5546-17-8 Usage
Chemical class
Indole
Natural product origin
Derived from 5-hydroxytryptamine (serotonin)
Pharmacological activity
Potential serotonin receptor agonist
Applications
Possible use in neuroscience and drug development
Research status
Further research needed to fully understand properties and potential uses
Molecular structure
Contains a 5-hydroxyindole core with a 4-methoxyphenyl and 2-methyl substituent, and an ethanone (keto) group attached to the indole nitrogen
Functional groups
Hydroxyl, methoxy, methyl, and ketone groups
Molecular weight
Approximately 293.33 g/mol
Appearance
Likely a solid or crystalline substance, though specific appearance not provided in the material
Solubility
Not specified in the material, but indole compounds are generally soluble in organic solvents like ethanol, methanol, or acetone
Stability
Not specified in the material, but indole compounds are typically stable under normal conditions
Reactivity
Not specified in the material, but indole compounds can undergo various chemical reactions, such as substitution, oxidation, and reduction, depending on the substituents present
Safety
Not specified in the material, but caution should be exercised when handling due to its potential pharmacological activity and unknown safety profile
Please note that some properties, such as appearance, solubility, stability, and reactivity, are not explicitly provided in the material. The information listed is based on general knowledge of indole compounds and may not be specific to 1-[5-HYDROXY-1-(4-METHOXY-PHENYL)-2-METHYL-1H-INDOL-3-YL]-ETHANONE.
Check Digit Verification of cas no
The CAS Registry Mumber 5546-17-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,5,4 and 6 respectively; the second part has 2 digits, 1 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 5546-17:
(6*5)+(5*5)+(4*4)+(3*6)+(2*1)+(1*7)=98
98 % 10 = 8
So 5546-17-8 is a valid CAS Registry Number.
InChI:InChI=1/C18H17NO3/c1-11-18(12(2)20)16-10-14(21)6-9-17(16)19(11)13-4-7-15(22-3)8-5-13/h4-10,21H,1-3H3
5546-17-8Relevant articles and documents
Design, Synthesis, and Evaluation of 11C-Labeled 3-Acetyl-Indole Derivatives as a Novel Positron Emission Tomography Imaging Agent for Diacylglycerol Kinase Gamma (DGKγ) in Brain
Hattori, Yasushi,Yamasaki, Tomoteru,Ohashi, Tomohiro,Miyanohana, Yuhei,Kusumoto, Tomokazu,Maeda, Ryouta,Miyamoto, Maki,Debori, Yasuyuki,Hata, Akito,Zhang, Yiding,Wakizaka, Hidekatsu,Wakabayashi, Takeshi,Fujinaga, Masayuki,Yamashita, Ryo,Zhang, Ming-Rong,Koike, Tatsuki
, p. 11990 - 12002 (2021/08/24)
Diacylglycerol kinase gamma (DGKγ) is a subtype of DGK enzyme, which catalyzes ATP-dependent conversion of diacylglycerol to phosphatidic acid. DGKγ, localized in the brain, plays an important role in the central nervous system. However, its function has not been widely investigated. Positron emission tomography (PET) imaging of DGKγvalidates target engagement of therapeutic DGKγinhibitors and investigates DGKγlevels under normal and disease conditions. In this study, we designed and synthesized a series of 3-acetyl indole derivatives as candidates for PET imaging agents for DGKγ. Among the synthesized compounds, 2-((3-acetyl-1-(6-methoxypyridin-3-yl)-2-methyl-1H-indol-5-yl)oxy)-N-methylacetamide (9) exhibited potent inhibitory activity (IC50 = 30 nM) against DGKγand desirable physicochemical properties allowing efficient blood-brain barrier penetration and low levels of undesirable nonspecific binding. The radiolabeling of 9 followed by PET imaging of wild-type and DGKγ-deficient mice and rats indicated that [11C]9 ([11C]T-278) specifically binds to DGKγand yields a high signal-to-noise ratio for DGKγin rodent brains.
