Acid blue 3
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MedKoo CAT#: 581236

CAS#: 3536-49-0

Description: Acid blue is also known as Patent Blue V, and is a dark bluish synthetic triphenylmethane dye used as a food coloring. As a food additive, it has E number E131. It is a sodium or calcium salt of [4-(α-(4-diethylaminophenyl)-5-hydroxy- 2,4-disulfophenylmethylidene)-2,5-cyclohexadien-1-ylidene] diethylammonium hydroxide inner salt. The color of the dye is pH-dependent. In aqueous solution, its color will vary from a deep blue in alkaline or weakly acidic medium to a yellow–orange in stronger acidic conditions. It is useful as a pH indicator for the range 0.8–3.0. The structure is also redox-sensitive, changing from a reduced yellow form to an oxidized red form in solution. The reduction potential of around 0.77 volts is similar to that of other triphenylmethane dyes. It is usable as a reversible redox indicator in some analytical methods.


Chemical Structure

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Acid blue 3
CAS# 3536-49-0

Theoretical Analysis

MedKoo Cat#: 581236
Name: Acid blue 3
CAS#: 3536-49-0
Chemical Formula: C54H62CaN4O14S4
Exact Mass:
Molecular Weight: 1159.42
Elemental Analysis: C, 55.94; H, 5.39; Ca, 3.46; N, 4.83; O, 19.32; S, 11.06

Price and Availability

Size Price Availability Quantity
5.0g USD 200.0 2 Weeks
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Synonym: Acid blue 3; Blue ZN 3; C.I. 42051; Food Blue 3; NSC 5010; L-Blau 3;

IUPAC/Chemical Name: Bis(hydrogen (4-(4-(diethylamino)-5'-hydroxy-2',4'-disulphonatobenzhydrylidene)cyclohexa-2,5-dien-1-ylidene)diethylammonium), calcium salt

InChi Key: RTMBGDBBDQKNNZ-UHFFFAOYSA-L

InChi Code: InChI=1S/2C27H32N2O7S2.Ca/c2*1-5-28(6-2)21-13-9-19(10-14-21)27(20-11-15-22(16-12-20)29(7-3)8-4)23-17-24(30)26(38(34,35)36)18-25(23)37(31,32)33;/h2*9-18H,5-8H2,1-4H3,(H2-,30,31,32,33,34,35,36);/q;;+2/p-2

SMILES Code: CC/[N+](CC)=C1C=C/C(C=C/1)=C(C2=CC([O-])=C(S(=O)([O-])=O)C=C2S(=O)([O-])=O)/C3=CC=C(N(CC)CC)C=C3.CC/[N+](CC)=C4C=C/C(C=C/4)=C(C5=CC([O-])=C(S(=O)([O-])=O)C=C5S(=O)([O-])=O)/C6=CC=C(N(CC)CC)C=C6.[Ca+2].[H+].[H+]

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

Preparing Stock Solutions

The following data is based on the product molecular weight 1159.42 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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6: Unsal YE, Soylak M, Tuzen M. Ultrasound-assisted ionic liquid-based dispersive liquid-liquid microextraction for preconcentration of patent blue V and its determination in food samples by UV-visible spectrophotometry. Environ Monit Assess. 2015 Apr;187(4):203. doi: 10.1007/s10661-015-4427-4. Epub 2015 Mar 24. PubMed PMID: 25800367.

7: Joshi M, Hart M, Ahmed F, McPherson S. Adverse reaction; patent blue turning patient blue. BMJ Case Rep. 2012 Nov 30;2012. pii: bcr2012007339. doi: 10.1136/bcr-2012-007339. PubMed PMID: 23203181; PubMed Central PMCID: PMC4544342.

8: Ayestaray B, Bekara F, Andreoletti JB. Patent blue-enhanced lymphaticovenular anastomosis. J Plast Reconstr Aesthet Surg. 2013 Mar;66(3):382-9. doi: 10.1016/j.bjps.2012.10.019. Epub 2012 Dec 4. PubMed PMID: 23218656.

9: Thaler S, Hofmann J, Bartz-Schmidt KU, Schuettauf F, Haritoglou C, Yoeruek E. Methyl blue and aniline blue versus patent blue and trypan blue as vital dyes in cataract surgery: capsule staining properties and cytotoxicity to human cultured corneal endothelial cells. J Cataract Refract Surg. 2011 Jun;37(6):1147-53. doi: 10.1016/j.jcrs.2010.12.051. PubMed PMID: 21596258.

