4-Aminophenylacetic acid

Base Information

• Chemical Name: 4-Aminophenylacetic acid
• CAS No.: 1197-55-3
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• Hs Code.: 29224995
• European Community (EC) Number: 214-828-7
• NSC Number: 7929
• UNII: 1IED47A544
• DSSTox Substance ID: DTXSID1061609
• Nikkaji Number: J27.580H
• Wikidata: Q15726001
• ChEMBL ID: CHEMBL3278327
• Mol file: 1197-55-3.mol

Synonyms:4-aminophenylacetic acid;4-APAA

Chemical Property of 4-Aminophenylacetic acid

Chemical Property:

• Appearance/Colour: light yellow to beige powder
• Vapor Pressure: 2.59E-05mmHg at 25°C
• Melting Point: 201 °C
• Refractive Index: 1.5635 (rough estimate)
• Boiling Point: 344.01 °C at 760 mmHg
• PKA: pK1: 3.60;pK2: 5.26 (20°C)
• Flash Point: 161.852 °C
• PSA: 63.32000
• Density: 1.268 g/cm³
• LogP: 1.47710
• Storage Temp.: Store below +30°C.
• Water Solubility.: Very soluble in water.
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 139

Purity/Quality:

99% ^*data from raw suppliers

DesacetylActarit ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: C1=CC(=CC=C1CC(=O)O)N
• Uses: It is a non-translocated competitive inhibitor of the epithelial peptide transporter PepT1 4-Aminophenylacetic acid, is used as a non-translocated competitive inhibitor of the epithelial peptide transporter PepT1. It can be detected using HPLC, NMR techniques.

Technology Process of 4-Aminophenylacetic acid

There total 24 articles about 4-Aminophenylacetic acid 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:

2-{4-[5,7-dibromo-1-(4-methoxybenzyl)-2-oxoindolin-3-ylideneamino]phenyl}acetic acid (1284293-48-6) → 5,7-dibromo-1-(4-methoxybenzyl)indoline-2,3-dione (620932-73-2) + 4-aminophenylacetic acid (1197-55-3)

Guidance literature:

With water; In acetonitrile; at 37 ℃; for 4h; pH=4.5; Temperature; pH-value; Kinetics; aq. acetate buffer;

DOI:10.1016/j.bmc.2011.01.015

Reference yield:

4-Nitrophenylacetonitrile (555-21-5,34512-13-5,174848-08-9) → 4-aminophenylacetic acid (1197-55-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid

2: ferrosulfate; ammonia

With sulfuric acid; ammonia; iron(II) sulfate;

Reference yield:

morpholine (110-91-8,99108-56-2) + p-aminobenzophenone (99-92-3) → 4-aminophenylacetic acid (1197-55-3)

Guidance literature:

With sulfur; Erhitzen des Reaktionsprodukts mit wss. Salzsaeure;

DOI:10.1021/ja01215a058

upstream raw materials:

morpholine

p-aminobenzophenone

4-nitrobenzeneacetic acid

ethyl (4-amino-3,5-dibromophenyl)acetate

Downstream raw materials:

[4-(2-Benzothiazol-2-yl-2-oxo-ethylamino)-phenyl]-acetic acid

[4-(2-methyl-4-oxo-4H-quinazolin-3-yl)-phenyl]-acetic acid

(4-{[1-Quinolin-2-yl-meth-(E)-ylidene]-amino}-phenyl)-acetic acid

(4-Isocyanatophenyl)acetylchlorid

Refernces

• 1、 -. "Preparation method of 4-aminophenylacetic acid medicine intermediate". . . Retrieved 2017/05/10.
• 2、 Xu, Yuan-Zhen,Gu, Xue-Yan,Peng, Shou-Jiao,Fang, Jian-Guo,Zhang, Ying-Mei,Huang, De-Jun,Chen, Jian-Jun,Gao, Kun. "Design, synthesis and biological evaluation of novel sesquiterpene mustards as potential anticancer agents". . p. 284 - 297. Retrieved 2015/03/30.