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Luzindole

Alias: Luzindole, N-0774, N0774, N 0774, N-acetyl-2-benzyltryptamine
Cat No.:V24566 Purity: ≥98%
Luzindole (N-0774) is a selective melatonin receptor blocker (antagonist).
Luzindole
Luzindole Chemical Structure CAS No.: 117946-91-5
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
10mg
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Product Description
Luzindole (N-0774) is a selective melatonin receptor blocker (antagonist). Luzindole preferentially targets MT2 (Mel1b), with Kis of 10.2 and 158 nM for human MT2 and MT1, respectively. Luzindole inhibits experimental autoimmune encephalomyelitis and exerts antidepressant-like activity.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
MBP-reactive LV-4 T cell lines' antigen-specific proliferation is inhibited by luteindole (N-0774) (5–10 μg/ml) [1].
ln Vivo
Experimental autoimmune encephalomyelitis is inhibited by luzindole (N-0774) (30 mg/kg; i.p.; days 0-5) [2]. In a dose-dependent manner, luzindole (N-0774) (30 mg/kg ip) shortens immobility time; the impact is greater at midnight (60% decrease) than it is at midday (39% reduction). Luzindole's effects are time-dependent, peaking after 60 minutes. The anti-immobility effects of luzidole (10 mg/kg ip) are countered by the administration of melatonin (30 mg/kg ip). Luzindole (30 mg/kg ip) does not change albino ND/4 mice's or C57BL/6J mice's non-melatonin-producing immobility time at midday or midnight [3].
Animal Protocol
Animal/Disease Models: 23 to 12 weeks old (SJL , under minimal lighting conditions)
Experimental Results: Effective prevention of experimental autoimmune encephalomyelitis.
References

[1]. Melatonin receptor antagonists that differentiate between the human Mel1a and Mel1b recombinant subtypes are used to assess the pharmacological profile of the rabbit retina ML1 presynaptic heteroreceptor. Naunyn Schmiedebergs Arch Pharmacol. 1997 Mar;355(3):365-75.

[2]. Luzindole, a melatonin receptor antagonist, suppresses experimental autoimmune encephalomyelitis. Pathobiology. 1997;65(4):190-4.

[3]. Dubocovich ML Antidepressant-like activity of the melatonin receptor antagonist, luzindole (N-0774), in the mouse behavioral despair test. Eur J Pharmacol. 1990 Jul 3;182(2):313-25.

Additional Infomation
Luzindole is a member of the class of indoles that is tryptamine in which one of the amino hydrogens is replaced by an acetyl group while the hydrogen at position 2 is replaced by a benzyl group. It has a role as a melatonin receptor antagonist. It is a member of acetamides and a member of indoles. It is functionally related to a tryptamine.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C19H20N2O
Molecular Weight
292.3749
Exact Mass
292.157
Elemental Analysis
C, 78.05; H, 6.90; N, 9.58; O, 5.47
CAS #
117946-91-5
Related CAS #
Luzindole HCl;117946-91-5;
PubChem CID
122162
Appearance
Off-white to light yellow solid powder
Density
1.2±0.1 g/cm3
Boiling Point
559.6±38.0 °C at 760 mmHg
Melting Point
44-46°C
Flash Point
292.2±26.8 °C
Vapour Pressure
0.0±1.5 mmHg at 25°C
Index of Refraction
1.632
LogP
3.04
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
5
Heavy Atom Count
22
Complexity
364
Defined Atom Stereocenter Count
0
SMILES
O=C(C([H])([H])[H])N([H])C([H])([H])C([H])([H])C1C2=C([H])C([H])=C([H])C([H])=C2N([H])C=1C([H])([H])C1C([H])=C([H])C([H])=C([H])C=1[H]
InChi Key
WVVXBPKOIZGVNS-UHFFFAOYSA-N
InChi Code
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)
Chemical Name
N-[2-(2-benzyl-1H-indol-3-yl)ethyl]acetamide
Synonyms
Luzindole, N-0774, N0774, N 0774, N-acetyl-2-benzyltryptamine
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~100 mg/mL (~342.03 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (8.55 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (8.55 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (8.55 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.4203 mL 17.1016 mL 34.2032 mL
5 mM 0.6841 mL 3.4203 mL 6.8406 mL
10 mM 0.3420 mL 1.7102 mL 3.4203 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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