CAS Number117946-91-5
SynonymsN-[2-(2-Benzyl-1H-indol-3-yl)ethyl]acetamide; Luzindole; N-Acetyl-2-benzyltryptamine; 2-Benzyl-N-acetyltryptamine; N-0774; N-Acetyl-2-benzyltryptamine N-[2-[2-(Phenylmethyl)-1H-indol-3-yl]ethyl]acetamide; MFCD00672498; Arachidonyl serotonin; Tocris-0877
Molecular FormulaC19H20N2O
Molecular Weight292.37
Purity98.00%
Density1.2±0.1 g/cm3
Boiling Point559.6±38.0 °C at 760 mmHg
Melting Point44-46°C
AppearanceSolid;White to Light yellow to Light orange powder to crystal
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 117946-91-5 |
| Catalog No. | 2A-1186198 |
| Chinese Name | N-乙酰基-2-苄基色胺 |
| Synonyms | N-[2-(2-Benzyl-1H-indol-3-yl)ethyl]acetamide; Luzindole; N-Acetyl-2-benzyltryptamine; 2-Benzyl-N-acetyltryptamine; N-0774; N-Acetyl-2-benzyltryptamine N-[2-[2-(Phenylmethyl)-1H-indol-3-yl]ethyl]acetamide; MFCD00672498; Arachidonyl serotonin; Tocris-0877 |
| Molecular Formula | C19H20N2O |
| Molecular Weight | 292.37 |
| Purity | 98.00 |
| Density | 1.2±0.1 g/cm3 |
| Boiling Point | 559.6±38.0 °C at 760 mmHg |
| Melting Point | 44-46°C |
| Appearance | Solid;White to Light yellow to Light orange powder to crystal |
| Water Solubility | DMSO: 5 mg/mL |
| Storage Condition | Seal and store at -20ºC |
| Application | Luzindole (N-0774) is a selective melatonin receptor antagonist. Luzindole preferentially targets MT2 (Mel1b), with Ki values of 10.2 and 158 nM for human MT2 and MT1, respectively. Luzindole inhibi |
| PubChem ID | 24896315 |
| MDL Number | MFCD00672498 |
| SMILES | CC(=O)NCCc1c(Cc2ccccc2)[nH]c2ccccc12 |
| InChI | 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 |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | transportation |
| Bioactivity | Luzindole (N-0774) is a selective melatonin receptor antagonist. Luzindole preferentially targets MT2 (Mel1b) over MT1 (Mel1a) with Ki values of 10.2 and 158 nM for human MT2 and MT1, respectively. Luzindole suppresses experimental autoimmune encephalomyelitis (EAE), and exerts antidepressant-like activity[1][2][3]. Related Catalog Signaling Pathways >> Neuronal Signaling >> Melatonin Receptor Signaling Pathways >> GPCR/G Protein >> Melatonin Receptor Research Areas >> Neurological Disease Target Ki :10.2 nM (human MT2), 158 nM (human MT1)[1] In Vitro Luzindole (N-0774) (5-10 μg/ml) inhibits antigen-specific proliferation of the MBP-reactive LV-4 T cell line[1]. In Vivo Luzindole (N-0774) (30 mg/kg; i.p.; days 0-5) suppresses experimental autoimmune encephalomyelitis[2]. Luzindole (N-0774) (30 mg/kg i.p.) reduces the time of immobility in a dose-dependent manner, the effect being more pronounced at midnight (60% reduction) than at noon (39% reduction). The effect of luzindole is time-dependent, showing a maximal effect at 60 min. The anti-immobility effect of luzindole (10 mg/kg i.p.) is prevented by the administration of melatonin (30 mg/kg i.p.). Luzindole (30 mg/kg i.p.) did not modify the time of immobility either at noon or midnight in the albino ND/4 mouse, or in the C57BL/6J mouse, which does not produce melatonin[3]. Animal Model: Twenty-three- to 12-week-old(SJL X PL/J ) F1 mice[2] Dosage: 30 mg/kg Administration: i.p.; days 0-5 (between 23: 00 and 1: 00 under conditions of minimal lighting) Result: Effectively prevented experimental autoimmune encephalomyelitis. References [1]. Dubocovich ML, et al. 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]. Constantinescu CS, et al. 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. Chemical & Physical Properties Density 1.2±0.1 g/cm3 Boiling Point 559.6±38.0 °C at 760 mmHg Melting Point 44-46°C Molecular Formula C19H20N2O Molecular Weight 292.375 Flash Point 292.2±26.8 °C Exact Mass 292.157562 PSA 44.89000 LogP 3.04 Vapour Pressure 0.0±1.5 mmHg at 25°C Index of Refraction 1.632 InChIKey WVVXBPKOIZGVNS-UHFFFAOYSA-N SMILES CC(=O)NCCc1c(Cc2ccccc2)[nH]c2ccccc12 Storage condition −20°C Stability Store at -20°C Water Solubility DMSO: 5 mg/mL |
| Use of | Luzindole (N-0774) is a selective melatonin receptor antagonist. Luzindole preferentially targets MT2 (Mel1b) over MT1 (Mel1a) with Ki values of 10.2 and 158 nM for human MT2 and MT1, respectively. Luzindole suppresses experimental autoimmune encephalomyelitis (EAE), and exerts antidepressant-like activity[1][2][3]. Properties Articles34 Name N-[2-(2-benzyl-1H-indol-3-yl)ethyl]acetamide Synonym More Synonyms Luzindole Biological Activity Description Luzindole (N-0774) is a selective melatonin receptor antagonist. Luzindole preferentially targets MT2 (Mel1b) over MT1 (Mel1a) with Ki values of 10.2 and 158 nM for human MT2 and MT1, respectively. Luzindole suppresses experimental autoimmune encephalomyelitis (EAE), and exerts antidepressant-like activity[1][2][3]. Related Catalog Signaling Pathways >> Neuronal Signaling >> Melatonin Receptor Signaling Pathways >> GPCR/G Protein >> Melatonin Receptor Research Areas >> Neurological Disease Ki :10.2 nM (human MT2), 158 nM (human MT1)[1] In Vitro Luzindole (N-0774) (5-10 μg/ml) inhibits antigen-specific proliferation of the MBP-reactive LV-4 T cell line[1]. References [1]. Dubocovich ML, et al. 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]. Constantinescu CS, et al. 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. Chemical & Physical Properties Molecular Formula C19H20N2O Exact Mass 292.157562 PSA 44.89000 Index of Refraction 1.632 InChIKey WVVXBPKOIZGVNS-UHFFFAOYSA-N |
| Transport Info | Product name: Purity: 96.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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