CAS 2436-17-1

5-Méthoxy-3-indolylacétonitrile

Description :

5-Méthoxy-3-indolylacétonitrile, avec le numéro CAS 2436-17-1, est un composé chimique qui présente une structure d'indole, qui est un composé bicyclique constitué d'un anneau de benzène fusionné à un anneau de pyrrole. Ce composé se caractérise par la présence d'un groupe méthoxy (-OCH3) en position 5 de l'anneau d'indole et d'un groupe acétonitrile (-C≡N) en position 3. Le groupe méthoxy contribue à la polarité du composé et peut influencer sa réactivité et sa solubilité dans divers solvants. Le groupe acétonitrile introduit un groupe fonctionnel nitrile, connu pour sa capacité à participer à des réactions nucléophiles et peut servir de bloc de construction polyvalent dans la synthèse organique. 5-Méthoxy-3-indolylacétonitrile peut présenter une activité biologique, ce qui le rend intéressant en chimie médicinale et en pharmacologie. Ses propriétés, telles que le point de fusion, le point d'ébullition et la solubilité, peuvent varier en fonction des conditions spécifiques et de la pureté de l'échantillon.

Formule : C₁₁H₁₀N₂O

InChI : 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

Synonymes :

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

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

CAS : 2436-17-1

Formule : C₁₁H₁₀N₂O

Degré de pureté : 98%

Couleur et forme : Solid

Masse moléculaire : 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

Degré de pureté : ≥95%

Couleur et forme : Beige Solid

Masse moléculaire : 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).

Formule : C₁₁H₁₀N₂O

Degré de pureté : Min. 95%

Couleur et forme : Powder

Masse moléculaire : 186.21 g/mol

Ref: 3D-FM38506

5-Methoxyindole-3-acetonitrile-d2

Produit contrôlé

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)

Formule : C₁₁D₂H₈N₂O

Couleur et forme : Neat

Masse moléculaire : 188.222

Ref: TR-M262819

5-METHOXYINDOLE-3-ACETONITRILE

CAS : 2436-17-1

Formule : C₁₁H₁₀N₂O

Degré de pureté : 98%

Couleur et forme : Solid

Masse moléculaire : 186.214

Ref: 10-F386808

5-Methoxyindole-3-acetonitrile

Produit contrôlé

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);

Formule : C₁₁H₁₀N₂O

Couleur et forme : Neat

Masse moléculaire : 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.

Formule : C₁₁H₁₀N₂O

Masse moléculaire : 186.22 g/mol

Ref: 3D-M-3480

Melatonin Impurity 1

CAS : 2436-17-1

Formule : C₁₁H₁₀N₂O

Masse moléculaire : 186.21

Ref: ST-EA-CP-M166004