MedKoo Cat#: 328033 | Name: Methylthioninium chloride hydrate
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Description:

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

Methylthioninium Chloride, also known as TRx-014 and Methylene blue, has many uses in biology and chemistry; for example, it can be used as a stain and as a medication. Methylene blue should not be confused with methyl blue, another histology stain, new methylene blue, nor with the methyl violets often used as pH indicators. Methylthioninium Chloride is also tau protein inhibitor potentially for the treatment of Alzheimer's disease (AD) and Parkinson's disease.

Chemical Structure

Methylthioninium chloride hydrate
Methylthioninium chloride hydrate
CAS#7220-79-3 (hydrate)

Theoretical Analysis

MedKoo Cat#: 328033

Name: Methylthioninium chloride hydrate

CAS#: 7220-79-3 (hydrate)

Chemical Formula: C16H24ClN3O3S

Exact Mass: 0.0000

Molecular Weight: 373.90

Elemental Analysis: C, 51.40; H, 6.47; Cl, 9.48; N, 11.24; O, 12.84; S, 8.57

Price and Availability

Size Price Availability Quantity
25g USD 250.00 2 weeks
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Synonym
Methylthioninium Chloride; 3,7-bis(Dimethylamino)phenazathionium chloride, Basic Blue 9, Tetramethylthionine chloride; TRx-014. Methylene blue
IUPAC/Chemical Name
3,7-bis(dimethylamino)phenothiazin-5-ium chloride trihydrate
InChi Key
XQAXGZLFSSPBMK-UHFFFAOYSA-M
InChi Code
InChI=1S/C16H18N3S.ClH.3H2O/c1-18(2)11-5-7-13-15(9-11)20-16-10-12(19(3)4)6-8-14(16)17-13;;;;/h5-10H,1-4H3;1H;3*1H2/q+1;;;;/p-1
SMILES Code
CN(C1=CC2=[S+]C3=C(C=CC(N(C)C)=C3)N=C2C=C1)C.[H]O[H].[H]O[H].[H]O[H].[Cl-]
Appearance
Solid powder
Purity
>97 % (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
Methylthioninium chloride is a compound consisting of dark green crystals or crystalline powder, having a bronze-like luster. Solutions in water or alcohol have a deep blue color. Methylene blue is used as a bacteriologic stain and as an indicator. It inhibits GUANYLATE CYCLASE, and has been used to treat cyanide poisoning and to lower levels of METHEMOGLOBIN.

Preparing Stock Solutions

The following data is based on the product molecular weight 373.90 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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PubMed PMID: 25247093; PubMed Central PMCID: PMC4165679. 8: Polom W, Markuszewski M, Rho YS, Matuszewski M. Usage of invisible near infrared light (NIR) fluorescence with indocyanine green (ICG) and methylene blue (MB) in urological oncology. Part 1. Cent European J Urol. 2014;67(2):142-8. doi: 10.5173/ceju.2014.02.art5. Review. PubMed PMID: 25140227; PubMed Central PMCID: PMC4132597. 9: Sibbald RG, Ovington LG, Ayello EA, Goodman L, Elliott JA. Wound bed preparation 2014 update: management of critical colonization with a gentian violet and methylene blue absorbent antibacterial dressing and elevated levels of matrix metalloproteases with an ovine collagen extracellular matrix dressing. Adv Skin Wound Care. 2014 Mar;27(3 Suppl 1):1-6. doi: 10.1097/01.ASW.0000443269.63406.f9. Review. PubMed PMID: 24521847. 10: Lo JC, Darracq MA, Clark RF. A review of methylene blue treatment for cardiovascular collapse. J Emerg Med. 2014 May;46(5):670-9. doi: 10.1016/j.jemermed.2013.08.102. Review. PubMed PMID: 24508113. 11: Lozano M, Cid J, Müller TH. Plasma treated with methylene blue and light: clinical efficacy and safety profile. Transfus Med Rev. 2013 Oct;27(4):235-40. doi: 10.1016/j.tmrv.2013.08.001. Review. PubMed PMID: 24075476. 12: Shopes E, Gerard W, Baughman J. Methylene blue encephalopathy: a case report and review of published cases. AANA J. 2013 Jun;81(3):215-21. Review. PubMed PMID: 23923673. 13: Jang DH, Nelson LS, Hoffman RS. Methylene blue for distributive shock: a potential new use of an old antidote. J Med Toxicol. 2013 Sep;9(3):242-9. doi: 10.1007/s13181-013-0298-7. Review. PubMed PMID: 23580172; PubMed Central PMCID: PMC3770994. 14: Samuels M, Mor O, Rytwo G. Metachromasy as an indicator of photostabilization of methylene blue adsorbed to clays and minerals. J Photochem Photobiol B. 2013 Apr 5;121:23-6. doi: 10.1016/j.jphotobiol.2013.02.004. Review. PubMed PMID: 23474529. 15: Märkl B, Arnholdt H. [Lymph node staging in gastrointestinal cancer. Combination of methylene blue-assisted lymph node dissection and ex vivo sentinel lymph node mapping]. Pathologe. 2012 Nov;33 Suppl 2:325-30. doi: 10.1007/s00292-012-1636-2. Review. German. PubMed PMID: 23080027. 16: Grubb KJ, Kennedy JL, Bergin JD, Groves DS, Kern JA. The role of methylene blue in serotonin syndrome following cardiac transplantation: a case report and review of the literature. J Thorac Cardiovasc Surg. 2012 Nov;144(5):e113-6. doi: 10.1016/j.jtcvs.2012.07.030. Review. PubMed PMID: 22982035. 17: Patel HP, Chadwick DR, Harrison BJ, Balasubramanian SP. Systematic review of intravenous methylene blue in parathyroid surgery. Br J Surg. 2012 Oct;99(10):1345-51. doi: 10.1002/bjs.8814. Review. PubMed PMID: 22961511. 18: Gifford SM, Peck MA, Reyes AM, Lundy JB. Methylene blue enteric mapping for intraoperative localization in obscure small bowel hemorrhage: report of a new technique and literature review: combined intraoperative methylene blue mapping and enterectomy. J Gastrointest Surg. 2012 Nov;16(11):2177-81. doi: 10.1007/s11605-012-1964-9. Review. PubMed PMID: 22790583. 19: Farina Junior JA, Celotto AC, da Silva MF, Evora PR. Guanylate cyclase inhibition by methylene blue as an option in the treatment of vasoplegia after a severe burn. A medical hypothesis. Med Sci Monit. 2012 May;18(5):HY13-7. Review. PubMed PMID: 22534716; PubMed Central PMCID: PMC3560617. 20: Krafts K, Hempelmann E, Skórska-Stania A. From methylene blue to chloroquine: a brief review of the development of an antimalarial therapy. Parasitol Res. 2012 Jul;111(1):1-6. doi: 10.1007/s00436-012-2886-x. Review. Erratum in: Parasitol Res. 2012 Jul;111(1):7. PubMed PMID: 22411634.