N-[3',6'-bis(dimethylamino)-1-oxospiro[2-benzofuran-3,9'-xanthene]-5-yl]-2-iodoacetamide

Base Information

Chemical Name:N-[3',6'-bis(dimethylamino)-1-oxospiro[2-benzofuran-3,9'-xanthene]-5-yl]-2-iodoacetamide
CAS No.:159435-00-4
Molecular Formula:C₂₆H₂₄IN₃O₄
Molecular Weight:569.399
Hs Code.:
DSSTox Substance ID:DTXSID80402220
Nikkaji Number:J611.985I
Wikidata:Q82205594
Mol file:159435-00-4.mol

Synonyms:159435-00-4;N-[3',6'-bis(dimethylamino)-1-oxospiro[2-benzofuran-3,9'-xanthene]-5-yl]-2-iodoacetamide;6-Iodoacetamidotetramethyl Rhodamine, (Technical grade);6-Iodoacetamidotetramethyl Rhodamine (Technical grade);DTXSID80402220;PBNJVBIBIUPXPG-UHFFFAOYSA-N;PD017973;FT-0670360;J-009604;N-[3'-Oxo-3,6-bis(dimethylamino)spiro[9H-xanthene-9,1'(3'H)-isobenzofuran]-6'-yl]-2-iodoacetamide

Suppliers and Price of N-[3',6'-bis(dimethylamino)-1-oxospiro[2-benzofuran-3,9'-xanthene]-5-yl]-2-iodoacetamide

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
6-IodoacetamidotetramethylRhodamine,(Technicalgrade)
0.5mg
$ 175.00

Medical Isotopes, Inc.
6-IodoacetamidotetramethylRhodamine,(Technicalgrade)
5 mg
$ 2120.00

Total 4 raw suppliers

Chemical Property of N-[3',6'-bis(dimethylamino)-1-oxospiro[2-benzofuran-3,9'-xanthene]-5-yl]-2-iodoacetamide

Chemical Property:

Boiling Point:769.4±60.0 °C(Predicted)
PKA:12.03±0.20(Predicted)
PSA：74.60000
Density:1 +-.0.1 g/cm3(Predicted)
LogP:5.40960
Storage Temp.:-20°C Freezer, Under Inert Atmosphere
Solubility.:Mixture of Chloroform and Methanol (Slightly)
XLogP3:4.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:4
Exact Mass:569.08115
Heavy Atom Count:34
Complexity:760

Purity/Quality:

98% ^*data from raw suppliers

6-IodoacetamidotetramethylRhodamine,(Technicalgrade) ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CN(C)C1=CC2=C(C=C1)C3(C4=C(O2)C=C(C=C4)N(C)C)C5=C(C=CC(=C5)NC(=O)CI)C(=O)O3
Uses 6-IodoacetaMidotetraMethyl is a thiol reactive fluorescent probe for the labelling of proteins. Rhodamine dyes are used extensively in various aspects of fluorescence microscopy because of their brightness and resistance to photobleaching. They are valuable in studies directed at probing changes in orientation and mobility of proteins using fluorescence anisotropy measurements. It is a mixture of the 6-Iodo and 6-chloro.

Technology Process of N-[3',6'-bis(dimethylamino)-1-oxospiro[2-benzofuran-3,9'-xanthene]-5-yl]-2-iodoacetamide

There total 8 articles about N-[3',6'-bis(dimethylamino)-1-oxospiro[2-benzofuran-3,9'-xanthene]-5-yl]-2-iodoacetamide 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: 71.0%

: 159435-08-2
6-chloroacetamido-3',6'-bis(dimethylamino)spiro<1,3-dihydroisobenzofuran-1,9'-xanthen>-3-one

: 159435-00-4
6-iodoacetamido-3',6'-bis(dimethylamino)spiro<1,3-dihydroisobenzofuran-1,9'-xanthen>-3-one

Guidance literature:: With sodium iodide; In methanol; for 72h; Ambient temperature;

Reference yield:

: 5466-84-2
4-nitrophthalic anhydride

: 159435-00-4
6-iodoacetamido-3',6'-bis(dimethylamino)spiro<1,3-dihydroisobenzofuran-1,9'-xanthen>-3-one

Guidance literature:: Multi-step reaction with 7 steps

1: 3 percent / 2.) conc. H₂SO₄ / 1) toluene, reflux, 6 h; 2) reflux, 8 h

2: H₂ / Pd/C / acetic acid / 5 h / Ambient temperature

3: 1.) pyridine, 2.) aq. NaOH / 1) room temperature, 16 h; 2) methanol, reflux, 1 h

4: 26 percent / trimethylsilyl polyphosphate / dimethylformamide / 4 h / 130 °C

5: 77 percent / aq. HCl / ethanol / 2 h / Heating

6: dimethylformamide / 3 h / 75 °C

7: 71 percent / NaI / methanol / 72 h / Ambient temperature

With pyridine; hydrogenchloride; sodium hydroxide; trimethylsilylphosphate; sulfuric acid; hydrogen; sodium iodide; palladium on activated charcoal; In methanol; ethanol; acetic acid; N,N-dimethyl-formamide;

Reference yield:

: 610-27-5
4-nitrophthalic acid

: 159435-00-4
6-iodoacetamido-3',6'-bis(dimethylamino)spiro<1,3-dihydroisobenzofuran-1,9'-xanthen>-3-one

Guidance literature:: Multi-step reaction with 8 steps

1: 90 percent / acetic anhydride / 1) 60 deg C, 1 h; 2) reflux, 10 min

2: 3 percent / 2.) conc. H₂SO₄ / 1) toluene, reflux, 6 h; 2) reflux, 8 h

3: H₂ / Pd/C / acetic acid / 5 h / Ambient temperature

4: 1.) pyridine, 2.) aq. NaOH / 1) room temperature, 16 h; 2) methanol, reflux, 1 h

5: 26 percent / trimethylsilyl polyphosphate / dimethylformamide / 4 h / 130 °C

6: 77 percent / aq. HCl / ethanol / 2 h / Heating

7: dimethylformamide / 3 h / 75 °C

8: 71 percent / NaI / methanol / 72 h / Ambient temperature

With pyridine; hydrogenchloride; sodium hydroxide; trimethylsilylphosphate; sulfuric acid; hydrogen; acetic anhydride; sodium iodide; palladium on activated charcoal; In methanol; ethanol; acetic acid; N,N-dimethyl-formamide;