7-Azido-4-methylcoumarin - ≥98% , CAS No.95633-27-5

CAS: 95633-27-5 Cat. No.: A331202 Peso molecular: 201.18

GRADE & PURITY ≥98%

Synonyms

4-Methyl-7-azidocoumarin | 7-Azido-4-methyl-2H-1-benzopyran-2-one | AzMC

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Descripción general

Product Application:

7-Azido-4-methylcoumarin is a highly sensitive and selective fluorogenic H|2|S probe. The aromatic azide moiety of AzMC is selectively reduced in the presence of H|2|S, producing the fluorescent 7-amino-4-methylcoumarin (AMC) with a concomitant increase in fluorescence with λex = 365 nm and λem = 450 nm. It is a photoaffinity labeling probe for the substrate binding site of human sulfotransferase 1A1 (SULT1A1). 7-Azido-4-methylcoumarin is a tool for monitoring the activity of pyridoxal-5'-phosphate (PLP)-dependent enzymes (e.g. cystathionine β-synthase (CBS), cystathionine γ-lyase (CGL) and tryptophan synthase (TS)) and to identify novel cystathionine β-synthase (CBS) inhibitors and activators.

Specifications

Sinónimos

4-Methyl-7-azidocoumarin | 7-Azido-4-methyl-2H-1-benzopyran-2-one | AzMC

Especificaciones y pureza

≥98%

Condiciones de almacenamiento de almacenamiento

Store at -20°C, Argon charged

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥98%

Propiedades del producto

• Rangos de excitación y emisión: λex 365 nm,λem 450 nm

Nombres e identificadores

• Pubchem Sid: 504771298
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504771298
• Sonrisas canónicas: CC1=CC(=O)OC2=C1C=CC(=C2)N=[N+]=[N-]
• IUPAC Name: 7-azido-4-methylchromen-2-one
• InChIKey: HEKDKVLIMUWRRZ-UHFFFAOYSA-N
• INCHI: 1S/C10H7N3O2/c1-6-4-10(14)15-9-5-7(12-13-11)2-3-8(6)9/h2-5H,1H3
• Isómeros SMILES: CC1=CC(=O)OC2=C1C=CC(=C2)N=[N+]=[N-]
• Peso molecular: 201.18
• Reaxy-Rn: 5570484
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=5570484&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Clase Coumarins and derivatives

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Clase: Coumarins and derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Coumarins and derivatives
• Alternative Parents: 1-benzopyrans Pyranones and derivatives Benzenoids Heteroaromatic compounds Lactones Azo imides Azo compounds Oxacyclic compounds Organopnictogen compounds Organooxygen compounds Organic salts Organic oxides Hydrocarbon derivatives Organic cations
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Coumarin - Benzopyran - 1-benzopyran - Pyranone - Pyran - Benzenoid - Heteroaromatic compound - Azo compound - Azo imide - Lactone - Oxacycle - Organoheterocyclic compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Organic salt - Organic cation - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).
• 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

Propiedades químicas y físicas

• Solubilidad: Soluble in DMSO
• Peso molecular: 201.180 g/mol
• XLogP3: 3.200
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 201.054 Da
• Monoisotopic Mass: 201.054 Da
• Topological Polar Surface Area: 40.700 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 358.000
• 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: 1

Referencias

1. Chen JingQuan, Cheng WeiYi, Ren WeiYe, He LiTing, Wang Xiaoqi, Hong Xiujuan, Wang ChenLi, Wu Yajun, Bao Dandan, Wu Zhibing, Wei Yinghui, Piao Ji-Gang.  (2025)  Self-activated prodrug nanocomposites reprogramming lactic acid metabolism to initiate acidosis-endoplasmic reticulum stress cascade and potentiate immunogenic cell death for enhanced liver cancer therapy.  JOURNAL OF NANOBIOTECHNOLOGY,      [PMID:41327195] [10.1186/s12951-025-03874-1]