Disclose novel quinazoline derivatives containing a substituted phosphorus, and the use of the compounds in the treatment of hyperproliferative diseases (e.g., cancer). These compounds are inhibitors of type I receptor kinase protein, it can be used for treating abnormal protein kinase activity associated with the disease (such as cancer and inflammation). Also disclosed is a pharmaceutical composition comprising the compound, the compound and a pharmaceutically acceptable salt can be prepared.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

An efficient method is developed for the synthesis of imidazo[1,5-a]pyridine from the reaction of 1,1-dibromo-1-alkenes with 2-aminomethylpyridines. The reaction requires an inorganic base, such as Na2CO3, and moderate heating in DMF to proceed. Moderate to good yields are obtained. As demonstrated by the authors and others, 1,1-dibromo-1-alkenes are employed as synthons for activated carboxyl groups. (c) 2009 Elsevier Ltd. All rights reserved.

Horner-Emmons fluoroolefination of an aryl aldehyde followed by introduction of a second fluorine via "FBr" addition provides an original approach to the preparation of 1-alkyl-2-aryl-1,2-difluoroethenes. The utility of this procedure is demonstrated by the preparation of (E and Z)-alpha,beta-difluorourocanic acid.

Horner-Emmons fluoroolefination of an aryl aldehyde followed by introduction of a second fluorine via "FBr" addition provides an original approach to the preparation of 1-alkyl-2-aryl-1,2-difluoroethenes. The utility of this procedure is demonstrated by the preparation of (E and Z)-alpha,beta-difluorourocanic acid. Published by Elsevier B.V.

Nineteen kinds of spiro enol ether analogues were screened with larvae of Pieris rapae for antifeedant activity. The results showed that the antifeedant activity of compounds No.20 and No.12 was higher than others. In non-choice test, AFC50 values within 24 h of compounds No.20 and No.12 against 3rd instar larvae of P. rapae were 226.93ug/mL and 370.00ug/mL, and that in choice test against 4th larvae were 280.54 ug/mL and 398.88 ug/mL, respectively. Compd. No.20 could prolong the eggs hatch time and reduce the haemolymph content and the protein content in haemolymph of 4th instar larvae obviously. Compd. No.20 could protect tested leaves and control larvae of P. rapae effectively.

Bio-activities of 21 kinds of compounds of spiro enol ether derivatives against the2nd instar larvae of Plutella xylostella were tested for antifeedant activity.Antifeedant activity ofcompound No.8,No.12 and No.20 against 4th larvae of P.xylostella,effects of compoundNo.20 on cuticle and blood cell of 4th instar larvae of Pieris rapae,and control effect of com-pound No.20 against larvae of P.rapae were studied.Antifeedant activity of compound No.8,No.12,No.16 and No.20 against larvae of P.xylosteUa were better than those of others.AFC_(50) of compound No.8,No.12 and No.20 in non-selective test against 4th instar larvae ofP.xylostella were 549.03μg/mL,405.97μg/mL and 205.06μg/mL after 24h treatment,andAFC_(50) in selective test were 432.57μg/mL,114.34μg/mL and 72.32μg/mL.AFC_(50) of com-pound No.12,No.20 in selective test against 4th instar larvae of P.rapae were 398.88μg/mLand 280.54μg/mL,respectively,and AFC_(50) of compound No.20 in non-selective test was112.76μg/mL after 24h treatment.Compound No.20 could reduce the content of cuticle andamount of blood cell of 4th instar larvae of P.rapae.Field trial showed that control efficacy ofcompound No.20 at concentration of 800μg/mL against larvae of P.rapae were 28.60%,54.93% and 58.21% 3d,5d and 7d after treatment.

ChemInformVolume 35, Issue 22 Natural Products Total Synthesis of (.+-.)-Alantrypinone (I) by Hetero Diels—Alder Reaction. Zecheng Chen, Zecheng Chen Dep. Chem., Univ. Rochester, Rochester, NY 14627, USASearch for more papers by this authorJunfa Fan, Junfa Fan Dep. Chem., Univ. Rochester, Rochester, NY 14627, USASearch for more papers by this authorAndrew S. Kende, Andrew S. Kende Dep. Chem., Univ. Rochester, Rochester, NY 14627, USASearch for more papers by this author Zecheng Chen, Zecheng Chen Dep. Chem., Univ. Rochester, Rochester, NY 14627, USASearch for more papers by this authorJunfa Fan, Junfa Fan Dep. Chem., Univ. Rochester, Rochester, NY 14627, USASearch for more papers by this authorAndrew S. Kende, Andrew S. Kende Dep. Chem., Univ. Rochester, Rochester, NY 14627, USASearch for more papers by this author First published: 05 May 2004 https://doi.org/10.1002/chin.200422210Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinked InRedditWechat No abstract is available for this article. Volume35, Issue22June 1, 2004 RelatedInformation

