Tryptoline
Tryptoline structure
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Common Name | Tryptoline | ||
|---|---|---|---|---|
| CAS Number | 16502-01-5 | Molecular Weight | 172.226 | |
| Density | 1.2±0.1 g/cm3 | Boiling Point | 351.6±32.0 °C at 760 mmHg | |
| Molecular Formula | C11H12N2 | Melting Point | 206-208 °C(lit.) | |
| MSDS | Chinese USA | Flash Point | 166.5±25.1 °C | |
| Symbol |
GHS07 |
Signal Word | Warning | |
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Fingerprint analysis of thermolytic decarboxylation of tryptophan to tryptamine catalyzed by natural oils.
J. Chromatogr. A. 1210(1) , 115-20, (2008) A number of N,N-dialkylated tryptamines show psychoactive properties in man which resulted in a renewed interest in psychopharmacological research. Attempts to manufacture these derivatives are increasing within a clandestine environment, where literature pro... |
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Biosynthetic gene cluster for the cladoniamides, bis-indoles with a rearranged scaffold.
PLoS ONE 6(8) , e23694, (2011) The cladoniamides are bis-indole alkaloids isolated from Streptomyces uncialis, a lichen-associated actinomycete strain. The cladoniamides have an unusual, indenotryptoline structure rarely observed among bis-indole alkaloids. I report here the isolation, seq... |
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A class of oral N-[(1S,3S)-1-methyl-1,2,3,4-tetrahydro-β-carboline-3-carbonyl]- N'-(amino-acid-acyl)hydrazine: discovery, synthesis, in vitro anti-platelet aggregation/in vivo anti-thrombotic evaluation and 3D QSAR analysis.
Eur. J. Med. Chem. 46 , 3237-49, (2011) The in vivo anti-thrombotic activities of amino acid modified tetrahydro-β-carbolines depended upon the proximity of the side chain of the amino acid residue to the carboline-cycle. Based on this proximity the computerized screening of various tetrahydro-β-ca... |
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Interaction of β-carboline alkaloids with RNA.
DNA Cell. Biol. 29 , 753-761, (2010) β-Carboline alkaloids are present in medicinal plants such as Peganum harmala L., which have been used as folk medicine in anticancer therapy. Recently, they have drawn attention because of their antitumor activities. Despite considerable interest and investi... |
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Beta-carboline alkaloids bind DNA.
J. Photochem. Photobiol. B, Biol. 100 , 84-91, (2010) Beta-carboline alkaloids present in Peganum harmala (harmal) have recently drawn attention due to their antitumor activities. The mechanistic studies indicate that beta-carboline derivatives inhibit DNA topoisomerases and interfere with DNA synthesis. They in... |
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Easy access to fully functionalized chiral tetrahydro-β-carboline alkaloids.
J. Org. Chem. 76(8) , 2909-12, (2011) A four-step synthetic route to fully substituted chiral tetrahydro-β-carbolines (THBCs) is described. Starting from the (R,S,S)-Friedel-Crafts/Henry adduct obtained from three-component coupling of an indole, nitroalkene, and aldehyde catalyzed by imidazoline... |
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Direct and selective functionalization of a tetrahydro-beta-carboline at position 4.
Org. Lett. 12(6) , 1240-3, (2010) The first example of direct functionalization of a tetrahydro-beta-carboline (THBC) at position 4 is presented. Nucleophiles with various reactivity add to a transient intermediate generated in situ from this THBC. This reaction proceeds with a total control ... |
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Traceless synthesis of diketopiperazine fused tetrahydro-β-carbolines on soluble polymer support.
Mol. Divers. 15(2) , 569-81, (2011) The Pictet-Spengler reaction, using polyethylene glycol immobilized tryptophan ester with a variety of ketones, was achieved by refluxing condition in acidic chloroform. The linear as well as cyclic ketones were employed. All the ketones were reacted within 6... |
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Synthesis and biological evaluation of novel tryptoline derivatives as indoleamine 2,3-dioxygenase (IDO) inhibitors.
Bioorg. Med. Chem. 21(5) , 1159-65, (2013) Indoleamine 2,3-dioxygenase (IDO) plays a significant role in several disorders such as Alzheimer's disease, age-related cataracts and tumors. A series of novel tryptoline derivatives were synthesized and evaluated for their inhibitory activity against IDO. S... |
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From BACE1 inhibitor to multifunctionality of tryptoline and tryptamine triazole derivatives for Alzheimer's disease.
Molecules 17(7) , 8312-33, (2012) Efforts to discover new drugs for Alzheimer's disease emphasizing multiple targets was conducted seeking to inhibit amyloid oligomer formation and to prevent radical formation. The tryptoline and tryptamine cores of BACE1 inhibitors previously identified by v... |