Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

L2407

Sigma-Aldrich

Luzindole

≥90%

Synonym(s):

N-Acetyl-2-benzyltryptamine, N-[2-[2-(Phenylmethyl)-1H-indol-3-yl]ethyl]acetamide

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C19H20N2O
CAS Number:
117946-91-5
Molecular Weight:
292.37
MDL number:
MFCD00672498
UNSPSC Code:
12352200
PubChem Substance ID:
24896315
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

200

Assay

≥90%

solubility

DMSO: 5 mg/mL

storage temp.

−20°C

SMILES string

CC(=O)NCCc1c(Cc2ccccc2)[nH]c3ccccc13

InChI

1S/C19H20N2O/c1-14(22)20-12-11-17-16-9-5-6-10-18(16)21-19(17)13-15-7-3-2-4-8-15/h2-10,21H,11-13H2,1H3,(H,20,22)

InChI key

WVVXBPKOIZGVNS-UHFFFAOYSA-N

Gene Information

human ... MTNR1A(4543) , MTNR1B(4544)

Looking for similar products? Visit Product Comparison Guide

Application

Luzindole has been used as a MT1/MT2 receptor antagonist to detect the role of the melatonin receptor in neutrophil migration[1]

Biochem/physiol Actions

Luzindole is a melatonin (mel) receptor antagonist. It has higher affinity towards the Mel 1b receptor than the Mel 1a receptor subtype.[2]

Features and Benefits

This compound is featured on the Melatonin Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000316322
SLCR3744
SLCM6976
SLCM6972
SLCD6349

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Sameer Gupta et al.
The Journal of steroid biochemistry and molecular biology, 134, 23-36 (2012-10-13)
Immunoenhancing attributes of melatonin (Mel) on the immunocompromised state induced by glucocorticoid is well known, but the involvement of their receptors in the modulation of immunity has never been studied in any rodent. The present study explores the role of
Naree Song et al.
Journal of pineal research, 53(4), 335-343 (2012-04-28)
Melatonin is an indolamine that is synthesized in the pineal gland and shows a wide range of physiological functions. Although the anti-aging properties of melatonin have been reported in a senescence-accelerated mouse model, whether melatonin modulates cellular senescence has not
Melatonin enhancement of splenocyte proliferation is attenuated by luzindole, a melatonin receptor antagonist
Drazen DL, et al.
American Journal of Physiology. Regulatory, Integrative and Comparative Physiology, 280(5), R1476-R1482 (2001)
Exogenous melatonin inhibits neutrophil migration through suppression of ERK activation
Ren DL, et al.
The Journal of Endocrinology, 227(1), 49-60 (2015)
Rafael Ochoa-Sanchez et al.
Progress in neuro-psychopharmacology & biological psychiatry, 39(2), 318-325 (2012-07-14)
Melatonin (MLT) is a neurohormone known to be involved in the regulation of anxiety. Most of the physiological actions of MLT in the brain are mediated by two high-affinity G-protein-coupled receptors, denoted MT(1) and MT(2). However, the particular role of
View All Related Papers

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service