Home Amines 194423-15-9
194423-15-9,MFCD02179207
Catalog No.:AA00AOQG

194423-15-9 | N-(4-((3-Bromophenyl)amino)quinazolin-6-yl)acrylamide

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1mg
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100mg
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00AOQG
Chemical Name:
N-(4-((3-Bromophenyl)amino)quinazolin-6-yl)acrylamide
CAS Number:
194423-15-9
Molecular Formula:
C17H13BrN4O
Molecular Weight:
369.2153
MDL Number:
MFCD02179207
SMILES:
C=CC(=O)Nc1ccc2c(c1)c(ncn2)Nc1cccc(c1)Br
Properties
Properties
 
Form:
Solid  
MP:
279℃  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
433  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
23  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
4  
XLogP3:
3.9  

Literature

Title: Polychlorinated biphenyl 104 promotes migration of endometrial stromal cells in endometriosis.

Journal: Toxicology letters 20180615

Title: Resveratrol induces long-lasting IL-8 expression and peculiar EGFR activation/distribution in human keratinocytes: mechanisms and implications for skin administration.

Journal: PloS one 20130101

Title: Irreversible protein kinase inhibitors: balancing the benefits and risks.

Journal: Journal of medicinal chemistry 20120726

Title: Irreversible inhibition of epidermal growth factor receptor activity by 3-aminopropanamides.

Journal: Journal of medicinal chemistry 20120308

Title: The pan erbB inhibitor PD168393 enhances lysosomal dysfunction-induced apoptotic death in malignant peripheral nerve sheath tumor cells.

Journal: Neuro-oncology 20120301

Title: Plant polyphenols regulate chemokine expression and tissue repair in human keratinocytes through interaction with cytoplasmic and nuclear components of epidermal growth factor receptor system.

Journal: Antioxidants & redox signaling 20120215

Title: A re-assessment of the effects of treatment with an epidermal growth factor receptor (EGFR) inhibitor on recovery of bladder and locomotor function following thoracic spinal cord injury in rats.

Journal: Experimental neurology 20120201

Title: Phenylbutyrate suppresses distinct skin reactions that are enhanced by blockade of epidermal growth factor receptor signaling.

Journal: Journal of dermatological science 20111201

Title: Epidermal growth factor receptor inhibition augments the expression of MHC class I and II genes.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20110701

Title: Irritant activation of epithelial cells is mediated via protease-dependent EGFR activation.

Journal: The Journal of investigative dermatology 20110201

Title: Parasympathetic innervation maintains epithelial progenitor cells during salivary organogenesis.

Journal: Science (New York, N.Y.) 20100924

Title: Ultraviolet B radiation of human skin generates platelet-activating factor receptor agonists.

Journal: Photochemistry and photobiology 20100701

Title: Synthesis and biological evaluation of 4-anilinoquinolines as potent inhibitors of epidermal growth factor receptor.

Journal: Journal of medicinal chemistry 20100408

Title: Novel irreversible epidermal growth factor receptor inhibitors by chemical modulation of the cysteine-trap portion.

Journal: Journal of medicinal chemistry 20100311

Title: Chemogenomic profiling provides insights into the limited activity of irreversible EGFR Inhibitors in tumor cells expressing the T790M EGFR resistance mutation.

Journal: Cancer research 20100201

Title: Off-target effects of epidermal growth factor receptor antagonists mediate retinal ganglion cell disinhibited axon growth.

Journal: Brain : a journal of neurology 20091101

Title: Epidermal growth factor receptor inhibitors promote CNS axon growth through off-target effects on glia.

Journal: Neurobiology of disease 20091001

Title: Tissue inhibitor of metalloproteinase-3 inhibits neonatal mouse cardiomyocyte proliferation via EGFR/JNK/SP-1 signaling.

Journal: American journal of physiology. Cell physiology 20090401

Title: Genistein-mediated inhibition of glycosaminoglycan synthesis, which corrects storage in cells of patients suffering from mucopolysaccharidoses, acts by influencing an epidermal growth factor-dependent pathway.

