Pharmacological Studies of 1-(p-Chlorophenyl)propanol and 2-(1-Hydroxy-3-butenyl)phenol: Two New Non-narcotic Analgesics Designed by Molecular Connectivity
Molecular topology has been applied to the design of new analgesic drugs. Linear discriminant analysis and connectivity functions were used to design two potentially suitable drugs which were synthesized and tested for analgesic properties by the acetic acid‐induced abdominal constriction test in mi...
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| Veröffentlicht in: | Journal of pharmacy and pharmacology 1997-01, Vol.49 (1), p.10-15 |
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| creator | GARCÍA-MARCH, F. J. GARCÍA-DOMENECH, R. GÁLVEZ, J. ANTÓN-FOS, G. M. de JULIÁN-ORTIZ, J. V. GINER-PONS, R. RECIO-IGLESIAS, M. C. |
| description | Molecular topology has been applied to the design of new analgesic drugs. Linear discriminant analysis and connectivity functions were used to design two potentially suitable drugs which were synthesized and tested for analgesic properties by the acetic acid‐induced abdominal constriction test in mice and the tail‐flick test in rats.
In mice, the compound 1‐(p‐chlorophenyl)propanol showed higher analgesic activity, both intraperitoneally and orally, than acetylsalicylic acid. 2‐(1‐Hydroxy‐3‐butenyl)phenol exhibited a lesser protective effect (70% of that shown by acetylsalicylic acid). In rats, acetylsalicylic acid gave the greatest protection against pain when administered intraperitoneally, while 1‐(p‐chlorophenyl)propanol was the most active orally. The 2‐(1‐hydroxy‐3‐butenyl)phenol, both intraperitoneally and orally, snowed the least protective effect.
These results demonstrated the peripheral analgesic properties of the selected compounds, thus confirming the validity of the molecular design method. |
| doi_str_mv | 10.1111/j.2042-7158.1997.tb06743.x |
| format | Article |
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In mice, the compound 1‐(p‐chlorophenyl)propanol showed higher analgesic activity, both intraperitoneally and orally, than acetylsalicylic acid. 2‐(1‐Hydroxy‐3‐butenyl)phenol exhibited a lesser protective effect (70% of that shown by acetylsalicylic acid). In rats, acetylsalicylic acid gave the greatest protection against pain when administered intraperitoneally, while 1‐(p‐chlorophenyl)propanol was the most active orally. The 2‐(1‐hydroxy‐3‐butenyl)phenol, both intraperitoneally and orally, snowed the least protective effect.
These results demonstrated the peripheral analgesic properties of the selected compounds, thus confirming the validity of the molecular design method.</description><identifier>ISSN: 0022-3573</identifier><identifier>EISSN: 2042-7158</identifier><identifier>DOI: 10.1111/j.2042-7158.1997.tb06743.x</identifier><identifier>PMID: 9120758</identifier><identifier>CODEN: JPPMAB</identifier><language>eng</language><publisher>Oxford, UK: Blackwell Publishing Ltd</publisher><subject>1-Propanol - pharmacology ; Analgesics ; Analgesics, Non-Narcotic - pharmacology ; Animals ; Biological and medical sciences ; Butanols - pharmacology ; Drug Design ; Female ; Medical sciences ; Mice ; Neuropharmacology ; Pharmacology. Drug treatments ; Phenols - pharmacology ; Propanols ; Rats ; Rats, Wistar</subject><ispartof>Journal of pharmacy and pharmacology, 1997-01, Vol.49 (1), p.10-15</ispartof><rights>1997 Royal Pharmaceutical Society of Great Britain</rights><rights>1997 INIST-CNRS</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4903-fb470bd926867b78bd3d7c42dff5450ea7a452827f2bb0019c8632d7e144ed343</citedby><cites>FETCH-LOGICAL-c4903-fb470bd926867b78bd3d7c42dff5450ea7a452827f2bb0019c8632d7e144ed343</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1111%2Fj.2042-7158.1997.tb06743.x$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1111%2Fj.2042-7158.1997.tb06743.x$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,4010,27902,27903,27904,45553,45554</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=2563334$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/9120758$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>GARCÍA-MARCH, F. J.</creatorcontrib><creatorcontrib>GARCÍA-DOMENECH, R.</creatorcontrib><creatorcontrib>GÁLVEZ, J.</creatorcontrib><creatorcontrib>ANTÓN-FOS, G. M.</creatorcontrib><creatorcontrib>de JULIÁN-ORTIZ, J. V.</creatorcontrib><creatorcontrib>GINER-PONS, R.</creatorcontrib><creatorcontrib>RECIO-IGLESIAS, M. C.</creatorcontrib><title>Pharmacological Studies of 1-(p-Chlorophenyl)propanol and 2-(1-Hydroxy-3-butenyl)phenol: Two New Non-narcotic Analgesics Designed by Molecular Connectivity</title><title>Journal of pharmacy and pharmacology</title><addtitle>J Pharm Pharmacol</addtitle><description>Molecular topology has been applied to the design of new analgesic drugs. Linear discriminant analysis and connectivity functions were used to design two potentially suitable drugs which were synthesized and tested for analgesic properties by the acetic acid‐induced abdominal constriction test in mice and the tail‐flick test in rats.
