Tag: M.W=200-250

Jiang, Fengchao published the artcileThe design and synthesis of 2-aminothiazole derivatives and their inhibitory activity on apoptosis, Recommanded Product: 4-(Naphthalen-1-yl)thiazol-2-amine, the publication is Yaoxue Xuebao (2006), 41(8), 727-734, database is CAplus and MEDLINE.

The objective of this study is to investigate the inhibitory effect of 2-aminothiazole derivatives on Neuro-cell apoptosis and QSAR. The 2-aminothiazole derivatives were designed and synthesized based on the lead compound of PFT-α, the protective action of the compounds against and their inhibitory action on PC12 cell apoptosis induced by H₂O₂ were determined by MTT method and FCM method. The QSAR equation was obtained from Cerius²-QSAR⁺ module. Eleven novel 2-aminothiazole Schiff base compounds(II) have been designed and synthesized. The structure of the final compound were characterized by IR, MS, ¹HNMR, ¹³ CNMR. Their protective action against and the inhibitory action on PC12 cell apoptosis induced by H₂O₂ were found in this experiment The optimal QSAR equation obtained from the Cerius²-QSAR⁺ module by using log (1 /EC₅₀) with corresponding descriptors is Activity = 6.94768 – 0.08872*”LUMO”- 0.043018*”Alogp98″- 0.128752*”Rad0fGration”+ 0.018246*”Dipole-mag”. The correlation statistics parameters of the above equation are as follows: r² = 0.970, F-test = 49.149, r = 0.985 and Lse = 0.001. The 2-aminothiazole derivatives exhibited certain activity in inhibiting PC12 cell apoptosis induced by H₂O₂. Some compounds have the dual activities, the protective action against and inhibitory action on PC12 cell apoptosis induced by H₂O₂. The QSAR equation indicated that it is favorable for enhance the activity of 2-aminothiazole derivatives by the reduction of “radius of gyration” and the energy of “LUMO”of the compounds

Yaoxue Xuebao published new progress about 56503-96-9. 56503-96-9 belongs to thiazole, auxiliary class Thiazole,Amine,Naphthalene, name is 4-(Naphthalen-1-yl)thiazol-2-amine, and the molecular formula is C13H10N2S, Recommanded Product: 4-(Naphthalen-1-yl)thiazol-2-amine.

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

Cho, Eunbee published the artcileA Single-Benzene-Based Fluorophore: Optical Waveguiding in the Crystal Form, Name: N,N-Dimethyl-N’-(3-thioxo-3H-1,2,4-dithiazol-5-yl)formimidamide, the publication is ChemPlusChem (2019), 84(8), 1130-1134, database is CAplus and MEDLINE.

A single-benzene-based, blue-emissive di-Et 2,5-dihydroxyterephthalate (DDT) was prepared by Fischer esterification of 2,5-dihydroxyterephthalic acid (DHT) and ethanol. The strong fluorescence in both the solution and the solid state from such a simple framework stemmed from the push-pull structure of the electron-donating hydroxy groups and the accepting carbonyl groups, as well as structural planarity from intramol. hydrogen bonds. The strong intermol. hydrogen bonds enabled DDT to crystallize easily. The color CCD imaging technique showed efficient 1D optical waveguiding with a large optical loss coefficient of 0.15 dB/μm. DDT has potential application in optical sensors, photonic devices, and optoelectronic communication, because of its highly ordered structure and light-emitting ability.

ChemPlusChem published new progress about 1192027-04-5. 1192027-04-5 belongs to thiazole, auxiliary class Other Aliphatic Heterocyclic,Amine, name is N,N-Dimethyl-N’-(3-thioxo-3H-1,2,4-dithiazol-5-yl)formimidamide, and the molecular formula is C5H7N3S3, Name: N,N-Dimethyl-N’-(3-thioxo-3H-1,2,4-dithiazol-5-yl)formimidamide.

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

Kim, Mi Kyoung published the artcile3D-QSAR of PET agents for imaging β-amyloid in Alzheimer’s disease, Category: thiazole, the publication is Bulletin of the Korean Chemical Society (2007), 28(7), 1231-1234, database is CAplus.

