METHYLENE BLUE

Search structure
Trade Names:
Synonyms:
Status: Approved (2016)
Entry Type: Small molecule
Molecule Category: UNKNOWN
UNII: ZMZ79891ZH

Structure
InChI Key RBTBFTRPCNLSDE-UHFFFAOYSA-N
Smile CN(C)c1ccc2nc3ccc(=[N+](C)C)cc-3sc2c1
InChI
InChI=1S/C16H18N3S/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/q+1

Physicochemical Descriptors

Property Name Value
Molecular Formula C16H24ClN3O3S
Molecular Weight 373.91
AlogP 2.5
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 1.0
Polar Surface Area 19.14
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 20.0

Pharmacology

Action Mechanism of Action Reference
None Reducing agent FDA
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Oxidoreductase
- 4370 - - 24
Enzyme Transferase
- 6100 - - -
Membrane receptor
- 550 - - 5
Other cytosolic protein
- 2200 - - -
Unclassified protein
- 3300 - - 54-67

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Bipolar Disorder 3 D001714 ClinicalTrials
Dysuria 3 D053159 ClinicalTrials
Shock, Septic 3 D012772 ClinicalTrials
Severe Acute Respiratory Syndrome 2 D045169 ClinicalTrials
Stress Disorders, Post-Traumatic 2 D013313 ClinicalTrials
Alzheimer Disease 2 D000544 ClinicalTrials
Wounds and Injuries 2 D014947 ClinicalTrials
Malaria, Falciparum 2 D016778 ClinicalTrials
Tooth Diseases 2 D014076 ClinicalTrials
Malaria 2 D008288 ClinicalTrials
Severe Acute Respiratory Syndrome 2 D045169 ClinicalTrials
Glucosephosphate Dehydrogenase Deficiency 1 D005955 ClinicalTrials
Abscess 1 D000038 ClinicalTrials
Sepsis 1 D018805 ClinicalTrials
Jaundice 1 D007565 ClinicalTrials
Methemoglobinemia 1 D008708 ClinicalTrials

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Skin and subcutaneous tissue disorders
51.16
Injury, poisoning and procedural complications
18.6
General disorders and administration site conditions
11.63
Infections and infestations
11.63
Blood and lymphatic system disorders
2.33
Nervous system disorders
2.33
Renal and urinary disorders
2.33

Cross References

Resources Reference
CAS NUMBER 61-73-4
ChEBI 43830
ChEMBL CHEMBL191083
DrugBank DB08167
DrugCentral 1763
EPA CompTox DTXSID3047009
FDA SRS ZMZ79891ZH
PDB MBT
PubChem 104827
SureChEMBL SCHEMBL109755
ZINC ZINC000012414057
CAS NUMBER 61-73-4
ChEMBL CHEMBL550495
EPA CompTox DTXSID0025600
FDA SRS T42P99266K
PubChem 104827
SureChEMBL SCHEMBL1207311
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