Indigotindisulfonate sodium
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MedKoo CAT#: 571239

CAS#: 860-22-0

Description: Indigotindisulfonate sodium is an indolesulfonic acid used as a dye in renal function testing for the detection of nitrates and chlorates, and in the testing of milk.

Chemical Structure

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Indigotindisulfonate sodium
CAS# 860-22-0
Instruction

Theoretical Analysis

MedKoo Cat#: 571239
Name: Indigotindisulfonate sodium
CAS#: 860-22-0
Chemical Formula: C16H8N2Na2O8S2
Exact Mass: 465.95
Molecular Weight: 466.350
Elemental Analysis: C, 41.21; H, 1.73; N, 6.01; Na, 9.86; O, 27.45; S, 13.75

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Synonym: Indigotindisulfonate sodium; NSC 8646; NSC-8646; NSC8646, Indigo carmine

IUPAC/Chemical Name: 1H-Indole-5-sulfonic acid, 2-(1,3-dihydro-3-oxo-5-sulfo-2H-indol-2-ylidene)-2,3-dihydro-3-oxo-, disodium salt

InChi Key: KHLVKKOJDHCJMG-HLBFIJABSA-L

InChi Code: InChI=1S/C16H10N2O8S2.2Na/c19-15-9-5-7(27(21,22)23)1-3-11(9)17-13(15)14-16(20)10-6-8(28(24,25)26)2-4-12(10)18-14;;/h1-6,17-18H,(H,21,22,23)(H,24,25,26);;/q;2*+1/p-2/b14-13-;;

SMILES Code: O=S(C1=CC2=C(N/C(C2=O)=C3NC4=C(C=C(S(=O)([O-])=O)C=C4)C\3=O)C=C1)([O-])=O.[Na+].[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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 466.35 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Herway ST, Pollock K, Fairbanks KE, Benumof JL. Diffuse Limb Discoloration with Indigotindisulfonate (Indigo Carmine®) and the Associated Implications. A A Case Rep. 2016 Apr 1;6(7):196-8. doi: 10.1213/XAA.0000000000000280. PubMed PMID: 26795909.

2: Kesraoui A, Selmi T, Seffen M, Brouers F. Influence of alternating current on the adsorption of indigo carmine. Environ Sci Pollut Res Int. 2017 Apr;24(11):9940-9950. doi: 10.1007/s11356-016-7201-4. Epub 2016 Aug 23. PubMed PMID: 27552998.

3: Numata N, Oka S, Tanaka S, Yoshifuku Y, Miwata T, Sanomura Y, Arihiro K, Shimamoto F, Chayama K. Useful condition of chromoendoscopy with indigo carmine and acetic acid for identifying a demarcation line prior to endoscopic submucosal dissection for early gastric cancer. BMC Gastroenterol. 2016 Jul 19;16(1):72. doi: 10.1186/s12876-016-0483-7. PubMed PMID: 27431391; PubMed Central PMCID: PMC4950100.

4: Ahn D, Ho Sohn J, Park J, Eun Lee J. Ultrasound-guided intratumoral indigo carmine injection for intraoperative, surgeon-performed tumor localization. Head Neck. 2014 Sep;36(9):1317-23. doi: 10.1002/hed.23455. Epub 2013 Nov 12. PubMed PMID: 23956066.

5: Isosu T, Satoh T, Oishi R, Imaizumi T, Hakozaki T, Obara S, Ikegami Y, Kurosawa S, Murakawa M. Effects of indigo carmine intravenous injection on noninvasive and continuous total hemoglobin measurement. J Clin Monit Comput. 2016 Jun;30(3):313-6. doi: 10.1007/s10877-015-9719-2. Epub 2015 Jun 17. PubMed PMID: 26076807.

6: Ahmed MA, Brick AA, Mohamed AA. An efficient adsorption of indigo carmine dye from aqueous solution on mesoporous Mg/Fe layered double hydroxide nanoparticles prepared by controlled sol-gel route. Chemosphere. 2017 May;174:280-288. doi: 10.1016/j.chemosphere.2017.01.147. Epub 2017 Feb 2. PubMed PMID: 28183053.

7: Margetis K, Rajappa P, Tsiouris AJ, Greenfield JP, Schwartz TH. Intraoperative stereotactic injection of Indigo Carmine dye to mark ill-defined tumor margins: a prospective phase I-II study. J Neurosurg. 2015 Jan;122(1):40-8. doi: 10.3171/2014.9.JNS14113. PubMed PMID: 25361489.

8: Hu Y, Chen X, Liu Z, Wang G, Liao S. Activated carbon doped with biogenic manganese oxides for the removal of indigo carmine. J Environ Manage. 2016 Jan 15;166:512-8. doi: 10.1016/j.jenvman.2015.10.043. Epub 2015 Nov 18. PubMed PMID: 26595178.

