Determine the necessary mass, volume, or concentration for preparing a solution.
Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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G125799-50mg | 50mg | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $9.90 | |
G125799-250mg | 250mg | In stock | $26.90 | |
G125799-1g | 1g | In stock | $88.90 | |
G125799-5g | 5g | In stock | $177.90 | |
G125799-10g | 10g | Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding. | $320.90 | |
G125799-25g | 25g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $720.90 | |
G125799-100g | 100g | In stock | $2,595.90 |
selective EGFR tyrosine kinase inhibitor
Synonyms | ZD 1839 | AM20090619 | Gefitinib [USAN:INN:BAN] | SY017890 | CHEBI:49668 | nchembio866-comp14 | 4-(3'-Chloro-4'-fluoroanilino)-7-methoxy-6-(3-morpholinopropoxy)quinazoline | 4-Quinazolinamine, N-(3-chloro-4-fluorophenyl)-7-methoxy-6-[3-(4-morpholinyl)prop |
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Specifications & Purity | Moligand™, ≥99% |
Biochemical and Physiological Mechanisms | Gefitinib is an epidermal growth factor receptor (EGFR)-tyrosine kinase inhibitor and has been shown to increase phosphorylation of c-Jun NH2-terminal kinase (JNK) and p38 mitogen-activated protein kinase (MAPK) in HaCaT cells. Studies suggest that gefiti |
Storage Temp | Store at 2-8°C |
Shipped In | Wet ice |
Grade | Moligand™ |
Action Type | INHIBITOR |
Mechanism of action | Epidermal growth factor receptor erbB1 inhibitor |
Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
Product Description | Gefitinib (ZD-1839) is an EGFR inhibitor for Tyr1173, Tyr992, Tyr1173 and Tyr992 in the NR6wtEGFR and NR6W cells with IC50 of 37 nM, 37nM, 26 nM and 57 nM, respectively. |
ALogP | 4.1 |
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IUPAC Name | N-(3-chloro-4-fluorophenyl)-7-methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4-amine |
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INCHI | InChI=1S/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) |
InChi Key | XGALLCVXEZPNRQ-UHFFFAOYSA-N |
Canonical SMILES | COC1=C(C=C2C(=C1)N=CN=C2NC3=CC(=C(C=C3)F)Cl)OCCCN4CCOCC4 |
Isomeric SMILES | COC1=C(C=C2C(=C1)N=CN=C2NC3=CC(=C(C=C3)F)Cl)OCCCN4CCOCC4 |
PubChem CID | 123631 |
Molecular Weight | 446.9 |
DrugBank Ligand | DB00317 |
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Wikipedia | Gefitinib |
ChEBI | CHEBI:49668 |
CAS Registry No. | 184475-35-2 |
DiscoveRx TREEspot | Gefitinib| |
PubChem CID | 123631 |
ChEMBL Ligand | CHEMBL939 |
RCSB PDB Ligand | IRE |
PEP | gefitinib |
Reactome Reaction | R-HSA-9665121, R-HSA-1220610 |
Reactome Drug | R-ALL-1169429 |
DrugCentral Ligand | 1282 |
Enter Lot Number to search for COA:
Find and download the COA for your product by matching the lot number on the packaging.