Journal: Journal of biomedical science 20090101

Title: A liquid chromatography mass spectrometry assay for determination of PD168393, a specific and irreversible inhibitor of erbB membrane tyrosine kinases, in rat serum.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20081215

Title: Clinical stage EGFR inhibitors irreversibly alkylate Bmx kinase.

Journal: Bioorganic & medicinal chemistry letters 20081115

Title: MMP-12 induces IL-8/CXCL8 secretion through EGFR and ERK1/2 activation in epithelial cells.

Journal: American journal of physiology. Lung cellular and molecular physiology 20080601

Title: Structural insights into how irreversible inhibitors can overcome drug resistance in EGFR.

Journal: Bioorganic & medicinal chemistry 20080401

Title: Expression of signaling mediators downstream of EGF-receptor predict sensitivity to small molecule inhibitors directed against the EGF-receptor pathway.

Journal: Journal of thoracic oncology : official publication of the International Association for the Study of Lung Cancer 20080201

Title: Protease activated receptor 2 and epidermal growth factor receptor are involved in the regulation of human sperm motility.

Journal: Asian journal of andrology 20070901

Title: Inhibiting epidermal growth factor receptor improves structural, locomotor, sensory, and bladder recovery from experimental spinal cord injury.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20070613

Title: Structure-guided development of affinity probes for tyrosine kinases using chemical genetics.

Journal: Nature chemical biology 20070401

Title: EGF receptor activity modulates apoptosis induced by inhibition of the proteasome of vascular smooth muscle cells.

Journal: Journal of the American Society of Nephrology : JASN 20070101

Title: Multitarget-directed drug design strategy: a novel molecule designed to block epidermal growth factor receptor (EGFR) and to exert proapoptotic effects.

Journal: Journal of medicinal chemistry 20061116

Title: Role of a tyrosine kinase in the CO2-induced stimulation of HCO3- reabsorption by rabbit S2 proximal tubules.

Journal: American journal of physiology. Renal physiology 20060801

Title: Interplay between epidermal growth factor receptor and Janus kinase 3 regulates polychlorinated biphenyl-induced matrix metalloproteinase-3 expression and transendothelial migration of tumor cells.

Journal: Molecular cancer research : MCR 20060601

Title: Epidermal growth factor receptor inhibitor (PD168393) potentiates cytotoxic effects of paclitaxel against androgen-independent prostate cancer cells.

Journal: Biochemical pharmacology 20060314

Title: Synthesis and structure-activity relationships of 6,7-disubstituted 4-anilinoquinoline-3-carbonitriles. The design of an orally active, irreversible inhibitor of the tyrosine kinase activity of the epidermal growth factor receptor (EGFR) and the human epidermal growth factor receptor-2 (HER-2).

Journal: Journal of medicinal chemistry 20030102

Title: 6-Substituted-4-(3-bromophenylamino)quinazolines as putative irreversible inhibitors of the epidermal growth factor receptor (EGFR) and human epidermal growth factor receptor (HER-2) tyrosine kinases with enhanced antitumor activity.

Journal: Journal of medicinal chemistry 20010816

Title: Tyrosine kinase inhibitors. 18. 6-Substituted 4-anilinoquinazolines and 4-anilinopyrido[3,4-d]pyrimidines as soluble, irreversible inhibitors of the epidermal growth factor receptor.

Journal: Journal of medicinal chemistry 20010201

Title: Tyrosine kinase inhibitors. 17. Irreversible inhibitors of the epidermal growth factor receptor: 4-(phenylamino)quinazoline- and 4-(phenylamino)pyrido[3,2-d]pyrimidine-6-acrylamides bearing additional solubilizing functions.

Journal: Journal of medicinal chemistry 20000406

Title: D W Fry, et al. Specific, irreversible inactivation of the epidermal growth factor receptor and erbB2, by a new class of tyrosine kinase inhibitor. Proc Natl Acad Sci U S A. 1998 Sep 29;95(20):12022-7.

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