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Azure B

CAT: 0931-T18918-04Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0931-T18918-04Size:25 mg
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CAS Number
531-55-5
Target
Monoamine Oxidase, MAO
Related Pathways
Neuroscience, Metabolism
Bioactivity
Azure B (Azure B chloride) is a cationic dye and the major metabolite of Methylene blue. Azure B is a selective, and reversible inhibitor of MAO-A (IC50s: 11 and 968 nM for recombinant human MAO-A and MAO-B) .
Smiles
CNC1=CC2=[S+]C3=C(C=CC(N(C)C)=C3)N=C2C=C1.[Cl-]
Molecular Formula
C15H16ClN3S
Molecular Weight
305.83
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

N,N-Dimethyl-7-(methylamino)-3H-phenothiazin-3-iminium chloride

Azure B is an organic chloride salt having 3-(dimethylamino)-7-(methylamino)phenothiazin-5-ium as the counterion. It is used in making azure eosin stains for blood smear staining and is an active metabolite of methylene blue. It has a role as an antidepressant, an EC 3.1.1.8 (cholinesterase) inhibitor, an EC 1.4.3.4 (monoamine oxidase) inhibitor, a drug metabolite, a fluorochrome, a histological dye and a cardioprotective agent. It contains a 3-(dimethylamino)-7-(methylamino)phenothiazin-5-ium.

CAS Number531-55-5
PubChem CID68275
IUPAC Namedimethyl-[7-(methylamino)phenothiazin-3-ylidene]azanium chloride
Molecular FormulaC15H16ClN3S
Molecular Weight305.8
Topological Polar Surface Area52.7
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Heavy Atom Count20
Formal Charge0
Complexity498
SMILES
CNC1=CC2=C(C=C1)N=C3C=CC(=[N+](C)C)C=C3S2.[Cl-]
InChI
InChI=1S/C15H15N3S.ClH/c1-16-10-4-6-12-14(8-10)19-15-9-11(18(2)3)5-7-13(15)17-12;/h4-9H,1-3H3;1H
InChIKey
DNDJEIWCTMMZBX-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of N,N-Dimethyl-7-(methylamino)-3H-phenothiazin-3-iminium chloride
CAS: 531-55-5
CID: 68275
Formula: C15H16ClN3S
MW: 305.8
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight305.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Exact Mass305.0753464
Monoisotopic Mass305.0753464
Topological Polar Surface Area52.7 Ų
Heavy Atom Count20
Formal Charge0
Complexity498
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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