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Contents

   



(Top)
 


1 Chemistry  





2 Biological activity  





3 References  














Convolutindole A






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Convolutindole A
Ball-and-stick model of convolutindole A
Names
Preferred IUPAC name

N,N-Dimethyl-2-(2,4,6-tribromo-1,7-dimethoxy-1H-indol-3-yl)ethan-1-amine

Identifiers

CAS Number

3D model (JSmol)

ChemSpider

PubChem CID

UNII

CompTox Dashboard (EPA)

  • InChI=1S/C14H17Br3N2O2/c1-18(2)6-5-8-11-9(15)7-10(16)13(20-3)12(11)19(21-4)14(8)17/h7H,5-6H2,1-4H3 ☒N

    Key: KPTXBOJWIDAMOS-UHFFFAOYSA-N ☒N

  • CN(C)CCc2c1c(c(OC)c(Br)cc1Br)n(OC)c2Br

Properties

Chemical formula

C14H17Br3N2O2
Molar mass 485.014 g·mol−1
Melting point 61.5 to 62.5 °C (142.7 to 144.5 °F; 334.6 to 335.6 K)

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

☒N verify (what is checkY☒N ?)

Infobox references

Convolutindole A (2,4,6-tribromo-1,7-dimethoxy-N,N-dimethyltryptamine) is a brominated tryptamine alkaloid that was first identified in 2001 in Amathia convoluta, a marine bryozoan. Bryozoans are aquatic invertebrates that grow in colonies and may resemble corals.

Chemistry[edit]

Convolutamine A is the 2,4,6-tribromo-1,7-dimethoxy derivative of DMT, a hallucinogen that occurs naturally in many plants and animals. Convolutamine A is chemically related to 5-bromo-DMT which also occurs in many marine invertebrates.

Until the discovery of convolutindole A, the 1-methoxyindole moiety was unknown in the marine world. 1-Methoxyindoles, such as lespedamine, were previously only known to occur in plants of the bean and mustard families.

Biological activity[edit]

This chemical was tested for its ability to kill parasitic nematodes. It was found to be more effective than levamisole - a synthetic drug used to kill parasitic worms and to treat colon cancer. [citation needed]

References[edit]


Retrieved from "https://en.wikipedia.org/w/index.php?title=Convolutindole_A&oldid=1164405511"

Categories: 
Tryptamine alkaloids
Halogen-containing alkaloids
Bromoarenes
Indole ethers at the benzene ring
Hydroxylamines
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This page was last edited on 9 July 2023, at 03:48 (UTC).

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