QUINAZOLINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H6N2
Molecular Weight	130.1466
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C1=CC=C2N=CN=CC2=C1

InChI

InChIKey=JWVCLYRUEFBMGU-UHFFFAOYSA-N

InChI=1S/C8H6N2/c1-2-4-8-7(3-1)5-9-6-10-8/h1-6H

HIDE SMILES / InChI

Molecular Formula	C8H6N2
Molecular Weight	130.1466
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
3D-QSAR studies on c-Src kinase inhibitors and docking analyses of a potent dual kinase inhibitor of c-Src and c-Abl kinases.	2005-08-01	15914012
Diverse small-molecule modulators of SMN expression found by high-throughput compound screening: early leads towards a therapeutic for spinal muscular atrophy.	2005-07-15	15944201
HPTLC determination of vasicine and vasicinone in Adhatoda vasica.	2005-05-11	15881115
Recombinant adeno-associated virus type 2-mediated gene transfer into human keratinocytes is influenced by both the ubiquitin/proteasome pathway and epidermal growth factor receptor tyrosine kinase.	2005-05	15776248
Treatment for methaqualone dependence in adults.	2005-04-18	15846700
High performance liquid chromatography analysis of a 4-anilinoquinazoline derivative (PD153035), a specific inhibitor of the epidermal growth factor receptor tyrosine kinase, in rat plasma.	2005-03-25	15686998
Acquired resistance of lung adenocarcinomas to gefitinib or erlotinib is associated with a second mutation in the EGFR kinase domain.	2005-03	15737014
Novel transient receptor potential vanilloid 1 receptor antagonists for the treatment of pain: structure-activity relationships for ureas with quinoline, isoquinoline, quinazoline, phthalazine, quinoxaline, and cinnoline moieties.	2005-02-10	15689158
Biotransformation of desoxypeganine by microsomal enzymes of the rabbit liver.	2005-01	15674805
alpha1-Adrenergic receptor antagonists induce production of IL-18 and expression of ICAM-1 and CD40 in human monocytes.	2004-12-23	15614043
Absolute configuration of the alpha (1B)-adrenoceptor antagonist (+)-cyclazosin.	2004-12	15598431
Nucleosides XI. Synthesis and antiviral evaluation of 5'-alkylthio-5'-deoxy quinazolinone nucleoside derivatives as S-adenosyl-L-homocysteine analogs.	2004-12	15577237
The combi-targeting concept: dissection of the binary mechanism of action of the combi-triazene SMA41 in vitro and antitumor activity in vivo.	2004-12	15358812
Modulation of DNA repair in vitro after treatment with chemotherapeutic agents by the epidermal growth factor receptor inhibitor gefitinib (ZD1839).	2004-10-01	15475435
Molecular mechanisms of ZD1839-induced G1-cell cycle arrest and apoptosis in human lung adenocarcinoma A549 cells.	2004-10-01	15345335
Metabolic disposition of gefitinib, an epidermal growth factor receptor tyrosine kinase inhibitor, in rat, dog and man.	2004-10	15764411
Quinoline, quinazoline and acridone alkaloids.	2004-10	15459759
[The antioxidant activity of S-(4-quinazolyl)mercaptoacetic acid benzylidene hydrazides in vitro in the "nitrosation stress" model].	2004-09-03	15341075
Chemical constituents of Glycosmis arborea: three new carbazole alkaloids and their biological activity.	2004-09	15387647
Induction of anoikis by doxazosin in prostate cancer cells is associated with activation of caspase-3 and a reduction of focal adhesion kinase.	2004-08	15221243
Epidermal growth factor receptor tyrosine kinase inhibitors.	2004-06-14	15150574
New derivatives of quinazoline and 1, 2-dihydroquinazoline n3-oxide with expected antitumor activity.	2004-05	15095417
Novel carbon-11 labeled 4-dimethylamino-but-2-enoic acid [4-(phenylamino)-quinazoline-6-yl]-amides: potential PET bioprobes for molecular imaging of EGFR-positive tumors.	2004-05	15093817
Gefitinib ('Iressa', ZD1839) inhibits the growth response of bladder tumour cell lines to epidermal growth factor and induces TIMP2.	2004-04-19	15083203
Inhibition of cell signaling by the combi-nitrosourea FD137 in the androgen independent DU145 prostate cancer cell line.	2004-04-01	14991862
