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MedKoo Cat#: 530281 | Name: Isosulfan blue

Description:

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

Isosulfan blue is a synthetic visual lymphatic imaging agent. Injected into the periphery of the tumor site, isosulfan blue localizes to the lymphatic system and aids in the surgical identification of tumor sentinel nodes which stain blue.

Chemical Structure

Isosulfan blue
Isosulfan blue
CAS#68238-36-8

Theoretical Analysis

MedKoo Cat#: 530281

Name: Isosulfan blue

CAS#: 68238-36-8

Chemical Formula: C27H31N2NaO6S2

Exact Mass: 566.1521

Molecular Weight: 566.66

Elemental Analysis: C, 57.23; H, 5.51; N, 4.94; Na, 4.06; O, 16.94; S, 11.32

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.
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Related CAS #
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Synonym
Isosulfan blue
IUPAC/Chemical Name
Ethanaminium, N-(4-((4-(diethylamino)phenyl)(2,5-disulfophenyl)methylene)-2,5-cyclohexadien-1-ylidene)-N-ethyl-, hydroxide, inner salt, sodium salt
InChi Key
NLUFDZBOHMOBOE-UHFFFAOYSA-M
InChi Code
InChI=1S/C27H32N2O6S2.Na/c1-5-28(6-2)22-13-9-20(10-14-22)27(21-11-15-23(16-12-21)29(7-3)8-4)25-19-24(36(30,31)32)17-18-26(25)37(33,34)35;/h9-19H,5-8H2,1-4H3,(H-,30,31,32,33,34,35);/q;+1/p-1
SMILES Code
CC/[N+](CC)=C1C=C/C(C=C/1)=C(C2=CC=C(N(CC)CC)C=C2)\C3=CC(S(=O)([O-])=O)=CC=C3S(=O)([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
>3 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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 566.66 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
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Outcomes of "one-day" vs "two-day" injection protocols using Tc-99m tilmanocept for sentinel lymph node biopsy in breast cancer. Breast J. 2018 Jul;24(4):526-530. doi: 10.1111/tbj.13002. Epub 2018 Mar 2. PubMed PMID: 29498443; PubMed Central PMCID: PMC6043364. 5: Liberale G. Comments on 'Sentinel Lymph Node Mapping with Isosulfan Blue or Indocyanine Green in Colon Cancer Shows Comparable Results and Identifies Patients with Decreased Survival: A Prospective Single-Center Trial'. World J Surg. 2018 Nov;42(11):3816. doi: 10.1007/s00268-017-4457-x. PubMed PMID: 29288308. 6: Foster D, Choy N, Porter C, Ahmed S, Wapnir I. Axillary reverse mapping with indocyanine green or isosulfan blue demonstrate similar crossover rates to radiotracer identified sentinel nodes. J Surg Oncol. 2018 Mar;117(3):336-340. doi: 10.1002/jso.24859. Epub 2017 Dec 11. PubMed PMID: 29228459. 7: Ye T, He R, Wu Y, Shang L, Wang S. Study on enhanced lymphatic tracing of isosulfan blue injection by influence of osmotic pressure on lymphatic exposure. Drug Dev Ind Pharm. 2018 Apr;44(4):535-543. doi: 10.1080/03639045.2017.1405428. Epub 2017 Dec 4. PubMed PMID: 29141490. 8: Hassanein AH, Sacks JM, Cooney DS. Optimizing perioperative lymphatic-venous anastomosis localization using transcutaneous vein illumination, isosulfan blue, and indocyanine green lymphangiography. Microsurgery. 2017 Nov;37(8):956-957. doi: 10.1002/micr.30222. Epub 2017 Aug 31. PubMed PMID: 28858393. 9: Papadia A, Gasparri ML, Buda A, Mueller MD. Sentinel lymph node mapping in endometrial cancer: comparison of fluorescence dye with traditional radiocolloid and blue. J Cancer Res Clin Oncol. 