Coumarin 120

Coumarin 120 Basic information
Product Name:Coumarin 120
Synonyms:7-Amino-4-methyl-2H-chromen-2-one, 7-Amino-4-methyl-2-oxo-2H-chromene, 7-Amino-4-methyl-2-oxo-2H-1-benzopyran;Coumarin 120, AMC;(2S,5R,6R)-6-[(2R)-2-aMino-2-(4-hydroxyphenyl)acetaMido]-3,3-diMethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;7-AMino-4-MethylcouMarin ;7-AMino-4-MethylcouMarin, pure, 98% 1GR;7-AMino-4-MethylcouMarin 99%;7-Amino-4-methylcoumarin≥ 98% (HPLC);AMC [7-Amino-4-methylcoumarin] *CAS 26093-31-2*
CAS:26093-31-2
MF:C10H9NO2
MW:175.18
EINECS:247-454-8
Product Categories:Building block;Peptide;Coumarins;Other Reagents;Labeling and Diagnostics Reagents
Mol File:26093-31-2.mol
Coumarin 120 Structure
Coumarin 120 Chemical Properties
Melting point 223-226 °C (lit.)
Boiling point 306.47°C (rough estimate)
density 1.1999 (rough estimate)
refractive index 1.5060 (estimate)
storage temp. 2-8°C
solubility Soluble in acetone (10 mg/ml) dimethyl sulfoxide (10 mg/ml) and dimethylformamide.
pka1.89 ± 0.20, most basic, temperature: 25 °C
form Crystalline Powder
color Beige to brown
λmax351 nm (MeOH); 342 nm (Buffer pH 7)
Sensitive Light Sensitive
BRN 142231
Biological ApplicationsIdentifyingbacteria; measuring urinary kallikrein levels;monitoring platinum(iv) reduction and platinum(ii)reactions in cancer cells; as a substrate for measuringadipinylamidases activity, aromatic amino aciddecarboxylases activity, histone deacetylasesactivity, hydrolases/esterases activity,β-lactamases activity, microbial nitroreductasesactivity, penicillin G acylases activity,proteases/proteinases/peptidases activity,glutamyltransferases activity, tryptophanasesactivity; as an effective antitubercular agent; use astemperature sensor,
Major ApplicationFor authentification; dyelasers; color display devices; inks;monitoring underlying corrosion on coated aluminum;photoinitiating systems; recording materials;semiconductor devices; dye-sensitized solar cells(DSCs); mesoporous silica fibers; SiO2 sonogelhybrid materials; textiles; waveguides;whitening agents,
InChIKeyGLNDAGDHSLMOKX-UHFFFAOYSA-N
CAS DataBase Reference26093-31-2(CAS DataBase Reference)
NIST Chemistry ReferenceCoumarin, 7-amino-4-methyl-(26093-31-2)
EPA Substance Registry System2H-1-Benzopyran-2-one, 7-amino-4-methyl- (26093-31-2)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 36/37/38-20/21/22
Safety Statements 26-36-37/39
WGK Germany 3
Hazard Note Irritant
TSCA Yes
HS Code 32049000
MSDS Information
ProviderLanguage
4-Methyl-7-aminocoumarin English
SigmaAldrich English
ACROS English
ALFA English
Coumarin 120 Usage And Synthesis
Chemical PropertiesCoumarin 120 is Light yellow beige powder
UsesCoumarin 120 is widely used fluorophore, well-known for preparing fluorogenic substrates for cystine aminopeptidase and other hydrolases. Used as reference compound in enzyme assays.
Usessuitable for determining polygalacturonase activity
Usesλ max 354 nm in EthanolSuitable as laser dye and used as a fluorescent labeling reagent for trace determination of enzymes.
DefinitionChEBI: Coumarin 120 is a member of 7-aminocoumarins. It has a role as a fluorochrome.
General Description7-Amino-4-methylcoumarin (coumarin120) is an aminocoumarin laser dye that can emit laser in the range of 370-760 nm. It has three intermolecular hydrogen bonded structures with C-H···O and N-H····O.
Biochem/physiol Actions7-Amino-4-methylcoumarin is a coumarin derivative, which serves as a fluorescence reference standard to screen protease inhibitors.
storage+4°C
Purification MethodsDissolve it in 5% HCl, filter and basify with 2M ammonia. The precipitate is dried in a vacuum and recrystallised from dilute EtOH. It yields a blue solution and is light sensitive. [Sigler Synthesis 614 1980, Kanaoka et al. Chem Pharm Bull Jpn 30 1485 1982, Beilstein 18/11 V 445.]
Coumarin 120 Preparation Products And Raw materials
Raw materialsEthanol-->Sodium hydroxide-->Ethyl acetate-->Sulfuric acid-->Acetic acid-->PETROLEUM ETHER-->Ethyl acetoacetate-->Ethyl chloroformate-->3-Aminophenol
Methylparaben Paraquat dichloride Betaine Methyl Acetonitrile Lithium bis(trimethylsilyl)amide Coumarin 120 Dihydrocoumarin Glycine 4-Methylumbelliferone Kresoxim-methyl Methanol Tris(hydroxymethyl)aminomethane AMINO ACIDS 6-Methylcoumarin Methyl acetate DICUMAROL N,N-Dimethyl-1,4-phenylenediamine

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