IR813

Modify Date: 2024-01-07 17:52:57

IR813 Structure
IR813 structure
Common Name IR813
CAS Number 134127-48-3 Molecular Weight 755.40600
Density N/A Boiling Point N/A
Molecular Formula C47H47ClN2O3S Melting Point N/A
MSDS N/A Flash Point N/A

 Use of IR813


IR 813 tosylate is a near-infrared (NIR) fluorescent dye (λex=815 nm, λem=840 nm) and can be used for visualizing regional lymph nodes in mice[1].

 Names

Name 1h-benz[e]indolium, 2-[2-[2-chloro-3-[(1,3-dihydro-1,1,3-trimethyl-2h-benz[e]indol-2-ylidene)ethylidene]-1-cyclohexen-1-yl]ethenyl]-1,1,3-trimethyl-, salt with 4-methylbenzenesulfonic acid (1:1)
Synonym More Synonyms

 IR813 Biological Activity

Description IR 813 tosylate is a near-infrared (NIR) fluorescent dye (λex=815 nm, λem=840 nm) and can be used for visualizing regional lymph nodes in mice[1].
Related Catalog
In Vitro IR 813 (17.3 μM, 2 h) tosylate induces a 31.4% hemolysis in red blood cells[1]. IR 813 (5.9 μM, 24 h) tosylate induces 50% cell death in MRC-5 cells[1].
In Vivo IR 813 tosylate displays a maximum fluorescence intensity at 4 h postinjection together with a rapid extravasation, when being used for visualizing regional lymph nodes in mice[1]. Guidelines (Following is our recommended protocol. This protocol only provides a guideline, and should be modified according to your specific needs)[1]. 1. Animal: Ten-week-old female Balb/cOlaAnN mice are kept in a 12 h light/dark cycle to reduce tissue autofluorescence in the NIR region, and had access to food and water ad libitum. 2. Dose: A single dose 5.1 nmol of IR 813 dye (20 μL of 0.173 mg/mL, dissolved in a PEG-400/ethanol/water=3:2:5, v/v/v solution) is subcutaneous injected in the right anterior paw of mice. 3. Imaging: Using the Fluobeam700 NIR imaging system to perform in vivo optical imaging (739 nm excitation light (3.5 mW), 750 nm long-pass emission cutoff filter).Fluorescence intensity in the axillary lymph node (ALN) is recorded for 1 week (5 min, 1 h, 4 h, 24 h, 7 days). 4. Data analysis: Semiquantitative data is obtained from the fluorescence images using ImageJ 1.44 software.

 Chemical & Physical Properties

Molecular Formula C47H47ClN2O3S
Molecular Weight 755.40600
Exact Mass 754.30000
PSA 71.83000
LogP 12.47360

 Synthetic Route

~81%

IR813 Structure

IR813

CAS#:134127-48-3

Literature: EASTMAN KODAK COMPANY; WIDZINSKI, Thomas, J.; PAWLIK, Thomas, D.; OLM, Myra, Toffolon; BOSE, Judith, A. Patent: WO2013/55640 A2, 2013 ; Location in patent: Page/Page column 25 ;

 Precursor & DownStream

Precursor  2

DownStream  0

 Synonyms

EC 2117
2-(2-(2-Chloro-3-(2-(1,3-dihydro-1,1,3-trimethyl-2H-benzo[e]indole-2-ylidene)ethylidene)-1-cyclohexen-1-yl)ethenyl]-1]
ADS 830A
2-[2-[2-Chloro-3-[2-(1,3-dihydro-1,1,3-trimethyl-2H-benz[e]indol-2-ylidene)ethylidene]-1-cyclohexen-1-yl]ethenyl]-1,1,3-trimethyl-1H-benz[e]indolium salt with 4-methylbenzenesulfonate (1:1)
2,6-DIMETHYLANILINE,[RING-14C(U)] HYDROCHLORIDE
IR DYE 813ABS
2-(2-(2-CHLORO-3-[2-(1,1,3-TRIMETHYL-2,3-DIHYDRO-1H-BENZO[E]INDOL-2-YLIDEN)ETHYLIDENE]-1-CYCLOHEXENYL)-1-ETHENYL)-1,1,3-TRIMETHYL-1H-BENZO[E]INDOLIUM 4-METHYL-1-BENZENESULFONATE
SDB 7047
2-[2-[2-CHLORO-3-[2-(1,3-DIHYDRO-1,1,3-TRIMETHYL-2H-BENZO[E]-INDOLE-2-YLIDENE)-ETHYLIDENE]-1-CYCLOHEXEN-1-YL]-ETHENYL]-1,1,3-TRIMETHYL-1H-BENZO[E]INDOLIUM 4-METHYLBENZENESULFONATE
IR813