Indocyanine Green | Cardio-Green | IR-125 | CAS# | 3599-32-4 | Tricarbocyanine Diagnostic Dye

MedKoo Cat#: 328715 | Name: Indocyanine Green

Description:

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

Indocyanine Green, also known as Cardio-Green and Fox, is a tricarbocyanine dye that is used diagnostically in liver function tests and to determine blood volume and cardiac output.

Chemical Structure

Indocyanine Green

CAS#3599-32-4

Theoretical Analysis

MedKoo Cat#: 328715

Name: Indocyanine Green

CAS#: 3599-32-4

Chemical Formula: C43H47N2NaO6S2

Exact Mass: 774.2773

Molecular Weight: 774.97

Elemental Analysis: C, 66.64; H, 6.11; N, 3.61; Na, 2.97; O, 12.39; S, 8.27

Price and Availability

Size	Price	Availability
200mg	USD 450.00	2 Weeks
500mg	USD 750.00	2 Weeks
1g	USD 1,250.00	2 Weeks
2g	USD 2,250.00	2 Weeks
5g	USD 4,650.00	2 Weeks

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Synonym

Indocyanine Green; Cardio-Green; Fox; IR-125; IR 125; IR125

IUPAC/Chemical Name

sodium 4-(2-((1E,3E,5E,7E)-7-(1,1-dimethyl-3-(4-sulfonatobutyl)-1,3-dihydro-2H-benzo[e]indol-2-ylidene)hepta-1,3,5-trien-1-yl)-1,1-dimethyl-1H-benzo[e]indol-3-ium-3-yl)butane-1-sulfonate

InChi Key

MOFVSTNWEDAEEK-UHFFFAOYSA-M

InChi Code

InChI=1S/C43H48N2O6S2.Na/c1-42(2)38(44(28-14-16-30-52(46,47)48)36-26-24-32-18-10-12-20-34(32)40(36)42)22-8-6-5-7-9-23-39-43(3,4)41-35-21-13-11-19-33(35)25-27-37(41)45(39)29-15-17-31-53(49,50)51;/h5-13,18-27H,14-17,28-31H2,1-4H3,(H-,46,47,48,49,50,51);/q;+1/p-1

SMILES Code

O=S(CCCC[N+]1=C(/C=C/C=C/C=C/C=C2N(CCCCS(=O)([O-])=O)C3=C(C4=CC=CC=C4C=C3)C/2(C)C)C(C)(C)C5=C1C=CC6=CC=CC=C56)([O-])=O.[Na+]

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

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Indocyanine green (Foxgreen) is a low toxicic fluorescent agent that has been widely used in medical diagnostics, such as determining cardiac output, hepatic function, and liver blood flow, and for ophthalmic angiography.

In vitro activity:

Fluorescence quenching was observed due to the ionic interaction between ICG (indocyanine green) and CS and was studied considering the dye:polymer stoichiometry and the effect of the NP dilution in cell culture medium (DMEM). The NP systems have been compared in vitro, assessing their behaviour in Caco-2 cell lines. A reduction in cell viability was observed after irradiation of ICG associated with NPs, evident also for the samples loaded by adsorption. These findings open the opportunity to exploit the association of PDT's effect on ICG with the properties of CS-OA coated NPs, whose immunostimulatory effect can be associated with PDT mechanism in cancer therapy. Reference: Pharmaceutics. 2022 Aug 20;14(8):1740. https://pubmed.ncbi.nlm.nih.gov/36015366/

In vivo activity:

On the contrary, mice administered with ICG-GNPs (indocyanine green-gelatin nanoparticles) exhibited improved contrast between the tumor and background over time, resulting in strong fluorescence in the tumor with minimal background fluorescence at 24 hour post-administration. Fig. 5c depicts the contrast between the tumor and the background analyzed quantitatively for the three mice groups at each time point. Mice treated with ICG-free maintained a mean TBR of 1.74 ± 0.20 over 24 hours indicating the insufficient tumor contrast for intraoperative NIR imaging at the given dose. Starting from 4 hour post-administration, both groups of ICG-GNPs exhibited significantly higher tumor contrasts than those with ICG-free throughout the monitoring period. The mean TBR with ICG-GNP-80 reached 3.58 ± 0.16 at 24 hour, which was significantly higher than that with ICG-GNP-160 (3.21 ± 0.09), demonstrating preferential intratumor ICG accumulation mediated by the GNPs in a size-dependent manner. Reference: Nanoscale Adv. 2022 Jul 1;4(19):4041-4050. https://pubmed.ncbi.nlm.nih.gov/36285222/

	Solvent	mg/mL	mM
Solubility
	Ethanol	1.0	1.29
	PBS (pH 7.2)	0.5	0.65
	Water	21.9	28.23

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 774.97 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.

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

Formulation protocol:

1. Miele D, Sorrenti M, Catenacci L, Minzioni P, Marrubini G, Amendola V, Maestri M, Giunchedi P, Bonferoni MC. Association of Indocyanine Green with Chitosan Oleate Coated PLGA Nanoparticles for Photodynamic Therapy. Pharmaceutics. 2022 Aug 20;14(8):1740. doi: 10.3390/pharmaceutics14081740. PMID: 36015366; PMCID: PMC9414095. 2. Lew B, George M, Blair S, Zhu Z, Liang Z, Ludwig J, Kim CY, Kim KK, Gruev V, Choi H. Protease-activated indocyanine green nanoprobes for intraoperative NIR fluorescence imaging of primary tumors. Nanoscale Adv. 2022 Jul 1;4(19):4041-4050. doi: 10.1039/d2na00276k. PMID: 36285222; PMCID: PMC9514568. 3. Chiba R, Ebihara Y, Shiiya H, Ujiie H, Fujiwara-Kuroda A, Kaga K, Li L, Wakasa S, Hirano S, Kato T. A novel system for analyzing indocyanine green (ICG) fluorescence spectra enables deeper lung tumor localization during thoracoscopic surgery. J Thorac Dis. 2022 Aug;14(8):2943-2952. doi: 10.21037/jtd-22-244. PMID: 36071764; PMCID: PMC9442536.

