5-Aminofluorescein

Base Information

• Chemical Name: 5-Aminofluorescein
• CAS No.: 3326-34-9
• Deprecated CAS: 1169-63-7,189245-39-4,392315-52-5,720671-84-1,861856-92-0,880014-77-7,929976-68-1,933980-38-2,1005309-82-9,1019184-43-0,1034887-98-3,1065108-93-1,1174859-25-6,1185291-77-3,1188262-96-5,887355-15-9,1005309-82-9,1034887-98-3,1065108-93-1,1174859-25-6,1185291-77-3,1188262-96-5,189245-39-4,392315-52-5,720671-84-1,861856-92-0,880014-77-7,887355-15-9,929976-68-1,933980-38-2
• Molecular Formula: C20H13NO5
• Molecular Weight: 347.327
• Hs Code.: 32049090
• European Community (EC) Number: 222-043-6
• UNII: YY8M286SWU
• DSSTox Substance ID: DTXSID0062979
• Nikkaji Number: J205.409D
• Wikidata: Q27163049
• Mol file: 3326-34-9.mol

Synonyms:5-aminofluorescein;5-fluoresceinamine

Chemical Property of 5-Aminofluorescein

Chemical Property:

• Appearance/Colour: Dark red solid
• Vapor Pressure: 5.56E-22mmHg at 25°C
• Melting Point: 223 °C (dec.)(lit.)
• Refractive Index: 1.779
• Boiling Point: 695.3 °C at 760 mmHg
• PKA: 9.34±0.20(Predicted)
• Flash Point: 374.3 °C
• PSA: 102.01000
• Density: 1.65 g/cm³
• LogP: 3.82920
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in water (partly), methanol (10 mg/ml), and acetone.
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 347.07937252
• Heavy Atom Count: 26
• Complexity: 557

Purity/Quality:

99% ^*data from raw suppliers

5-Aminofluorescein ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=C1N)C(=O)OC23C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O
• Uses: Glycosaminoglycuronans react with 5-aminofluorescein to yield fluorescent derivatives. 5-aminofluorescein is also used to prepare FITC Isomer I (F-011, F-020). 5-aminofluorescein is also used to prepare FITC Isomer I (CDX-F0011, CDX-F0020). It is a chemical used as molecular probe and important as fluorescent dye and for derivatives. Fluorescent labeling reagent for proteins. Used in the fluorescent antibody technique for rapid identification of pathogens.

Technology Process of 5-Aminofluorescein

There total 10 articles about 5-Aminofluorescein 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: 85.0%

3',6'-dihydroxy-5-nitrospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one (3326-35-0) → fluoresceinamine (3326-34-9)

Guidance literature:

With sodium hydrogen sulfide; sodium sulfide; water; for 24h; Reagent/catalyst; Reflux;

Reference yield: 40.0%

4-nitrophthalic acid (610-27-5) + recorcinol (108-46-3) → fluoresceinamine (3326-34-9) + fluoresceinamine, isomer II

Guidance literature:

4-nitrophthalic acid; recorcinol; With zinc(II) chloride; In melt; at 150 ℃; for 2h;

With sodium hydrogen sulfide; sodium sulfide; for 24h; Reflux;

DOI:10.1002/bkcs.10551

Reference yield:

4-amino-N-methylphthalimide (2307-00-8) + recorcinol (108-46-3) → fluoresceinamine (3326-34-9) + 6'-amino-3,6-dihydroxyspiro-3'-one (51649-83-3)

Guidance literature:

With sulfuric acid; at 150 ℃; for 0.0416667h; Title compound not separated from byproducts;

upstream raw materials:

4-amino-N-methylphthalimide

recorcinol

3',6'-dihydroxy-5-nitrospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one

4-nitrophthalic acid

Downstream raw materials:

C₁₀₃H₉₀N₂₂O₃₉P₂

C₂₇H₁₆N₂O₉

5-acetamidofluorescein

5-(2'-carboxy-3',4',5',6'-tetrafluorobenzoylamino)fluorescein

Refernces

• 1、 -. "Preparation process of 5-aminofluorescein". Paragraph 0030-0048. . Retrieved 2021/09/29.
• 2、 Tomasch, Miriam,Schwed, J. Stephan,Kuczka, Karina,Meyer Dos Santos, Sascha,Harder, Sebastian,Nuesing, Rolf M.,Paulke, Alexander,Stark, Holger. "Fluorescent human EP3 receptor antagonists". supporting information. p. 774 - 779. Retrieved 2012/11/13.