Methylene blue trihydrateProduct ingredient for Methylene blue

Name
Methylene blue trihydrate
Drug Entry
Methylene blue

Methylene blue is an oxidation-reduction agent. The intravenous form of methylene blue is approved by the FDA for the treatment of pediatric and adult patients with acquired methemoglobinemia. Historically, it has been widely used in Africa to treat malaria, but now it disappeared when chloroquine (CQ) and other drugs entered the market. Its use as an urinary tract antiseptic has also been investigated.

Methylthioninium chloride (INN, or methylene blue, proposed trade name Rember) is an investigational drug being developed by the University of Aberdeen and TauRx Therapeutics that has been shown in early clinical trials to be an inhibitor of Tau protein aggregation. The drug is of potential interest for the treatment of patients with Alzheimer's disease.

Accession Number
DBSALT001852
Structure
Thumb
Synonyms
C.I. basic blue 9 trihydrate / Methylene blue / Methylthioninium chloride trihydrate
UNII
T42P99266K
CAS Number
7220-79-3
Weight
Average: 373.9
Monoisotopic: 373.1226905
Chemical Formula
C16H24ClN3O3S
InChI Key
XQAXGZLFSSPBMK-UHFFFAOYSA-M
InChI
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
IUPAC Name
7-(dimethylamino)-N,N-dimethyl-3H-phenothiazin-3-iminium trihydrate chloride
SMILES
O.O.O.[Cl-].CN(C)C1=CC2=C(C=C1)N=C1C=CC(C=C1S2)=[N+](C)C
ChemSpider
94624
ChEMBL
CHEMBL550495
Predicted Properties
PropertyValueSource
Water Solubility0.0114 mg/mLALOGPS
logP-1.1ALOGPS
logP-0.62ChemAxon
logS-4.4ALOGPS
pKa (Strongest Basic)3.14ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area18.61 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity103.88 m3·mol-1ChemAxon
Polarizability33.12 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon