MHI-148
- Product Name
- MHI-148
- CAS No.
- 172971-76-5
- Chemical Name
- MHI-148
- Synonyms
- IR 808;MH 148;MHI-148;Lipo Cy7(hex)diAcid.Br;1-(5-Carboxypentyl)-2-(2-(3-(2-(1-(5-carboxypentyl)-3,3-dimethylindolin-2-ylidene)ethylidene)-2-chlorocyclohex-1-en-1-yl)vinyl)-3,3-dimethyl-3H-indol-1-ium bromide;1-(5-Carboxypentyl)-2-[2-[3-[[1-(5-carboxypentyl)-1,3-dihydro-3,3-dimethyl-2H-indol-2-ylidene]ethylidene]-2-chloro-1-cyclohexen-1-yl]ethenyl]-3,3-dimethyl-3H-indolium bromide;3H-?Indolium, 1-?(5-?carboxypentyl)?-?2-?[2-?[3-?[2-?[1-?(5-?carboxypentyl)?-?1,?3-?dihydro-?3,?3-?dimethyl-?2H-?indol-?2-?ylidene]?ethylidene]?-?2-?chloro-?1-?cyclohexen-?1-?yl]?ethenyl]?-?3,?3-?dimethyl-?, bromide (1:1)
- CBNumber
- CB32660270
- Molecular Formula
- C42H52BrClN2O4
- Formula Weight
- 764.24
- MOL File
- 172971-76-5.mol
MHI-148 Property
- storage temp.
- Store at -20°C
- solubility
- DMF: 20 mg/ml
DMSO: 20 mg/ml
Ethanol: 10 mg/mlPBS (pH 7.2): 1 mg/ml - form
- Solid
- color
- Light green to green
- InChIKey
- SBSLCJXMLMGYFH-UHFFFAOYSA-N
- SMILES
- C(N1C(C(C)(C)C2=CC=CC=C12)=CC=C1CCCC(C=CC2C(C3=CC=CC=C3[N+]=2CCCCCC(=O)O)(C)C)=C1Cl)CCCCC(=O)O.[Br-]
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
MHI-148 Chemical Properties,Usage,Production
Description
MHI-148 ((2-[2-[2-Chloro-3-[2-[1,3-dihydro-3,3-dimethyl-1-(5-carboxypentyl)-2H-indol-2-ylidene]-ethylidene]-1-cyclohexen-1-yl]-ethenyl]-3,3-dimethyl-1-(5-carboxypentyl)-3H-indolium bromide)) is a near-infrared heptamethine cyanine dye with tumour-targeting properties for cancer detection, diagnosis and research. MHI-148 is immediately taken up and accumulated by the lysosomes and mitochondria of tumour cells but not in the lysosomes and mitochondria of normal cells.
Uses
The heptamethine cyanine dye MHI-148 is an analogue of IR-783, which was initially synthesized as an optical imaging agent to detect human kidney cancer. MHI-148 dye-conjugated porous Gd silicate nanoparticles were developed as a NIRF-MRI dual-modal contrast agent for LLC/LL2 tumours. In another work, an MHI-148-based PET imaging probe labelled with Cu64 was developed as a tumour-targeting agent. These studies showed that the MHI-148 dye has active tumour-targeting properties and enhanced accumulation in tumours compared to control groups. NIRF dye MHI-148 can be used for effective imaging with good stability and specificity in different types of tumour cell lines and tumour xenografts, such as kidney cancer, prostate cancer and lung cancer. Thomas et al. have also used MHI-148 as a tumour-targeting agent conjugated to nanoparticles for breast cancer treatment[1].
References
[1] Jian Song. “Near-infrared fluorescence imaging of hepatocellular carcinoma cells regulated by β-catenin signaling pathway.” Frontiers in Oncology 13 (2023): 1140256.
[2] XIUYING CHEN. Photostabilities of novel heptamethine 3H-indolenine cyanine dyes with different N-substituents[J]. Journal of Photochemistry and Photobiology A-chemistry, 2006, 181 1: Pages 79-85. DOI: 10.1016/j.jphotochem.2005.11.004
[3] ATHIRA RAVEENDRAN. Heptamethine Cyanine Dye MHI-148-Mediated Drug Delivery System to Enhance the Anticancer Efficiency of Paclitaxel.[J]. International Journal of Nanomedicine, 2021: 7169-7180. DOI: 10.2147/ijn.s325322
[4] JIA P, JI H, LIU S, et al. Integration of IR-808 and thiol-capped Au–Bi bimetallic nanoparticles for NIR light mediated photothermal/photodynamic therapy and imaging†[J]. Journal of Materials Chemistry B, 2020, 1: 101-111. DOI: 10.1039/d0tb02378g
MHI-148 Preparation Products And Raw materials
Raw materials
Preparation Products
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