N-[2-(5-methoxy-1H-indol-3-yl)(2H4)ethyl]acetamide

• ChemBase ID: 135632
• Molecular Formular: C13H16N2O2
• Molecular Mass: 232.27834
• Monoisotopic Mass: 232.12117776
• SMILES: C(c1c[nH]c2c1cc(cc2)OC)CNC(=O)C
• Canonical SMILES: COc1ccc2c(c1)c(CCNC(=O)C)c[nH]2
• InChI: InChI=1S/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)
• InChIKey: DRLFMBDRBRZALE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[2-(5-methoxy-1H-indol-3-yl)(^2H₄)ethyl]acetamide
• IUPAC Traditional name: N-[2-(5-methoxy-1H-indol-3-yl)(^2H₄)ethyl]acetamide
• Synonyms: N-Acetyl-5-methoxytryptamine-α,α,β,β-d4; N-[2-(5-Methoxy-1H-indol-3-yl)ethyl]acetamide-d4; 5-Methoxy-N-acetyltryptamine-d4; Circadin-d4; Melatol-d4; Melatonine-d4; Melovine-d4; N-Acetyl-5-methoxytryptamine-d4; N-[2-(5-Methoxyindol-3-yl)ethyl]acetamide-d4; NSC 113928-d4; NSC 56423-d4; Regulin-d4; Melatonin-d4; N-乙酰基-5-甲氧基色胺-α,α,β,β-d4

Database IDs

• CAS Number: 66521-38-8
• MDL Number: MFCD03428096
• PubChem SID: 162229905
• PubChem CID: 12358981

CALCULATED PROPERTIES

• Acid pKa: 15.795497
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.1476126
• LogD (pH = 7.4): 1.1476128
• Log P: 1.1476128
• Molar Refractivity: 66.2799 cm^3
• Polarizability: 26.626333 Å^3
• Polar Surface Area: 54.12 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White to Pale Yellow
• Melting Point: 117-118°C
• Mass Shift: M+4

Safety Information

• Storage Condition: -20°C Freezer
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 98% (CP)
• Isotopic Purity: 98 atom % D
• Empirical Formula (Hill Notation): C13D4H12N2O2

DETAILS

Sigma Aldrich - 673447

Packaging
This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.

Toronto Research Chemicals - M215002

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 o

REFERENCES

• Barchas, et al.: Nature, 214, 919 (1967)
• Glass, J.D., et al.: Science, 214, 821 (1967)