Basic information
- CAS
7060-82-4- Standard SMILES
CN(C)c1ccc2nc3ccc(=[N+](C)C)cc-3sc2c1- InChIKey
RBTBFTRPCNLSDE-UHFFFAOYSA-N- Molecular formula
- C16H18N3S+
- Average molar mass
- 284.4 g/mol
- Monoisotopic mass
- 284.121595
Overview
3,7-bis(dimethylamino)phenothiazin-5-ium is an organic cation that is phenothiazin-5-ium substituted by dimethylamino groups at positions 3 and 7. The chloride salt is the histological dye 'methylene blue'. It is a conjugate acid of a 3,7-bis(dimethylamino)phenothiazine.
Names & identifiers
- Preferred name
- Methylene blue cation
- IUPAC
- [7-(dimethylamino)phenothiazin-3-ylidene]-dimethylazanium
Names & synonyms
Methylene Blue cationMethylthioninium7060-82-4UNII-ZMZ79891ZHZMZ79891ZHAI3-52463DTXSID3047009Phenothiazin-5-ium, 3,7-bis(dimethylamino)-RefChem:58888DTXCID10270093,7-bis(dimethylamino)phenothiazin-5-ium[7-(dimethylamino)phenothiazin-3-ylidene]-dimethylazanium
Show more names
N-[7-(dimethylamino)-3H-phenothiazin-3-ylidene]-N-methylmethanaminiumCHEMBL405110NSC3089NSC215213NCGC00167496-01NCGC00167496-03methylene-blueMethylthionine HCl
Database identifiers
- CAS
7060-82-4- PubChem CID
- 4139
- DTXSID
DTXSID3047009- ChEMBL
CHEMBL191083- ChEBI
CHEBI:43830- UNII
- ZMZ79891ZH
- Nikkaji
- J231.678A、J238.110I
Properties
Computed structural properties
- XLogP
- 2.2
- Topological polar surface area
- 43.9 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 1
- Heavy atoms
- 20
- Formal charge
- 1
- Complexity
- 483
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Collision Cross Section164.7 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID0023296]
Chemistry & industry
Pharmacology
FDA Pharmacological Classification
ZMZ79891ZH
METHYLENE BLUE CATION
Established Pharmacologic Class [EPC] - Oxidation-Reduction Agent
Mechanisms of Action [MoA] - Oxidation-Reduction Activity
Methylene blue cation is an Oxidation-Reduction Agent. The mechanism of action of methylene blue cation is as an Oxidation-Reduction Activity.
Related reactions
36 records
Compound notes
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