5-(2-Aminoethyl)dithio-2-nitrobenzoic Acid

Base Information

• Chemical Name: 5-(2-Aminoethyl)dithio-2-nitrobenzoic Acid
• CAS No.: 71899-86-0
• Molecular Formula: C9H10N2O4S2
• Molecular Weight: 274.321
• DSSTox Substance ID: DTXSID40593123
• Nikkaji Number: J2.108.604E,J2.717.469H
• Mol file: 71899-86-0.mol

Synonyms:5-(2-Aminoethyl)dithio-2-nitrobenzoic Acid;71899-86-0;5-(2-aminoethyldisulfanyl)-2-nitrobenzoic acid;Benzoic acid, 5-[(2-aminoethyl)dithio]-2-nitro-;SCHEMBL2639814;5-[(2-AMINOETHYL)DISULFANYL]-2-NITROBENZOIC ACID;DTXSID40593123

Chemical Property of 5-(2-Aminoethyl)dithio-2-nitrobenzoic Acid

Chemical Property:

• PSA: 159.74000
• LogP: 3.21550
• Solubility.: Water
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 274.00819915
• Heavy Atom Count: 17
• Complexity: 285

Purity/Quality:

99% ^*data from raw suppliers

5-(2-Aminoethyl)dithio-2-nitrobenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1SSCCN)C(=O)O)[N+](=O)[O-]
• Uses: A more base-stable alternative to Ellman reagent for the quantification of thiol contents and enzymatic assays under basic pH conditions. . It reacts with free thiols similar to Ellman reagent but has dramatically improved stability under alkal A more base-stable alternative to Ellman’s reagent for the quantification of thiol contents and enzymatic assays under basic pH conditions. . It reacts with free thiols similar to Ellman’s reagent but has dramatically improved stability under alkaline conditions, making it an excellent alternative to Ellman’s reagent.

Technology Process of 5-(2-Aminoethyl)dithio-2-nitrobenzoic Acid

There total 4 articles about 5-(2-Aminoethyl)dithio-2-nitrobenzoic 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: 50.0%

5,5'-dithiobis-(2-nitrobenzoic acid) (69-78-3) + 2-mercaptoethylamine hydrochloride (156-57-0) → S-<(3-carboxy-4-nitrophenyl)thio>-2-aminoethanethiol (71899-86-0)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃; for 2h; pH=7;

DOI:10.1021/ol048404+

Reference yield: 40.0%

5,5'-dithiobis-(2-nitrobenzoic acid) (69-78-3) + Cysteamine (60-23-1) → S-<(3-carboxy-4-nitrophenyl)thio>-2-aminoethanethiol (71899-86-0)

Guidance literature:

In water; acetonitrile; for 14h; Ambient temperature;

DOI:10.1021/ja960398s

Reference yield:

5,5'-dithiobis-(2-nitrobenzoic acid) (69-78-3) + Cysteamine (60-23-1) → 5-thio-2-nitrobenzoic acid (15139-21-6) + S-<(3-carboxy-4-nitrophenyl)thio>-2-aminoethanethiol (71899-86-0)

Guidance literature:

In water; at 25 ℃; Rate constant; spectroscopic method, variation of the pH: the rate constant for the thiol-disulfide exchange (k_SH) and for the thiolate ion-disulfide exchange (K_s-) as well as the activation energy were determined;

upstream raw materials:

5,5'-dithiobis-(2-nitrobenzoic acid)

Cysteamine

2-mercaptoethylamine hydrochloride

Downstream raw materials:

3-(2-amino-ethyldisulfanyl)-L-alanine

5-thio-2-nitrobenzoic acid

(S)-2-Amino-4-[(R)-2-(2-amino-ethyldisulfanyl)-1-(carboxymethyl-carbamoyl)-ethylcarbamoyl]-butyric acid

2,2'-dithio-bis[ethylamine]