Lot Number | Certificate Type | Date | Item |
---|---|---|---|
D2409083 | Certificate of Analysis | Mar 02, 2024 | G125799 |
L2312045 | Certificate of Analysis | Dec 21, 2023 | G125799 |
L2129202 | Certificate of Analysis | Oct 10, 2023 | G125799 |
L2129283 | Certificate of Analysis | Oct 10, 2023 | G125799 |
L2129286 | Certificate of Analysis | Oct 10, 2023 | G125799 |
L2129287 | Certificate of Analysis | Oct 10, 2023 | G125799 |
L2129291 | Certificate of Analysis | Oct 10, 2023 | G125799 |
K2112570 | Certificate of Analysis | Aug 17, 2023 | G125799 |
B2328181 | Certificate of Analysis | Dec 10, 2021 | G125799 |
B2328182 | Certificate of Analysis | Dec 10, 2021 | G125799 |
F2404021 | Certificate of Analysis | Dec 10, 2021 | G125799 |
H2311043 | Certificate of Analysis | Dec 10, 2021 | G125799 |
H2311045 | Certificate of Analysis | Dec 10, 2021 | G125799 |
I2306064 | Certificate of Analysis | Dec 10, 2021 | G125799 |
Solubility | Soluble in DMSO (89 mg/ml at 25 °C), methanol (20 mg/ml), ethanol (4 mg/ml at 25 °C), DMF (20 mg/ml), and water (<1 mg/ml at 25 °C). |
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Sensitivity | Heat Sensitive |
Specific Rotation[α] | 1.62 |
Boil Point(°C) | 586.8 °C |
Melt Point(°C) | 194.0 to 198.0 °C |
Pictogram(s) | GHS08, GHS09, GHS05, GHS07 |
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Signal | Danger |
Hazard Statements | H315:Causes skin irritation H351:Suspected of causing cancer H373:Causes damage to organs through prolonged or repeated exposure H411:Toxic to aquatic life with long lasting effects H302:Harmful if swallowed H318:Causes serious eye damage H400:Very toxic to aquatic life H361:Suspected of damaging fertility or the unborn child |
Precautionary Statements | P273:Avoid release to the environment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P260:Do not breathe dust/fume/gas/mist/vapors/spray. P270:Do not eat, drink or smoke when using this product. P362+P364:Take off contaminated clothing and wash it before reuse. P391:Collect spillage. P330:Rinse mouth. P203:Obtain, read and follow all safety instructions before use. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P301+P317:IF SWALLOWED: Get medical help. P305+P354+P338:IF IN EYES: Immediately rinse with water for several minutes. Remove contact lenses if present and easy to do. Continue rinsing. P318:if exposed or concerned, get medical advice. P317:Get emergency medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. |
1. Jiali Wang, Xianhai He, Zhirong Jia, Aiwen Yan, Kang Xiao, Shuo Liu, Mengjun Hou, Yaling Long & Xuansheng Ding. (2023) Shenqi Fuzheng injection restores the sensitivity to gefitinib in non-small cell lung cancer by inhibiting the IL-22/STAT3/AKT pathway. Pharmaceutical Biology, 1 (61): (33-41). [PMID:38100532] |
2. Yong Huang, Yi Lin, Bowen Li, Fu Zhang, Chenyue Zhan, Xin Xie, Zhuo Yao, Chongzhi Wu, Yuan Ping, Jianliang Shen. (2023) Combination therapy to overcome ferroptosis resistance by biomimetic self-assembly nano-prodrug. Asian Journal of Pharmaceutical Sciences, (100844). [PMID:37915761] |
3. Yao Liu, Zhichao He, Heng Liang, Minzhen Han, Jinxingyi Wang, Qian Liu, Yanping Guan. (2023) A high-throughput UHPLC-MS/MS method for the determination of eight anti-tumor drugs in plasma. ANALYTICAL BIOCHEMISTRY, 676 (115230). [PMID:37429484] |
