5973-34-2Relevant academic research and scientific papers
Synthesis of 3-dipeptidyl-2,4(1H,3H)-quinazolinediones as potential anti-hypertensive agents
Rivero,Somanathan,Hellberg
, p. 2077 - 2086 (1998)
Ouinazolinediones bearing a dipeptide side chain have been synthesized as potential anti-hypertensive agents.
TARGETED DELIVERY TO BETA CELLS
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Sheet 12/33, (2018/11/22)
The disclosure includes zinc prodrugs for targeted delivery of therapeutic, diagnostic or imaging agents to β-cells and methods of use therefor. The disclosure also includes targeted delivery of small molecules to β-cells that stabilize and activate CRISP
Anthranilic acid based CCK1 receptor antagonists: Blocking the receptor with the same 'words' of the endogenous ligand
Lassiani, Lucia,Pavan, Michela V.,Berti, Federico,Kokotos, George,Markidis, Theodoros,Mennuni, Laura,Makovec, Francesco,Varnavas, Antonio
experimental part, p. 2336 - 2350 (2009/09/05)
The anthranilic acid diamides represent the more recent class of nonpeptide CCK1 receptor antagonists. This class is characterized by the presence of anthranilic acid, used as a molecular scaffold, and two pharmacophores selected from the C-terminal tetrapeptide of CCK. The lead compound coded VL-0395, endowed with sub-micromolar affinity towards CCK1 receptors, was characterized by the presence of Phe and 2-indole moiety at the C- and N-termini of anthranilic acid, respectively. Herein we describe the first step of the anthranilic acid C-terminal optimization using, instead of Phe, aminoacids belonging to the primary structure of CCK-8 and other not coded residues. Thus we demonstrate that the CCK1 receptor affinity depends on the nature of the aminoacidic side chain as well as that the free carboxy group of the alpha-aminoacids is crucial for the binding. The R enantiomers of the most active compounds represent the eutomers of this class of antagonists confirming thus the stereo preference of the receptor. Moreover this SAR study demonstrates that the receptor binding pocket, that host the aminoacidic side chain, results much more tolerant respect to that accommodating the indole ring. As a result, an appropriate variation of the aminoacidic side chain could provide a better CCK1 receptor affinity diorthosis.
Efficient synthesis of sivelestat sodium hydrate
Bijukumar,Maloyesh,Sampat,Bhirud,Rajendra
, p. 1718 - 1724 (2008/09/20)
An efficient and scaleable synthesis of sivelestat sodium hydrate has been developed. Copyright Taylor & Francis Group, LLC.
Cycloalkyl[b][1,4]benzodiazepinoindoles are agonists at the human 5-HT 2C receptor
Sabb, Annmarie L.,Vogel, Robert L.,Welmaker, Gregory S.,Sabalski, Joan E.,Coupet, Joseph,Dunlop, John,Rosenzweig-Lipson, Sharon,Harrison, Boyd
, p. 2603 - 2607 (2007/10/03)
Evaluation of selected compounds from our Corporate Compound Library in a human 5-HT2C receptor binding assay led to the discovery of WAY-629, a cyclohexyl[b][1,4]benzodiazepinoindole (Ki 56nM, Emax 90%), which is selectiv
A concise total synthesis of (±)-alantrypinone by a novel hetero-diels-alder reaction
Kende, Andrew S.,Fan, Junfa,Chen, Zecheng
, p. 3205 - 3208 (2007/10/03)
(Matrix presented) 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 a
1-Alkyl-2,4-dihydro-1H-pyrazino[2,1-b]quinazoline-3,6-diones as glycine templates. Synthesis of fiscalin B
Hernandez, Fernando,Buenadicha, Felix L.,Avendao, Carmen,Soellhuber, Monica
, p. 3387 - 3398 (2007/10/03)
An excess of base allows the regio- and diastereoselective alkylation at C(4) of the glycine templates 1-methyl(isopropyl)-2,4-dihydro-1H-pyrazino[2,1-b]quinazoline-3,6-diones 9a and 9b without the need for N(2)-protecting groups. While the alkylation of
C-terminal anthranoyl-anthranilic acid derivatives and their evaluation on CCK receptors
Varnavas, Antonio,Lassiani, Lucia,Luxich, Elena,Valenta, Valentina
, p. 293 - 302 (2007/10/03)
A series of C-terminal anthranoyl-anthranilic acid derivatives arising from a strict bond disconnection approach of asperlicin were synthesized and examined for their CCK receptor affinities. These compounds represent the second step of our investigation
Quinazolinecarboxylic Acids. Synthesis of Alkyl-,- and (5,6,7,8-Tetrahydro-2-phenylquinazolin-4-ylthio)alkanoates
Suesse, Manfred,Adler, Frank,Johne, Siegfried
, p. 1017 - 1024 (2007/10/02)
The alkanoic acids and their esters 1 showed a different reaction behaviour with diethyl oxalate.Compound 1 (n = 2,3) was converted into the quinazolinylalkanoates 3. o-Aminohippurate yielded with ethyl (chloroformyl)formate a mixture of the amide 4 and the cyclized quinazolinone 7b.Ethyl 3,4-dihydro-4-oxoquinazoline-2-carboxylate (6) reacted with 2-bromoalkanoates, in the presence of NaH, to the acetates 7 in the case alkyl bromoacetate, and to the O-alkylated derivatives 8 with the ethyl 2-bromopropionate and -butyrate. 2-Aminobenzamide (5) gave with ethyl 3-(chloroformyl)-2-propenoate and methyl 3-(chloroformyl)propionate the amides 9 or 11, respectively, and not the expected quinazolinones.The cyclized product 12 was obtained from 11 and ethyl bromoacetate.Tetrahydroquinazolin-4(3H)-thione 14 was synthesized by the reaction of 13 with NH3, and it was alkylated at the S-atom with bromoalkanoates to 15.The hydrazide 16 was synthesized from 15b with hydrazine hydrate.
