7-HYDROXY-2-OXO-2H-CHROMENE-3-CARBONITRILE
7-HYDROXY-2-OXO-2H-CHROMENE-3-CARBONITRILE structure
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Common Name | 7-HYDROXY-2-OXO-2H-CHROMENE-3-CARBONITRILE | ||
|---|---|---|---|---|
| CAS Number | 19088-73-4 | Molecular Weight | 187.15200 | |
| Density | 1.5 g/cm3 | Boiling Point | 436.6ºC at 760 mmHg | |
| Molecular Formula | C10H5NO3 | Melting Point | ≥250ºC(lit.) | |
| MSDS | Chinese USA | Flash Point | 217.8ºC | |
| Symbol |
GHS07 |
Signal Word | Warning | |
Use of 7-HYDROXY-2-OXO-2H-CHROMENE-3-CARBONITRILE3-Cyanoumbelliferone is a coumarin derivative, acting as molecular probe and fluorescent dye. 3-Cyanoumbelliferone is also a macrophage migration inhibitory factor (MIF) tautomerase inhibitor with a Ki of 2.9 μM[1]. |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | 3-Cyanoumbelliferone |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| Description | 3-Cyanoumbelliferone is a coumarin derivative, acting as molecular probe and fluorescent dye. 3-Cyanoumbelliferone is also a macrophage migration inhibitory factor (MIF) tautomerase inhibitor with a Ki of 2.9 μM[1]. |
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| Related Catalog | |
| Target |
Ki: 2.9 μM (MIF)[1] |
| References |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| Density | 1.5 g/cm3 |
|---|---|
| Boiling Point | 436.6ºC at 760 mmHg |
| Melting Point | ≥250ºC(lit.) |
| Molecular Formula | C10H5NO3 |
| Molecular Weight | 187.15200 |
| Flash Point | 217.8ºC |
| Exact Mass | 187.02700 |
| PSA | 74.23000 |
| LogP | 1.37028 |
| Vapour Pressure | 3.13E-08mmHg at 25°C |
| Index of Refraction | 1.667 |
| InChIKey | IJQYTHQDUDCJEQ-UHFFFAOYSA-N |
| SMILES | N#Cc1cc2ccc(O)cc2oc1=O |
| Water Solubility | DMF: soluble |
This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.
This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| Symbol |
GHS07 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H302 + H312 + H332-H315-H319-H335 |
| Precautionary Statements | P261-P280-P305 + P351 + P338 |
| Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Gloves |
| Hazard Codes | Xn: Harmful; |
| Risk Phrases | R20/21/22 |
| Safety Phrases | 26-36 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| HS Code | 2932209090 |
This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.
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~86%
7-HYDROXY-2-OXO... CAS#:19088-73-4 |
| Literature: Synthetic Communications, , vol. 35, # 6 p. 785 - 790 |
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~84%
7-HYDROXY-2-OXO... CAS#:19088-73-4 |
| Literature: Journal of Heterocyclic Chemistry, , vol. 48, # 4 p. 799 - 802 |
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~%
7-HYDROXY-2-OXO... CAS#:19088-73-4 |
| Literature: Organic Letters, , vol. 13, # 19 p. 5260 - 5263 |
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~92%
7-HYDROXY-2-OXO... CAS#:19088-73-4 |
| Literature: Journal of Heterocyclic Chemistry, , vol. 46, # 6 p. 1392 - 1395 |
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~%
7-HYDROXY-2-OXO... CAS#:19088-73-4 |
| Literature: Synthesis, , # 15 p. 2331 - 2334 |
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~%
7-HYDROXY-2-OXO... CAS#:19088-73-4 |
| Literature: Acta Pharmacologica Sinica, , vol. 34, # 11 p. 1437 - 1448 |
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~%
7-HYDROXY-2-OXO... CAS#:19088-73-4 |
| Literature: Archives of Biochemistry and Biophysics, , vol. 505, # 2 p. 186 - 193 |
This table lists upstream starting materials and downstream derivative products related to this chemical.
| Precursor 6 | |
|---|---|
| DownStream 2 | |
CAS#:779-27-1
CAS#:58851-99-3This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.
| HS Code | 2932209090 |
|---|---|
| Summary | 2932209090. other lactones. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
This table lists relevant public references with title, journal and publication metadata for this compound.
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Potent inhibition of CYP1A2 by Frutinone A, an active ingredient of the broad spectrum antimicrobial herbal extract from P. fruticosa.
Xenobiotica 42 , 989-1000, (2012) 1. Frutinone is an active ingredient extracted from the lipophilic fraction of the Polygala Fruticosa demonstrating various antibacterial and fungal properties. The aim of this study was to characteri... |
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A continuous fluorometric assay for cytochrome P-450-dependent mixed function oxidases using 3-cyano-7-ethoxycoumarin.
Anal. Biochem. 172 , 304, (1988) A direct fluorometric procedure for the continuous determination of cytochrome P-450-dependent mixed function oxidases, using 3-cyano-7-ethoxycoumarin substrate, is described. The reaction product, 3-... |
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Assessment of cytochrome P450 fluorometric substrates with rainbow trout and killifish exposed to dexamethasone, pregnenolone-16alpha-carbonitrile, rifampicin, and beta-naphthoflavone.
