Bleu de méthylène - indicateur , CAS No.7220-79-3

CAS: 7220-79-3 Cat. No.: M102719 Formule: C₁₆H₁₈ClN₃S·3H₂O Poids moléculaire: 373.9 Beilstein Registry Number: 3599847 Numéro CE: 615-731-6

GRADE & PURITY Indicator

Synonyms

[7-(diméthylamino)phénothiazine-3-ylidène]-chlorure de diméthylazanium;trihydrate | BLEU DE MÉTHYLÈNE [CIRC] | Bleu de méthylène (USP) | Chlorure de méthylthioninium trihydrate | Basic Blue 9 trihydrate | DTXSID0025600 | AKOS005167162 | E76384 | C16H18ClN

Storage

Room temperature

Shipped In

Normal

Vue d’ensemble

Le bleu de méthylène agit comme un inhibiteur de la GCS (guanylyl cyclase), un colorant biologique et un indicateur d'oxydoréduction. Le bleu de méthylène inhibe la formation des filaments de tau. En outre, le bleu de méthylène inhibe également les NOS (oxyde nitrique synthase). Le bleu de méthylène est largement utilisé pour inhiber les processus médiés par le GMPc. On a observé que le bleu de méthylène induisait une cytotoxicité proportionnelle à la dose dans les cellules d'astrocytome humain U-373 MG et de neuroblastome humain SK-N-MC. En outre, le bleu de méthylène se lie au sous-type M2 des récepteurs muscariniques dans les myocytes cardiaques de rat et présente donc des effets antimuscariniques sur l'IK, l'ACh et l'ICa. Le bleu de méthylène inhibe également la relaxation dépendante de l'endothélium des vaisseaux sanguins isolés.
Un inhibiteur des processus médiés par le GMPc et la guanylyl cyclase, un colorant utile et un indicateur d'oxydoréduction

Specifications

Synonymes

[7-(diméthylamino)phénothiazine-3-ylidène]-chlorure de diméthylazanium;trihydrate | BLEU DE MÉTHYLÈNE [CIRC] | Bleu de méthylène (USP) | Chlorure de méthylthioninium trihydrate | Basic Blue 9 trihydrate | DTXSID0025600 | AKOS005167162 | E76384 | C16H18ClN

Spécifications et pureté

indicateur

Conditions de stockage de stockage

Room temperature

Expédié en

Normal

Grade

Indicator

Noms et identifiants

Pubchem Sid

508812357

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/508812357

Sourires canoniques

CN(C)C1=CC2=C(C=C1)N=C3C=CC(=[N+](C)C)C=C3S2.O.O.O.[Cl-]

IUPAC Name

[7-(dimethylamino)phenothiazin-3-ylidene]-dimethylazanium;chloride;trihydrate

InChIKey

XQAXGZLFSSPBMK-UHFFFAOYSA-M

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

Isomères SMILES

CN(C)C1=CC2=C(C=C1)N=C3C=CC(=[N+](C)C)C=C3S2.O.O.O.[Cl-]

WGK Allemagne

2

Poids moléculaire

373.9

Beilstein

3599847

Reaxy-Rn

16692608

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=16692608&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Classe Benzothiazines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Classe: Benzothiazines
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzothiazines
• Alternative Parents: Dialkylarylamines Benzenoids Secondary ketimines Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organic oxides Organic chloride salts Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Benzothiazine - Tertiary aliphatic/aromatic amine - Dialkylarylamine - Benzenoid - Secondary ketimine - Heteroaromatic compound - Tertiary amine - Azacycle - Organic chloride salt - Organic oxide - Organic salt - Organopnictogen compound - Organic oxygen compound - Amine - Organonitrogen compound - Organic nitrogen compound - Hydrocarbon derivative - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as benzothiazines. These are organic compounds containing a benzene fused to a thiazine ring (a six-membered ring with four carbon atoms, one nitrogen atom and one sulfur atom).
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

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Mécanismes d'action

Propriétés chimiques et physiques

• Solubilité: Soluble in water (50 mg/ml), ethanol (70 mg/ml), alcohol, and chloroform. Insoluble in ether.
• Point de fusion (°C): 235°C
• Poids moléculaire: 373.900 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 373.123 Da
• Monoisotopic Mass: 373.123 Da
• Topological Polar Surface Area: 46.900 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 483.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 5

XLogP3