2017 Oct;143(10):2039-2048. doi: 10.1007/s00432-017-2501-8. Epub 2017 Aug 21. Review. PubMed PMID: 28828528. 10: Esposito C, Escolino M, Castagnetti M, Cerulo M, Settimi A, Cortese G, Turrà F, Iannazzone M, Izzo S, Servillo G. Two decades of experience with laparoscopic varicocele repair in children: Standardizing the technique. J Pediatr Urol. 2018 Feb;14(1):10.e1-10.e7. doi: 10.1016/j.jpurol.2017.06.017. Epub 2017 Jul 26. PubMed PMID: 28807743. 11: Brincat MR, Muscat Baron Y. Sentinel Lymph Node Biopsy in the Management of Vulvar Carcinoma: An Evidence-Based Insight. Int J Gynecol Cancer. 2017 Oct;27(8):1769-1773. doi: 10.1097/IGC.0000000000001075. Review. PubMed PMID: 28763369. 12: Itkin M, Piccoli DA, Nadolski G, Rychik J, DeWitt A, Pinto E, Rome J, Dori Y. Protein-Losing Enteropathy in Patients With Congenital Heart Disease. J Am Coll Cardiol. 2017 Jun 20;69(24):2929-2937. doi: 10.1016/j.jacc.2017.04.023. PubMed PMID: 28619193. 13: Weixler B, Rickenbacher A, Raptis DA, Viehl CT, Guller U, Rueff J, Zettl A, Zuber M. Sentinel Lymph Node Mapping with Isosulfan Blue or Indocyanine Green in Colon Cancer Shows Comparable Results and Identifies Patients with Decreased Survival: A Prospective Single-Center Trial. World J Surg. 2017 Sep;41(9):2378-2386. doi: 10.1007/s00268-017-4051-2. PubMed PMID: 28508233. 14: Eriksson AG, Beavis A, Soslow RA, Zhou Q, Abu-Rustum NR, Gardner GJ, Zivanovic O, Long Roche K, Sonoda Y, Leitao MM Jr, Jewell EL. A Comparison of the Detection of Sentinel Lymph Nodes Using Indocyanine Green and Near-Infrared Fluorescence Imaging Versus Blue Dye During Robotic Surgery in Uterine Cancer. Int J Gynecol Cancer. 2017 May;27(4):743-747. doi: 10.1097/IGC.0000000000000959. PubMed PMID: 28375931; PubMed Central PMCID: PMC5404984. 15: Holloway RW, Ahmad S, Kendrick JE, Bigsby GE, Brudie LA, Ghurani GB, Stavitzski NM, Gise JL, Ingersoll SB, Pepe JW. A Prospective Cohort Study Comparing Colorimetric and Fluorescent Imaging for Sentinel Lymph Node Mapping in Endometrial Cancer. Ann Surg Oncol. 2017 Jul;24(7):1972-1979. doi: 10.1245/s10434-017-5825-3. Epub 2017 Mar 6. PubMed PMID: 28265777. 16: Weber JJ, Wong JH. Periareolar or Peritumoral Injection of Isosulfan Blue and the Effect on the Number of Sentinel Lymph Nodes Examined. Am Surg. 2017 Jan 1;83(1):98-102. PubMed PMID: 28234133. 17: Martín-Lázaro J, Núñez-Orjales R, Battikhi-Precedo N, López-Freire S, Carballada-González F. Allergy to Blue Dye. J Investig Allergol Clin Immunol. 2016;26(6):381-383. doi: 10.18176/jiaci.0101. PubMed PMID: 27996948. 18: Pham Dang N, Cassier S, Mulliez A, Mansard S, DʼIncan M, Barthélémy I. Eight Years' Experience of Sentinel Lymph Node Biopsy in Melanoma Using Lymphoscintigraphy and Gamma Probe Detection After Radiocolloid Mapping. Dermatol Surg. 2017 Feb;43(2):287-292. doi: 10.1097/DSS.0000000000000961. PubMed PMID: 27893540. 19: Ren L, Liu Z, Liang M, Wang L, Song X, Wang S. 10 % fluorescein sodium vs 1 % isosulfan blue in breast sentinel lymph node biopsy. World J Surg Oncol. 2016 Nov 3;14(1):280. PubMed PMID: 27809854; PubMed Central PMCID: PMC5093998. 20: İlem-Özdemir D, Yararbas U, Zengel B, Ertan G, Asikoglu M. Preparation of (99m)Tc-isosulfan blue for lymph node localization in rats (99m)Tc-isosulfan blue for lymph node localization. Appl Radiat Isot. 2016 Dec;118:338-342. doi: 10.1016/j.apradiso.2016.10.007. Epub 2016 Oct 11. PubMed PMID: 27756051.