Leucomethylene blue

Base Information

• Chemical Name: Leucomethylene blue
• CAS No.: 613-11-6
• Molecular Formula: C16H19 N3 S
• Molecular Weight: 285.413
• UNII: IHU4GYZ2R3
• DSSTox Substance ID: DTXSID2047985
• Nikkaji Number: J25.657I
• Wikidata: Q27280736
• NCI Thesaurus Code: C170046
• ChEMBL ID: CHEMBL549963
• Mol file: 613-11-6.mol

Synonyms:hydromethylthionine;hydromethylthionine mesylate;leuco-methylthioninium;leucomethylene blue;leukomethylene blue;LMTX compound;Panatone;TRx0237

Chemical Property of Leucomethylene blue

Chemical Property:

• Boiling Point: 491.7±45.0 °C(Predicted)
• PKA: 6.62±0.20(Predicted)
• Flash Point: 251.2oC
• PSA: 43.81000
• Density: 1.201±0.06 g/cm3(Predicted)
• LogP: 4.16480
• Storage Temp.: Amber Vial, -86°C Freezer, Under inert atmosphere
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 285.12996879
• Heavy Atom Count: 20
• Complexity: 304

Purity/Quality:

98%,99%, ^*data from raw suppliers

LEUCOFORM 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC2=C(C=C1)NC3=C(S2)C=C(C=C3)N(C)C
• Uses: Leucomethylene blue is the reduced form of methylene blue, and has been used to determine the efficacy in tau aggregation inhibitor therapy for Alzheimer''s disease.

Technology Process of Leucomethylene blue

There total 5 articles about Leucomethylene blue which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

methylene blue (152071-32-4,105504-42-5,121067-62-7,12262-49-6,167498-52-4,6476-03-5,97130-83-1) + ascorbic acid (50-81-7,98966-42-8) → Leuco-Methylenblau (613-11-6) + L-dehydroascorbic acid (490-83-5)

Guidance literature:

Acidic conditions;

DOI:10.1080/07391102.2018.1559763

Reference yield:

succinic acid (110-15-6) + 3,7-bis(dimethylamine)phenothiazonium (807306-71-4) → Leuco-Methylenblau (613-11-6) + (2E)-but-2-enedioic acid (110-17-8,26099-09-2)

Guidance literature:

das reversibile Gleichgewicht;

Reference yield:

water (7732-18-5) + (4-(2-(thiosulfate)-4-(dimethylamino)-phenylimino)-cyclohex-2,5-dienylidene)-N,N-dimethyl ammonium (15967-15-4) → sulfuric acid (7664-93-9) + Leuco-Methylenblau (613-11-6)

Guidance literature:

upstream raw materials:

succinic acid

3,7-bis(dimethylamine)phenothiazonium

water

(4-(2-(thiosulfate)-4-(dimethylamino)-phenylimino)-cyclohex-2,5-dienylidene)-N,N-dimethyl ammonium

Downstream raw materials:

succinic acid

3,7-bis(dimethylamine)phenothiazonium

[3,7-bis(dimethylamino)phenothiazin-10-yl]phenylmethanone

methylene blue

Refernces

• 1、 Matsumoto, Takeshi,Liu, Yingjin,Sueishi, Yoshimi,Yamamoto, Shunzo. "Effects of ionic surfactants and cyclodextrins on hydride-transfer reaction of l-Benzyl-l,4-dihydronicotinamide with methylene blue". experimental part. p. 1383 - 1390. Retrieved 2009/06/19.