In vitro protocol:

In vivo protocol:

1. Lew B, George M, Blair S, Zhu Z, Liang Z, Ludwig J, Kim CY, Kim KK, Gruev V, Choi H. Protease-activated indocyanine green nanoprobes for intraoperative NIR fluorescence imaging of primary tumors. Nanoscale Adv. 2022 Jul 1;4(19):4041-4050. doi: 10.1039/d2na00276k. PMID: 36285222; PMCID: PMC9514568. 2. Chiba R, Ebihara Y, Shiiya H, Ujiie H, Fujiwara-Kuroda A, Kaga K, Li L, Wakasa S, Hirano S, Kato T. A novel system for analyzing indocyanine green (ICG) fluorescence spectra enables deeper lung tumor localization during thoracoscopic surgery. J Thorac Dis. 2022 Aug;14(8):2943-2952. doi: 10.21037/jtd-22-244. PMID: 36071764; PMCID: PMC9442536.

1: Nagata J, Fukunaga Y, Akiyoshi T, Konishi T, Fujimoto Y, Nagayama S, Yamamoto N, Ueno M. Colonic Marking With Near-Infrared, Light-Emitting, Diode-Activated Indocyanine Green for Laparoscopic Colorectal Surgery. Dis Colon Rectum. 2016 Feb;59(2):e14-8. doi: 10.1097/DCR.0000000000000542. PubMed PMID: 26734978. 2: Yuen K, Miura T, Sakai I, Kiyosue A, Yamashita M. Intraoperative Fluorescence Imaging for Detection of Sentinel Lymph Nodes and Lymphatic Vessels during Open Prostatectomy using Indocyanine Green. J Urol. 2015 Aug;194(2):371-7. doi: 10.1016/j.juro.2015.01.008. Epub 2015 Jan 10. PubMed PMID: 25584996. 3: Yang K, Mu L, Liu Y, Peng Z, Li G. [APPLICATION VALUE OF INDOCYANINE GREEN ANGIOGRAPHY IN FLAP RECONSTRUCTIVE SURGERY]. Zhongguo Xiu Fu Chong Jian Wai Ke Za Zhi. 2015 Sep;29(9):1113-6. Chinese. PubMed PMID: 26750010. 4: Pirie CG, Alario A. Use of indocyanine green and sodium fluorescein for anterior segment angiography in ophthalmologically normal cats. Am J Vet Res. 2015 Oct;76(10):897-903. doi: 10.2460/ajvr.76.10.897. PubMed PMID: 26413828. 5: Esposito G, Burkhardt JK, Bozinov O, Regli L. Indocyanine green videoangiography for the identification of superficial temporal artery branches in EC-IC bypass surgery. Acta Neurochir (Wien). 2016 Mar;158(3):565-70. doi: 10.1007/s00701-016-2703-x. PubMed PMID: 26783025. 6: Fekrazad R, Poorsattar Bejeh Mir A, Ghasemi Barghi V, Shams-Ghahfarokhi M. Eradication of C. albicans and T. rubrum with photoactivated indocyanine green, Citrus aurantifolia essential oil and fluconazole. Photodiagnosis Photodyn Ther. 2015 Jun;12(2):289-97. doi: 10.1016/j.pdpdt.2014.12.009. Epub 2015 Jan 5. PubMed PMID: 25573286. 7: Suganami A, Iwadate Y, Shibata S, Yamashita M, Tanaka T, Shinozaki N, Aoki I, Saeki N, Shirasawa H, Okamoto Y, Tamura Y. Liposomally formulated phospholipid-conjugated indocyanine green for intra-operative brain tumor detection and resection. Int J Pharm. 2015 Dec 30;496(2):401-6. doi: 10.1016/j.ijpharm.2015.10.001. PubMed PMID: 26453781. 8: Mundra V, Peng Y, Rana S, Natarajan A, Mahato RI. Micellar formulation of indocyanine green for phototherapy of melanoma. J Control Release. 2015 Dec 28;220(Pt A):130-40. doi: 10.1016/j.jconrel.2015.10.029. PubMed PMID: 26482083. 9: Jheng PR, Lu KY, Yu SH, Mi FL. Free DOX and chitosan-N-arginine conjugate stabilized indocyanine green nanoparticles for combined chemophotothermal therapy. Colloids Surf B Biointerfaces. 2015 Dec 1;136:402-12. doi: 10.1016/j.colsurfb.2015.09.032. PubMed PMID: 26440756. 10: Nishizawa M, Igari K, Kudo T, Toyofuku T, Inoue Y, Uetake H. A Comparison of the Regional Circulation in the Feet between Dialysis and Non-Dialysis Patients using Indocyanine Green Angiography. Scand J Surg. 2016 Aug 24. pii: 1457496916666412. [Epub ahead of print] PubMed PMID: 27557983.