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The structure of McN-5652
The configuration of the diastereoisomers of 6-(4-methylthiophenyl)-1,2,3,5,6,10b-hexahydropyrrolo[2,1- a]isoquinoline 1 (McN-5652) is determined and unequivocally assigned by NMR spectroscopy (NOE measurements) and an X-ray structural analysis of the trans diastereoisomer. The enantiomers of cis- 1...
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| Published in: | Bioorganic & medicinal chemistry 2001-08, Vol.9 (8), p.2105-2111 |
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| Main Authors: | , , , , , |
| Format: | Article |
| Language: | English |
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| cites | cdi_FETCH-LOGICAL-c390t-c7d4aceca6c2d3c37e8a541f63a930ddc4000d75c51eefb99e76947cc4ee0b133 |
| container_end_page | 2111 |
| container_issue | 8 |
| container_start_page | 2105 |
| container_title | Bioorganic & medicinal chemistry |
| container_volume | 9 |
| creator | Schulze, Oliver Schmidt, Ulrich Voss, Jürgen Nebeling, Bruno Adiwidjaja, Gunadi Scharwächter, Klaus |
| description | The configuration of the diastereoisomers of 6-(4-methylthiophenyl)-1,2,3,5,6,10b-hexahydropyrrolo[2,1-
a]isoquinoline
1 (McN-5652) is determined and unequivocally assigned by NMR spectroscopy (NOE measurements) and an X-ray structural analysis of the
trans diastereoisomer. The enantiomers of
cis-
1 are separated by preparative HPLC on a chiral phase. One of the enantiomers of
cis-
1 represents the precursor for imaging the serotonin 5-HT transporter with positron emission tomography (PET).
The configuration of the diastereisomers of McN-5652
1 is determined and unequivocally assigned by NMR spectroscopy (NOE measurements) and an X-ray structural analysis of the
trans diastereomer. |
| doi_str_mv | 10.1016/S0968-0896(01)00117-1 |
| format | article |
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1 (McN-5652) is determined and unequivocally assigned by NMR spectroscopy (NOE measurements) and an X-ray structural analysis of the
trans diastereoisomer. The enantiomers of
cis-
1 are separated by preparative HPLC on a chiral phase. One of the enantiomers of
cis-
1 represents the precursor for imaging the serotonin 5-HT transporter with positron emission tomography (PET).
The configuration of the diastereisomers of McN-5652
1 is determined and unequivocally assigned by NMR spectroscopy (NOE measurements) and an X-ray structural analysis of the
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a]isoquinoline
1 (McN-5652) is determined and unequivocally assigned by NMR spectroscopy (NOE measurements) and an X-ray structural analysis of the
trans diastereoisomer. The enantiomers of
cis-
1 are separated by preparative HPLC on a chiral phase. One of the enantiomers of
cis-
1 represents the precursor for imaging the serotonin 5-HT transporter with positron emission tomography (PET).
The configuration of the diastereisomers of McN-5652
1 is determined and unequivocally assigned by NMR spectroscopy (NOE measurements) and an X-ray structural analysis of the
trans diastereomer.</description><subject>Biological and medical sciences</subject><subject>Chromatography, High Pressure Liquid</subject><subject>Condensed matter: structure, mechanical and thermal properties</subject><subject>Crystallography, X-Ray</subject><subject>Exact sciences and technology</subject><subject>Heterocyclic compounds</subject><subject>Isoquinolines - chemistry</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Medical sciences</subject><subject>Molecular Conformation</subject><subject>Neuropharmacology</subject><subject>Neurotransmitters. Neurotransmission. Receptors</subject><subject>Organic compounds</subject><subject>Pharmacology. Drug treatments</subject><subject>Physics</subject><subject>Serotonin Antagonists - chemistry</subject><subject>Serotoninergic system</subject><subject>Structure of solids and liquids; crystallography</subject><subject>Structure of specific crystalline solids</subject><issn>0968-0896</issn><issn>1464-3391</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2001</creationdate><recordtype>article</recordtype><recordid>eNqFkD1PwzAQhi0EglL4AQygDgjBELiLHTueEEJ8SQUGYLbcy0UEpU2xEyT-PSmtgI3plufe9-4RYh_hFAH12RNYnSeQW30MeAKAaBJcEwNUWiVSWlwXgx9kS2zH-AYAqbK4KbYQM-g5PRB7z688im3oqO0Cj5pydE8PSaazdEdslL6OvLuaQ_FyffV8eZuMH2_uLi_GCUkLbUKmUJ6YvKa0kCQN5z5TWGrprYSiINXXFiajDJnLibVstFWGSDHDBKUciqNl7jw07x3H1k2rSFzXfsZNF51BsApM3oPZEqTQxBi4dPNQTX34dAhu4cR9O3GLhx2g-3bisN87WBV0kykXv1srCT1wuAJ8JF-Xwc-oin_STZrmi_7zJca9jY-Kg4tU8Yy4qAJT64qm-ueSL0-detk</recordid><startdate>20010801</startdate><enddate>20010801</enddate><creator>Schulze, Oliver</creator><creator>Schmidt, Ulrich</creator><creator>Voss, Jürgen</creator><creator>Nebeling, Bruno</creator><creator>Adiwidjaja, Gunadi</creator><creator>Scharwächter, Klaus</creator><general>Elsevier Ltd</general><general>Elsevier Science</general><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>20010801</creationdate><title>The structure of McN-5652</title><author>Schulze, Oliver ; Schmidt, Ulrich ; Voss, Jürgen ; Nebeling, Bruno ; Adiwidjaja, Gunadi ; Scharwächter, Klaus</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c390t-c7d4aceca6c2d3c37e8a541f63a930ddc4000d75c51eefb99e76947cc4ee0b133</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2001</creationdate><topic>Biological and medical sciences</topic><topic>Chromatography, High Pressure Liquid</topic><topic>Condensed matter: structure, mechanical and thermal properties</topic><topic>Crystallography, X-Ray</topic><topic>Exact sciences and technology</topic><topic>Heterocyclic compounds</topic><topic>Isoquinolines - chemistry</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Medical sciences</topic><topic>Molecular Conformation</topic><topic>Neuropharmacology</topic><topic>Neurotransmitters. Neurotransmission. Receptors</topic><topic>Organic compounds</topic><topic>Pharmacology. Drug treatments</topic><topic>Physics</topic><topic>Serotonin Antagonists - chemistry</topic><topic>Serotoninergic system</topic><topic>Structure of solids and liquids; crystallography</topic><topic>Structure of specific crystalline solids</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Schulze, Oliver</creatorcontrib><creatorcontrib>Schmidt, Ulrich</creatorcontrib><creatorcontrib>Voss, Jürgen</creatorcontrib><creatorcontrib>Nebeling, Bruno</creatorcontrib><creatorcontrib>Adiwidjaja, Gunadi</creatorcontrib><creatorcontrib>Scharwächter, Klaus</creatorcontrib><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>Bioorganic & medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Schulze, Oliver</au><au>Schmidt, Ulrich</au><au>Voss, Jürgen</au><au>Nebeling, Bruno</au><au>Adiwidjaja, Gunadi</au><au>Scharwächter, Klaus</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>The structure of McN-5652</atitle><jtitle>Bioorganic & medicinal chemistry</jtitle><addtitle>Bioorg Med Chem</addtitle><date>2001-08-01</date><risdate>2001</risdate><volume>9</volume><issue>8</issue><spage>2105</spage><epage>2111</epage><pages>2105-2111</pages><issn>0968-0896</issn><eissn>1464-3391</eissn><abstract>The configuration of the diastereoisomers of 6-(4-methylthiophenyl)-1,2,3,5,6,10b-hexahydropyrrolo[2,1-
a]isoquinoline
1 (McN-5652) is determined and unequivocally assigned by NMR spectroscopy (NOE measurements) and an X-ray structural analysis of the
trans diastereoisomer. The enantiomers of
cis-
1 are separated by preparative HPLC on a chiral phase. One of the enantiomers of
cis-
1 represents the precursor for imaging the serotonin 5-HT transporter with positron emission tomography (PET).
The configuration of the diastereisomers of McN-5652
1 is determined and unequivocally assigned by NMR spectroscopy (NOE measurements) and an X-ray structural analysis of the
trans diastereomer.</abstract><cop>Oxford</cop><pub>Elsevier Ltd</pub><pmid>11504646</pmid><doi>10.1016/S0968-0896(01)00117-1</doi><tpages>7</tpages></addata></record> |
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| language | eng |
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| source | ScienceDirect Freedom Collection |
| subjects | Biological and medical sciences Chromatography, High Pressure Liquid Condensed matter: structure, mechanical and thermal properties Crystallography, X-Ray Exact sciences and technology Heterocyclic compounds Isoquinolines - chemistry Magnetic Resonance Spectroscopy Medical sciences Molecular Conformation Neuropharmacology Neurotransmitters. Neurotransmission. Receptors Organic compounds Pharmacology. Drug treatments Physics Serotonin Antagonists - chemistry Serotoninergic system Structure of solids and liquids crystallography Structure of specific crystalline solids |
| title | The structure of McN-5652 |
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