Tag: M.W=150-200

Jean, Mickael published the artcileSynthesis and evaluation of amides surrogates of dopamine D3 receptor ligands, Application In Synthesis of 329794-40-3, the publication is Bioorganic & Medicinal Chemistry Letters (2010), 20(18), 5376-5379, database is CAplus and MEDLINE.

Isosteric replacement of the amide function and modulation of the arylpiperazine moiety of known dopamine D3 receptor ligands led to potent and selective compounds Enhanced bioavailability and preferential brain distribution make (piperazinyl)butanamine derivative I a good candidate for pharmacol. and clin. evaluation.

Bioorganic & Medicinal Chemistry Letters published new progress about 329794-40-3. 329794-40-3 belongs to thiazole, auxiliary class Thiazole,Chloride,Benzene, name is 2-Chloro-5-phenylthiazole, and the molecular formula is C9H6ClNS, Application In Synthesis of 329794-40-3.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Bilodeau, Mark T. published the artcileThe discovery of N-(1,3-thiazol-2-yl)pyridin-2-amines as potent inhibitors of KDR kinase, Recommanded Product: 2-Chloro-5-phenylthiazole, the publication is Bioorganic & Medicinal Chemistry Letters (2004), 14(11), 2941-2945, database is CAplus and MEDLINE.

An azo-dye lead was modified to a N-(1,3-thiazol-2-yl)pyridin-2-amine series of KDR kinase inhibitors through the use of rapid analog libraries. The two lead compounds were N-butyl-N,3-dimethyl-4-[(5-nitro-2-thiazolyl)azo]benzenamine and N-(5-phenyl-2-thiazolyl)benzamide. This class has been found to be potent, selective, and of low mol. weight Mol. modeling has postulated an interesting conformational preference and binding mode for these compounds in the active site of the enzyme. A binding mode was proposed for the lead compound N-(5-phenyl-2-thiazolyl)-2-pyridinamine (I) in the KDR kinase active site.

Bioorganic & Medicinal Chemistry Letters published new progress about 329794-40-3. 329794-40-3 belongs to thiazole, auxiliary class Thiazole,Chloride,Benzene, name is 2-Chloro-5-phenylthiazole, and the molecular formula is C9H6ClNS, Recommanded Product: 2-Chloro-5-phenylthiazole.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Bolchi, Cristiano published the artcileThiazole- and imidazole-containing peptidomimetic inhibitors of protein farnesyltransferase, Recommanded Product: Methyl 2-(2-aminothiazol-4-yl)acetate, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(18), 5408-5412, database is CAplus and MEDLINE.

Mimetics of the C-terminal CAAX tetrapeptide of Ras protein were designed replacing internal dipeptide AA with 4-amino-2-phenylbenzoic acid and cysteine (C) with 2-amino-4-thiazolyl-, 2-mercapto-4-thiazolyl-, 2-mercapto-4-imidazolyl- and 2-methylmercapto-4-thiazolyl-acetic or propionic acid. The compound in which C is replaced by 2-amino-4-thiazolylacetic acid inhibited FTase activity in the low nanomolar range and showed antiproliferative effect on rat aortic smooth muscle cells interfering with Ras farnesylation. On the basis of these results, 2-aminothiazole can be considered as an alternative to heterocycles, such as pyridine and imidazole, normally used in FTase inhibitors designed as non-thiol CAAX mimetics.

Bioorganic & Medicinal Chemistry Letters published new progress about 64987-16-2. 64987-16-2 belongs to thiazole, auxiliary class Thiazole,Amine,Ester, name is Methyl 2-(2-aminothiazol-4-yl)acetate, and the molecular formula is C6H8N2O2S, Recommanded Product: Methyl 2-(2-aminothiazol-4-yl)acetate.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Jakopec, Silvio published the artcileFerrocene conjugates linked by 1,2,3-triazole and their Zn(II) and Cu(II) complexes: Synthesis, characterization and biological activity, Recommanded Product: 6-Chlorobenzothiazol-2-ylamine, the publication is Applied Organometallic Chemistry (2022), 36(4), e6575, database is CAplus.

