Methyl 4-(4-aminophenyl)butanoate

Base Information

• Chemical Name: Methyl 4-(4-aminophenyl)butanoate
• CAS No.: 20637-09-6
• Molecular Formula: C11H15NO2
• Molecular Weight: 193.246
• Hs Code.: 2922499990
• European Community (EC) Number: 243-933-0
• DSSTox Substance ID: DTXSID40174673
• Nikkaji Number: J82.989G
• Wikidata: Q72487271
• Mol file: 20637-09-6.mol

Synonyms:Methyl 4-(4-aminophenyl)butanoate;20637-09-6;Methyl 4-(4-aminophenyl)butyrate;Benzenebutanoic acid, 4-amino-, methyl ester;4-(4-Aminophenyl)butanoic acid methyl ester;Butyric acid, 4-(p-aminophenyl)-, methyl ester;EINECS 243-933-0;methyl 4-(4-aminophenyl)butyarte;4-AMINOPHENYLBUTYRIC ACID METHYL ESTER;4-(4-aminophenyl)butyrate;Methyl 4-aminobenzenebutanoate;methyl 4-p-aminophenylbutyrate;SCHEMBL1351101;AMY3895;DTXSID40174673;Methyl 4-(p-aminophenyl)butyrate;BCP32424;Methyl-4-(4-aminophenyl)-butanoate;MFCD07366753;AKOS006286040;4-Aminobenzenebutyric acid methyl ester;CS-W005992;DS-4189;AC-20513;FT-0638025;A18431;EN300-2008308

Chemical Property of Methyl 4-(4-aminophenyl)butanoate

Chemical Property:

• Vapor Pressure: 0.000254mmHg at 25°C
• Melting Point: 42 °C(Solv: ligroine (8032-32-4))
• Refractive Index: 1.54
• Boiling Point: 323.9 °C at 760 mmHg
• PKA: 4.83±0.10(Predicted)
• Flash Point: 174.7 °C
• PSA: 52.32000
• Density: 1.088 g/cm³
• LogP: 2.34570
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 174

Purity/Quality:

99%, ^*data from raw suppliers

Methyl4-(4-Aminophenyl)butanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCCC1=CC=C(C=C1)N
• Uses: Methyl 4-(4-Aminophenyl)butanoate is used in the synthesis of derivative of chlorambucil, a selective anti-cancer drug toward chondrosarcoma that would concentrate in this malignant cartilaginous tissue.

Technology Process of Methyl 4-(4-aminophenyl)butanoate

There total 15 articles about Methyl 4-(4-aminophenyl)butanoate 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: 100.0%

methyl 4-(4-nitrophenyl)butanoate (20637-02-9) → methyl 4-(4-aminophenyl)butanoate (20637-09-6)

Guidance literature:

With 5% Pd(II)/C(eggshell); hydrogen; In methanol; at 20 ℃; for 12h;

DOI:10.1016/j.bmc.2009.05.085

Reference yield: 96.0%

methanol (67-56-1) + 4-(4-aminophenyl)butyric Acid (15118-60-2) → methyl 4-(4-aminophenyl)butanoate (20637-09-6)

Guidance literature:

With sulfuric acid; for 1.5h; Reflux;

Reference yield: 91.0%

CH2Cl2/MeOH + 4-(4-aminophenyl)butyric Acid (15118-60-2) → methyl 4-(4-aminophenyl)butanoate (20637-09-6)

Guidance literature:

With HCl conc.; sodium carbonate; In methanol;

upstream raw materials:

methyl 4-(4-nitrophenyl)butanoate

4,4-Difluoro-4-(4-nitro-phenyl)-butyric acid methyl ester

methanol

4-(4-aminophenyl)butyric Acid

Downstream raw materials:

chlorambucil

4-{4-[bis-(2-chloro-propyl)-amino]-phenyl}-butyric acid

4-(3-methoxycarbonylprop-1-yl)benzonitrile

methyl 3-<4-phenyl>butyrate

Refernces

• 1、 Liu, Kwang-Hyeon,Park, Sun You,Seo, Young Ho,Song, Yoojin,Wu, Zhexue. "Hybrid inhibitors of DNA and HDACs remarkably enhance cytotoxicity in leukaemia cells". . p. 1069 - 1079. Retrieved 2020.
• 2、 -. "HETEROARYL INHIBITORS OF PDE4". Paragraph 0722. . Retrieved 2014/05/24.