CAS 164178-33-0

[6-Iodo-2-methyl-1-[2-(4-morpholinyl)ethyl]-1H-indol-3-yl](4-methoxyphenyl)methanone

Description:

The chemical substance known as [6-Iodo-2-methyl-1-[2-(4-morpholinyl)ethyl]-1H-indol-3-yl](4-methoxyphenyl)methanone, with the CAS number 164178-33-0, is a synthetic compound that belongs to the class of indole derivatives. It features a complex structure characterized by the presence of an indole ring, which is a bicyclic structure composed of a benzene ring fused to a pyrrole ring. The compound contains an iodine atom at the 6-position of the indole, which can influence its reactivity and biological activity. Additionally, it has a morpholine moiety, which is a six-membered ring containing oxygen and nitrogen, contributing to its pharmacological properties. The methoxyphenyl group enhances its lipophilicity, potentially affecting its solubility and permeability. This compound may exhibit various biological activities, making it of interest in medicinal chemistry and drug development. However, specific biological effects and applications would require further investigation through empirical studies.

Formula: C₂₃H₂₅IN₂O₃

InChI: InChI=1S/C23H25IN2O3/c1-16-22(23(27)17-3-6-19(28-2)7-4-17)20-8-5-18(24)15-21(20)26(16)10-9-25-11-13-29-14-12-25/h3-8,15H,9-14H2,1-2H3

InChI key: InChIKey=JHOTYHDSLIUKCJ-UHFFFAOYSA-N

SMILES: C(=O)(C=1C=2C(N(CCN3CCOCC3)C1C)=CC(I)=CC2)C4=CC=C(OC)C=C4

Synonyms:

• 6-Iodo-2-Methyl-1-[[2-(4-Morpholinyl)Ethyl]-1H-Indol-3-Yl](4-Methoxyphenyl)Methanone
• Am630
• Iodopravadoline
• Methanone, [6-iodo-2-methyl-1-[2-(4-morpholinyl)ethyl]-1H-indol-3-yl](4-methoxyphenyl)-
• [6-Iodo-2-methyl-1-(2-morpholin-4-ylethyl)indol-3-yl]-(4-methoxyphenyl)methanone
• [6-iodo-2-methyl-1-(2-morpholin-4-ylethyl)-1H-indol-3-yl](4-methoxyphenyl)methanone
• AM 630

6-Iodopravadoline

CAS: 164178-33-0

6-Iodopravadoline (AM630) is an antagonist of CB2 (Ki: 31.2 nM). And it shows 165-fold selectivity more than CB1 receptors.

Formula: C₂₃H₂₅IN₂O₃

Purity: 99.29%

Color and Shape: Off-White Solid

Molecular weight: 504.36

Ref: TM-T14204

Methanone, [6-iodo-2-methyl-1-[2-(4-morpholinyl)ethyl]-1H-indol-3-yl](4-methoxyphenyl)-

CAS: 164178-33-0

Formula: C₂₃H₂₅IN₂O₃

Purity: 97%

Color and Shape: Solid

Molecular weight: 504.3607

Ref: IN-DA001UOM

AM-630

CAS: 164178-33-0

Formula: C₂₃H₂₅IN₂O₃

Purity: >98.0%(HPLC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 504.37

Ref: 3B-A3160

AM 630

Controlled Product

CAS: 164178-33-0

Applications AM 630 acts as a potential CB2 receptor cannabinoid antagonist with application towards human lung cancer treatment and angiogenesis induction.Synthetic Cannabinoids
References Ramer, R. et al.: Mol. Canc. Ther., 12, 69 (2013); Huang, H. et al.: Hepatol., 56, 248 (2012);

Formula: C₂₃H₂₅IN₂O₃

Color and Shape: Neat

Molecular weight: 504.36

Ref: TR-A575855

AM 630

Controlled Product

CAS: 164178-33-0

AM630 is an aminoalkylindole synthetic cannabinoid which acts as a potent selective inverse agonist at the cannabinoid receptor CB2 (Ki = 32.1 nM) and a partial agonist at cannabinoid receptor CB1. However, it has also been reported to act as an antagonist at the CB1 receptor at higher concentrations2.  In vitro, AM630 showed anti-tumorigenic properties by decreased viability in a prostate adenocarcinoma cell line and reducing pro-inflammatory cytokines in vitro as well as in  vivo2,3. It also has been shown to activate TRPA1 channels in neural cultures as well as stimulate TRPA1-mediated antihyperalgesia in wild-type mice and rats4.

Formula: C₂₃H₂₅IN₂O₃

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 504.36 g/mol

Ref: 3D-FI156054