Category: 20198-19-0

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Magyar Kemiai Folyoirat called Alkylation, transalkylation, and dealkylation of 2-amino-4-quinazolinols with amines and ammonia, Author is Lempert, Karoly; Breuer, Judit, which mentions a compound: 20198-19-0, SMILESS is O=C1NC(N)=NC2=C1C=CC=C2, Molecular C8H7N3O, Application In Synthesis of 2-Aminoquinazolin-4(3H)-one.

2-Mercapto-4-quinazolinol (1 g.) dissolved in a mixture of 10 mL. EtOH, 5 mL. H2O, and 0.33 g. KOH was treated with 0.38 mL. MeI at room temperature to yield 56.2% 2-methylthio-4-quinazolinol (I), m. 210-13°. Refluxing 1.35 g. I with 3 mL. morpholine, 1.05 mL. AcOH, and 15 mL. BuOH 45 h. gave 75% 2-morpholino-4-quinazolinol (II), m. 236-8° (BuOH). The 2-benzylamino-(III), 2-butylamino (IV), 2-amino (V) (40 h. at 120° in a sealed tube), 2-diethylaminoethylamino, and 2-anilino (VI) analogs were prepared similarly. Heating a mixture of 0.1 g. V, 1.5 mL. BuNH2, 0.42 mL. AcOH, and 10 mL. BuOH in a sealed tube at 140° 100 h. and steam distilling the product gave 40% IV, m. 184-6°. Heating a mixture of 0.7 g. III, 0.39 g. AcONH4, and 10 mL. absolute EtOH containing 0.2 g. NH3 at 140° in a sealed tube 120 h. gave 62.5% V, m. 306-8° (4:1 EtOH-HCONMe2). A mixture of 0.5 g. II, 0.33 mL. AcOH, 1.03 mL. BuNH2, and 10 mL. BuOH heated at 140° in a sealed tube 100 h. and the residue steam distilled gave 84% IV. A mixture of 0.62 g. VI, 1.43 mL. PhCH2NH2, 0.35 mL. AcOH, and 10 mL. BuOH was refluxed 90 h. and steam distilled to yield 61% III.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Mackman, Richard L.; Mish, Michael; Chin, Gregory; Perry, Jason K.; Appleby, Todd; Aktoudianakis, Vangelis; Metobo, Sammy; Pyun, Peter; Niu, Congrong; Daffis, Stephane; Yu, Helen; Zheng, Jim; Villasenor, Armando G.; Zablocki, Jeff; Chamberlain, Jason; Jin, Haolun; Lee, Gary; Suekawa-Pirrone, Kimberley; Santos, Rex; Delaney, William E.; Fletcher, Simon P. researched the compound: 2-Aminoquinazolin-4(3H)-one( cas:20198-19-0 ).Name: 2-Aminoquinazolin-4(3H)-one.They published the article 《Discovery of GS-9688 (Selgantolimod) as a Potent and Selective Oral Toll-Like Receptor 8 Agonist for the Treatment of Chronic Hepatitis B》 about this compound( cas:20198-19-0 ) in Journal of Medicinal Chemistry. Keywords: CHB TLR8 agonist optimization binding HBV DNA RNA. We’ll tell you more about this compound (cas:20198-19-0).

Toll-like receptor 8 (TLR8) recognizes pathogen-derived single-stranded RNA fragments to trigger innate and adaptive immune responses. Chronic hepatitis B (CHB) is associated with a dysfunctional immune response, and therefore a selective TLR8 agonist may be an effective treatment option. Structure-based optimization of a dual TLR7/8 agonist led to the identification of the selective TLR8 clin. candidate (R)-2-((2-amino-7-fluoropyrido[3,2-d]pyrimidin-4-yl)amino)-2-methylhexan-1-ol (GS-9688, (R)-7)(I). Potent TLR8 agonism (IL-12p40 EC50 = 220 nM) and >100-fold TLR7 selectivity (IFN-α EC50 > 50μM) was observed in human peripheral blood mononuclear cells (PBMCs). The TLR8-ectodomain:(R)-7 complex confirmed TLR8 binding and a direct ligand interaction with TLR8 residue Asp545. Oral (R)-7 had good absorption and high first pass clearance in preclin. species. A reduction in viral markers was observed in HBV-infected primary human hepatocytes treated with media from PBMCs stimulated with (R)-7, supporting the clin. development of (R)-7 for the treatment of CHB.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 2-Aminoquinazolin-4(3H)-one(SMILESS: O=C1NC(N)=NC2=C1C=CC=C2,cas:20198-19-0) is researched.Recommanded Product: 111-24-0. The article 《Chemical Fragments that Hydrogen Bond to Asp, Glu, Arg, and His Side Chains in Protein Binding Sites》 in relation to this compound, is published in Journal of Medicinal Chemistry. Let’s take a look at the latest research on this compound (cas:20198-19-0).