In mice, the compound 1‐(p‐chlorophenyl)propanol showed higher analgesic activity, both intraperitoneally and orally, than acetylsalicylic acid. 2‐(1‐Hydroxy‐3‐butenyl)phenol exhibited a lesser protective effect (70% of that shown by acetylsalicylic acid). In rats, acetylsalicylic acid gave the greatest protection against pain when administered intraperitoneally, while 1‐(p‐chlorophenyl)propanol was the most active orally. The 2‐(1‐hydroxy‐3‐butenyl)phenol, both intraperitoneally and orally, snowed the least protective effect.
These results demonstrated the peripheral analgesic properties of the selected compounds, thus confirming the validity of the molecular design method.</description><subject>1-Propanol - pharmacology</subject><subject>Analgesics</subject><subject>Analgesics, Non-Narcotic - pharmacology</subject><subject>Animals</subject><subject>Biological and medical sciences</subject><subject>Butanols - pharmacology</subject><subject>Drug Design</subject><subject>Female</subject><subject>Medical sciences</subject><subject>Mice</subject><subject>Neuropharmacology</subject><subject>Pharmacology. Drug treatments</subject><subject>Phenols - pharmacology</subject><subject>Propanols</subject><subject>Rats</subject><subject>Rats, Wistar</subject><issn>0022-3573</issn><issn>2042-7158</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1997</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqVkd9u0zAUxiMEGmXwCEgWQmhcuPhPEie7YsrGCoxSsSHQbizHdlp3rl3shDbPwsuS0qr3-OYc6fzOd47PlySvMBrj4b1bjglKCWQ4K8a4LNm4rVHOUjrePkpGx9LjZIQQIZBmjD5NnsW4RAixPM9PkpMSE8SyYpT8mS1EWAnprZ8bKSy4bTtldAS-ARierWG1sD749UK73r5dD5lw3gLhFCDwDMNJr4Lf9pDCumv3zIB6ew7uNh5M9QZMvYNOBOlbI8GFE3auo5ERXA5h7rQCdQ--eKtlZ0UAlXdOy9b8Nm3_PHnSCBv1i0M8Tb5_uLqrJvDm6_XH6uIGyrREFDZ1ylCtSpIXOatZUSuqmEyJaposzZAWTKQZKQhrSF0jhEtZ5JQopnGaakVTepq82esO3_vV6djylYlSWyuc9l3krGAlw7QcwPM9KIOPMeiGr4NZidBzjPjOGb7ku_Pz3fn5zhl-cIZvh-aXhyldvdLq2HqwYqi_PtRFHIxognDSxCNGspzSf8u-32MbY3X_HwvwT7PJbJcOEnAvYWKrt0cJER54zijL-I_pNb9l99-qn5_v-Yz-BSHrvDw</recordid><startdate>199701</startdate><enddate>199701</enddate><creator>GARCÍA-MARCH, F. J.</creator><creator>GARCÍA-DOMENECH, R.</creator><creator>GÁLVEZ, J.</creator><creator>ANTÓN-FOS, G. M.</creator><creator>de JULIÁN-ORTIZ, J. V.</creator><creator>GINER-PONS, R.</creator><creator>RECIO-IGLESIAS, M. C.</creator><general>Blackwell Publishing Ltd</general><general>Pharmaceutical Press</general><scope>BSCLL</scope><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>199701</creationdate><title>Pharmacological Studies of 1-(p-Chlorophenyl)propanol and 2-(1-Hydroxy-3-butenyl)phenol: Two New Non-narcotic Analgesics Designed by Molecular Connectivity</title><author>GARCÍA-MARCH, F. J. ; GARCÍA-DOMENECH, R. ; GÁLVEZ, J. ; ANTÓN-FOS, G. M. ; de JULIÁN-ORTIZ, J. V. ; GINER-PONS, R. ; RECIO-IGLESIAS, M. C.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4903-fb470bd926867b78bd3d7c42dff5450ea7a452827f2bb0019c8632d7e144ed343</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1997</creationdate><topic>1-Propanol - pharmacology</topic><topic>Analgesics</topic><topic>Analgesics, Non-Narcotic - pharmacology</topic><topic>Animals</topic><topic>Biological and medical sciences</topic><topic>Butanols - pharmacology</topic><topic>Drug Design</topic><topic>Female</topic><topic>Medical sciences</topic><topic>Mice</topic><topic>Neuropharmacology</topic><topic>Pharmacology. Drug treatments</topic><topic>Phenols - pharmacology</topic><topic>Propanols</topic><topic>Rats</topic><topic>Rats, Wistar</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>GARCÍA-MARCH, F. J.