Two complementary synthetic sequences are described for the first total synthesis of a dibromotyrosine alkaloid (1) reported to inhibit a critical mycobacterial enzyme, mycothiol S-conjugate amidase. The O-benzyloxime of 4-hydroxyphenylpyruvic acid was dibrominated and successively linked to a 3-aminopropyl chain, then to a 4-aminobutylguanidine unit, followed by selective deprotections to yield alkaloid 1. In an improved variant, the O-tetrahydropyranytoxime 12 was condensed with 4-aminobutylguanidine then dibrominated to phenol 14, which upon Mitsunobu coupling to a 3-aminopropyl segment and deprotection produced the target 1. (C) 2003 Elsevier Ltd. All rights reserved.

An efficient total synthesis of (+/-)-alantrypinone 4 by hetero Diels-Alder reaction of a novel pyrazine diene 9 with either a functionalized 3-alkylideneoxindole or 3-methyleneoxindole itself is described. The Diels-Alder reactions provide both the desired regiochemistry and exo selectivity. An interesting anionic equilibration between alantrypinone 4 and its epimer 31 or between its ester analogues 23 and 24 has been demonstrated, and a mechanism has been proposed.

We review in this report the preparation of several side-chain fluorinated analogues of biologically important imidazoles and indoles. The building blocks used should also have applications in other synthetic problems. The addition of "FBr" to vinyl imidazole derivatives was used to prepare beta-fluoro- and beta,beta-difluorohistamine and histidinols, as well as beta-fluorourocanic acid. Deoxyfluorination of intermediate acylindoles was used to prepare a series of beta,beta-difluorotryptamine derivative, including the fluorinated analogue of the important neurotransmitter, serotonin. (C) 2004 Elsevier B.V. All rights reserved.

The title compounds were prepared from a common precursor, a bis-THP-protected dihydroxyphenylacetic acid methyl ester. Key steps are the introduction of the α-hydroxyl group by Davis oxaziridine reagent and formation of the aldehydes by DIBALH ester reduction.

Tryptamines disubstituted at the beta-position with fluorine have been synthesized as part of our research program to study the effects of fluorine substitution on the biological activities of neuroactive amines. Treatment of N-Boc-3-azidoacetyl indoles, prepared from readily available 2-chloracetylindoles, with dimethoxyethylamino sulfurtrifluoride produced the corresponding 3-(2-azido-1,1-difluoroethyl)indoles. Reduction of the azide to amine with hydrogen over Pd-C and careful removal of the N-Boc protecting group produced beta,beta-difluorotryptamines.

[reaction: see text] An efficient total synthesis of (+/-)-alantrypinone (1) and its 17-epi isomer (17) has been accomplished employing a novel aza-Diels-Alder reaction as the key step. The reaction sequence comprises 8 steps starting from anthranilic acid and proceeds in 13.5% overall yield. An interesting anionic equilibration between 1 and its epimer 17 has also been discovered.

AbstractFor Abstract see ChemInform Abstract in Full Text.

This article summarizes our work on the synthesis of naturally occurring antifeeding compound tonghaosu containing spiroketal-enol ether unit and its analogs as well as their chemical properties with emphases on acid catalyzed nucleophilic additions, isomerization, selective reduction of the endo-cyclic double bond and selective oxidation of exo-cyclic double bond.

An intramolecular electron transfer compound (4-(10-cyano-9-anthracenylmethyl)-N,N-dimethylaniline) has been studied under different pressure up to about 6 GPa. The electron transfer (ET) rate constants (ket) with pressure have been obtained from its fluorescence emission and decay processes at different pressures. By analogy with the theory of optical transition, the free energy change (ΔG) and solvent reorganization energy (λ) during the ET process can be expressed by the functions including the variable pressure. The experimental results can be understood well by analyzing the influence of ΔG and λ on the ket with pressure.

The endo-cyclic double bond of unique spiroketal dienol-ether compounds 1, 2, 3 could be selectively reduced and thus obtained products could be further converted to cyclopentenone derivatives.