1,1,2-Trimethyl-3-(4-sulphonatobutyl)-1H-benz(e)indolium

Base Information

• Chemical Name: 1,1,2-Trimethyl-3-(4-sulphonatobutyl)-1H-benz(e)indolium
• CAS No.: 63149-24-6
• Deprecated CAS: 210105-77-4,1362141-35-2,1420217-46-4,1362141-35-2
• Molecular Formula: C19H23NO3S
• Molecular Weight: 345.463
• Hs Code.: 29339900
• European Community (EC) Number: 263-961-7
• UNII: W9KRO9XD0N
• DSSTox Substance ID: DTXSID2069739
• Wikidata: Q72514589
• Mol file: 63149-24-6.mol

Synonyms:63149-24-6;1,1,2-Trimethyl-3-(4-sulphonatobutyl)-1H-benz(e)indolium;1,1,2-Trimethyl-3-(4-sulphonatobutyl)-1H-benz[e]indolium inner salt;1,1,2-Trimethyl-3-(4-sulfobutyl)-1H-benz[e]indolium hydroxide, inner salt;1,1,2-Trimethyl-3-(4-sulfobutyl)benz[e]indolium, inner salt;W9KRO9XD0N;63990-23-8;4-(1,1,2-trimethylbenzo[e]indol-3-ium-3-yl)butane-1-sulfonate;1H-Benz[e]indolium, 1,1,2-trimethyl-3-(4-sulfobutyl)-, inner salt;1,1,2-Trimethyl-3-(4-sulfobutyl)-1h-benz[e]indoliumhydroxide,innersalt;EINECS 263-961-7;1,1,2-trimethyl-3-(4-sulfonatobutyl)-1H-benzo[e]indol-3-ium;1H-Benz(e)indolium, 1,1,2-trimethyl-3-(4-sulfobutyl)-, inner salt;4-(1,1,2-trimethyl-1H-benzo[e]indol-3-ium-3-yl)butane-1-sulfonate;1,1,2-Trimethyl-3-(4-sulfobutyl)benz[e]indolium Inner Salt;1,1,2-Trimethyl-3-(4-sulfobutyl)benz[e]benzindolium, inner salt;4-(1,1,2-Trimethyl-1H-benzo(E)indolium-3-yl)butane-1-sulfonate;1,1,2-trimethyl-3-(4-sulphonatobutyl)-1H-benz[e]indolium;4-(1,1,2-Trimethyl-1H-Benzo[e]Indolium-3-yl)Butane-1-Sulfonate;UNII-W9KRO9XD0N;YSZC1869;DTXSID2069739;SCHEMBL15240112;1-(4-Sulfobutyl)-2,3,3-trimethyl-4,5-benzindolium, inner salt;BCP31234;MFCD02690163;AKOS000270790;AT25375;BS-51188;FT-0740328;VU0549301-1;EN300-18210798;F9995-0130;7,9-Diazaspiro[4.5]decane-6,8,10-trione, 1,4-diethyl-, monosodium salt;1,1,2-Trimethyl-3-(4-sulfobutyl)benz[e]indolium, inner salt, Dye content 90 %;1H-Benz[e]indolium, 1,1,2-trimethyl-3-(4-sulfobutyl)-, hydroxide, inner salt

Chemical Property of 1,1,2-Trimethyl-3-(4-sulphonatobutyl)-1H-benz(e)indolium

Chemical Property:

• Appearance/Colour: light blue-grey crystalline powder
• Vapor Pressure: 0-0Pa at 20-25℃
• Melting Point: 274-278 °C
• PSA: 68.59000
• Density: 1.344-1.358g/cm3 at 20℃
• LogP: 4.60090
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly, Sonicated), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 345.13986477
• Heavy Atom Count: 24
• Complexity: 589

Purity/Quality:

99.9% ^*data from raw suppliers

1,1,2-Trimethyl-3-(4-sulfobutyl)benz[e]indolium, inner salt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=[N+](C2=C(C1(C)C)C3=CC=CC=C3C=C2)CCCCS(=O)(=O)[O-]
• Uses: 1,1,2-Trimethyl-3-(4-sulfobutyl)benz[e]indolium Inner Salt is a reactant used in the preparation of liposomally formulated indocyanine green (LP-ICG) derivatives for near infrared fluorescence imaging of lymph nodes.

Technology Process of 1,1,2-Trimethyl-3-(4-sulphonatobutyl)-1H-benz(e)indolium

There total 4 articles about 1,1,2-Trimethyl-3-(4-sulphonatobutyl)-1H-benz(e)indolium 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%

1,4-butane sultone (1633-83-6) + 2,3,3-trimethylbenzo[e]indole (41532-84-7) → 4-(1,1,2-trimethyl-1H-benzo[e]indol-3-ium-3-yl)butane-1-sulfonate (63149-24-6)

Guidance literature:

at 120 ℃; for 2h;

DOI:10.1021/acs.molpharmaceut.0c00589

Reference yield: 93.0%

1,2-oxathiane-2-oxide (24308-29-0) + 2,3,3-trimethylbenzo[e]indole (41532-84-7) → 4-(1,1,2-trimethyl-1H-benzo[e]indol-3-ium-3-yl)butane-1-sulfonate (63149-24-6)

Guidance literature:

at 120 ℃; for 2h;

DOI:10.1039/c3tb20681e

Reference yield:

pentamethylene sulfone (4988-33-4) + 2,3,3-trimethylbenzo[e]indole (41532-84-7) → 4-(1,1,2-trimethyl-1H-benzo[e]indol-3-ium-3-yl)butane-1-sulfonate (63149-24-6)

Guidance literature:

DOI:10.1021/ac00106a015

upstream raw materials:

1,4-butane sultone

2,3,3-trimethylbenzo[e]indole

pentamethylene sulfone

1,2-oxathiane-2-oxide

Downstream raw materials:

cardiogreen

IR-820

indocyanine green

4-(1,1-dimethyl-2-((1E,3E,5E)-6-(N-phenylacetamido)hexa-1,3,5-trienyl)-1H-benzo[e]indolium-3-yl)butane-1-sulfonate

Refernces

• 1、 Mank,Van Der Laan,Lingeman,Goojjer,Brinkman,Velthorst. "Visible diode laser-induced fluorescence detection in liquid chromatography after precolumn derivatization of amines". . p. 1742 - 1748. Retrieved 1995.
• 2、 Li, Dong-Hao,Smith, Bradley D.. "Deuterated Indocyanine Green (ICG) with Extended Aqueous Storage Shelf-Life: Chemical and Clinical Implications". supporting information. p. 14535 - 14542. Retrieved 2021/09/28.
• 3、 Critchley, Megan E.,Lawrence, Clare L.,McKenna, Sean T.,Okoh, Adeyi Okoh,Smith, Robert B.,Vishwapathi, Vinod. "N-alkylated linear heptamethine polyenes as potent non-azole leads against Candida albicans fungal infections". supporting information. . Retrieved 2020/07/21.