Ferrocene derivatives with mono- Py₂NCH₂Trz-1-R (8a–c; Py = 2-pyridyl, Trz = 1,2,3-triazol-5-yl; R = Fc, FcCH₂, FcCHMe) and bis-1,2,3-triazolyl fc(CH₂-1-TrzCH₂NPy₂)₂(9, fc = 1,1′-ferrocenediyl) and ArN(CH₂Trz-1-R)₂ (10a–13c; R = Fc, FcCH₂, FcCHMe; Ar = Ph, 2-benzothiazolyl, 6-chloro-2-benzothiazolyl, 6-nitro-2-benzothiazolyl) chelating groups were synthesized by regioselective copper(I)-catalyzed 1,3-dipolar cycloaddition of terminal alkynes with ferrocene azides. Metal complexes of the ligands were prepared with Cu(II) and Zn(II) salts. Crystal structures of ligands 9 and 11a were determined, as well as the structures of complexes [Cu(8a)₂](CF₃SO₃)₂ (8a-Cu) and [Cu(8c)₂(MeOH)₂](BF₄)₂ (8c-Cu). In addition to NMR and UV-Vis spectroscopy, the metal complexes were characterized by cyclic voltammetry. The cytotoxic effect of ferrocene conjugates and their Zn(II) and Cu(II) complexes was explored, and cell cycle anal. was performed. The complex [Cu(8c)₂](CF₃SO₃)₂ showed the most prominent and selective cytotoxicity on cervical carcinoma (HeLa), ovarian cancer (MES-OV), non-small cell lung cancer (A549) and breast carcinoma (MDA-MB-231) cells. This complex increased cell population in the S and G₂/M phase of the cell cycle, which was accompanied by an increase of the cells present in the sub-G₀/G₁ fraction.

Applied Organometallic Chemistry published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, Recommanded Product: 6-Chlorobenzothiazol-2-ylamine.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Prajapat, Prakash published the artcileSynthesis of biologically potent alkoxyphthalimido plugged N-(2,4-dioxo-1,4-dihydroquinazolin)-3(2H)-yl)-4-oxo-4H-benzo[4,5]thiazolo[3,2-a]pyrimidine-3-carboxamide via Gould Jacobs reaction, Recommanded Product: 6-Chlorobenzothiazol-2-ylamine, the publication is Heterocyclic Letters (2021), 11(1), 63-72, database is CAplus.

Convenient methods for the synthesis of new alkoxyphthalimidoquinazolinedione and their pyrimidobenzothiazole derivatives I [R¹ = H, Cl, O₂N; R² = H, 2-(1,3-dioxoisoindolin-2-yl)oxyethyl] were reported. A series of benzothiazolopyrimidine-3-carboxamides I were prepared starting from substituted 2-aminobenzothiazoles via solvent free multi-component Gould-Jacobs reaction. Structures of newly synthesized compounds were established based on IR, ¹H-NMR, mass, anal. studies and fluorescence tests. Some of synthesized mols. I were assayed for their antimalarial activity. IC₅₀ values of antimalarial activity of compounds were also determined

Heterocyclic Letters published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, Recommanded Product: 6-Chlorobenzothiazol-2-ylamine.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Huddar, Srigouri published the artcileDiscovery of 4-hydroxy-2-oxo-1,2-dihydroquinolines as potential inhibitors of Streptococcus pneumoniae, including drug-resistant strains, SDS of cas: 95-24-9, the publication is Bioorganic & Medicinal Chemistry Letters (2020), 30(9), 127071, database is CAplus and MEDLINE.

New therapies for treating drug-resistant pneumococcal infections are urgently needed. The novel scaffold 6-hydroxy-4-oxo-1,2-dihydro-4H-quinoline was shown to have similar efficacies against all three different serotypes of S. pneumoniae, ATCC 49617 (19F), ATCC BAA-1663 (15B), and ATCC 700904 (19A), in a resazurin-based high-throughput screen using the Korea Chem. Bank library. Further studies to identify a new lead with this scaffold, including tricyclic pyrrolo[3,2,1-ij]quinolone and pyrido[3,2,1-ij]quinolone derivatives, led to the identification of 6d, 7d and 12a. Compound 6d (IC₅₀ = 0.92, 0.75, and 0.77μM), 7d (IC₅₀ = 0.57, 0.66, and 0.38μM) and 12a() (IC₅₀ = 0.27, 1.03, and 0.62μM) showed submicromolar IC₅₀ values against 19F, 15B, and 19A, resp., and thus serve as a starting point for further optimization. While some of compounds in this series exhibited acceptable pharmacokinetic profiles in preliminary in vivo rat experiments, the most active compound 12a showed poor solubility and high plasma protein binding. Our current research efforts are focused on optimizing compounds to improve physicochem. properties as well as potency.

Bioorganic & Medicinal Chemistry Letters published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, SDS of cas: 95-24-9.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

D’yachenko, E. K. published the artcileFormamidines. Benzo-2,1,3-thia(selena)diazoles, Computed Properties of 30536-19-7, the publication is Zhurnal Organicheskoi Khimii (1987), 23(11), 2450-4, database is CAplus.

