5-S-cysteinyldopamine

Base Information

• Chemical Name: 5-S-cysteinyldopamine
• CAS No.: 99558-89-1
• Molecular Formula: C11H16N2O4S
• Molecular Weight: 272.32
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID70244131
• Nikkaji Number: J630.239D
• Wikidata: Q27459793
• Metabolomics Workbench ID: 71613
• Mol file: 99558-89-1.mol

Synonyms:5-S-cysteinyldopamine;5-SCDA

Chemical Property of 5-S-cysteinyldopamine

Chemical Property:

• Vapor Pressure: 2.51E-11mmHg at 25°C
• Boiling Point: 512.5°C at 760 mmHg
• Flash Point: 263.7°C
• PSA: 155.10000
• Density: 1.49g/cm³
• LogP: 1.50360
• XLogP3: -2.5
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 272.08307817
• Heavy Atom Count: 18
• Complexity: 280

Purity/Quality:

5-S-CYSTEINYLDOPAMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1O)O)SCC(C(=O)O)N)CCN
• Isomeric SMILES: C1=C(C=C(C(=C1O)O)SC[C@@H](C(=O)O)N)CCN

Technology Process of 5-S-cysteinyldopamine

There total 7 articles about 5-S-cysteinyldopamine 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:

dopamine hydrochloride (62-31-7) → 5-S-cysteinyldopamine (99558-89-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent Chromat_. / HCl aq. / 0.5 h / Electrolysis

2: aq. HCl

With hydrogenchloride; In hydrogenchloride;

DOI:10.1021/tx960008f

Reference yield:

L-Cysteine (52-90-4) + dopamine hydrochloride (62-31-7) → 7-(2-aminoethyl)-3,4-dihydro-5-hydroxy-2H-1,4-benzothiazine-3-carboxylic acid (153881-25-5) + 5-S-cysteinyldopamine (99558-89-1) + 6-<(2-amino-2-carboxyethyl)thio>-7-(2-aminoethyl)-3,4-dihydro-5-hydroxy-2H-1,4-benzothiazine-3-carboxylic acid (153881-26-6) + 8-<(2-amino-2-carboxyethyl)thio>-7-(2-aminoethyl)-3,4-dihydro-5-hydroxy-2H-1,4-benzothiazine-3-carboxylic acid

Guidance literature:

In water; for 1h; Further byproducts given; electrochemical oxidation;

DOI:10.1021/jm00034a006

Reference yield:

L-Cysteine (52-90-4) + dopamine hydrochloride (62-31-7) → 5-S-cysteinyldopamine (99558-89-1) + 6-<(2-amino-2-carboxyethyl)thio>-7-(2-aminoethyl)-3,4-dihydro-5-hydroxy-2H-1,4-benzothiazine-3-carboxylic acid (153881-26-6) + 8-<(2-amino-2-carboxyethyl)thio>-7-(2-aminoethyl)-3,4-dihydro-5-hydroxy-2H-1,4-benzothiazine-3-carboxylic acid + 6,8-bis<(2-amino-2-carboxyethyl)thio>-7-(2-aminoethyl)-3,4-dihydro-5-hydroxy-2H-1,4-benzothiazine-3-carboxylic acid (153881-28-8)

Guidance literature:

In water; for 1h; Further byproducts given; electrochemical oxidation;

DOI:10.1021/jm00034a006

upstream raw materials:

L-Cysteine

dopamine hydrochloride

dopaminoquinone

l-cysteine hydrochloride

Downstream raw materials:

7-(2-aminoethyl)-3,4-dihydro-5-hydroxy-2H-1,4-benzothiazine-3-carboxylic acid

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