[How have we found any new reactions in the field of the heterocyclic chemistry?].	2004-04	15067182
Evaluation of novel epidermal growth factor receptor tyrosine kinase inhibitors.	2004-01	14997040
Cytotoxic and genotoxic effects of some substituted tetrazolo[1,5-c]quinazolines.	2004	15640952
Protonation site and hydrogen bonding in anhydrous and hydrated crystalline forms of doxazosin mesylate from powder data.	2003-12	14634256
The design and synthesis of novel orally active inhibitors of AP-1 and NF-kappaB mediated transcriptional activation. SAR of in vitro and in vivo studies.	2003-11-17	14592511
Potent and selective inhibitors of platelet-derived growth factor receptor phosphorylation. 3. Replacement of quinazoline moiety and improvement of metabolic polymorphism of 4-[4-(N-substituted (thio)carbamoyl)-1-piperazinyl]-6,7-dimethoxyquinazoline derivatives.	2003-11-06	14584942
[Radiotherapy and inhibitors of epidermal growth factor receptor: preclinical findings and preliminary clinical trials].	2003-11	14763141
Alfuzosin for the management of benign prostate hyperplasia.	2003-11	14596659
Quinoline, quinazoline and acridone alkaloids.	2003-10	14620843
The combi-targeting concept: chemical dissection of the dual targeting properties of a series of "combi-triazenes".	2003-09-25	13678409
Potent and selective inhibitors of platelet-derived growth factor receptor phosphorylation. Part 4: structure-activity relationships for substituents on the quinazoline moiety of 4-[4-(N-substituted(thio)carbamoyl)-1-piperazinyl]-6,7-dimethoxyquinazoline derivatives.	2003-09-15	12941321
A novel structural class of potent inhibitors of NF-kappa B activation: structure-activity relationships and biological effects of 6-aminoquinazoline derivatives.	2003-09-01	12927847
Analysis of three crystal structure determinations of a 5-methyl-6-N-methylanilino pyridopyrimidine antifolate complex with human dihydrofolate reductase.	2003-09	12925791
Assessment of the stereoselective metabolism of methaqualone in man by capillary electrophoresis.	2003-08	12900872
Erlotinib: a new therapeutic approach for non-small cell lung cancer.	2003-08	12882624
Achieving selectivity between highly homologous tyrosine kinases: a novel selective erbB2 inhibitor.	2003-07-25	12859950
Structure-based inhibitor discovery against adenylyl cyclase toxins from pathogenic bacteria that cause anthrax and whooping cough.	2003-07-11	12676933
Photodecomposition of an acaricide, fenazaquin, in aqueous alcoholic solution.	2003-07-02	12822939
Pharmacological characterization of unique prazosin-binding sites in human kidney.	2003-07	12827214
Searching for cyclazosin analogues as alpha(1B)-adrenoceptor antagonists.	2003-07	12818686
Paralytic toxicity in the ribbon worm Cephalothrix species (Nemertea) in Hiroshima Bay, Hiroshima Prefecture, Japan and the isolation of tetrodotoxin as a main component of its toxins.	2003-06	12782074
Quinazoline-based alpha 1-adrenoceptor antagonists induce prostate cancer cell apoptosis via TGF-beta signalling and I kappa B alpha induction.	2003-05-19	12771931
Targeting aurora2 kinase in oncogenesis: a structural bioinformatics approach to target validation and rational drug design.	2003-03	12657723
Anti-HER therapeutic agents in the treatment of non-small-cell lung cancer.	2003	15314969
Synthesis and biological evaluation of some quinazoline derivatives as antitumor and antiviral agents.	2003	12705177

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 20:10:06 GMT 2025` Edited by `admin` on `Mon Mar 31 20:10:06 GMT 2025`
Record UNII	UB9QUR18NL
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-72372

Preferred Name

English

QUINAZOLINE

Systematic Name

English

1,3-BENZODIAZINE

Systematic Name

English

QUINAZOLINE [MI]

Common Name

English

PHENMIAZINE

Common Name

English

1,3-DIAZANAPHTHALENE

Systematic Name

English

5,6-BENZOPYRIMIDINE

Systematic Name

English

Code System Code Type Description

MERCK INDEX

m9439