4. Fangjun Chen, Wenda Chen, Zhenxin Wang, Yingfei Peng, Beili Wang, Baishen Pan, Wei Guo. (2023) Development and clinical application of a liquid chromatography-tandem mass spectrometry-based assay to quantify eight tyrosine kinase inhibitors in human plasma. Journal of Mass Spectrometry and Advances in the Clinical Lab, 29 (2). [PMID:37234251] |
5. Zhenzhen Pan, Qiufang Chen, Xiulan Zheng, Kai Wang, Yalei Duan, Kang Xiao, Zhirong Jia, Xuansheng Ding. (2023) JuBei Oral Liquid Induces Mitochondria-Mediated Apoptosis in NSCLC Cells. OncoTargets and Therapy, [PMID:32821122] |
6. Jiabin Zhou, Yuhan Liu, Jun Chen, Nanxiang Xiong, Dongye Yi. (2023) Kaempferol suppresses glioma progression and synergistically enhances the antitumor activity of gefitinib by inhibiting the EGFR/SRC/STAT3 signaling pathway. DRUG DEVELOPMENT RESEARCH, 84 (3): (582-600). [PMID:36852868] |
7. Yin Xiaoting, Ma Suzhen, Li Mengyuan, Lu Shuaifei, Zhang Changjing, Liu Hui, Li Caiyin, Su Pan, Bai Ming, Li Yucheng. (2023) Study on the hepatotoxicity and potential mechanism of gefitinib based on CYP450 in mice and AML12 cells. JOURNAL OF PHARMACY AND PHARMACOLOGY, 75 (3): (407-414). [PMID:36656101] |
8. Hao Chi, Sheng Tian, Xiu Li, Yuchu Chen, Qiumin Xu, Qixiao Wang, Wenwan Shi, Michael Adu-Frimpong, Shanshan Tong. (2023) Construction of lipid raft-coupled agarose gels as bioaffinity chromatography materials and validation with tropomyosin-related kinase A-targeted drugs. JOURNAL OF CHROMATOGRAPHY A, 1691 (463803). [PMID:36731332] |
9. Jianbo Lin, Rujie Zheng, Liping Huang, Yuanrong Tu, Xu Li, Jianfeng Chen. (2022) Folic acid-mediated MSNs@Ag@Geb multifunctional nanocomposite heterogeneous platform for combined therapy of non-small cell lung cancer. COLLOIDS AND SURFACES B-BIOINTERFACES, 217 (112639). [PMID:35759894] |
10. Yulin Jiang, Jing Wang, Juehan Wang, Yi Zhuang, Lin Qi, Ganjun Feng, Li Zhang. (2022) Fabrication of novel PNIPAM@GO microspheres loaded with dual drugs featuring on-demand drug release capability. JOURNAL OF APPLIED POLYMER SCIENCE, 139 (27): (e52444). [PMID:] |
11. Pan Zhenzhen, Wang Kai, Wang Xiniao, Jia Zhirong, Yang Yuqi, Duan Yalei, Huang Lianzhan, Wu Zhuo-Xun, Zhang Jian-ye, Ding Xuansheng. (2022) Cholesterol promotes EGFR-TKIs resistance in NSCLC by inducing EGFR/Src/Erk/SP1 signaling-mediated ERRα re-expression. Molecular Cancer, 21 (1): (1-17). [PMID:35303882] |
12. Yan Zhang, Pei Ma, Zhiguang Duan, Yannan Liu, Yu Mi, Daidi Fan. (2022) Ginsenoside Rh4 Suppressed Metastasis of Lung Adenocarcinoma via Inhibiting JAK2/STAT3 Signaling. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 23 (4): (2018). [PMID:35216134] |
13. Yuqin Zhou, Weitong Hu, Xiangli Zhang, Yi Wang, Wenya Zhuang, Fengzhi Li, Qingyong Li. (2021) Cellular Uptake and Transport Characteristics of FL118 Derivatives in Caco-2 Cell Monolayers. CHEMICAL & PHARMACEUTICAL BULLETIN, 69 (11): (1054-1060). [PMID:34719586] |
1. Wakeling AE, Guy SP, Woodburn JR, Ashton SE, Curry BJ, Barker AJ, Gibson KH. (2002) ZD1839 (Iressa): an orally active inhibitor of epidermal growth factor signaling with potential for cancer therapy.. Cancer Res, 62 (20): (5749-54). [PMID:12384534] |
2. Gan CJ et al.. (2020) EGF receptor inhibitors comprehensively suppress hepatitis B virus by downregulation of STAT3 phosphorylation.. Biochem Biophys Rep, 22 (100763). [PMID:32322693] |
3. Yan J et al.. (2020) GOLM1 upregulates expression of PD-L1 through EGFR/STAT3 pathway in hepatocellular carcinoma.. Am J Cancer Res, 10 (11): (3705-3720). [PMID:33294262] |
