72563-39-4Relevant academic research and scientific papers
Composition comprising a phenylalanine-chloroquine derivative as an active ingredient for preventing and treating malaria infection
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Paragraph 0090; 0091; 0093; 0156; 0165-0166, (2018/07/28)
The present invention relates to a composition, comprising a phenylalanine-chloroquine derivative compound, represented by a general formula (I), with a novel structure or a pharmacologically acceptable salt as an active ingredient, for treating and preventing malaria. As a result of identification of anti-malaria activity through a search (experiment example 1) for an anti-malaria effect in vitro by using a strain of Plasmodium falciparum and an animal test (experiment example 2) using a mouse infected from malaria with respect to phenylalanine-chloroquine derivative compounds with novel structures, the novel compounds have been identified to have excellent anti-malaria activity. Accordingly, an anti-malaria agent comprising a phenylalanine-chloroquine derivative compound with a novel structure or a pharmacologically acceptable salt as an active ingredient is provided.COPYRIGHT KIPO 2018
Sanglifehrin based compounds
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Page/Page column 66; 67; 125, (2015/09/23)
There are provided inter alia compounds of formula (I) useful as cyclophilin inhibitors.
Exercising regiocontrol in palladium-catalyzed asymmetric prenylations and geranylation: Unifying strategy toward flustramines A and B
Trost, Barry M.,Malhotra, Sushant,Chan, Walter H.
supporting information; experimental part, p. 7328 - 7331 (2011/06/27)
Pd-catalyzed asymmetric prenylation of oxindoles to afford selectively either the prenyl or reverse-prenyl product has been demonstrated. Control of the regioselectivity in this transformation is governed by the choice of ligand, solvent, and halide additive. The resulting prenylated and reverse-prenylated products were transformed into ent-flustramides and ent-flustramines A and B. Additionally, control of the regio-and diastereoselectivity was obtained using π-geranylpalladium complexes.
Mild zinc-promoted Horner-Wadsworth-Emmons reactions of diprotic phosphonate reagents
Schauer, Douglas J.,Helquist, Paul
, p. 3654 - 3660 (2008/03/13)
We report the development of a mild protocol for the Horner-Wadsworth- Emmons reaction of diprotic phosphonates that makes use of a zinc triflate promoter in the presence of mild ter-tiary amine bases to produce α,β-unsaturated carboxylic acids and amides. Georg Thieme Verlag Stuttgart.
Anti-viral compounds
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, (2008/06/13)
The present invention relates to compounds of Formula (I) below, which inhibit the growth of picornaviruses, Hepatitus viruses, enteroviruses, cardioviruses, polioviruses, coxsackieviruses of the A and B groups, echo virus and Mengo virus. wherein: A is phenyl, pyridyl, substituted phenyl, substituted pyridyl, or benzyl; R is hydrogen, COR4, or COCF3; X is N—OH, O, or CHR1; R1is hydrogen, halo, CN, C1-C4alkyl, —C≡CH, CO(C1-C4alkyl), CO2(C1-C4alkyl), or CONR2R3; R2and R3are independently hydrogen or C1-C4alkyl; A′ is hydrogen, halo, C1-C6alkyl, benzyl, naphthyl, thienyl, furyl, pyridyl, pyrollyl, COR4, S(O)nR4, or a group of the formula R4is C1-C6alkyl, phenyl, or substituted phenyl; n is 0, 1, or 2; R5is independently at each occurrence hydrogen or halo; m is 1, 2, 3, or 4; and R6is hydrogen, halo, CF3, OH, CO2H, NH2, NO2, CONHOCH3, C1-C4alkyl, or CO2(C1-C4alkyl), C1-C4alkoxy; or a pharmaceutically acceptable salt thereof.
