(3-Amino-4-hydroxyphenyl)acetic acid

Base Information

• Chemical Name: (3-Amino-4-hydroxyphenyl)acetic acid
• CAS No.: 38196-08-6
• Molecular Formula: C8H9 N O3
• Molecular Weight: 167.164
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID20363023
• Wikidata: Q82146567
• Mol file: 38196-08-6.mol

Synonyms:38196-08-6;(3-Amino-4-hydroxyphenyl)acetic acid;2-(3-amino-4-hydroxyphenyl)acetic acid;3-Amino-4-hydroxybenzeneacetic Acid;3-amino-4-hydroxyphenylacetic acid;MFCD04125028;4-hydroxy-3-amino-phenylacetic acid;SCHEMBL3102257;DTXSID20363023;KUC106725N;4-hydroxy-3-aminophenylacetic acid;3-amino- 4-hydroxyphenylacetic acid;AKOS006237418;2-(3-amino-4-hydroxyphenyl)aceticacid;(3-amino-4-hydroxy-phenyl)-acetic acid;KSC-11-206-3;CS-0235284;FT-0661839;(3-AMINO-4-HYDROXY PHENYL)ACETIC ACID;EN300-154938;2X-0862

Chemical Property of (3-Amino-4-hydroxyphenyl)acetic acid

Chemical Property:

• PSA: 83.55000
• LogP: 1.18270
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

98% ^*data from raw suppliers

3-Amino-4-hydroxybenzeneaceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CC(=O)O)N)O
• Uses: (3-amino-4-hydroxyphenyl)acetic acid is useful in the preparation of substances with antiinflammatory activity.

Technology Process of (3-Amino-4-hydroxyphenyl)acetic acid

There total 4 articles about (3-Amino-4-hydroxyphenyl)acetic 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: 100.0%

4-hydroxy-3-nitrophenylacetic acid (10463-20-4) → 4-hydroxy-3-amino-phenylacetic acid (38196-08-6)

Guidance literature:

With hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; for 4h; under 3102.9 Torr;

Reference yield:

neuromelanin → 2-amino-4-ethylphenol (94109-11-2) + 4-amino-3-hydroxyphenylethylamine (104083-77-4) + 4-amino-3-hydroxy(ethyl)benzene (182499-90-7) + 4-amino-3-hydroxyphenylacetic acid (133331-79-0) + 3-amino-tyrosine (3387-86-8) + α-Amino-β-(3-hydroxy-4-aminophenyl)propionic Acid (88686-28-6) + 3-amino-4-hydroxyphenylethylamine (81666-88-8) + 4-hydroxy-3-amino-phenylacetic acid (38196-08-6)

Guidance literature:

With hydrogen iodide; hypophosphorous acid; In water;

DOI:10.1111/jnc.13237

Reference yield:

methanol (67-56-1) + 4-hydroxyanthranilic acid (38160-63-3) → 4-hydroxy-3-amino-phenylacetic acid (38196-08-6)

Guidance literature:

With sulfuric acid; at 65 ℃;

DOI:10.3390/molecules22060974

upstream raw materials:

4-hydroxy-3-nitrophenylacetic acid

4-hydroxyphenylacetate

methanol

4-hydroxyanthranilic acid

Downstream raw materials:

(2-pyridin-2-yl-benzooxazol-5-yl)-acetic acid

2-[(pyridin-3-yl)-1,3-benzoxazol-5-yl]acetic acid

(2-pyridin-4-yl-benzooxazol-5-yl)-acetic acid

dl-2-(p-chlorophenyl)-5-benzoxazolylacetic acid

Refernces

• 1、 Wakamatsu, Kazumasa,Tabuchi, Keisuke,Ojika, Makoto,Zucca, Fabio A.,Zecca, Luigi,Ito, Shosuke. "Norepinephrine and its metabolites are involved in the synthesis of neuromelanin derived from the locus coeruleus". . p. 768 - 776. Retrieved 2015/11/11.
• 2、 Liacha, Messaoud,Yous, Sa?d,Depreux, Patrick,Poupaert, Jacques H.,Lesieur, Daniel. "Synthesis of N-(4,6-dimethylpyridin-2-yl)-benzoxazolinonyl methylcarboxamides with potential antiinflammatory activity". . p. 1929 - 1943. Retrieved 2007/10/03.