7-amino-4-methyl-2H-chromen-2-one

• ChemBase ID: 5795
• Molecular Formular: C10H9NO2
• Molecular Mass: 175.18396
• Monoisotopic Mass: 175.06332853
• SMILES: Nc1cc2c(c(cc(=O)o2)C)cc1
• Canonical SMILES: Nc1ccc2c(c1)oc(=O)cc2C
• InChI: InChI=1S/C10H9NO2/c1-6-4-10(12)13-9-5-7(11)2-3-8(6)9/h2-5H,11H2,1H3
• InChIKey: GLNDAGDHSLMOKX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-amino-4-methyl-2H-chromen-2-one
• IUPAC Traditional name: 7-amino-4-methylcoumarin
• Synonyms: 7-Amino-4-methylcoumarin; 7-amino-4-methyl-2H-chromen-2-one; Coumarin 120; N-2-Aminomethyl-N-hydroxyacetyl-7-chloro-2,3-dihydro-5-(2-fluorophenyl)-1H-1,4-benzodiazepine) β-D-Glucuronide Methyl Ester Triacetate; 7-AMINO-4-METHYL-CHROMEN-2-ONE; 7-Amino-4-methyl-2H-chromen-2-one; 7-Amino-4-methylcoumarin; 7-氨基-4-甲基香豆素; 香豆素 120

Database IDs

• CAS Number: 26093-31-2
• EC Number: 247-454-8
• MDL Number: MFCD00006868
• Beilstein Number: 142231
• PubChem SID: 160969222; 99444639; 24855582; 24891406
• PubChem CID: 92249

CALCULATED PROPERTIES

JChem

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.2506584
• LogD (pH = 7.4): 1.2537882
• Log P: 1.2538283
• Molar Refractivity: 50.531 cm^3
• Polarizability: 18.677292 Å^3
• Polar Surface Area: 52.32 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.59
• LOG S: -2.13
• Solubility (Water): 1.30e+00 g/l

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Yellow Solid
• Melting Point: 223-226 °C(lit.); 223-226°C; 224-229 °C; 225-228°C
• Absorption Wavelength: λmax 354 nm in ethanol
• Fluorescence: λex 351 nm; λem 430 nm in methanol; λex 365 nm; λem 440 nm in ethanol(lit.)

Safety Information

• Storage Condition: 2-8°C, Protect from light
• Storage Warning: Irritant/Light Sensitive/Keep Cold; Light Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥96.0% (UV); 98%; 99%
• Grade: for fluorescence
• Description: chromophore for enzyme substrates
• Empirical Formula (Hill Notation): C10H9NO2
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

MP Biomedicals - 02150353

Crystalline
Reference compound for analysis with Peptidyl-MCAs.

DrugBank - DB08168

Drug information: experimental

Sigma Aldrich - 08440

Application
Used as matrix for analysis of monosulfated disaccharides and as a co-matrix with 6-aza-2-thiothymidine for sulfated neutral and sialylated tri-and tetrasaccharides.
Other Notes
Reagent for preparing new fluorogenic substrates for cystine aminopeptidase (and other hydrolases)1,2; used as reference compound in the enzyme assay3

Sigma Aldrich - A9891

Application
Used as matrix for analysis of monosulfated disaccharides and as a co-matrix with 6-aza-2-thiothymidine for sulfated neutral and sialylated tri-and tetrasaccharides.
Other Notes
Reagent for preparing new fluorogenic AMC-based substrates for cystine aminopeptidase (and other hydrolases); used as reference compound in the enzyme assay.
包装
1, 5 g in poly bottle
250, 500 mg in poly bottle
Preparation Note
Soluble in DMSO (10 mg/mL), DMF, and acetone (10 mg/mL).
Protocols & Applications
Methods of glycosylated protein analysis by Mass Spectrometry

Sigma Aldrich - 257370

Application
Fluorescent labeling reagent for trace determination of enzymes.1
Suitable as laser dye
Packaging
100, 500 mg in glass bottle

Toronto Research Chemicals - A615375

An Intermediate for the synthesis of Midazolam.

REFERENCES

• Walser, A., J. Org. Chem., 43, 936 (1978).