N-Acetyldopamine

Base Information

• Chemical Name: N-Acetyldopamine
• CAS No.: 2494-12-4
• Molecular Formula: C10H13 N O3
• Molecular Weight: 195.218
• Hs Code.: 2924299090
• European Community (EC) Number: 819-894-6
• NSC Number: 314644
• DSSTox Substance ID: DTXSID70179656
• Nikkaji Number: J366.440F
• Wikipedia: N-Acetyldopamine
• Wikidata: Q27216289
• Metabolomics Workbench ID: 49648
• ChEMBL ID: CHEMBL137743
• Mol file: 2494-12-4.mol

Synonyms:N-acetyldopamine;N-acetyldopamine hydrobromide

Chemical Property of N-Acetyldopamine

Chemical Property:

• Vapor Pressure: 4.27E-10mmHg at 25°C
• Boiling Point: 486.7°Cat760mmHg
• PKA: 9.80±0.10(Predicted)
• Flash Point: 248.1°C
• PSA: 69.56000
• Density: 1.235g/cm³
• LogP: 1.16730
• Storage Temp.: −20°C
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 195.08954328
• Heavy Atom Count: 14
• Complexity: 196

Purity/Quality:

99%, ^*data from raw suppliers

N-(3,4-Dihydroxyphenethyl)acetamide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NCCC1=CC(=C(C=C1)O)O

Technology Process of N-Acetyldopamine

There total 11 articles about N-Acetyldopamine 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: 90.0%

dopamine hydrochloride (62-31-7) + acetic anhydride (108-24-7) → N-acetyldopamine (2494-12-4)

Guidance literature:

With triethylamine; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1016/j.bmcl.2005.05.033

Reference yield: 90.0%

N-[2-(3,4-dimethoxyphenyl)ethyl]acetamide (6275-29-2) → N-acetyldopamine (2494-12-4)

Guidance literature:

With boron tribromide; In dichloromethane; at 0 - 20 ℃; for 20h;

DOI:10.3390/md11020274

Reference yield: 52.0%

2-(3,4-dimethoxyphenyl)propan-1-amine (55174-61-3) → N-acetyldopamine (2494-12-4)

Guidance literature:

With boron tribromide; In dichloromethane; for 17h; Ambient temperature;

upstream raw materials:

2-(3,4-dimethoxyphenyl)propan-1-amine

N-[2-(3,4-dimethoxyphenyl)ethyl]acetamide

dopamine hydrochloride

acetic anhydride

Downstream raw materials:

2-(3',4'-dihydroxyphenyl)-3-acetylamino-6-(N-acetyl-2''-aminoethyl)-2,3-dihydro-1,4-benzodioxin

4a,8-bis-(2-acetamidoethyl)-4-<2-(2-acetamidoethyl)-4,5-dihydroxyphenyl>-10-(2-carboethyl)-3-hydroxy-2,4a-dihydro-10H-phenoxazin-2-one

4a,7-bis-(2-acetamidoethyl)-4-<2-(2-acetamidoethyl)-4,5-dihydroxyphenyl>-10-(2-carboethyl)-3-hydroxy-2,4a-dihydro-10H-phenoxazin-2-one

5-(2-acetamidoethyl)-2-hydroxy-1,4-benzoquinone

Refernces

• 1、 Kim, Se Hun,S?hnel, Tilo,Sperry, Jonathan. "Structural Revision of Pseudocerosine and Validation of a Biosynthetic Proposal for E-ring Formation in Pyridoacridine Alkaloids". . p. 3495 - 3498. Retrieved 2020.
• 2、 Huang, Xin,Xu, Rongda,Hawley, M. Dale,Kramer, Karl J.. "Model insect cuticle sclerotization: Reactions of catecholamine quinones with the nitrogen-centered nucleophiles imidazole and N-acetylhistidine". . p. 179 - 202. Retrieved 1997.
• 3、 Fong, Hugo K.H.,Copp, Brent R.. "Synthesis, DNA binding and antitumor evaluation of styelsamine and cystodytin analogues". . p. 274 - 299. Retrieved 2013/05/21.