Name | 7-Amino-4-methylcoumarin |
Synonyms | AMC Coumarin 120 Coumarin 120, AMC 7-Amino-4-methylcoumarin 4-Methyl-7-aminocoumarin 7-Amino-4-methyl coumarin 7-Amino-4-methyl-2H-chromen-2-one 7-Amino-4-methyl-2H-1-benzopyran-2-one 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 (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 |
CAS | 26093-31-2 |
EINECS | 247-454-8 |
InChI | InChI=1/C10H9NO2/c1-6-4-10(12)13-9-5-7(11)2-3-8(6)9/h2-5H,11H2,1H3 |
InChIKey | GLNDAGDHSLMOKX-UHFFFAOYSA-N |
Molecular Formula | C10H9NO2 |
Molar Mass | 175.18 |
Density | 1.1999 (rough estimate) |
Melting Point | 223-226 °C (lit.) |
Boling Point | 306.47°C (rough estimate) |
Flash Point | 216.9°C |
Solubility | Soluble in acetone (10 mg/ml), DMSO (10 mg/ml), and DMF. |
Vapor Presure | 6.37E-06mmHg at 25°C |
Appearance | Light yellow to yellow (Solid) |
Color | Beige to brown |
Maximum wavelength(λmax) | ['351 nm (MeOH); 342 nm (Buffer\npH 7)'] |
BRN | 142231 |
pKa | 1.89 ± 0.20, most basic, temperature:25 °C |
Storage Condition | 2-8°C |
Sensitive | Light Sensitive |
Refractive Index | 1.5060 (estimate) |
MDL | MFCD00006868 |
Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection |
WGK Germany | 3 |
TSCA | Yes |
HS Code | 32049000 |
Hazard Note | Irritant |
main applications | For 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 fixers; SiO2 sonogelhybrid materials; textiles; waveguides;whitening agents, |
biological applications | Identifyingbacteria; 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, |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
Biological activity | 7-amino-4-methylcotarin (Coumarin 120) is used as a fluorescent probe for many serine proteases. |
use | as a laser dye. Fluorescent labeling reagent for trace detection of enzymes. Used for high performance liquid chromatography labeling Fluorescent labeling reagents for trace determination of enzymes; suitable for use as laser dyes; used as a matrix for mono-sulfated disaccharide analysis, and forming a co-matrix with 6-aza2-thiothymine for analysis of sulfated neutral and saliated trisaccharides and tetrasaccharides; reagents for the preparation of novel AMC-based fluorescent substrates for cystine aminopeptidase (and other hydrolases); used as a reference compound in enzyme identification |