The accumulation of excess senile plaques (β-amyloid, Aβ-plaques) in the brain is strongly associated with the pathogenesis of Alzheimer’s disease (AD). While there are no definitive treatments available to affect a cure of AD, much recent interest has been given to the development of antiamyloid therapies aimed at halting and reversing Aβ-deposition and, thus, monitoring of the therapeutic efficacy would greatly benefit from methods for the in vivo detection and quantification of Aβ-deposits in the brain. A 3D-QSAR model was constructed with several PET ligands such as Thioflavin-T analogs and stilbene derivatives using CoMFA (Comparative Mol. Field Anal.) and CoMSIA (Comparative Mol. Similarity Indexes Anal.). The 3D-QSAR model could be applied to predict binding affinity of the structurally related compounds against Aβ-plaques.

Bulletin of the Korean Chemical Society published new progress about 92-36-4. 92-36-4 belongs to thiazole, auxiliary class Organic Pigment, name is 2-(4-Aminophenyl)-6-methylbenzothiazole, and the molecular formula is C14H12N2S, Category: thiazole.

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

Axton, Christopher A. published the artcileNovel immunosuppressive butenamides, Category: thiazole, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1992), 2203-13, database is CAplus.

2-[4-(1,1-Dimethylethyl)phenyl]thiophene was carboxylated using butyllithium and carbon dioxide to give 5-[4-(1,1-dimethylethyl)phenyl]thiophene-2-carboxylic acid. Conversion of the acid using di-Ph phosphazidate and triethylamine gave 5-[4-(1,1-dimethylethyl)phenyl]thiophene-2-carbonyl azide, which was rearranged in toluene at 110° with loss of nitrogen to give the isocyanate; this in turn was treated with sodium 1-cyanoprop-1-ene 2-oxide in THF to give 2-cyano-N-{5-[4-(1,1-dimethylethyl)phenyl]thiophen-2-yl}-3-hydroxybut-2-enamide (I). Analogous chem. has been utilized to synthesize both heteroarylphenylbutenamides, e.g., II and III and phenylbutenamides, e.g., IV ( R= Cl, Bu, Me₂CH, Me₃C, EtMe₂C, PrMe₂C), which display immunosuppressive activity towards proliferating Con A-stimulated T-lymphocytes.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about 92-36-4. 92-36-4 belongs to thiazole, auxiliary class Organic Pigment, name is 2-(4-Aminophenyl)-6-methylbenzothiazole, and the molecular formula is C14H12N2S, Category: thiazole.

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

White, Lisa J. published the artcileTowards the application of supramolecular self-associating amphiphiles as next-generation delivery vehicles, Product Details of C14H12N2S, the publication is Molecules (2020), 25(18), 4126, database is CAplus and MEDLINE.

Herein, we present a series of supramol. self-associating amphiphilic (SSA) salts and establish the potential for these mol. constructs to act as next-generation solution-state mol. delivery vehicles. We characterize the self-association of these SSAs, both alone and when co-formulated with a variety of drug(like) competitive guest species. Single crystal X-ray diffraction studies enable the observation of hydrogen-bonded self-association events in the solid state, while high resolution mass spectrometry confirms the presence of anionic SSA dimers in the gas-phase. These same anionic SSA dimeric species are also identified within a competitive organic solvent environment (DMSO-d6/0.5% H2O). However, extended self-associated aggregates are observed to form under aqueous conditions (H2O/5.0% EtOH) in both the absence and presence of these competitive guest species. Finally, through the completion of these studies, we present a framework to support others in the characterization of such systems.

Molecules published new progress about 92-36-4. 92-36-4 belongs to thiazole, auxiliary class Organic Pigment, name is 2-(4-Aminophenyl)-6-methylbenzothiazole, and the molecular formula is C4H3Cl2N3, Product Details of C14H12N2S.

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

White, Lisa J. published the artcileControllable hydrogen bonded self-association for the formation of multifunctional antimicrobial materials, HPLC of Formula: 92-36-4, the publication is Journal of Materials Chemistry B: Materials for Biology and Medicine (2020), 8(21), 4694-4700, database is CAplus and MEDLINE.