We present an anal. of the chem. fragments from lead-like ligands in the Protein Data Bank (PDB) that form hydrogen bonds to the side chains of Asp, Glu, Arg, and His, which are the most common residues found in ligand binding sites. A fragment is defined as the largest ring assembly containing the atoms involved in hydrogen bonding. In total, 462 fragments were found in 2038 ligands from over 8000 protein-ligand structures in the PDB. The results show which fragments have a higher propensity for interaction with specific side chains. Some fragments interact with Asp but not with Glu, and vice versa, despite these side chains sharing the same chem. moiety. Arg side chains form hydrogen bonds almost exclusively with O-mediated ligands, and the fragments are the most diverse. Hydrogen bond distances from the imidazole of His showed a wider range than the other three amino acids.

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Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Thakur, Maheshwar S.; Nayal, Onkar S.; Rana, Rohit; Kumar, Manoranjan; Sharma, Sushila; Kumar, Neeraj; Maurya, Sushil K. published an article about the compound: 2-Aminoquinazolin-4(3H)-one( cas:20198-19-0,SMILESS:O=C1NC(N)=NC2=C1C=CC=C2 ).Application of 20198-19-0. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:20198-19-0) through the article.

A novel, mild and transition metal-free, 2-aminoquinazolin-4(3H)-one-assisted reduction of nitroarenes employing hydrazine hydrate as reducing agent and potassium carbonate as a base is reported. For the first time, the activation of hydrazine hydrate with an organocatalyst has been explored for reduction reactions. Also for the first time, 2-aminoquinazolin-4(3H)-one and its derivatives have been investigated as hydrogen bonding organocatalysts for the reduction of nitroarenes to anilines. Sensitive functional groups such as sulfonamide, carboxyl, amide and halides were well tolerated in this green methodol. with scalability and high chemoselectivity.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 2-Aminoquinazolin-4(3H)-one, is researched, Molecular C8H7N3O, CAS is 20198-19-0, about Rapid and Efficient Cascade Synthesis of 2-Amino-4(3H)-quinazolinones over an In Situ-Generated Heterogeneous CuCO3-K2CO3 Nanocomposite, the main research direction is quinazolinone amino preparation green chem; halobenzoic acid guanidine cascade reaction heterogeneous nanocomposite; copper carbonate potassium carbonate heterogenous recyclable nanocomposite preparation.Electric Literature of C8H7N3O.

A green, recyclable, in situ-generated, heterogeneous CuCO3-K2CO3 nanocomposite-catalyzed cascade reaction between 2-halobenzoic acids and guanidines is described for the synthesis of 2-amino-4(3H)-quinazolinones. The reaction is rapid and proceeds efficiently in air without the addition of a ligand or additive. This protocol is equally applicable to amidines for the synthesis of 2-alkyl- and 2-phenyl-4(3H)-quinazolinones.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 2-Aminoquinazolin-4(3H)-one, is researched, Molecular C8H7N3O, CAS is 20198-19-0, about Heat stabilizers for poly(vinyl chloride) based on 4-quinazolinone derivatives.Recommanded Product: 2-Aminoquinazolin-4(3H)-one.

The thermooxidative stability of PVC was increased 2-16 folds by addition of 4-quinazolinone (I) derivatives due to the bonding of HCl and substituting the quinazolinone group for the labile Cl group. The stabilizing activity of I derivatives under isothermal and nonisothermal conditions depended on the nature of groups substituting the H atom in I. Mixtures of 2-amino-4-quinazolinone Co and Na salts with Ca stearate and Pb silicate stabilizers had a synergistic effect on the thermooxidative stability of PVC. The Co acetate complex of 2-amino-4-quinazolinone increased the thermal stability of PVC linoleum 2.5-3 folds compared to conventional stabilizer (Ca stearate) without adversely affecting the physicomech. properties of the linoleum.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Yun, L. M.; Babadzhanova, S. B.; Kadyrov, Ch. Sh.; Shakhidoyatov, Kh. M. researched the compound: 2-Aminoquinazolin-4(3H)-one( cas:20198-19-0 ).Application In Synthesis of 2-Aminoquinazolin-4(3H)-one.They published the article 《Amidomethylation of quinazoline derivatives by N-methylolphthalimide and -pyrolidinone》 about this compound( cas:20198-19-0 ) in Doklady Akademii Nauk UzSSR. Keywords: quinazolinone amidomethylation; alkylation quinazolinone. We’ll tell you more about this compound (cas:20198-19-0).

