CAS 2436-17-1

5-Methoxy-3-indolylacetonitril

Beschreibung:

5-Methoxy-3-indolylacetonitril, mit der CAS-Nummer 2436-17-1, ist eine chemische Verbindung, die eine Indolstruktur aufweist, die ein bicyclisches Molekül ist, das aus einem Benzolring besteht, der mit einem Pyrrolring verbunden ist. Diese Verbindung ist durch das Vorhandensein einer Methoxygruppe (-OCH3) an der Position 5 des Indolrings und einer Acetonitrilgruppe (-C≡N) an der Position 3 gekennzeichnet. Die Methoxygruppe trägt zur Polarität der Verbindung bei und kann deren Reaktivität und Löslichkeit in verschiedenen Lösungsmitteln beeinflussen. Die Acetonitrilgruppe führt eine Nitrilfunktion ein, die bekannt ist für ihre Fähigkeit, an nucleophilen Reaktionen teilzunehmen und als vielseitiger Baustein in der organischen Synthese zu dienen. 5-Methoxy-3-indolylacetonitril kann biologische Aktivität zeigen, was es in der medizinischen Chemie und Pharmakologie von Interesse macht. Seine Eigenschaften, wie Schmelzpunkt, Siedepunkt und Löslichkeit, können je nach spezifischen Bedingungen und Reinheit der Probe variieren.

Formel: C₁₁H₁₀N₂O

InChl: InChI=1/C11H10N2O/c1-14-9-2-3-11-10(6-9)8(4-5-12)7-13-11/h2-3,6-7,13H,4H2,1H3

SMILES: COc1ccc2c(c1)c(CC#N)c[nH]2

Synonyme:

• 5-Methoxyindole-3-acetonitrile
• (5-methoxy-1H-indol-3-yl)acetonitrile

2-(5-methoxy-1H-indol-3-yl)acetonitrile

CAS: 2436-17-1

Formel: C₁₁H₁₀N₂O

Reinheit: 98%

Farbe und Form: Solid

Molekulargewicht: 186.2099

Ref: IN-DA006W7A

5-Methoxyindole-3-acetonitrile

CAS: 2436-17-1

Ref: 7W-GK1206

(5-Methoxy-1H-indol-3-yl)acetonitrile

CAS: 2436-17-1

(5-Methoxy-1H-indol-3-yl)acetonitrile

Reinheit: ≥95%

Farbe und Form: Beige Solid

Molekulargewicht: 186.21g/mol

Ref: 54-OR8748

5-Methoxyindole-3-acetonitrile

CAS: 2436-17-1

5-Methoxyindole-3-acetonitrile is a synthetic compound used as a reference for the synthesis of melatonin. It is produced by the addition of magnesium to 5-methoxyindole, followed by reaction with cyanide and nitrile. The synthesis of this compound was first published in 1938 and has since been used as a reference for many other studies. It has been shown that 5-methoxyindole-3-acetonitrile has high performance liquid chromatography properties, with a linear range from 0.5 to 50 mg/mL and an ultraviolet spectrum that falls within the region between 220 nm and 400 nm. A molecular modeling study was conducted on this compound, which showed that it conforms with 4-hydroxy indole ring systems found in natural products such as tryptophan and serotonin. This product also has fluorescent properties, which are caused by its electron withdrawing group (cyano).

Formel: C₁₁H₁₀N₂O

Reinheit: Min. 95%

Farbe und Form: Powder

Molekulargewicht: 186.21 g/mol

Ref: 3D-FM38506

5-Methoxyindole-3-acetonitrile-d2

Kontrolliertes Produkt

CAS: 2436-17-1

Applications 5-Methoxyindole-3-acetonitrile-d2 is a labelled analogue of 5-Methoxyindole-3-acetonitrile (M262818), which is a versatile reactant used in the preparation of indole-N-acetic acid derivatives as aldose reductase inhibitors for diabetic complications treatment. It is also used in the synthesis of carboline analogs as potent MAPKAP-K2 inhibitors. 5-Methoxyindole-3-acetonitrile-d2 is also an intermediate in synthesizing Melatonin-d4 (M215002), a hormone; mediates photoperiodicity in mammals; inhibits cerebellar nitric oxide synthetase; peroxynitrite scavenger. Melatonin has complex effects on apoptotic pathways, inhibiting apoptosis in immune cells and neurons but enhancing apoptotic cell death of cancer cells. Inhibits proliferation/metastasis of breast cancer cells by inhibiting estrogen re
References Barchas, et al.: Nature, 214, 919 (1967); Glass, J.D., et al.: Science, 214, 821 (1981)

Formel: C₁₁D₂H₈N₂O

Farbe und Form: Neat

Molekulargewicht: 188.222

Ref: TR-M262819

5-METHOXYINDOLE-3-ACETONITRILE

CAS: 2436-17-1

Formel: C₁₁H₁₀N₂O

Reinheit: 98%

Farbe und Form: Solid

Molekulargewicht: 186.214

Ref: 10-F386808

5-Methoxyindole-3-acetonitrile

Kontrolliertes Produkt

CAS: 2436-17-1

Applications 5-Methoxyindole-3-acetonitrile is a versatile reactant used in the preparation of indole-N-acetic acid derivatives as aldose reductase inhibitors for diabetic complications treatment. It is also used in the synthesis of carboline analogs as potent MAPKAP-K2 inhibitors.
References Van Zandt, M., et al.: J. Med. Chem., 48, 3141 (2005); Wu, J., et al.: Bioorg. Med. Chem. Lett., 17, 4664 (2007);

Formel: C₁₁H₁₀N₂O

Farbe und Form: Neat

Molekulargewicht: 186.21

Ref: TR-M262818

5-Methoxyindole-3-acetonitrile

CAS: 2436-17-1

5-Methoxyindole-3-acetonitrile is a versatile building block that can be used for the synthesis of complex compounds. It is a fine chemical that is not commercially available and is sold at high prices as a research chemical. 5-Methoxyindole-3-acetonitrile has been used as a reagent in the synthesis of some pharmaceuticals, such as beta blockers. This compound also has been researched for its potential use as an intermediate in organic syntheses and reactions, including those involving peptides and proteins. The versatility of this chemical makes it useful for the construction of new molecules with medicinal properties.

Formel: C₁₁H₁₀N₂O

Molekulargewicht: 186.22 g/mol

Ref: 3D-M-3480

Melatonin Impurity 1

CAS: 2436-17-1

Formel: C₁₁H₁₀N₂O

Molekulargewicht: 186.21

Ref: ST-EA-CP-M166004