SSAs are a class of supramol. self-associating amphiphilic salt, the anionic component of which contains a covalently bound hydrogen bond donor-acceptor motif. This results in a monomeric unit which can adopt multiple hydrogen bonding modes simultaneously. Previous investigations have shown examples of SSAs to act as antimicrobial agents against clin. relevant methicillin-resistant Staphylococcus aureus (MRSA). Herein, we report an intrinsically fluorescent SSA which can self-associate producing dimers, spherical aggregates and hydrogels dependent on solvent environment, while retaining antimicrobial activity against both model Gram-pos. (MRSA) and Gram-neg. (Escherichia coli) bacteria. Finally, we demonstrate the SSA supramol. hydrogel to tolerate the inclusion of the antibiotic ampicillin, leading to the enhanced inhibition of growth with both model bacteria, and derive initial mol. structure-physicochem. property-antimicrobial activity relationships.

Journal of Materials Chemistry B: Materials for Biology and Medicine published new progress about 92-36-4. 92-36-4 belongs to thiazole, auxiliary class Organic Pigment, name is 2-(4-Aminophenyl)-6-methylbenzothiazole, and the molecular formula is C10H10CoF6P, HPLC of Formula: 92-36-4.

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

Sheik, Daniel A. published the artcileInhibition of the Enhancement of Infection of Human Immunodeficiency Virus by Semen-Derived Enhancer of Virus Infection Using Amyloid-Targeting Polymeric Nanoparticles, Application of 2-(4-Aminophenyl)-6-methylbenzothiazole, the publication is ACS Nano (2015), 9(2), 1829-1836, database is CAplus and MEDLINE.

The semen-derived enhancer of virus infection (SEVI) is a natural amyloid material that has been shown to substantially increase viral attachment and infectivity of HIV in cells. The authors previously reported that synthetic monomeric and oligomeric amyloid-targeting mols. could form protein-resistive coatings on SEVI and inhibit SEVI- and semen-mediated enhancement of HIV infectivity. While oligomeric amyloid-binding compounds showed substantial improvement in apparent binding to SEVI compared to monomeric compounds, the authors observed only a modest correlation between apparent binding to SEVI and activity for reducing SEVI-mediated HIV infection. Here, the authors synthesized amyloid-binding polyacrylate-based polymers and polymeric nanoparticles of comparable size to HIV virus particles (∼150 nm) to assess the effect of sterics on the inhibition of SEVI-mediated enhancement of HIV infectivity. The authors show that these polymeric materials exhibit excellent capability to reduce SEVI-mediated enhancement of HIV infection, with the nanoparticles exhibiting the greatest activity (IC₅₀ value of ∼4 μg/mL, or 59 nM based on polymer) of any SEVI-neutralizing agent reported to date. The results support that the improved activity of these nanomaterials is likely due to their increased size (diameters = 80-200 nm) compared to amyloid-targeting small mols. and that steric interactions may play as important a role as binding affinity in inhibiting viral infection mediated by SEVI amyloids. In contrast to the previously reported SEVI-neutralizing, amyloid-targeting mols. (which required concentrations at least 100-fold above the K_d to observe activity), the approx. 1:1 ratio of apparent K_d to IC₅₀ for activity of these polymeric materials suggests the majority of polymer mols. that are bound to SEVI contribute to the inhibition of HIV infectivity enhanced by SEVI. Such size-related effects on phys. inhibition of protein-protein interactions may open further opportunities for the use of targeted nanomaterials in disease intervention.

ACS Nano published new progress about 92-36-4. 92-36-4 belongs to thiazole, auxiliary class Organic Pigment, name is 2-(4-Aminophenyl)-6-methylbenzothiazole, and the molecular formula is C5H6N2O2, Application of 2-(4-Aminophenyl)-6-methylbenzothiazole.

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

Capule, Christina C. published the artcileOligovalent Amyloid-Binding Agents Reduce SEVI-Mediated Enhancement of HIV-1 Infection, Related Products of thiazole, the publication is Journal of the American Chemical Society (2012), 134(2), 905-908, database is CAplus and MEDLINE.