Alkylation of 2-amino-4-quinazolinone (I) or its 3-Me derivative with N-(hydroxymethyl)pyrrolidone or -phthalimide took place as expected to give the N-amidomethyl derivatives II and III (R = H, Me). III (R = H) on reaction with N2H4 gave I, HCHO, and NH3. With 4-quinazolinone the alkylation failed; only products of further reaction were isolated.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 20198-19-0, is researched, SMILESS is O=C1NC(N)=NC2=C1C=CC=C2, Molecular C8H7N3OJournal, Journal fuer Praktische Chemie (Leipzig) called The nitrile-carboxamide rearrangement and the formation of heterocycles from 2-cyanocyclohexenylurea, Author is Bischoff, Christian; Schroeder, Edith, the main research direction is nitrile carboxamide rearrangement; cyanocyclohexenylurea cyclization transamination amine; cyclohexenylurea cyano reaction amine; urea cyanocyclohexenyl reaction amine.Formula: C8H7N3O.

2-H2NC6H4CONH2 reacted with BrCN to give 85% 2-NCC6H4NHCONH2 via a nitrile-carboxamide rearrangement. Cyclohexenylurea I (R = R1 = H) reacted with amines to give 35-100% cyclization products II (R2 = 4-ClC6H4, 2,4,5-Cl3C6H2, Ph, PhCH2, 1-naphthyl, 4-O2NC6H4, H), with amines to give 29-86% transamination products I [NRR1 = NHCHMe2, NH(CH2)5CO2H, morpholino, piperidino], and with α-amino acids to give 32-49% cyclization products III (R3 = H, Pr). 2-Oxocyclohexanecarboxamide reacted with 2-aminobenzimidazole to give 100% benzimidazoquinazolinone IV.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 2-Aminoquinazolin-4(3H)-one, is researched, Molecular C8H7N3O, CAS is 20198-19-0, about Quinazolines. VIII. Reaction of 2-aminoquinazol-4-one with unsaturated acids.Category: chiral-nitrogen-ligands.

Pyrimidoquinazolinediones I (R = H, Me, Ph, R1 = R2 = H; R = R1 = H, R2 = Me; R = R1 = Me, R2 = H) were obtained in 61-90% yields by cyclocondensation of RR1C:CR2CO2H with 2-amino-4(3H)-quinazolinone 2 h at 160-5°.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Research Support, Non-U.S. Gov’t, Bioorganic & Medicinal Chemistry Letters called Fragment based search for small molecule inhibitors of HIV-1 Tat-TAR, Author is Zeiger, Mirco; Stark, Sebastian; Kalden, Elisabeth; Ackermann, Bettina; Ferner, Jan; Scheffer, Ute; Shoja-Bazargani, Fatemeh; Erdel, Veysel; Schwalbe, Harald; Goebel, Michael W., which mentions a compound: 20198-19-0, SMILESS is O=C1NC(N)=NC2=C1C=CC=C2, Molecular C8H7N3O, Formula: C8H7N3O.

Basic mol. building blocks such as benzene rings, amidines, guanidines, and amino groups have been combined in a systematic way to generate ligand candidates for HIV-1 TAR RNA. Ranking of the resulting compounds was achieved in a fluorimetric Tat-TAR competition assay. Although simple mols. such as phenylguanidine are inactive, few iteration steps led to a set of ligands with IC50 values ranging from 40 to 150 μM. 1,7-Diaminoisoquinoline 17 and 2,4,6-triaminoquinazoline 22 have been further characterized by NMR titrations with TAR RNA. Compound 22 is bound to TAR at two high affinity sites and shows slow exchange between the free ligand and the RNA complex. These results encourage investigations of dimeric ligands built from two copies of compound 22 or related heterocycles.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis