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113980

Sigma-Aldrich

7-Methoxyindole

97%

Sinonimo/i:

NSC 100739

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About This Item

Formula empirica (notazione di Hill):
C9H9NO
Numero CAS:
3189-22-8
Peso molecolare:
147.17
Numero CE:
221-690-1
Numero MDL:
MFCD00047203
Codice UNSPSC:
12352100
ID PubChem:
24847155

Saggio

97%

Indice di rifrazione

n20/D 1.612 (lit.)

P. ebollizione

108-110 °C/0.3 mmHg (lit.)

Densità

1.126 g/mL at 25 °C (lit.)

Stringa SMILE

COc1cccc2cc[nH]c12

InChI

1S/C9H9NO/c1-11-8-4-2-3-7-5-6-10-9(7)8/h2-6,10H,1H3
FSOPPXYMWZOKRM-UHFFFAOYSA-N

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Applicazioni

7-Methoxyindole is used to study the effects of methoxy and amino substitution on the indole ring.
  • Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
  • Reactant for preparation of indolylindazoles and indolylpyrazolopyridines as interleukin-2 inducible T cell kinase inhibitors
  • Reactant for preparation of benzoylpiperazinyl-indolyl ethane dione derivatives as HIV-1 inhibitors
  • Reactant for preparation of bis(indolyl)alkanehydroxamic acids as histone deacetylase inhibitors
  • Reactant for preparation of β-carboline-1-carboxylic acids as inhibitors of mitogen activated protein kinase-activated protein kinase 2

Azioni biochim/fisiol

7-Methoxyindole inhibits tobacco cell growth that can be partially reversed by indole and tryptophan.

Pittogrammi

CorrosionExclamation mark
GHS05,GHS07

Avvertenze

Danger

Indicazioni di pericolo

H302,H315,H318,H335

Classi di pericolo

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

>235.4 °F - closed cup

Punto d’infiammabilità (°C)

> 113 °C - closed cup

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

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Certificati d'analisi (COA)

Lot/Batch Number
1430903V
1430903
04105EE
16623ED
09511BC

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Sigma-Aldrich

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Sigma-Aldrich

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Trujillo, J., I.; et al.
Bioorganic & Medicinal Chemistry Letters, 19, 2365-2365 (2009)
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
D W Miles et al.
Proceedings of the National Academy of Sciences of the United States of America, 70(12), 3754-3758 (1973-12-01)
The magnetic circular dichroism of benzene and indole derivatives was measured down to 190 nM. The following pairs of molecules have magnetic circular dichroisms of the opposite sign in the B(2u) absorption region: aniline and benzonitrile, indene and indoline, indole
Giuseppe Giannini et al.
Bioorganic & medicinal chemistry letters, 19(10), 2840-2843 (2009-04-11)
In order to gather further knowledge about the structural requirements on histone deacetylase inhibitors (HDACi), starting from the schematic model of the common pharmacophore that characterizes this class of molecules (surface recognition CAP group-connection unit-linker region-Zinc Binding Group), we designed
J M Widholm
Plant physiology, 67(6), 1101-1104 (1981-06-01)
Twenty-three indole analogs were used to inhibit the growth of carrot and tobacco suspension cultures. The addition of tryptophan or indole partially reversed the inhibition of both cell lines only for 4-fluoroindole, 5-fluoroindole, and 6-fluoroindole. Inhibition of tobacco cell growth
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