Aquat. Toxicol. 97 , 324-333, (2010) Cytochrome P450s (CYPs) are important xenobiotic metabolizing proteins. While their functions are well understood in mammals, CYP function in non-mammalian vertebrate systems is much less defined, wit... |
This table contains target information, in‑vitro & in‑vivo assay data for this compound.
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Name: Experimentally measured binding affinity data (Ki) for protein-ligand complexes deriv...
Source: Shanghai Institute of Organic Chemistry
Target: N/A
External Id: PDBbind-Ki for protein-ligand complexes
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Name: Inhibitory activity against tautomerase macrophage migration inhibitory factor (MIF)
Source: ChEMBL
Target: Macrophage migration inhibitory factor
External Id: CHEMBL711481
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Name: CA Inhibition Assay from Article 10.3109/14756366.2011.650692: "Metronidazole-coumari...
Source: BindingDB
Target: N/A
External Id: BindingDB_8289_1
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Name: Selectivity ratio of Ki for human CA II to Ki for human CA IX
Source: ChEMBL
Target: N/A
External Id: CHEMBL5513565
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Name: Cell-based high throughput primary assay to identify activators of GPR151
Source: The Scripps Research Institute Molecular Screening Center
Target: RecName: Full=G-protein coupled receptor 151; AltName: Full=G-protein coupled receptor PGR7; AltName: Full=GPCR-2037; AltName: Full=Galanin receptor 4; AltName: Full=Galanin-receptor-like protein; Short=GalRL
External Id: GPR151_PHUNTER_AG_LUMI_1536_1X%ACT
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Name: Inhibition of human CA IX by stopped-flow CO2 hydrase assay
Source: ChEMBL
Target: Carbonic anhydrase 9
External Id: CHEMBL5513564
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Name: AlphaScreen-based biochemical high throughput primary assay to identify activators of...
Source: The Scripps Research Institute Molecular Screening Center
Target: N/A
External Id: FBW7_ACT_ALPHA_1536_1X%ACT PRUN
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Name: AlphaScreen-based biochemical high throughput primary assay to identify inhibitors of...
Source: The Scripps Research Institute Molecular Screening Center
External Id: MITF_INH_Alpha_1536_1X%INH PRUN
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Name: Inhibition of human CA II by stopped-flow CO2 hydrase assay
Source: ChEMBL
Target: Carbonic anhydrase 2
External Id: CHEMBL5513563
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This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| 3-Cyano-7-hydroxycoumarin |
| 7-hydroxy-2-oxochromene-3-carbonitrile |
| 7-Hydroxy-2-oxo-2H-chromene-3-carbonitrile |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What is the LogP of 3-Cyanoumbelliferone? |
| A: LogP of 3-Cyanoumbelliferone is 1.37028. |
| Q: What are the downstream products of 3-Cyanoumbelliferone? |
| A: Related downstream products(CAS) of 3-Cyanoumbelliferone: 779-27-1;58851-99-3. |
| Q: What is the polar surface area (PSA) of 3-Cyanoumbelliferone? |
| A: Polar surface area (PSA) of 3-Cyanoumbelliferone is 74.23000. |
| Q: What is the melting point of 3-Cyanoumbelliferone? |
| A: Melting point of 3-Cyanoumbelliferone is ≥250ºC(lit.). |
| Q: What is the boiling point of 3-Cyanoumbelliferone? |
| A: Boiling point of 3-Cyanoumbelliferone is 436.6ºC at 760 mmHg. |
| Q: What English synonyms does 3-Cyanoumbelliferone have? |
| A: English synonyms of 3-Cyanoumbelliferone: 3-Cyano-7-hydroxycoumarin, 7-hydroxy-2-oxochromene-3-carbonitrile, 7-Hydroxy-2-oxo-2H-chromene-3-carbonitrile. |
| Q: What is the CAS number of 3-Cyanoumbelliferone? |
| A: CAS number of 3-Cyanoumbelliferone is 19088-73-4. |
| Q: How is the water solubility of 3-Cyanoumbelliferone? |
| A: Water solubility of 3-Cyanoumbelliferone: DMF: soluble. |
| Q: What are the upstream materials of 3-Cyanoumbelliferone? |
| A: Related upstream materials(CAS) of 3-Cyanoumbelliferone: 105-56-6;95-01-2;109-77-3;330996-72-0;117620-77-6;277309-36-1. |
| Q: What are the uses of 3-Cyanoumbelliferone? |
| A: Main uses of 3-Cyanoumbelliferone: 3-Cyanoumbelliferone is a coumarin derivative, acting as molecular probe and fluorescent dye. 3-Cyanoumbelliferone is also a macrophage migration inhibitory factor (MIF) tautomerase inhibitor with a Ki of 2.9 μM[1]. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| Dayang Chem (Hangzhou) Co., Ltd. |