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MedKoo Cat#: 465880 | Name: MHI-148

Description:

WARNING: This product is for research use only, not for human or veterinary use.

MHI-148 is a near-infrared cyanine dye, acting as an optical imaging agent.

Chemical Structure

MHI-148
MHI-148
CAS#unknown

Theoretical Analysis

MedKoo Cat#: 465880

Name: MHI-148

CAS#: unknown

Chemical Formula: C40H48BrClN2O4

Exact Mass: 734.2486

Molecular Weight: 736.19

Elemental Analysis: C, 65.26; H, 6.57; Br, 10.85; Cl, 4.82; N, 3.81; O, 8.69

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
MHI-148; MHI148; MHI 148;
IUPAC/Chemical Name
1-(4-carboxybutyl)-2-((E)-2-((E)-3-(2-((E)-1-(4-carboxybutyl)-3,3-dimethylindolin-2-ylidene)ethylidene)-2-chlorocyclohex-1-en-1-yl)vinyl)-3,3-dimethyl-3H-indol-1-ium bromide
InChi Key
JTXBXISSKKCGCA-UHFFFAOYSA-N
InChi Code
InChI=1S/C40H47ClN2O4.BrH/c1-39(2)30-16-5-7-18-32(30)42(26-11-9-20-36(44)45)34(39)24-22-28-14-13-15-29(38(28)41)23-25-35-40(3,4)31-17-6-8-19-33(31)43(35)27-12-10-21-37(46)47;/h5-8,16-19,22-25H,9-15,20-21,26-27H2,1-4H3,(H-,44,45,46,47);1H
SMILES Code
CC1(C)C(/C=C/C2=C(Cl)/C(CCC2)=C/C=C3N(CCCCC(O)=O)C4=C(C=CC=C4)C/3(C)C)=[N+](CCCCC(O)=O)C5=C1C=CC=C5.[Br-]
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 736.19 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Choi PJ, Tomek P, Tercel M, Reynisson J, Park TIH, Cooper EA, Denny WA, Jose J, Leung E. Conjugation of Palbociclib with MHI-148 Has an Increased Cytotoxic Effect for Breast Cancer Cells and an Altered Mechanism of Action. Molecules. 2022 Jan 27;27(3):880. doi: 10.3390/molecules27030880. PMID: 35164144; PMCID: PMC8840619. 2: Raveendran A, Poilil Surendran S, Ser J, Alam K, Cho H, Jeong YY. Heptamethine Cyanine Dye MHI-148-Mediated Drug Delivery System to Enhance the Anticancer Efficiency of Paclitaxel. Int J Nanomedicine. 2021 Oct 21;16:7169-7180. doi: 10.2147/IJN.S325322. PMID: 34707356; PMCID: PMC8545142. 3: Cooper E, Choi PJ, Schweder P, Mee E, Turner C, Faull R, Denny WA, Dragunow M, I-H Park T, Jose J. Cytoprotective agent troxipide-cyanine dye conjugate with cytotoxic and antiproliferative activity in patient-derived glioblastoma cell lines. Bioorg Med Chem Lett. 2021 Oct 15;50:128336. doi: 10.1016/j.bmcl.2021.128336. Epub 2021 Aug 24. PMID: 34438012. 4: Cho YS, Do MH, Duong Thanh H, Moon C, Kim K, Cho SH, Kim H, Ha HH, Jung C. A heptamethine cyanine dye serves as a potential marker for myeloid-derived suppressor cells. Am J Cancer Res. 2021 Jun 15;11(6):2853-2866. PMID: 34249432; PMCID: PMC8263665. 5: Xia X, Gai Y, Feng H, Qin C, Pan D, Song Y, Zhang Y, Lan X. Florescence Imaging Lung Cancer with a Small Molecule MHI-148. J Fluoresc. 2020 Dec;30(6):1523-1530. doi: 10.1007/s10895-020-02605-z. Epub 2020 Aug 11. PMID: 32780263. 6: Usama SM, Park GK, Nomura S, Baek Y, Choi HS, Burgess K. Role of Albumin in Accumulation and Persistence of Tumor-Seeking Cyanine Dyes. Bioconjug Chem. 2020 Feb 19;31(2):248-259. doi: 10.1021/acs.bioconjchem.9b00771. Epub 2020 Jan 7. PMID: 31909595; PMCID: PMC7174984. 7: Usama SM, Jiang Z, Pflug K, Sitcheran R, Burgess K. Conjugation of Dasatinib with MHI-148 Has a Significant Advantageous Effect in Viability Assays for Glioblastoma Cells. ChemMedChem. 2019 Sep 4;14(17):1575-1579. doi: 10.1002/cmdc.201900356. Epub 2019 Aug 7. PMID: 31322832. 8: Thavornpradit S, Usama SM, Lin CM, Burgess K. Protein labelling and albumin binding characteristics of the near-IR Cy7 fluorophore, QuatCy. Org Biomol Chem. 2019 Aug 14;17(30):7150-7154. doi: 10.1039/c9ob01184f. Epub 2019 Jul 18. PMID: 31317168; PMCID: PMC6903683. 