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[ CAS No. 31928-44-6 ] {[proInfo.proName]}

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Chemical Structure| 31928-44-6
Chemical Structure| 31928-44-6
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William E. Meador ; Eric Y. Lin ; Irene Lim , et al. DOI: PubMed ID:

Abstract: In vivo fluorescence imaging in the shortwave infrared (SWIR, 1,000-1,700 nm) and extended SWIR (ESWIR, 1,700-2,700 nm) regions has tremendous potential for diagnostic imaging. Although image contrast has been shown to improve as longer wavelengths are accessed, the design and synthesis of organic fluorophores that emit in these regions is challenging. Here we synthesize a series of silicon-RosIndolizine (SiRos) fluorophores that exhibit peak emission wavelengths from 1,300-1,700 nm and emission onsets of 1,800-2,200 nm. We characterize the fluorophores photophysically (both steady-state and time-resolved), electrochemically and computationally using time-dependent density functional theory. Using two of the fluorophores (SiRos1300 and SiRos1550), we formulate nanoemulsions and use them for general systemic circulatory SWIR fluorescence imaging of the in mice. These studies resulted in high-resolution SWIR images with well-defined vasculature visible throughout the entire circulatory system. This SiRos scaffold establishes design principles for generating long-wavelength emitting SWIR and ESWIR fluorophores.

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Product Details of [ 31928-44-6 ]

CAS No. :31928-44-6 MDL No. :MFCD00672944
Formula : C6H3BrClI Boiling Point : -
Linear Structure Formula :- InChI Key :CXHXFDQEFKFYQJ-UHFFFAOYSA-N
M.W : 317.35 Pubchem ID :13741326
Synonyms :

Calculated chemistry of [ 31928-44-6 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 0.0
Num. H-bond donors : 0.0
Molar Refractivity : 51.87
TPSA : 0.0 ?2

Pharmacokinetics

GI absorption : Low
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.47 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.49
Log Po/w (XLOGP3) : 3.89
Log Po/w (WLOGP) : 3.71
Log Po/w (MLOGP) : 4.51
Log Po/w (SILICOS-IT) : 4.15
Consensus Log Po/w : 3.75

Druglikeness

Lipinski : 1.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -4.75
Solubility : 0.00562 mg/ml ; 0.0000177 mol/l
Class : Moderately soluble
Log S (Ali) : -3.59
Solubility : 0.082 mg/ml ; 0.000258 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.8
Solubility : 0.00508 mg/ml ; 0.000016 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.35

Safety of [ 31928-44-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:
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