10: Ishiyama T, Kotoda M, Asano N, Ikemoto K, Mitsui K, Sato H, Matsukawa T, Sessler DI. The effects of Patent Blue dye on peripheral and cerebral oxyhaemoglobin saturations. Anaesthesia. 2015 Apr;70(4):429-33. doi: 10.1111/anae.12932. Epub 2014 Nov 10. PubMed PMID: 25389044.

11: Bézu C, Coutant C, Salengro A, Daraï E, Rouzier R, Uzan S. Anaphylactic response to blue dye during sentinel lymph node biopsy. Surg Oncol. 2011 Mar;20(1):e55-9. doi: 10.1016/j.suronc.2010.10.002. Epub 2010 Nov 11. Review. PubMed PMID: 21074413.

12: Sondak VK, King DW, Zager JS, Schneebaum S, Kim J, Leong SP, Faries MB, Averbook BJ, Martinez SR, Puleo CA, Messina JL, Christman L, Wallace AM. Combined analysis of phase III trials evaluating [⁹⁹mTc]tilmanocept and vital blue dye for identification of sentinel lymph nodes in clinically node-negative cutaneous melanoma. Ann Surg Oncol. 2013 Feb;20(2):680-8. doi: 10.1245/s10434-012-2612-z. Epub 2012 Oct 3. PubMed PMID: 23054107; PubMed Central PMCID: PMC3560941.

13: Wakeman C, Yu V, Chandra R, Staples M, Wale R, McLean C, Bell S. Lymph node yield following injection of patent blue V dye into colorectal cancer specimens. Colorectal Dis. 2011 Sep;13(9):e266-9. doi: 10.1111/j.1463-1318.2011.02673.x. PubMed PMID: 21689343.

14: Yusim Y, Livingstone D, Sidi A. Blue dyes, blue people: the systemic effects of blue dyes when administered via different routes. J Clin Anesth. 2007 Jun;19(4):315-21. PubMed PMID: 17572332.

15: Viegas LP, Lopes A, Campos-Melo A, Ferreira MB, Barbosa MP. Patent blue anaphylaxis: case report. J Allergy Clin Immunol Pract. 2015 Jan-Feb;3(1):112-3. doi: 10.1016/j.jaip.2014.07.003. Epub 2014 Aug 29. PubMed PMID: 25577630.

16: Vidal F, Leguevaque P, Motton S, Delotte J, Ferron G, Querleu D, Rafii A. Evaluation of the sentinel lymph node algorithm with blue dye labeling for early-stage endometrial cancer in a multicentric setting. Int J Gynecol Cancer. 2013 Sep;23(7):1237-43. doi: 10.1097/IGC.0b013e31829b1b98. PubMed PMID: 23839245.

17: Mir-Bonafé J, Santos-Briz A, Elena-Sorando E, Unamuno P. Blue contact urticaria. Dermatitis. 2012 Mar-Apr;23(2):97-8. doi: 10.1097/DER.0b013e31824a5f88. PubMed PMID: 22653132.

18: Hirano A, Kamimura M, Ogura K, Kim N, Hattori A, Setoguchi Y, Okubo F, Inoue H, Miyamoto R, Kinoshita J, Fujibayashi M, Shimizu T. A comparison of indocyanine green fluorescence imaging plus blue dye and blue dye alone for sentinel node navigation surgery in breast cancer patients. Ann Surg Oncol. 2012 Dec;19(13):4112-6. doi: 10.1245/s10434-012-2478-0. Epub 2012 Jul 11. PubMed PMID: 22782671.

19: Wong A, Spillane A; Breast Surgeons of Australia and New Zealand Incorporated (BreastSurgANZ). Patent Blue V dye anaphylaxis: experience of Australian and New Zealand surgeons. ANZ J Surg. 2014 Jan-Feb;84(1-2):37-41. doi: 10.1111/j.1445-2197.2012.06277.x. Epub 2012 Sep 26. PubMed PMID: 23013050.

20: van der Vorst JR, Schaafsma BE, Verbeek FP, Hutteman M, Mieog JS, Lowik CW, Liefers GJ, Frangioni JV, van de Velde CJ, Vahrmeijer AL. Randomized comparison of near-infrared fluorescence imaging using indocyanine green and 99(m) technetium with or without patent blue for the sentinel lymph node procedure in breast cancer patients. Ann Surg Oncol. 2012 Dec;19(13):4104-11. doi: 10.1245/s10434-012-2466-4. Epub 2012 Jul 3. PubMed PMID: 22752379; PubMed Central PMCID: PMC3465510.