Idrocilamide

Base Information

• Chemical Name: Idrocilamide
• CAS No.: 6961-46-2
• Molecular Formula: C₁₁H₁₃NO₂
• Molecular Weight: 191.23
• European Community (EC) Number: 230-155-1,821-772-2
• NSC Number: 63229,58207,44979
• UNII: 6C816LUB1O
• Nikkaji Number: J2.372.199F,J8.866H
• Wikipedia: Idrocilamide
• NCI Thesaurus Code: C74280
• Metabolomics Workbench ID: 154119
• ChEMBL ID: CHEMBL102358
• Mol file: 6961-46-2.mol

Synonyms:brolitene;idrocilamide;LCB 29;N-(2-hydroxyethyl)cinnamide;Srilane

Chemical Property of Idrocilamide

Chemical Property:

• Vapor Pressure: 1.7E-08mmHg at 25°C
• Melting Point: 100-102°
• Refractive Index: 1.593
• Boiling Point: 439.4 °C at 760 mmHg
• Flash Point: 219.5 °C
• PSA: 49.33000
• Density: 1.146 g/cm³
• LogP: 1.19920
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly, Sonicated), Methanol (Slightly)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 191.094628657
• Heavy Atom Count: 14
• Complexity: 196

Purity/Quality:

99% ^*data from raw suppliers

Brolitene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC(=O)NCCO
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C(=O)NCCO
• Uses: Brolitene was studied as one of palmitoylethanolamide derivatives as anticonvulsants and antidepressants.

Technology Process of Idrocilamide

There total 6 articles about Idrocilamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.0%

ethanolamine (141-43-5) + Cinnamic acid (621-82-9) → N-(2-hydroxyethyl)cinnamamide (35241-61-3,6961-46-2)

Guidance literature:

Cinnamic acid; With triethylamine; methyl chloroformate; In dichloromethane; at 20 ℃; Cooling with ice;

ethanolamine; In dichloromethane; at 20 ℃; Cooling with ice;

DOI:10.1016/j.ejmech.2009.02.015

Reference yield: 63.0%

ethanolamine (141-43-5) + 3-phenyl-propenal (104-55-2) → N-(2-hydroxyethyl)cinnamamide (35241-61-3,6961-46-2)

Guidance literature:

With 3,3’,5,5’-tetra-tert-butyl-[1,1’-bis(cyclohexane)]-2,2’,5,5’-tetraene-4,4’-dione; 1,3-dimethyltriazolium iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 20 ℃; chemoselective reaction;

DOI:10.1039/c3sc00099k

Reference yield: 52.3%

cinnamoyl chloride (102-92-1,17082-09-6) + ethanolamine (141-43-5) → N-(2-hydroxyethyl)cinnamamide (35241-61-3,6961-46-2)

Guidance literature:

With trimethylamine; In dichloromethane; at 20 ℃; for 3h;

upstream raw materials:

ethanolamine

Cinnamic acid

3-phenyl-propenal

cinnamoyl chloride

Downstream raw materials:

5-Benzoyl-3-indancarbonsaeure-2'-zimtsaeureamidoethylester

Refernces

• 1、 Samanta, Ramesh C.,De Sarkar, Suman,Froehlich, Roland,Grimme, Stefan,Studer, Armido. "N-Heterocyclic carbene (NHC) catalyzed chemoselective acylation of alcohols in the presence of amines with various acylating reagents". . p. 2177 - 2184. Retrieved 2013/05/21.
• 2、 Guan, Li-Ping,Wei, Cheng-Xi,Deng, Xian-Qing,Sui, Xin,Piao, Hu-Ri,Quan, Zhe-Shan. "Synthesis and anticonvulsant activity of N-(2-hydroxyethyl) cinnamamide derivatives". experimental part. p. 3654 - 3657. Retrieved 2009/12/04.