alpha-chymotrypsin-i...
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| Veröffentlicht in: | Journal of medicinal chemistry 1991-11, Vol.34 (11), p.3197-3204 |
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| container_end_page | 3204 |
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| container_issue | 11 |
| container_start_page | 3197 |
| container_title | Journal of medicinal chemistry |
| container_volume | 34 |
| creator | Huber, D Ehrhardt, J. D Decker, N Himber, J Andermann, G Leclerc, G |
| description | The syntheses of new phenylimidazolidine derivatives (3-6)1 containing a propanolamine oxime or an oxypropanolamine moiety attached either to the aromatic or to the imidazolidine ring are described. These compounds were evaluated for potential ocular antihypertensive activity in alpha-chymotrypsin-induced ocular hypertension in rabbits. These compounds represent a unique series of effective ocular antihypertensive agents that despite possessing structural characteristics of beta-blockers and of imidazolidine derivatives, exhibit weak alpha- and beta-adrenergic agonist and antagonist activities. These findings may be of significant therapeutic importance in the medical management of glaucoma. |
| doi_str_mv | 10.1021/jm00115a008 |
| format | Article |
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D</creatorcontrib><creatorcontrib>Decker, N</creatorcontrib><creatorcontrib>Himber, J</creatorcontrib><creatorcontrib>Andermann, G</creatorcontrib><creatorcontrib>Leclerc, G</creatorcontrib><title>Synthesis and ocular antihypertensive activity of new imidazolidine derivatives containing a .beta.-blocking side chain</title><title>Journal of medicinal chemistry</title><addtitle>J. Med. Chem</addtitle><description>The syntheses of new phenylimidazolidine derivatives (3-6)1 containing a propanolamine oxime or an oxypropanolamine moiety attached either to the aromatic or to the imidazolidine ring are described. These compounds were evaluated for potential ocular antihypertensive activity in alpha-chymotrypsin-induced ocular hypertension in rabbits. These compounds represent a unique series of effective ocular antihypertensive agents that despite possessing structural characteristics of beta-blockers and of imidazolidine derivatives, exhibit weak alpha- and beta-adrenergic agonist and antagonist activities. These findings may be of significant therapeutic importance in the medical management of glaucoma.</description><subject>Animals</subject><subject>Antihypertensive Agents - chemical synthesis</subject><subject>Antihypertensive Agents - therapeutic use</subject><subject>Chemistry</subject><subject>Exact sciences and technology</subject><subject>Glaucoma - chemically induced</subject><subject>Glaucoma - drug therapy</subject><subject>Guinea Pigs</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings</subject><subject>Hypertension - drug therapy</subject><subject>Imidazoles - chemical synthesis</subject><subject>Imidazoles - therapeutic use</subject><subject>Male</subject><subject>Muscle, Smooth - drug effects</subject><subject>Muscle, Smooth, Vascular - drug effects</subject><subject>Organic chemistry</subject><subject>Preparations and properties</subject><subject>Rabbits</subject><subject>Rats</subject><subject>Receptors, Adrenergic - drug effects</subject><subject>Structure-Activity Relationship</subject><issn>0022-2623</issn><issn>1520-4804</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1991</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpt0E1vEzEQBmALgUpaOHFG8gGJQ7Xp2F7vxxFFfCpSCy1crVl7ljjdeCN7k5L-ejbaqnDoySO_jyzPy9gbAXMBUlysNwBCaASonrGZ0BKyvIL8OZsBSJnJQqqX7DSlNQAoIdUJOxG1LkBVM3Z3fQjDipJPHIPjvd11GMdx8KvDluJAIfk9cbSD3_vhwPuWB7rjfuMd3veddz4QdxT9HkdBids-DOiDD7858nlDA86zpuvt7fEmeUfcrsb8FXvRYpfo9cN5xn5--niz-JItLz9_XXxYZqgqNWRa6LJUZV0o0gLaRuWuzqWrCZQmlzeqagRCKRrdUJVjU-tSydK1455U6qJQZ-x8etfGPqVIrdlGv8F4MALMsT3zX3ujfjvp7a7ZkPtnp7rG_N1Djsli10YM1qdHpqFWojqybGI-DfTnMcZ4a4pxG21urq7Nlf72Q_xaLM330b-fPNpk1v0uhrGSJz_4F6Lek9s</recordid><startdate>19911101</startdate><enddate>19911101</enddate><creator>Huber, D</creator><creator>Ehrhardt, J. 