2-amino-3-substituted-6-[(E)-1-phenyl-2-(N- methylcarbamoyl)vinyl]imidazo-[1,2-a]pyridines as a novel class of inhibitors of human rhinovirus: Stereospecific synthesis and antiviral activity
Hamdouchi, Chafiq,De Blas, Jesús,Del Prado, Mirian,Gruber, Joseph,Heinz, Beverly A.,Vance, Lori
, p. 50 - 59 (2007/10/03)
A series of 2-amino-3-substituted-6-[(E)-1-phenyl-2-(N- methylcarbamoyl)vinyl]imidazo[1,2-a]-pyridines 1a-i, structurally related to Enviroxime and its analogous benzimidazoles, was designed and prepared for testing as antirhinovirus agents. The imidazo ring in this class of compounds was constructed starting from the aminopyridine after tosylation and subsequent treatment with the appropriate acetamides. The key steps in the synthesis include the development and use of a new Horner-Emmons reagent for the direct incorporation of methyl vinylcarboxamide. The reaction was stereospecific in the substrates 5a-f leading exclusively to the desired E- isomer and avoiding the use of reverse-phase preparative HPLC for the separation of both possible isomers before antiviral activity evaluation. The isopropylsulfonyl group, known as the best substituent at the 1-position in the benzimidazole SAR in terms of activity, was introduced in this new series of imidazo[1,2-a]pyridines via halogen-metal exchange and subsequent treatment with isopropyl isopropanethiolsulfonate. Compounds 1a-i were evaluated in plaque reduction assay and in a cytopathic effect assay. Compounds 1b-d,h exhibited a strong antirhinovirus activity, and no apparent cellular toxicity was visible. The substitution at the 3-position was required for activity. Surprisingly the isopropylsulfonyl in this family of compounds did not enhance the activity as in the case of benzimidazoles. Instead, compound 1i was 4 times less active than its phenyl and sulfide partners. The chemistry as well as the biological evaluation are discussed.
Regiospecific ring-opening reactions of β-aziridinyl ct, β-enoates with acids: Application to the stereoselective synthesis of a couple of diastereoisomeric (Zi)-alkene dipeptide isosteres from a single β-aziridinyl a, β-enoate and to the convenient preparation of amino alcohols bearing a, β-unsaturated ester groups
Tamamura, Hirokazu,Yamashita, Masaki,Nakajima, Yutaka,Sakano, Kyoko,Otaka, Akira,Ohno, Hiroaki,Ibuka, Toshiro,Fujii, Nobutaka
, p. 2983 - 2996 (2007/10/03)
Regio- and stereo-selective ring-opening reactions of N-(2, 4, 6-trimethylphenylsulfonyl)-γ, δ-cis- or trans-γ, δ-epimino (E)-α, β-enoates with acids such as methanesulfonic acid (MSA) or trifluoroacetic acid (TFA) have been found. These ring-opening reactions are useful for the stereoselective synthesis of a couple of diastereomeric (£)-alkene dipeptide isosteres from a single substrate of γ, δ-epimino (E)-α, β-enoate, and for the convenient preparation of δ-aminated γ-hydroxy α, β-enoates. The Royal Society of Chemistry 1999.
PHOSPHONATES α-LITHIES, AGENTS DE TRANSFERT FONCTIONNEL. PREPARATION DE PHOSPHONATES α-AMIDES ET D'AMIDES α,β-INSATURES, α-SUBSTITUES
Tay, M.K.,About-Jaudet, E.,Collignon, N.,Savignac, P.
, p. 4415 - 4430 (2007/10/02)
Lithiated anions (9) or (10) of secondary or tertiary α-amidophosphonates are prepared either by reaction between an α-phosphonyl carbanion and an isocyanate or a carbamate (first strategy), or by condensation of an amide enolate with diethylchlorophosphate (second strategy).Acidic hydrolysis of (9) or (10) gives α-amidophosphonate (1) alkylated or not in the α-position. (9) and (10) react with aromatic or aliphatic aldehydes to produce α,β-unsatured secondary or tertiary amides (2).