9: Thavornpradit S, Usama SM, Park GK, Shrestha JP, Nomura S, Baek Y, Choi HS, Burgess K. QuatCy: A Heptamethine Cyanine Modification With Improved Characteristics. Theranostics. 2019 Apr 13;9(10):2856-2867. doi: 10.7150/thno.33595. PMID: 31244928; PMCID: PMC6568187. 10: Wang Z, Olenyuk BZ, Shih JC, Wang J. Quantification and pharmacokinetic study of tumor-targeting agent MHI148-clorgyline amide in mouse plasma using liquid chromatography-electrospray ionization tandem mass spectrometry. J Pharm Anal. 2018 Jun;8(3):153-159. doi: 10.1016/j.jpha.2017.10.001. Epub 2017 Oct 20. PMID: 29922483; PMCID: PMC6004616. 11: Zhang C, Zhao Y, Zhao N, Tan D, Zhang H, Chen X, Zhang H, An J, Shi C, Li M. NIRF Optical/PET Dual-Modal Imaging of Hepatocellular Carcinoma Using Heptamethine Carbocyanine Dye. Contrast Media Mol Imaging. 2018 Mar 8;2018:4979746. doi: 10.1155/2018/4979746. PMID: 29706843; PMCID: PMC5863326. 12: Thomas RG, Moon MJ, Surendran SP, Park HJ, Park IK, Lee BI, Jeong YY. MHI-148 Cyanine Dye Conjugated Chitosan Nanomicelle with NIR Light-Trigger Release Property as Cancer Targeting Theranostic Agent. Mol Imaging Biol. 2018 Aug;20(4):533-543. doi: 10.1007/s11307-018-1169-z. PMID: 29450802. 13: Lee S, George Thomas R, Ju Moon M, Ju Park H, Park IK, Lee BI, Yeon Jeong Y. Near-Infrared Heptamethine Cyanine Based Iron Oxide Nanoparticles for Tumor Targeted Multimodal Imaging and Photothermal Therapy. Sci Rep. 2017 May 18;7(1):2108. doi: 10.1038/s41598-017-01108-5. PMID: 28522841; PMCID: PMC5437012. 14: Zhao N, Zhang C, Zhao Y, Bai B, An J, Zhang H, Wu JB, Shi C. Optical imaging of gastric cancer with near-infrared heptamethine carbocyanine fluorescence dyes. Oncotarget. 2016 Aug 30;7(35):57277-57289. doi: 10.18632/oncotarget.10031. PMID: 27329598; PMCID: PMC5302988. 15: Kushal S, Wang W, Vaikari VP, Kota R, Chen K, Yeh TS, Jhaveri N, Groshen SL, Olenyuk BZ, Chen TC, Hofman FM, Shih JC. Monoamine oxidase A (MAO A) inhibitors decrease glioma progression. Oncotarget. 2016 Mar 22;7(12):13842-53. doi: 10.18632/oncotarget.7283. PMID: 26871599; PMCID: PMC4924682. 16: Shi C, Wu JB, Chu GC, Li Q, Wang R, Zhang C, Zhang Y, Kim HL, Wang J, Zhau HE, Pan D, Chung LW. Heptamethine carbocyanine dye-mediated near-infrared imaging of canine and human cancers through the HIF-1α/OATPs signaling axis. Oncotarget. 2014 Oct 30;5(20):10114-26. doi: 10.18632/oncotarget.2464. PMID: 25361418; PMCID: PMC4259409. 17: Yuan J, Yi X, Yan F, Wang F, Qin W, Wu G, Yang X, Shao C, Chung LW. Near‑infrared fluorescence imaging of prostate cancer using heptamethine carbocyanine dyes. Mol Med Rep. 2015 Feb;11(2):821-8. doi: 10.3892/mmr.2014.2815. Epub 2014 Oct 29. PMID: 25354708; PMCID: PMC4262509. 18: Wu JB, Shao C, Li X, Shi C, Li Q, Hu P, Chen YT, Dou X, Sahu D, Li W, Harada H, Zhang Y, Wang R, Zhau HE, Chung LW. Near-infrared fluorescence imaging of cancer mediated by tumor hypoxia and HIF1α/OATPs signaling axis. Biomaterials. 2014 Sep;35(28):8175-85. doi: 10.1016/j.biomaterials.2014.05.073. Epub 2014 Jun 21. PMID: 24957295; PMCID: PMC4180424. 19: Yeh CS, Su CH, Ho WY, Huang CC, Chang JC, Chien YH, Hung ST, Liau MC, Ho HY. Tumor targeting and MR imaging with lipophilic cyanine-mediated near-infrared responsive porous Gd silicate nanoparticles. Biomaterials. 2013 Jul;34(22):5677-88. doi: 10.1016/j.biomaterials.2013.04.020. Epub 2013 Apr 29. PMID: 23639532. 20: Yang X, Shao C, Wang R, Chu CY, Hu P, Master V, Osunkoya AO, Kim HL, Zhau HE, Chung LWK. Optical imaging of kidney cancer with novel near infrared heptamethine carbocyanine fluorescent dyes. J Urol. 2013 Feb;189(2):702-710. doi: 10.1016/j.juro.2012.09.056. Epub 2012 Sep 20. PMID: 23000848; PMCID: PMC4120709.

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