139858
6-Methoxyindole
98%
Synonyme(s) :
NSC 92517
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About This Item
Formule empirique (notation de Hill):
C9H9NO
Numéro CAS:
Poids moléculaire :
147.17
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352100
ID de substance PubChem :
Produits recommandés
Pureté
98%
Pf
90-92 °C (lit.)
Chaîne SMILES
COc1ccc2cc[nH]c2c1
InChI
1S/C9H9NO/c1-11-8-3-2-7-4-5-10-9(7)6-8/h2-6,10H,1H3
Clé InChI
QJRWYBIKLXNYLF-UHFFFAOYSA-N
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Application
6-Methoxyindole was used to study the fluorescence of protonated excited-state forms of serotonin and other related compounds in acid. It was used in the preparation of:
- tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles, potential anticancer immunomodulator
- indolylindazoles and indolylpyrazolopyridines, interleukin-2 inducible T cell kinase inhibitors
- diindolyloxyindoles, anticancer agents
- benzoylpiperazinyl-indolyl ethane dione derivatives, HIV-1 inhibitors
- 3-aroylindoles as anticancer agents
- indolyl and isoquinolinyl anthranilates, PPARδ partial agonists
- heteroaryl ketones, VEGFR-2 inhibitors
- Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
- Reactant for synthesis of indolylindazoles and indolylpyrazolopyridines as interleukin-2 inducible T cell kinase inhibitors
- Reactant for preparation of diindolyloxyindoles as anticancer agents
- Reactant for preparation of benzoylpiperazinyl-indolyl ethane dione derivatives as HIV-1 inhibitors
- Reactant for preparation of 3-aroylindoles as anticancer agents
- Reactant for preparation of indolyl and isoquinolinyl anthranilates as PPARδ partial agonists
- Reactant for preparation of heteroaryl ketones as VEGFR-2 inhibitors
Actions biochimiques/physiologiques
6-Methoxyindole inhibits the chlorinating activity of myeloperoxidase and inhibits the generation of hypochlorous acid released by activated leukocytes.
Mention d'avertissement
Warning
Mentions de danger
Conseils de prudence
Classification des risques
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Organes cibles
Respiratory system
Code de la classe de stockage
11 - Combustible Solids
Classe de danger pour l'eau (WGK)
WGK 3
Point d'éclair (°F)
Not applicable
Point d'éclair (°C)
Not applicable
Équipement de protection individuelle
dust mask type N95 (US), Eyeshields, Gloves
Certificats d'analyse (COA)
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Les clients ont également consulté
V F Ximenes et al.
Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas, 38(11), 1575-1583 (2005-11-01)
Hypochlorous acid (HOCl) released by activated leukocytes has been implicated in the tissue damage that characterizes chronic inflammatory diseases. In this investigation, 14 indole derivatives, including metabolites such as melatonin, tryptophan and indole-3-acetic acid, were screened for their ability to
Ahmed Kamal et al.
Bioorganic & medicinal chemistry letters, 20(17), 5229-5231 (2010-08-03)
A simple and highly efficient method has been developed for the synthesis of 3,3-diindolyl oxyindoles by the reaction of indoles with isatin or 5-fluoro isatin using a catalytic amount (5 mol%) of FeCl(3) at room temperature in a short reaction
Eugene L Piatnitski Chekler et al.
Bioorganic & medicinal chemistry letters, 18(15), 4344-4347 (2008-07-22)
We have discovered novel inhibitors of VEGFR-2 kinase with low nanomolar potency in both enzymatic and cell-based assays. Active series are heteroaryl-ketone compounds containing a central aromatic ring with either an indazolyl or indolyl keto group in the ortho orientation
Matthias Herdemann et al.
Bioorganic & medicinal chemistry letters, 20(23), 6998-7003 (2010-10-23)
A series of novel compound libraries inhibiting interleukin-2 inducible T cell kinase (ITK) were designed, synthesized and evaluated. In the first design cycle two library scaffolds were identified showing low micromolar inhibition of ITK. Further iterative design cycles including crystal
Fluorescence of protonated excited-state forms of 5-hydroxytryptamine (serotonin) and related indoles.
R F Chen
Proceedings of the National Academy of Sciences of the United States of America, 60(2), 598-605 (1968-06-01)
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