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AG 18

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AG 18 manufacturers

  • Tyrphostin 23
  • Tyrphostin 23 pictures
  • $53.00
  • 2026-08-08
  • CAS:118409-57-7
  • Purity: 99.70%
  • Supply Ability: 10g
AG 18 Basic information
Product Name:AG 18
Synonyms:RARECHEM AL BX 0069;RG-50810;TYRPHOSTIN RG 50858;TYRPHOSTIN AG 18;TYRPHOSTIN A23;ALPHA-CYANO-(3,4-DIHYDROXY)CINNAMONITRILE;AG 18;[3,4-DIHYDROXYBENZYLIDENE]MALONONITRILE
CAS:118409-57-7
MF:C10H6N2O2
MW:186.17
EINECS:
Product Categories:Protein Kinase;Tyrosine Kinase Inhibitors;Inhibitors;All Inhibitors;Intracellular Signaling
Mol File:118409-57-7.mol
AG 18 Structure
AG 18 Chemical Properties
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
pka7.26±0.18(Predicted)
color Yellow
biological sourcesynthetic (organic)
λmax464nm(DMSO)(lit.)
Stability:Store in refrigerator
InChI1S/C10H6N2O2/c11-5-8(6-12)3-7-1-2-9(13)10(14)4-7/h1-4,13-14H
InChIKeyVTJXFTPMFYAJJU-UHFFFAOYSA-N
SMILESOc1ccc(cc1O)\C=C(\C#N)C#N
Safety Information
WGK Germany 3
HS Code 2926.90.5050
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
AG 18 Usage And Synthesis
Chemical PropertiesYellow Powder
UsesAG 18 inhibits EGFR with IC50 of 35 μM.
UsesA specific inhibitor for the epidermal growth factor receptor. Also inhibits EGF-dependent cell proliferation (IC50=35uM).
DefinitionChEBI: 2-[(3,4-dihydroxyphenyl)methylidene]propanedinitrile is a member of catechols.
Biological ActivityInhibitor 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.
Biochem/physiol ActionsTyrphostin 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
3,4-Bis(methoxymethoxy)benzaldehyde

6515-06-6

Malononitrile

109-77-3

Propanedinitrile, 2-[[3,4-bis(methoxymethoxy)phenyl]methylene]-

495411-89-7

AG 18

118409-57-7

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.

References[1] Patent: US2003/73712, 2003, A1
AG 18 Preparation Products And Raw materials
Raw materials3,4-Bis(methoxymethoxy)benzaldehyde-->Malononitrile-->Ethyl acetate-->Methanol-->Sodium hydroxide
Tag:AG 18(118409-57-7) Related Product Information
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