4-Aminocatechol

Base Information

• Chemical Name: 4-Aminocatechol
• CAS No.: 13047-04-6
• Molecular Formula: C6H7 N O2
• Molecular Weight: 125.127
• Hs Code.: 2922299090
• DSSTox Substance ID: DTXSID30156569
• Nikkaji Number: J431.006C
• Wikidata: Q27155564
• ChEMBL ID: CHEMBL4753152
• Mol file: 13047-04-6.mol

Synonyms:4-aminocatechol;4-aminocatechol hydrochloride;A 3253;A-3253

Chemical Property of 4-Aminocatechol

Chemical Property:

• Vapor Pressure: 1.96E-05mmHg at 25°C
• Melting Point: 124-125 °C
• Boiling Point: 351.9°Cat760mmHg
• PKA: 9.85±0.10(Predicted)
• Flash Point: 166.6°C
• PSA: 66.48000
• Density: 1.412g/cm³
• LogP: 1.26120
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 125.047678466
• Heavy Atom Count: 9
• Complexity: 97.1

Purity/Quality:

98%min ^*data from raw suppliers

4-Aminocatechol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1N)O)O
• Uses: A phenol derivative with inhibitory activity against matrix metalloproteinase (MMP).

Technology Process of 4-Aminocatechol

There total 10 articles about 4-Aminocatechol 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-amino-1,2-benzenediol (13047-04-6)

Guidance literature:

Reference yield: 90.0%

4-amino-2-methoxyphenol (52200-90-5) → 4-amino-1,2-benzenediol (13047-04-6)

Guidance literature:

With boron tribromide; In dichloromethane; at 0 ℃; for 2h;

Reference yield: 75.0%

1,2-dihydroxy-4-nitrobenzene (3316-09-4) → 4-amino-1,2-benzenediol (13047-04-6)

Guidance literature:

With hydrogenchloride; zinc; In water; for 8h; Heating / reflux;

upstream raw materials:

1,2-dihydroxy-4-nitrobenzene

meta-nitrophenol

4-amino-2-methoxyphenol

3,4-dimethoxy-N,N-dimethylaniline

Downstream raw materials:

chloro-acetic acid-(3,4-dihydroxy-anilide)

monohydroxy para-quinone-imine

4-Amino-2-hydroxy-1-methylamino-benzol

4-(6-chloro-2-methoxyacridin-9-ylamino)benzene-1,2-diol

Refernces

• 1、 Aitken, Laura,Benek, Ondrej,Chribek, Matej,Dolezal, Rafael,Gunn-Moore, Frank,Hrabinova, Martina,Hroch, Lukas,Jun, Daniel,Kralova, Vendula,Kuca, Kamil,Lycka, Antonin,Musilek, Kamil,Prchal, Lukas,Schmidt, Monika,Vinklarova, Lucie,Zemanova, Lucie. "Benzothiazolyl ureas are low micromolar and uncompetitive inhibitors of 17Β-HSD10 with implications to Alzheimer’s disease treatment". . . Retrieved 2020/03/26.
• 2、 Rubino, Maria Teresa,Maggi, Dariana,Laghezza, Antonio,Loiodice, Fulvio,Tortorella, Paolo. "Identification of novel matrix metalloproteinase inhibitors by screening of phenol fragments library". experimental part. p. 557 - 563. Retrieved 2012/06/30.