</creatorcontrib><creatorcontrib>GARCÍA-DOMENECH, R.</creatorcontrib><creatorcontrib>GÁLVEZ, J.</creatorcontrib><creatorcontrib>ANTÓN-FOS, G. M.</creatorcontrib><creatorcontrib>de JULIÁN-ORTIZ, J. V.</creatorcontrib><creatorcontrib>GINER-PONS, R.</creatorcontrib><creatorcontrib>RECIO-IGLESIAS, M. C.</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><collection>MEDLINE - Academic</collection><jtitle>Journal of pharmacy and pharmacology</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>GARCÍA-MARCH, F. J.</au><au>GARCÍA-DOMENECH, R.</au><au>GÁLVEZ, J.</au><au>ANTÓN-FOS, G. M.</au><au>de JULIÁN-ORTIZ, J. V.</au><au>GINER-PONS, R.</au><au>RECIO-IGLESIAS, M. C.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Pharmacological Studies of 1-(p-Chlorophenyl)propanol and 2-(1-Hydroxy-3-butenyl)phenol: Two New Non-narcotic Analgesics Designed by Molecular Connectivity</atitle><jtitle>Journal of pharmacy and pharmacology</jtitle><addtitle>J Pharm Pharmacol</addtitle><date>1997-01</date><risdate>1997</risdate><volume>49</volume><issue>1</issue><spage>10</spage><epage>15</epage><pages>10-15</pages><issn>0022-3573</issn><eissn>2042-7158</eissn><coden>JPPMAB</coden><abstract>Molecular topology has been applied to the design of new analgesic drugs. Linear discriminant analysis and connectivity functions were used to design two potentially suitable drugs which were synthesized and tested for analgesic properties by the acetic acid‐induced abdominal constriction test in mice and the tail‐flick test in rats.
In mice, the compound 1‐(p‐chlorophenyl)propanol showed higher analgesic activity, both intraperitoneally and orally, than acetylsalicylic acid. 2‐(1‐Hydroxy‐3‐butenyl)phenol exhibited a lesser protective effect (70% of that shown by acetylsalicylic acid). In rats, acetylsalicylic acid gave the greatest protection against pain when administered intraperitoneally, while 1‐(p‐chlorophenyl)propanol was the most active orally. The 2‐(1‐hydroxy‐3‐butenyl)phenol, both intraperitoneally and orally, snowed the least protective effect.
These results demonstrated the peripheral analgesic properties of the selected compounds, thus confirming the validity of the molecular design method.</abstract><cop>Oxford, UK</cop><pub>Blackwell Publishing Ltd</pub><pmid>9120758</pmid><doi>10.1111/j.2042-7158.1997.tb06743.x</doi><tpages>6</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | Journal of pharmacy and pharmacology, 1997-01, Vol.49 (1), p.10-15 |
| issn | 0022-3573 2042-7158 |
| language | eng |
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| source | Oxford University Press Journals All Titles (1996-Current); MEDLINE; Wiley Online Library Journals Frontfile Complete |
| subjects | 1-Propanol - pharmacology Analgesics Analgesics, Non-Narcotic - pharmacology Animals Biological and medical sciences Butanols - pharmacology Drug Design Female Medical sciences Mice Neuropharmacology Pharmacology. Drug treatments Phenols - pharmacology Propanols Rats Rats, Wistar |
| title | Pharmacological Studies of 1-(p-Chlorophenyl)propanol and 2-(1-Hydroxy-3-butenyl)phenol: Two New Non-narcotic Analgesics Designed by Molecular Connectivity |
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