66521-38-8

Basic information

• Product Name: N-ACETYL-5-METHOXYTRYPTAMINE-ALPHA,ALPHA,BETA,BETA-D4
• Synonyms: N-ACETYL-5-METHOXYTRYPTAMINE-ALPHA,ALPHA,BETA,BETA-D4;MELATONIN-D4;N-Acetyl-5-methoxytryptamine-a,a-b,b-d;N-Acetyl-5-methoxytryptamine-α,α,β,beta-D4;N-Acetyl-5-methoxytryptamine-a,a-,-d4;N-[2-(5-Methoxy-1H-indol-3-yl)ethyl]acetaMide-d4;N-Acetyl-5-methoxytryptamine-α,α,β,β-d4
• CAS NO: 66521-38-8
• Molecular Formula: C13H12D4N2O2
• Molecular Weight: 236.3
• Product Categories: Intermediates & Fine Chemicals;Isotope Labeled Compounds;Pharmaceuticals;Amines;Heterocycles;Isotope Labelled Compounds
• Mol File: 66521-38-8.mol
• Article Data: 1

Chemical Properties

• Melting Point: 117-118°C
• Boiling Point: 512.831°C at 760 mmHg
• Flash Point: 263.951°C
• Appearance: /
• Density: 1.196g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.6
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly, Heated), Methanol (Slightly)
• CAS DataBase Reference: N-ACETYL-5-METHOXYTRYPTAMINE-ALPHA,ALPHA,BETA,BETA-D4(CAS DataBase Reference)
• NIST Chemistry Reference: N-ACETYL-5-METHOXYTRYPTAMINE-ALPHA,ALPHA,BETA,BETA-D4(66521-38-8)
• EPA Substance Registry System: N-ACETYL-5-METHOXYTRYPTAMINE-ALPHA,ALPHA,BETA,BETA-D4(66521-38-8)

Safety Data

• Hazardous Substances Data: 66521-38-8(Hazardous Substances Data)

Usage

Description

N-ACETYL-5-METHOXYTRYPTAMINE-ALPHA,ALPHA,BETA,BETA-D4 is a hormone that plays a significant role in mediating photoperiodicity in mammals. It is also known for its inhibitory effects on cerebellar nitric oxide synthetase and acts as a peroxynitrite scavenger. This hormone has complex effects on apoptotic pathways, inhibiting apoptosis in immune cells and neurons while enhancing apoptotic cell death of cancer cells. Additionally, it inhibits the proliferation and metastasis of breast cancer cells by inhibiting estrogen receptor action.

Uses

Used in Hormonal Regulation:
N-ACETYL-5-METHOXYTRYPTAMINE-ALPHA,ALPHA,BETA,BETA-D4 is used as a hormone for mediating photoperiodicity in mammals, which is essential for regulating various physiological processes, including reproduction and hibernation.
Used in Neuroprotection:
As an inhibitor of cerebellar nitric oxide synthetase, N-ACETYL-5-METHOXYTRYPTAMINE-ALPHA,ALPHA,BETA,BETA-D4 is used for its neuroprotective properties, potentially reducing the risk of neurodegenerative diseases.
Used as an Antioxidant:
N-ACETYL-5-METHOXYTRYPTAMINE-ALPHA,ALPHA,BETA,BETA-D4 functions as a peroxynitrite scavenger, making it useful in applications that require antioxidant properties to protect cells from oxidative stress.
Used in Cancer Therapy:
This hormone is used for its complex effects on apoptotic pathways, inhibiting apoptosis in immune cells and neurons while enhancing apoptotic cell death of cancer cells. It is particularly useful in inhibiting the proliferation and metastasis of breast cancer cells by inhibiting estrogen receptor action.
Used in Pharmaceutical Industry:
N-ACETYL-5-METHOXYTRYPTAMINE-ALPHA,ALPHA,BETA,BETA-D4 is used as a pharmaceutical agent for its various applications, including hormonal regulation, neuroprotection, antioxidant properties, and cancer therapy. Its diverse effects make it a promising candidate for the development of new drugs and therapies.

InChI:InChI=1/C13H16N2O2/c1-9(16)14-6-5-10-8-15-13-4-3-11(17-2)7-12(10)13/h3-4,7-8,15H,5-6H2,1-2H3,(H,14,16)/i5D2,6D2

Relevant articles and documents

Mass spectra of some specifically deuterated tryptamines.

The mass spectra of the four tryptamine derivatives, N-acetyl-5-methoxytryptamine (melatonin), N-acetyl-5-hydroxytryptamine (N-acetyl-serotonin), N,N-dimethyl-5-hydroxtryptamine (bufotenine) and N,N-dimethyl-5-methoxytryptamine (O-methylbufotenine), with specifically labeled [D4] aminoethyl sidechains have been measured. Comparison of these spectra with those of the unlabeled compounds enable the major fragmentations of the compounds to be defined.