4-HQN - CAS 491-36-1
Category: Inhibitor
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Molecular Formula:
C8H6N2O
Molecular Weight:
146.15
COA:
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Targets:
PARP
Description:
4-HQN is a poly(ADP-ribose) polymerase (PARP) inhibitor (IC50 = 9.5 μM). 4-HQN exhibits antianti-ischemic activity and reduces ROS production, subsequent mitochondrial and cell damage in rat heart. It also blocks NF-κB and AP-1 activation.
Brife Description:
PARP inhibitor
Purity:
≥99% by HPLC
Synonyms:
4-(1H)-Quinazolinone; 4-Hydroxyquinazoline; 4-Quinazolinol; Quinazolin-4-ol; Quinazolin-4(3H)-one; 4(3H)-Quinazolinone
MSDS:
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InChIKey:
QMNUDYFKZYBWQX-UHFFFAOYSA-N
InChI:
InChI=1S/C8H6N2O/c11-8-6-3-1-2-4-7(6)9-5-10-8/h1-5H,(H,9,10,11)
Canonical SMILES:
C1=CC=C2C(=C1)C(=O)N=CN2
1.Synthesis and antimicrobial activity of novel quinazolone derivatives.
Habib NS;Khalil MA J Pharm Sci. 1984 Jul;73(7):982-5.
Three novel series of 4-oxoquinazoline derivatives were prepared and evaluated as potential antimicrobial agents. Evaluation of the antimicrobial activity of a variety of 4-substituted-1-thiosemicarbazides, 3,4-disubstituted thiazolines, and 3-substituted-5-thiazolidones reveals that the majority possess significant in vitro activity against Gram-positive organisms. Some derivatives also exhibited antifungal activity.
2.Total syntheses of the benzodiazepine alkaloids circumdatin F and circumdatin C.
Witt A;Bergman J J Org Chem. 2001 Apr 20;66(8):2784-8.
Total syntheses of circumdatin F and circumdatin C, which both possess a 3H-quinazolin-4-one as well as a 1,4-benzodiazepin-5-one moiety, are described. A tripeptide derivative was synthesized as a key intermediate and dehydrated to a benzoxazine by reaction with triphenylphosphine, iodine, and a tertiary amine. The natural products were attained via rearrangements to an amidine intermediate, deprotection with 45% HBr in acetic acid, and cyclization on silica gel.
3.One-pot synthesis of simple alkaloids: 2,3-polymethylene-4(3H)-quinazolinones, luotonin A, tryptanthrin, and rutaecarpine.
Jahng KC;Kim SI;Kim DH;Seo CS;Son JK;Lee SH;Lee ES;Jahng Y Chem Pharm Bull (Tokyo). 2008 Apr;56(4):607-9.
One-pot synthesis of various 2,3-polymethylene-4(3H)-quinazolinones from anthranilic acid, corresponding lactam and SOCl(2) is described, which can be applicable to the synthesis of simple 4(3H)-quinazolinone-derived alkaloids, such as luotonin A, tryptanthrin, and rutaecarpine.
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CAS 491-36-1 4-HQN

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