30687-31-1

Basic information

• Product Name: N-(2-Hydroxyethyl)-3-(4-methylphenyl)propenamide
• Synonyms: N-(2-Hydroxyethyl)-3-(4-methylphenyl)propenamide
• CAS NO: 30687-31-1
• Molecular Formula: C₁₂H₁₅NO₂
• Molecular Weight: 205.253
• Mol File: 30687-31-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 448.9°Cat760mmHg
• Flash Point: 225.3°C
• Appearance: /
• Density: 1.12g/cm³
• Vapor Pressure: 7.65E-09mmHg at 25°C
• Refractive Index: 1.585
• CAS DataBase Reference: N-(2-Hydroxyethyl)-3-(4-methylphenyl)propenamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-Hydroxyethyl)-3-(4-methylphenyl)propenamide(30687-31-1)
• EPA Substance Registry System: N-(2-Hydroxyethyl)-3-(4-methylphenyl)propenamide(30687-31-1)

Safety Data

• Hazardous Substances Data: 30687-31-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H15NO2/c1-10-2-4-11(5-3-10)6-7-12(15)13-8-9-14/h2-7,14H,8-9H2,1H3,(H,13,15)/b7-6+

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Relevant articles and documents

Discovery of novel dihydroartemisinin-cinnamic hybrids inducing lung cancer cells apoptosis via inhibition of Akt/Bad signal pathway

A series of dihydroartemisinin-cinnamic acid hybrids were designed, synthesized and evaluated. Most of the tested compounds showed enhanced anti-proliferative activities than artemisinin and dihydroartemisinin, among which 16 g had the superior potency with IC50 values ranging from 5.07 μM to 7.88 μM against four tested cancer cell lines. The cell cycle arrest revealed that 16 g induced A549 cell cycle arrest at G0/G1 phase via regulation of G1-related protein expression (Cdk4). Further mechanism studies reveal that 16 g induced A549 cells apoptosis via inhibiting Akt/Bad pathway. Moreover, 16 g depolarized the mitochondria membrane potentials and induced ROS generation in A549. Additionally, 16 g blocked migration of A549 cells in a concentration-dependent manner. What's more, 16 g is barely nontoxic to zebrafish embryos. Overall, the cell cycle arrest, inhibition of Akt/Bad signal pathway, ROS generation and migration blocked might explain the potent anti-proliferative activities of these compounds.

Synthesis and anticonvulsant activity of N-(2-hydroxyethyl) cinnamamide derivatives

A series of novel N-(2-hydroxyethyl) cinnamamide derivatives were synthesized and screened for their anticonvulsant activities by the maximal electroshock (MES) test and their neurotoxicity was evaluated by the rotarod neurotoxicity test (Tox). The MES test showed that compounds I(N-(2-hydroxyethyl) cinnamamide) and 1d ((E)-3-(3-fluorophenyl)-N-(2-hydroxyethyl)acrylamide) were found to possess better anticonvulsant activity but also had lower toxicity. In the anti-MES potency test, these compounds exhibited median effective dose (ED50) of 17.7 and 17.0 mg/kg, respectively, and median toxicity dose (TD50) of 154.9 and 211.1, respectively, resulting in a protective index (PI) of 8.8 and 12.4, respectively, which is much greater than the PI of the marked antiepileptic drug carbamazepine. To further investigate the effects of the anticonvulsant activity in several different models, compounds I and 1d were tested against convulsions induced by chemical substances, including pentylenetetrazole (PTZ), isoniazid, 3-mercaptopropionic acid, and thiosemicarbazide.