This paper evaluates the use of oligovalent amyloid-binding mols. as potential agents that can reduce the enhancement of human immunodeficiency virus-1 (HIV-1) infection in cells by semen-derived enhancer of virus infection (SEVI) fibrils. These naturally occurring amyloid fibrils found in semen have been implicated as mediators that can facilitate the attachment and internalization of HIV-1 virions to immune cells. Mols. that are capable of reducing the role of SEVI in HIV-1 infection may, therefore, represent a novel strategy to reduce the rate of sexual transmission of HIV-1 in humans. Here, we evaluated a set of synthetic, oligovalent derivatives of benzothiazole aniline (BTA, a known amyloid-binding mol.) for their capability to bind cooperatively to aggregated amyloid peptides and to neutralize the effects of SEVI in HIV-1 infection. We demonstrate that these BTA derivatives exhibit a general trend of increased binding to aggregated amyloids as a function of increasing valence number of the oligomer. Importantly, we find that oligomers of BTA show improved capability to reduce SEVI-mediated infection of HIV-1 in cells compared to a BTA monomer, with the pentamer exhibiting a 65-fold improvement in efficacy compared to a previously reported monomeric BTA derivative These results, thus, support the use of amyloid-targeting mols. as potential supplements for microbicides to curb the spread of HIV-1 through sexual contact.

Journal of the American Chemical Society published new progress about 92-36-4. 92-36-4 belongs to thiazole, auxiliary class Organic Pigment, name is 2-(4-Aminophenyl)-6-methylbenzothiazole, and the molecular formula is C14H12N2S, Related Products of thiazole.

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

Kucukbay, F. Zehra published the artcileSynthesis, characterization and carbonic anhydrase inhibitory activity of novel benzothiazole derivatives, Recommanded Product: 2-(4-Aminophenyl)-6-methylbenzothiazole, the publication is Journal of Enzyme Inhibition and Medicinal Chemistry (2016), 31(6), 1221-1225, database is CAplus and MEDLINE.

N-protected amino acids I [Pg = Cbz, Boc, R = H, Me; Pg =Boc, R = CH₂Ph] were reacted with substituted benzothiazoles to give the corresponding N-protected amino acid-benzothiazole conjugates II [Pg = Cbz, R = H; Pg = Boc, R = H, CH₂Ph], III [Pg = Cbz, R = H, Me; Pg = Boc, R = H, CH₂Ph] and IV [Pg = CBz, R = H, Me; Pg = Boc, R = H, Me, CH₂Ph] (60-89%). Their structures were confirmed by proton NMR (¹H NMR), carbon-13 NMR (¹³C NMR), IR and elemental anal. Their carbonic anhydrase (CA, EC 4.2.1.1) inhibitory activities were determined against two cytosolic human isoforms (hCA I and hCA II), one membrane-associated (hCA IV) and one transmembrane (hCA XII) enzyme by a stopped-flow CO₂ hydrase assay method. The new compounds showed rather weak, micromolar inhibitory activity against most of these enzymes.

Journal of Enzyme Inhibition and Medicinal Chemistry published new progress about 92-36-4. 92-36-4 belongs to thiazole, auxiliary class Organic Pigment, name is 2-(4-Aminophenyl)-6-methylbenzothiazole, and the molecular formula is C14H12N2S, Recommanded Product: 2-(4-Aminophenyl)-6-methylbenzothiazole.

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

Wu, Chunying published the artcileLipophilic analogs of thioflavin S as novel amyloid-imaging agents, Synthetic Route of 92-36-4, the publication is Current Alzheimer Research (2006), 3(3), 259-266, database is CAplus and MEDLINE.

Lipophilic analogs of thioflavin S were synthesized and radiolabeled with positron or single photon emitting radionuclides. The binding affinity for Aβ was evaluated using isolated amyloid fibrils from human brain tissue. Binding specificity was assessed using fluorescent tissue staining. In vivo brain uptake was evaluated in mice. Following synthesis, neutral analogs of thioflavin S capable of radiolabeling with ¹¹C or ¹²⁵I, were found to bind isolated human Aβ with affinities in the nanomolar range. Fluorescent tissue staining showed selective binding to Aβ deposits in vitro. Biodistribution of selected compounds displayed high brain permeability at early time points. At later points, the compounds were cleared from the normal brain, indicating low non-specific binding in vivo. These studies indicated that novel amyloid imaging probes can be developed based on thioflavin S that readily entered the brain and selectively bound to Aβ deposits and neurofibrilary tangles. Potential applications of these amyloid binding agents include facilitating drug screening in animal models and use as in vivo markers of early and definitive diagnosis of AD.

Current Alzheimer Research published new progress about 92-36-4. 92-36-4 belongs to thiazole, auxiliary class Organic Pigment, name is 2-(4-Aminophenyl)-6-methylbenzothiazole, and the molecular formula is C8H5F3N4, Synthetic Route of 92-36-4.

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