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D ; Decker, N ; Himber, J ; Andermann, G ; Leclerc, G</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a383t-5157737963e510fb34d942d9e035ed4b38b1a071b5be84ab957327df031e75663</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1991</creationdate><topic>Animals</topic><topic>Antihypertensive Agents - chemical synthesis</topic><topic>Antihypertensive Agents - therapeutic use</topic><topic>Chemistry</topic><topic>Exact sciences and technology</topic><topic>Glaucoma - chemically induced</topic><topic>Glaucoma - drug therapy</topic><topic>Guinea Pigs</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings</topic><topic>Hypertension - drug therapy</topic><topic>Imidazoles - chemical synthesis</topic><topic>Imidazoles - therapeutic use</topic><topic>Male</topic><topic>Muscle, Smooth - drug effects</topic><topic>Muscle, Smooth, Vascular - drug effects</topic><topic>Organic chemistry</topic><topic>Preparations and properties</topic><topic>Rabbits</topic><topic>Rats</topic><topic>Receptors, Adrenergic - drug effects</topic><topic>Structure-Activity Relationship</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Huber, D</creatorcontrib><creatorcontrib>Ehrhardt, J. D</creatorcontrib><creatorcontrib>Decker, N</creatorcontrib><creatorcontrib>Himber, J</creatorcontrib><creatorcontrib>Andermann, G</creatorcontrib><creatorcontrib>Leclerc, G</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><jtitle>Journal of medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Huber, D</au><au>Ehrhardt, J. D</au><au>Decker, N</au><au>Himber, J</au><au>Andermann, G</au><au>Leclerc, G</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and ocular antihypertensive activity of new imidazolidine derivatives containing a .beta.-blocking side chain</atitle><jtitle>Journal of medicinal chemistry</jtitle><addtitle>J. Med. Chem</addtitle><date>1991-11-01</date><risdate>1991</risdate><volume>34</volume><issue>11</issue><spage>3197</spage><epage>3204</epage><pages>3197-3204</pages><issn>0022-2623</issn><eissn>1520-4804</eissn><coden>JMCMAR</coden><abstract>The syntheses of new phenylimidazolidine derivatives (3-6)1 containing a propanolamine oxime or an oxypropanolamine moiety attached either to the aromatic or to the imidazolidine ring are described. These compounds were evaluated for potential ocular antihypertensive activity in alpha-chymotrypsin-induced ocular hypertension in rabbits. These compounds represent a unique series of effective ocular antihypertensive agents that despite possessing structural characteristics of beta-blockers and of imidazolidine derivatives, exhibit weak alpha- and beta-adrenergic agonist and antagonist activities. These findings may be of significant therapeutic importance in the medical management of glaucoma.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>1956038</pmid><doi>10.1021/jm00115a008</doi><tpages>8</tpages></addata></record> |
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| ispartof | Journal of medicinal chemistry, 1991-11, Vol.34 (11), p.3197-3204 |
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| source | ACS Publications; MEDLINE |
| subjects | Animals Antihypertensive Agents - chemical synthesis Antihypertensive Agents - therapeutic use Chemistry Exact sciences and technology Glaucoma - chemically induced Glaucoma - drug therapy Guinea Pigs Heterocyclic compounds Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings Hypertension - drug therapy Imidazoles - chemical synthesis Imidazoles - therapeutic use Male Muscle, Smooth - drug effects Muscle, Smooth, Vascular - drug effects Organic chemistry Preparations and properties Rabbits Rats Receptors, Adrenergic - drug effects Structure-Activity Relationship |
| title | Synthesis and ocular antihypertensive activity of new imidazolidine derivatives containing a .beta.-blocking side chain |
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