The title formamidines I (R¹ = H, R² = H, Me; R¹ = Cl, R² = H, Cl; R¹ = Me, R² = H, Cl; R¹ = R² = Br) were prepared in 40-86% yields by Vilsmeier reaction of the corresponding amines with POCl₃-DMF in benzene or by reaction with HCO₂H in the presence of hexametapol. Addnl. obtained were 78-87% formamidines II (R³ = H, Me, Cl) and 72% selenium derivative III. All compounds possessed acaricidal activity but were less active than halekron.

Zhurnal Organicheskoi Khimii published new progress about 30536-19-7. 30536-19-7 belongs to thiazole, auxiliary class Other Aromatic Heterocyclic,Chloride,Amine, name is 5-Chlorobenzo[c][1,2,5]thiadiazol-4-amine, and the molecular formula is C6H4ClN3S, Computed Properties of 30536-19-7.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Dass, Reuben published the artcileAn efficient one-pot synthesis of 2-aminobenzothiazoles from substituted anilines using benzyltrimethylammonium dichloroiodate and ammonium thiocyanate in DMSO:H₂O, Name: 6-Chlorobenzothiazol-2-ylamine, the publication is Tetrahedron Letters (2021), 153388, database is CAplus.

Treatment of anilines with benzyltrimethylammonium dichloroiodate and ammonium thiocyanate in DMSO:H₂O at 70°C gave the 2-aminobenzothiazoles I [R = 6-F, 6-Me, 4-F, etc.] in excellent isolated yields (75-97% and ave. yield for all substrates is 90%). The reaction worked well for 2(4)mono-2,4-di- or 3,4,5-tri-substituted anilines and a wide range of both electron donating groups (MeO, HO, CF₃O, Me) and electron withdrawing groups (NO₂, CN, CO₂Et, CO₂H, Cl, F) were well tolerated. This method provided a useful alternative to other methods that are either less efficient (requiring 3-7 fold equivalent of reagents) or utilize highly toxic and corrosive liquid Br₂ as the oxidizing agent.

Tetrahedron Letters published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, Name: 6-Chlorobenzothiazol-2-ylamine.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Geronikaki, A. published the artcileMolecular docking, design, synthesis and biological evaluation of novel 2,3-aryl-thiazolidin-4-ones as potent NNRTIs, COA of Formula: C7H5ClN2S, the publication is SAR and QSAR in Environmental Research (2019), 30(10), 697-714, database is CAplus and MEDLINE.

A series of thiazolidinone derivatives I [R¹ = 6-Cl, 6-cyano, 6-(adamant-1-yl), 6-CF₃, 4-Me-6-(adamant-1-yl), R² = 4-F, 4-NO₂, 2-F-6-Cl, 2,6-Cl₂, 2,6-F₂] and II [R³ = 4-(pyridin-2-yl)thiazol-2-yl, 5-ethyl-4-methylthiazol-2-yl] was designed based on a butterfly mimicking scaffold consisting of a substituted benzothiazolyl moiety connected with a substituted Ph ring via a thiazolidinone moiety. The most promising derivatives were selected using mol. docking anal. and PASS prediction program, synthesized and evaluated for HIV-1 RT inhibition. Five out of fifteen tested compounds exhibited good inhibitory action. It was observed that the presence of Cl or CN substituents at position 6 of the benzothiazole ring in combination with two fluoro atoms at the ortho-positions or a hydrogen acceptor substituent at the 4-position of the Ph ring were favorable for the HIV RT inhibitory activity.

SAR and QSAR in Environmental Research published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, COA of Formula: C7H5ClN2S.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Balti, Monaem published the artcileSynthesis of 4- and 5-arylthiazolinethiones as inhibitors of indoleamine 2,3-dioxygenase, Name: 2-Chloro-5-phenylthiazole, the publication is Bioorganic & Medicinal Chemistry Letters (2017), 27(15), 3607-3610, database is CAplus and MEDLINE.

Docking studies of 4-phenylthiazolinethione on human IDO1 suggest complexation of the heme iron by the exocyclic sulfur atom further reinforced by hydrophobic interactions of the Ph ring within pocket A of the enzyme. On this basis, chem. modifications were proposed to increase inhibitory activity. Synthetic routes had to be adapted and optimized to yield the desired substituted 4- and 5-arylthiazolinethiones I (X = 2-OCH₃, 3-F, 4-CN, etc.) and II (X = H, 2-OCH₃, 3-Br, etc.). Their biol. evaluation shows that 5-aryl regioisomers are systematically less potent than the corresponding 4-aryl analogs. Substitution on the Ph ring does not significantly increase inhibition potency, except for 4-Br and 4-Cl derivatives

Bioorganic & Medicinal Chemistry Letters published new progress about 329794-40-3. 329794-40-3 belongs to thiazole, auxiliary class Thiazole,Chloride,Benzene, name is 2-Chloro-5-phenylthiazole, and the molecular formula is C9H6ClNS, Name: 2-Chloro-5-phenylthiazole.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica