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CATEGORIES:Thesis/Dissertations
DESCRIPTION:Title: Synthesis and Structural Characterization of Halogen-Sub
 stituted Tryptamine Derivatives Bearing Bulky N-Alkyl Substituents Advisor
 : Dr. David Manke, Chemistry & Biochemistry Dept.  Committee Members:  D
 r. Shuowei Cai, Chemistry & Biochemistry Dept.; Dr. Olusegun B. Olubanwo, 
 Chemistry & Biochemistry Dept. Abstract: Tryptamines are widely distribute
 d in nature and include biologically important molecules such as serotonin
 , together with naturally occurring N,N-dialkylated compounds including DM
 T, 5-MeO-DMT, and bufotenine. Halogenated tryptamines, such as 5-bromo-DMT
  and 5-chloro-DMT, have also been identified in marine organisms, illustra
 ting how relatively small structural modifications contribute to the remar
 kable chemical diversity of this family. More recently, the clinical devel
 opment of bretisilocin (GM-2505; 5-fluoro-N-methyl-N-ethyltryptamine) to t
 reat major depressive disorder has renewed interest in understanding how s
 tructural modification of the halogenated tryptamine scaffold influences b
 iological activity. These developments highlight the importance of underst
 anding how halogen substitution and N-alkyl group steric bulk influence th
 e chemical behavior and structural properties of tryptamine derivatives. T
 o investigate these effects, series of halogen-substituted N-isopropyltryp
 tammonium (NIPT), N,N-diisopropyltryptammonium (DiPT), and N,N,N-tributylt
 ryptammonium iodide (TBTI) derivatives were synthesized and characterized 
 using multinuclear NMR spectroscopy and single-crystal X-ray diffraction. 
 This work expands the structural chemistry of halogenated tryptamine deriv
 atives and provides a foundation for future biological and structure–act
 ivity relationship investigations.\nEvent page: https://www.umassd.edu/eve
 nts/cms/8-3-26-synthesis-and-structural-characterization-of-halogen-substi
 tuted-tryptami.php
X-ALT-DESC;FMTTYPE=text/html:<html><body><p>Title: Synthesis and Structural
  Characterization of Halogen-Substituted Tryptamine Derivatives Bearing Bu
 lky N-Alkyl Substituents</p>\n<p>Advisor: Dr. David Manke\, Chemistry & Bi
 ochemistry Dept. </p>\n<p>Committee Members:  Dr. Shuowei Cai\, Chemistr
 y & Biochemistry Dept.\; Dr. Olusegun B. Olubanwo\, Chemistry & Biochemist
 ry Dept.</p>\n<p>Abstract:</p>\n<p>Tryptamines are widely distributed in n
 ature and include biologically important molecules such as serotonin\, tog
 ether with naturally occurring N\,N-dialkylated compounds including DMT\, 
 5-MeO-DMT\, and bufotenine. Halogenated tryptamines\, such as 5-bromo-DMT 
 and 5-chloro-DMT\, have also been identified in marine organisms\, illustr
 ating how relatively small structural modifications contribute to the rema
 rkable chemical diversity of this family. More recently\, the clinical dev
 elopment of bretisilocin (GM-2505\; 5-fluoro-N-methyl-N-ethyltryptamine) t
 o treat major depressive disorder has renewed interest in understanding ho
 w structural modification of the halogenated tryptamine scaffold influence
 s biological activity. These developments highlight the importance of unde
 rstanding how halogen substitution and N-alkyl group steric bulk influence
  the chemical behavior and structural properties of tryptamine derivatives
 . To investigate these effects\, series of halogen-substituted N-isopropyl
 tryptammonium (NIPT)\, N\,N-diisopropyltryptammonium (DiPT)\, and N\,N\,N-
 tributyltryptammonium iodide (TBTI) derivatives were synthesized and chara
 cterized using multinuclear NMR spectroscopy and single-crystal X-ray diff
 raction. This work expands the structural chemistry of halogenated tryptam
 ine derivatives and provides a foundation for future biological and struct
 ure–activity relationship investigations.</p><p>Event page: <a href="htt
 ps://www.umassd.edu/events/cms/8-3-26-synthesis-and-structural-characteriz
 ation-of-halogen-substituted-tryptami.php">https://www.umassd.edu/events/c
 ms/8-3-26-synthesis-and-structural-characterization-of-halogen-substituted
 -tryptami.php</a></a></p></body></html>
DTSTAMP:20260716T170056
DTSTART;TZID=America/New_York:20260803T130000
DTEND;TZID=America/New_York:20260803T140000
LOCATION:CCB 341
SUMMARY;LANGUAGE=en-us:Synthesis and Structural Characterization of Halogen
 -Substituted Tryptamine Derivatives Bearing Bulky N-Alkyl Substituents
UID:ac1864c68a779a8c38b3a0d5244c11bb@www.umassd.edu
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