| Identification | Back Directory | [Name]
AG 18 | [CAS]
118409-57-7 | [Synonyms]
AG 18
TX 825
RG 50858
RG-50810
AG18, >=98%
TYRPHOSTIN 23
TYRPHOSTIN A23
Tyrphostin AG 1
AG-18(RG-50810)
TYRPHOSTIN AG 18
RARECHEM AL BX 0069
TYRPHOSTIN RG 50858
TYRPHOSTIN A23 99+%
AG 18 (Tyrphostin 23)
AG 18 (Tyrphostin A23)
AG 18 (pharmaceutical)
α-Cyano-(3,4-dihydroxy)cinnamonitrile
4,5-Dihydroxybenzylidenemalononitrile
[3,4-DIHYDROXYBENZYLIDENE]MALONONITRILE
ALPHA-CYANO-(3,4-DIHYDROXY)CINNAMONITRILE
2-(3,4-Dihydroxybenzylidene)malononitrile
α-Cyano-(3,4-dihydroxy)cinnamonitrile
(3,4-Dihydroxyphenyl)methylene propanedinitrile
2-(3,4-Dihydroxyphenyl)ethene-1,1-dicarbonitrile
[(3,4-DIHYDROXYPHENYL)METHYLENE]-PROPENEDINITRILE
(3,4-Dihydroxybenzylidene)-malononitrile, RG-50810
Propanedinitrile, ((3,4-dihydroxyphenyl)methylene)-
Propanedinitrile, 2-[(3,4-dihydroxyphenyl)methylene]-
AG 18 (3,4-Dihydroxybenzylidene)malononitrile 2-(3,4-Dihydroxybenzylidene)malononitrile | [Molecular Formula]
C10H6N2O2 | [MDL Number]
MFCD00133899 | [MOL File]
118409-57-7.mol | [Molecular Weight]
186.17 |
| Chemical Properties | Back Directory | [Appearance]
Yellow Powder | [Melting point ]
225°C | [Boiling point ]
421.1±45.0 °C(Predicted) | [density ]
1.428±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C
| [solubility ]
Soluble in DMSO, ethanol, or DMF | [form ]
Yellow solid | [pka]
7.26±0.18(Predicted) | [color ]
Yellow | [biological source]
synthetic (organic) | [λmax]
464nm(DMSO)(lit.) | [Stability:]
Store in refrigerator | [InChI]
1S/C10H6N2O2/c11-5-8(6-12)3-7-1-2-9(13)10(14)4-7/h1-4,13-14H | [InChIKey]
VTJXFTPMFYAJJU-UHFFFAOYSA-N | [SMILES]
Oc1ccc(cc1O)\C=C(\C#N)C#N |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow Powder | [Uses]
A specific inhibitor for the epidermal growth factor receptor. Also inhibits EGF-dependent cell proliferation (IC50=35uM) | [Uses]
AG 18 inhibits EGFR with IC50 of 35 μM. | [Biological Activity]
Inhibitor of epidermal growth factor receptor (EGFR) and platelet-derived growth factor receptor (PDGFR) kinase (IC 50 values are 35 and 25 μ M respectively). Inhibits EGF-stimulated cell proliferation. Also acts as a mitochondrial uncoupler that alters phosphorylation-dependent cell signaling. | [Definition]
ChEBI: 2-[(3,4-dihydroxyphenyl)methylidene]propanedinitrile is a member of catechols. | [Biochem/physiol Actions]
Tyrphostin 23 is a small molecule inhibitor of epidermal growth factor (EGF) receptor kinase function. This molecule associates with the substrate subsite of the protein tyrosine kinase (PTK) domain,. | [Synthesis]
Example 12 Preparation of 2-(3,4-dihydroxybenzylidene)malononitrile: A mixture of 3,4-bis(methoxymethoxy)benzaldehyde (1.0 mmol), malononitrile (1.0 mmol), and NaOH (2 mg) in 5 mL of methanol was stirred for 24 hours at room temperature. After completion of the reaction, the solvent was removed by distillation under reduced pressure, the residue was dissolved in ethyl acetate and filtered through a silica gel pad. The filtrate was concentrated under reduced pressure to give the condensation product 2-(3,4-bis(methoxymethoxy)benzylidene)malononitrile as a yellow solid in 94% yield. The structure of the product was confirmed by 1H-NMR (300 MHz, CDCl3) and 13C-NMR (75 MHz, CDCl3): 1H-NMR δ (ppm) 7.86 (s, 1H), 7.68 (s, 1H), 7.53 (d, J = 9 Hz, 1H), 7.29 (d, J = 9 Hz, 1H), 5.35 (s, 2H), 5.28 (s, 2H), 5.28 (s, 2H). 5.28 (s, 2H), 3.54 (s, 3H), 3.53 (s, 3H); 13C-NMR δ (ppm) 168.1, 167.6, 149.8, 147.9, 134.6, 127.7, 126.1, 121.0, 118.8, 116.8, 96.0, 95.5, 56.9, 56.8. | [storage]
Store at -20°C | [References]
[1] Patent: US2003/73712, 2003, A1 |
|
| Company Name: |
J & K SCIENTIFIC LTD.
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| Telephone: |
18210857532 18210857532 |
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https://www.jkchemical.com |
| Company Name: |
Spectrum Chemical Manufacturing Corp.
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021-021-021-67601398-809-809-809 15221380277 |
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www.spectrumchemical.com/oa_html/index.jsp?minisite=10020&respid=22372&language=us |
| Company Name: |
Sigma-Aldrich
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| Telephone: |
021-61415566 800-8193336 |
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https://www.sigmaaldrich.cn |
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