9: Matsuo H, Harada Y, Minamikawa T, Kato Y, Murayama Y, Otsuji E, Takamatsu T, Tanaka H. Efficient fluorescence detection of protoporphyrin IX in metastatic lymph nodes of murine colorectal cancer stained with indigo carmine. Photodiagnosis Photodyn Ther. 2017 May 31. pii: S1572-1000(17)30236-3. doi: 10.1016/j.pdpdt.2017.05.019. [Epub ahead of print] PubMed PMID: 28578125.

10: Higashimori A, Yokoi Y. Use of indigo carmine angiography to qualitatively assess adequate distal perfusion after endovascular revascularization in critical limb ischemia. J Endovasc Ther. 2015 Jun;22(3):352-5. doi: 10.1177/1526602815582208. Epub 2015 Apr 17. PubMed PMID: 25887729.

11: Li Q, Yang J, Tan X, Zhang Z, Hu X, Yang M. A simple and rapid resonance Rayleigh scattering method for detection of indigo carmine in soft drink. Luminescence. 2016 Aug;31(5):1152-7. doi: 10.1002/bio.3085. Epub 2016 Jan 20. PubMed PMID: 26791156.

12: Lindo FM, Chung CP, Yandell PM. Indigo carmine extravasation to upper limb after pelvic reconstructive surgery. Obstet Gynecol. 2013 Feb;121(2 Pt 2 Suppl 1):449-51. doi: http://10.1097/AOG.0b013e31826d21ec. Review. PubMed PMID: 23344405.

13: Luketic L, Murji A. Options to Evaluate Ureter Patency at Cystoscopy in a World Without Indigo Carmine. J Minim Invasive Gynecol. 2016 Sep-Oct;23(6):878-85. doi: 10.1016/j.jmig.2016.06.009. Epub 2016 Jun 18. Review. PubMed PMID: 27329545.

14: Nagao T, Kinoshita T, Hojo T, Kurihara H, Tsuda H. Sentinel lymph node biopsy using indigo carmine blue dye and the validity of '10% rule' and '4 nodes rule'. Breast. 2012 Aug;21(4):455-8. doi: 10.1016/j.breast.2011.10.011. Epub 2011 Nov 25. PubMed PMID: 22119457.

15: Chikate RC, Kadu BS. Improved photocatalytic activity of CdSe-nanocomposites: effect of Montmorillonite support towards efficient removal of Indigo Carmine. Spectrochim Acta A Mol Biomol Spectrosc. 2014 Apr 24;124:138-47. doi: 10.1016/j.saa.2013.12.099. Epub 2014 Jan 4. PubMed PMID: 24468986.

16: Isosu T, Obara S, Hakozaki T, Imaizumi T, Iseki Y, Mogami M, Ohashi S, Ikegami Y, Kurosawa S, Murakawa M. Effects of indigo carmine intravenous injection on noninvasive and continuous total hemoglobin measurement with using the Revision L sensor. J Clin Monit Comput. 2017 Apr;31(2):485-486. doi: 10.1007/s10877-016-9850-8. Epub 2016 Feb 22. PubMed PMID: 26898593.

17: Sutton E, Pietrzak A. Indigo Carmine-Induced Hypotension in a Parturient With Idiopathic Pulmonary Artery Hypertension, Hypertrophic Cardiomyopathy, and LAD Myocardial Bridging. J Cardiothorac Vasc Anesth. 2016 Jan;30(1):158-61. doi: 10.1053/j.jvca.2015.02.013. Epub 2015 Feb 7. PubMed PMID: 26006159.

18: Antonio-Cisneros CM, Dávila-Jiménez MM, Elizalde-González MP, García-Díaz E. TiO2 immobilized on Manihot carbon: optimal preparation and evaluation of its activity in the decomposition of indigo carmine. Int J Mol Sci. 2015 Jan 12;16(1):1590-612. doi: 10.3390/ijms16011590. PubMed PMID: 25588214; PubMed Central PMCID: PMC4307322.

19: Caprarescu S, Miron AR, Purcar V, Radu AL, Sarbu A, Ion-Ebrasu D, Atanase LI, Ghiurea M. Efficient removal of Indigo Carmine dye by a separation process. Water Sci Technol. 2016 Nov;74(10):2462-2473. PubMed PMID: 27858803.

20: Kabuto Y, Morihara T, Furukawa R, Kida Y, Sukenari T, Onishi O, Minami M, Arai Y, Fujiwara H, Kubo T. Arthroscopic decompression with indigo carmine for treating paralabral cysts in the shoulder. Orthop Traumatol Surg Res. 2016 Dec;102(8):1109-1111. doi: 10.1016/j.otsr.2016.09.011. Epub 2016 Nov 2. PubMed PMID: 27816608.