L2407

Luzindole

Name: Luzindole
Brand: SIGMA
Price: 197 USD

≥90%, melatonin receptor antagonist

Synonym(s):

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

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5 MG

$197.00

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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

Key Documents

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Product Name

Luzindole, ≥90%

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)

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Show Differences

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This Item	SML0248	SML0204	SML0243
Sigma-Aldrich L2407 Luzindole	Sigma-Aldrich SML0248 Zolmitriptan	Sigma-Aldrich SML0204 MS-1020	Sigma-Aldrich SML0243 ML169
assay ≥90%	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
Quality Level 200	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. −20°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C
solubility DMSO: 5 mg/mL	solubility DMSO: ≥5 mg/mL	solubility DMSO: ≥10 mg/mL at 60 °C	solubility DMSO: >5 mg/mL
Gene Information human ... MTNR1A(4543), MTNR1B(4544)	Gene Information human ... HTR1B(3351), HTR1D(3352)	Gene Information -	Gene Information -

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Anxiolytic effects of the melatonin MT(2) receptor partial agonist UCM765: comparison with melatonin and diazepam.

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

Melatonin promotes differentiation of 3T3-L1 fibroblasts.

Alicia González et al.

Journal of pineal research, 52(1), 12-20 (2011-07-02)

Melatonin inhibits the genesis and growth of breast cancer by interfering at different levels in the estrogen-signaling pathways. Melatonin inhibits aromatase activity and expression in human breast cancer cells, thus behaving as a selective estrogen enzyme modulator. As the adipose

Exogenous melatonin inhibits neutrophil migration through suppression of ERK activation

Ren DL, et al.

The Journal of Endocrinology, 227(1), 49-60 (2015)

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)

Melatonin suppresses doxorubicin-induced premature senescence of A549 lung cancer cells by ameliorating mitochondrial dysfunction.

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

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Luzindole