Name | Iressa |
Synonyms | Iressa IRESSA ZD 1839 GEFITINIB AKOS 91371 Gefitinib Base Gefitinib(TINIBS) Gefitinib, Iressa, ZD1839 GEFITINIB RELATED COMPOUND n-(3-chloro-4-fluoro-phenyl)-7-methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4-amine N-(3-Chloro-4-fluorophenyl)-7-methoxy-6-[3-(4-morpholinyl)propoxy]-4-quinazolinamine 4-Quinazolinamine, N-(3-chloro-4-fluorophenyl)-7-methoxy-6-[3-(4-morpholinyl)propoxy]- N-(3-Chlor-4-fluorophenyl)-7-[methoxy-6-[(3-morpholin-4-yl)propoxyl]-quinazolin-4-yl]amine Gefitinib N-(3-Chloro-4-fluoro-phenyl)-7-methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4-amine N-(3-Chloro-4-fluoro-phenyl)-7-methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4-amine Gefitinib |
CAS | 184475-35-2 |
EINECS | 643-034-7 |
InChI | InChI=1/C22H24ClFN4O3/c1-29-20-13-19-16(12-21(20)31-8-2-5-28-6-9-30-10-7-28)22(26-14-25-19)27-15-3-4-18(24)17(23)11-15/h3-4,11-14H,2,5-10H2,1H3,(H,25,26,27) |
Molecular Formula | C22H24ClFN4O3 |
Molar Mass | 446.9 |
Density | 1.322±0.06 g/cm3(Predicted) |
Melting Point | 119-1200C |
Boling Point | 586.8±50.0 °C(Predicted) |
Flash Point | 308.659°C |
Solubility | Soluble in DMSO (89 mg/ml at 25 °C), methanol (20 mg/ml), ethanol (4 mg/ml at 25 °C) |
Vapor Presure | 0mmHg at 25°C |
Appearance | White to beige powder |
Color | white to beige |
pKa | 7.00±0.10(Predicted) |
Storage Condition | room temp |
Stability | Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month. |
Refractive Index | 1.621 |
Use | An EGFR-tyrosine kinase inhibitor |
Safety Description | 24/25 - Avoid contact with skin and eyes. |
HS Code | 29349990 |
Reference Show more | 1. Lv Xin, Zhou Linshui, Chen Ruilin, et al. Effect of shRNA Interference TTF-1 Gene on EGFR-TKI Sensitivity and Epithelial Mesenchymal Differentiation of Lung Adenocarcinoma Cells [J]. Zhejiang Medical 2019 v.41(22):28-32 108. 2. Chen Zhi, Yu Jiandong, Tang Chaoyuan, et al. Effect of Elemene Injection on Kinematic Transfer of Gefitinib in PC-9/GR Cells [J]. Chinese Patent Medicine, 2018, 40(002):284-290. 3. Lu Xin, Zhu Yuanhong, Zhou Linshui, Wang Zhen, Liu Zhengzhong. Intervention of ethanol extract of Hedyotis diffusa combined with gefitinib on TGF-β_1-induced epithelial mesenchymal transition of lung adenocarcinoma cell line H358 [J]. Chinese modern applied pharmacy, 2016,33(02):154-158. 4. Yanqiu, et al. "Comparative two-dimensional HepG2 and L02/ cell membrane chromatography/ C18/ time-of-flight mass spectrometry for screening selective anti-hepatoma components from Scutellariae Radix. "Journal of pharmaceutical and biomedical analysis 164 5. Lin, Qing, et al. "Design of gefitinib-loaded poly (l-lactic acid) microspheres via a supercritical anti-solvent process for dry powder inhalation." International journal of pharmaceutics 532.1 (2017): 573-580.https://doi.org/10.1016/j.ijpharm. 2017.09.051 6. Gu, Yanqiu, et al. "Development of 3-mercaptopropyltrimethoxysilane (MPTS)-modified bone marrow mononuclear cell membrane chromatography for screening anti-osteoporosis components from Scutellariae Radix." Acta Pharmaceutica Sinica B 10.10 (2020): 1856-186 7. [IF=3.935] Yanqiu Gu et al."Comparative two-dimensional HepG2 and L02/ cell membrane chromatography/ C18/ time-of-flight mass spectrometry for screening selective anti-hepatoma components from Scutellariae Radix."J Pharmaceut Biomed. 2019 Feb;164:550 8. [IF=11.413] Yanqiu Gu et al."Development of 3-mercaptopropyltrimethoxysilane (MPTS)-modified bone marrow mononuclear cell membrane chromatography for screening anti-osteoporosis components from Scutellariae Radix."Acta Pharm Sin B. 2020 Oct;10:1856 9. [IF=4.759] Zhihua Song et al."Synthesis and evaluation of fosfomycin group end-capped packing materials for hydrophilic interaction liquid chromatography."J Chromatogr A. 2021 Oct;1656:462529 10. [IF=4.207] Jianghua Ding et al."LPCAT1 promotes gefitinib resistance via upregulation of the EGFR/PI3K/AKT signaling pathway in lung adenocarcinoma."J Cancer. 2022; 13(6): 1837-1847 11. [IF=5.34] Hai-Qiao Wang et al."Schisandrin B targets cannabinoid 2 receptor in Kupffer cell to ameliorate CCl4-induced liver fibrosis by suppressing NF-κB and p38 MAPK pathway."Phytomedicine. 2022 Apr;98:153960 |
recrystallized from toluene, melting point 119-120 °c.
4-(3 '-chloro-4'-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline, 3-morpholinopropyl chloride, potassium carbonate dissolved in dimethylformamide, the reaction was stirred. Then add 3 morpholino propyl chloride, stir, filter, filtrate is concentrated, the material obtained by column chromatography, with 4:1 acetic acid ethanol methanol elution, the obtained solid was recrystallized from toluene, and the product was obtained.
developed by AstraZeneca, Switzerland, was first launched in Japan in 2002. Surface growth factor receptor, tyrosine kinase inhibitor. For the treatment of non-stem cell lung cancer. But the side effect is bigger.