2-Aminobenzenesulfonic acid

Base Information

• Chemical Name: 2-Aminobenzenesulfonic acid
• CAS No.: 88-21-1
• Molecular Formula: C6H7NO3S
• Molecular Weight: 173.192
• Hs Code.: 29214200
• European Community (EC) Number: 201-810-9
• NSC Number: 147
• UN Number: 2585
• UNII: ZB9JSA4BH0
• DSSTox Substance ID: DTXSID1024463
• Nikkaji Number: J4.290K
• Wikipedia: Orthanilic_acid
• Wikidata: Q2031743
• Metabolomics Workbench ID: 52837
• ChEMBL ID: CHEMBL1372690
• Mol file: 88-21-1.mol

Synonyms:2-aminobenzenesulfonate;2-aminobenzenesulfonic acid;2-sulfanilic acid;orthanilic acid;ortho-sulfanilic acid

Chemical Property of 2-Aminobenzenesulfonic acid

Chemical Property:

• Appearance/Colour: light brown powder
• Vapor Pressure: 0Pa at 25℃
• Melting Point: 300 °C
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 363oC
• PKA: 2.48(at 25℃)
• PSA: 88.77000
• Density: 1.512 g/cm³
• LogP: 2.17750
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: 3.565g/L in organic solvents at 20 ℃
• Water Solubility.: sparingly soluble
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 173.01466426
• Heavy Atom Count: 11
• Complexity: 219
• Transport DOT Label: Corrosive

Purity/Quality:

99% ^*data from raw suppliers

2-AminobenzenesulphonicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45-28A

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Aminobenzenesulfonic Acids
• Canonical SMILES: C1=CC=C(C(=C1)N)S(=O)(=O)O

Technology Process of 2-Aminobenzenesulfonic acid

There total 41 articles about 2-Aminobenzenesulfonic 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: 99.0%

aniline (62-53-3) → 2-amino-1-benzenesulfonic acid (88-21-1)

Guidance literature:

With sodium hydrogen sulfate; sulfuric acid; at 200 ℃; for 19h; Reagent/catalyst; Temperature;

Reference yield: 97.0%

2-nitrobenzenesulfonic acid (80-82-0) → 2-amino-1-benzenesulfonic acid (88-21-1)

Guidance literature:

With hydrogen; at 120 ℃; for 0.75h; under 30003 - 37503.8 Torr; Reflux;

Reference yield: 95.0%

thioindigo (522-75-8) → 2-amino-1-benzenesulfonic acid (88-21-1)

Guidance literature:

With (2,2':6',2''-terpyridine)(pyridine-2-carboxylate)iron(II)chloride; sodium hydroxide; In water; acetonitrile;

DOI:10.1016/j.molcata.2011.02.002

upstream raw materials:

N-phenylsulfamic acid

2-amino-5-bromobenzenesulfonic acid

4-bromo-3-sulfo-benzoic acid

2-nitrobenzenesulfenyl chloride

Downstream raw materials:

2-ethylamino-benzenesulfonic acid

2-(3-hydroxy-[2]naphthoylamino)-benzenesulfonic acid

2-ureido-benzenesulfonic acid

benzene-1,2-disulfonic acid

Refernces

Probing the folding induction ability of orthanilic acid in peptides: Some observations

10.1039/c3ra47039c

The research investigates the ability of orthanilic acid (2-aminobenzenesulfonic acid, SAnt) to induce folding in peptide sequences. The study aims to understand how the incorporation of this unnatural amino acid affects the structural properties of peptides, which is crucial for developing peptidomimetic-based drugs with enhanced proteolytic stability. Three peptide sequences containing orthanilic acid were synthesized and analyzed using NMR and X-ray crystallography. The results showed that these peptides adopted a folded conformation with long-range 15-membered ring hydrogen bonding, indicating that orthanilic acid effectively promotes folding. This finding supports the use of orthanilic acid as a strong reverse-turn inducer in peptide sequences, which could lead to the development of novel peptidomimetics with interesting secondary structural preferences and potential therapeutic applications.