4. Devaraj V & Bose B. (2019) Morphological State Transition Dynamics in EGF-Induced Epithelial to Mesenchymal Transition.. J Clin Med, 8 (7): [PMID:31247884] |
5. Jiali Wang, Xianhai He, Zhirong Jia, Aiwen Yan, Kang Xiao, Shuo Liu, Mengjun Hou, Yaling Long & Xuansheng Ding. (2023) Shenqi Fuzheng injection restores the sensitivity to gefitinib in non-small cell lung cancer by inhibiting the IL-22/STAT3/AKT pathway. Pharmaceutical Biology, 1 (61): (33-41). [PMID:38100532] |
6. Yong Huang, Yi Lin, Bowen Li, Fu Zhang, Chenyue Zhan, Xin Xie, Zhuo Yao, Chongzhi Wu, Yuan Ping, Jianliang Shen. (2023) Combination therapy to overcome ferroptosis resistance by biomimetic self-assembly nano-prodrug. Asian Journal of Pharmaceutical Sciences, (100844). [PMID:37915761] |
7. Yao Liu, Zhichao He, Heng Liang, Minzhen Han, Jinxingyi Wang, Qian Liu, Yanping Guan. (2023) A high-throughput UHPLC-MS/MS method for the determination of eight anti-tumor drugs in plasma. ANALYTICAL BIOCHEMISTRY, 676 (115230). [PMID:37429484] |
8. Fangjun Chen, Wenda Chen, Zhenxin Wang, Yingfei Peng, Beili Wang, Baishen Pan, Wei Guo. (2023) Development and clinical application of a liquid chromatography-tandem mass spectrometry-based assay to quantify eight tyrosine kinase inhibitors in human plasma. Journal of Mass Spectrometry and Advances in the Clinical Lab, 29 (2). [PMID:37234251] |
9. Zhenzhen Pan, Qiufang Chen, Xiulan Zheng, Kai Wang, Yalei Duan, Kang Xiao, Zhirong Jia, Xuansheng Ding. (2023) JuBei Oral Liquid Induces Mitochondria-Mediated Apoptosis in NSCLC Cells. OncoTargets and Therapy, [PMID:32821122] |
10. Jiabin Zhou, Yuhan Liu, Jun Chen, Nanxiang Xiong, Dongye Yi. (2023) Kaempferol suppresses glioma progression and synergistically enhances the antitumor activity of gefitinib by inhibiting the EGFR/SRC/STAT3 signaling pathway. DRUG DEVELOPMENT RESEARCH, 84 (3): (582-600). [PMID:36852868] |
11. Yin Xiaoting, Ma Suzhen, Li Mengyuan, Lu Shuaifei, Zhang Changjing, Liu Hui, Li Caiyin, Su Pan, Bai Ming, Li Yucheng. (2023) Study on the hepatotoxicity and potential mechanism of gefitinib based on CYP450 in mice and AML12 cells. JOURNAL OF PHARMACY AND PHARMACOLOGY, 75 (3): (407-414). [PMID:36656101] |
12. Hao Chi, Sheng Tian, Xiu Li, Yuchu Chen, Qiumin Xu, Qixiao Wang, Wenwan Shi, Michael Adu-Frimpong, Shanshan Tong. (2023) Construction of lipid raft-coupled agarose gels as bioaffinity chromatography materials and validation with tropomyosin-related kinase A-targeted drugs. JOURNAL OF CHROMATOGRAPHY A, 1691 (463803). [PMID:36731332] |
13. Jianbo Lin, Rujie Zheng, Liping Huang, Yuanrong Tu, Xu Li, Jianfeng Chen. (2022) Folic acid-mediated MSNs@Ag@Geb multifunctional nanocomposite heterogeneous platform for combined therapy of non-small cell lung cancer. COLLOIDS AND SURFACES B-BIOINTERFACES, 217 (112639). [PMID:35759894] |
14. Yulin Jiang, Jing Wang, Juehan Wang, Yi Zhuang, Lin Qi, Ganjun Feng, Li Zhang. (2022) Fabrication of novel PNIPAM@GO microspheres loaded with dual drugs featuring on-demand drug release capability. JOURNAL OF APPLIED POLYMER SCIENCE, 139 (27): (e52444). [PMID:] |
15. Pan Zhenzhen, Wang Kai, Wang Xiniao, Jia Zhirong, Yang Yuqi, Duan Yalei, Huang Lianzhan, Wu Zhuo-Xun, Zhang Jian-ye, Ding Xuansheng. (2022) Cholesterol promotes EGFR-TKIs resistance in NSCLC by inducing EGFR/Src/Erk/SP1 signaling-mediated ERRα re-expression. Molecular Cancer, 21 (1): (1-17). [PMID:35303882] |
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