3-Cyano-7-ethoxycoumarin
Basic information
- CAS
117620-77-6- Standard SMILES
CCOc1ccc2cc(C#N)c(=O)oc2c1- InChIKey
YAFGHMIAFYQSCF-UHFFFAOYSA-N- Molecular formula
- C12H9NO3
- Average molar mass
- 215.2 g/mol
- Monoisotopic mass
- 215.05824315
Overview
structure given in first source
Names & identifiers
- Preferred name
- 3-Cyano-7-ethoxycoumarin
- IUPAC
- 7-ethoxy-2-oxochromene-3-carbonitrile
- English name
- 3-CYANO-7-ETHOXYCOUMARIN
- Molecular formula
- C12H9NO3
- Molecular weight
- 215.2
Names & synonyms
3-Cyano-7-ethoxycoumarin117620-77-63-Cetc7-ethoxy-2-oxochromene-3-carbonitrile2H-1-Benzopyran-3-carbonitrile, 7-ethoxy-2-oxo-DTXSID00151844997LV3DUS7RefChem:93566DTXCID1074335621-103-27-ethoxy-2-oxo-2h-chromene-3-carbonitrile7-Ethoxycoumarin-3-carbonitrile
Show more names
CAS:117620-77-6CEC [3-Cyano-7-ethoxycoumarin3-Cyano-7-ethoxycoumarin, 10 mM in DMSO3-CYANO-7-ETHOXYCOUMARIN ISO 9001：2015 REACH
7-Ethoxy-2-oxo-2H-1-benzopyran-3-carbonitrileMFCD00467359US9173935, CECF17419YAFGHMIAFYQSCF-UHFFFAOYSA-NBCP146897-ethoxy-2-oxo-chromene-3-carbonitrile7-ethoxy-2-oxo-1-benzopyran-3-carbonitrile
Database identifiers
- CAS
117620-77-6- PubChem CID
- 164045
- DTXSID
DTXSID00151844- ChEMBL
CHEMBL1358287- UNII
- 997LV3DUS7
- EC Number
- 621-103-2
- Nikkaji
- J846.217H
Properties
Computed structural properties
- XLogP
- 2.2
- Topological polar surface area
- 59.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 2
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 366
Physicochemical properties
- Melting point
- 210 · 210-212°C
- Boiling point
- 396.8 · 396.8±42.0 °C(Predicted)
- Density
- 1.29 · 1.29±0.1 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- DMSO: soluble
- form
- Solid
- color
- yellow to orange
- λmax
- 356 nm · 356 nm (Buffer pH7); 355 nm(MeOH)
- Biological Applications
- 450 enzymes · As a substrate for measuring cytochrome P450 enzymes activity; cytochrome P450 inhibition assays; drug design; drug metabolism; treating viral or parasite infections.
- InChI
- InChI=1S/C12H9NO3/c1-2-15-10-4-3-8-5-9(7-13)12(14)16-11(8)6-10/h3-6H,2H2,1H3
- InChIKey
- YAFGHMIAFYQSCF-UHFFFAOYSA-N
- SMILES
- C1(=O)OC2=CC(OCC)=CC=C2C=C1C#N
- FDA UNII
- 997 LV3DUS7 · 997LV3DUS7
- UNSPSC Code
- 12161501 · 12161501
- Symbol(GHS)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- risk_code
- 20/21/22-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 26-36
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H302+H312+H332-H315-H319-H335
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P280-P301+P312-P302+P352+P312-P304+P340+P312-P305+P351+P338
Chemistry & industry
Pharmacology
Metabolism/Metabolites3-cyano-7-ethoxycoumarin has known human metabolites that include 3-Cyano-7-hydroxycoumarin.
Applications
UsesSubstrate for determination of cytochrom P-450 dependent oxidases; about 50-100 times more sensitive than conventional substrate ethoxy-resorufin due to higher turn over rate.
Uses3-Cyano-7-ethoxycoumarin has been used as a substrate in cytochrome P (CYP) inhibition for fluorescence measurement.
General Description3-Cyano-7-ethoxycoumarin is a fluorescent substrate for Cytochrome P450 1A1 (CYP1A1), Cytochrome P450 1A2 (CYP1A2), Cytochrome P450 2C9 (CYP2C9) and Cytochrome P450 2C19 (CYP2C19).
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…