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5814-93-7

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5814-93-7 Usage

Chemical Properties

Grey crystal

Uses

Indole-3-propionamide is a novel endogenous indole derivative which has a similar structure to melatonin. It acts as a stabilizer of energy metabolism, thereby reducing reactive oxygen species (ROS) production.

Synthesis Reference(s)

Journal of Medicinal Chemistry, 37, p. 598, 1994 DOI: 10.1021/jm00031a009

Check Digit Verification of cas no

The CAS Registry Mumber 5814-93-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,8,1 and 4 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 5814-93:
(6*5)+(5*8)+(4*1)+(3*4)+(2*9)+(1*3)=107
107 % 10 = 7
So 5814-93-7 is a valid CAS Registry Number.
InChI:InChI=1/C11H12N2O/c12-11(14)6-5-8-7-13-10-4-2-1-3-9(8)10/h1-4,7,13H,5-6H2,(H2,12,14)

5814-93-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-(1H-indol-3-yl)propanamide

1.2 Other means of identification

Product number -
Other names indole-3-propanamide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5814-93-7 SDS

5814-93-7Relevant articles and documents

-

Huang,Niemann

, p. 5963,5967 (1952)

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Synthesis and Biological Evaluation of Derivatives of Indoline as Highly Potent Antioxidant and Anti-inflammatory Agents

Zeeli, Shani,Weill, Tehilla,Finkin-Groner, Efrat,Bejar, Corina,Melamed, Michal,Furman, Svetlana,Zhenin, Michael,Nudelman, Abraham,Weinstock, Marta

supporting information, p. 4004 - 4019 (2018/05/07)

We describe the preparation and evaluation of novel indoline derivatives with potent antioxidant and anti-inflammatory activities for the treatment of pathological conditions associated with chronic inflammation. The indolines are substituted at position 1 with chains carrying amino, ester, amide, or alcohol groups, and some have additional substituents, Cl, MeO, Me, F, HO, or BnO, on the benzo ring. Concentrations of 1 pM to 1 nM of several compounds protected RAW264.7 macrophages against H2O2 induced cytotoxicity and LPS induced elevation of NO, TNF-α, and IL-6. Several derivatives had anti-inflammatory activity at 1/100th of the concentration of unsubstituted indoline. Four compounds with ester, amine, amide, or alcohol side chains injected subcutaneously in mice at a dose of 1 μmol/kg or less, like dexamethasone (5.6 μmol/kg) prevented LPS-induced cytokine elevation in the brain and peripheral tissues. Subcutaneous injection of 100 μmol/kg of these compounds caused no noticeable adverse effects in mice during 3 days of observation.

Screening of NOS activity and selectivity of newly synthesized acetamidines using RP-HPLC

Fantacuzzi, Marialuigia,Maccallini, Cristina,Di Matteo, Mauro,Ammazzalorso, Alessandra,Bruno, Isabella,De Filippis, Barbara,Giampietro, Letizia,Mollica, Adriano,Amoroso, Rosa

, p. 419 - 424 (2016/02/16)

Nitric Oxide Synthase (NOS) inhibitors could play a powerful role in inflammatory and neurodegenerative diseases. In this work, novel acetamidine derivatives of NOS were synthesized and the inhibitor activity was evalued. To screen the activity and selectivity, the l-citrulline residue, after the enzymatic NOS assay, was derivatized with o-phthaldialdehyde/N-acetyl cysteine (OPA/NAC) and then evaluated by RP-HPLC method with fluorescence detection.All compounds did not affect the activity of endothelial and neuronal isoforms, while nine of them possessed a percentage of iNOS activity at 10 μM lower than 50%, and were selected for IC50 evaluation. Among them, a compound emerged as a very potent (IC50 of 53 nM) and selective iNOS inhibitor.

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