Category: 56503-96-9

Pundeer, Rashmi published the artcileGreen and expeditious synthesis of some 2-amino/arylamino-4-(1-naphthyl)thiazole derivatives using [hydroxy(tosyloxy)iodo]benzene, Related Products of thiazole, the publication is Indian Journal of Heterocyclic Chemistry (2016), 25(3-4), 311-315, database is CAplus.

The synthesis of a series of 2-amino/arylamino-4-(1-naphthyl)thiazoles I (R = C₆H₅, 4-O₂NC₆H₄, 4-FC₆H₄, etc.) under solvent-free and eco-friendly conditions by applying ‘Grindstone Chem. Technique’ using [hydroxy(tosyloxy)iodo]benzene is described practicing the modified Hantzsch thiazole synthesis of α-tosyloxyacetonaphthone and thiourea/substituted thioureas.

Indian Journal of Heterocyclic Chemistry 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, Related Products of thiazole.

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

Xiang, Jiawei published the artcileSynthesis and biological evaluation of innovative thiourea derivatives as PHGDH inhibitors, Application of 4-(Naphthalen-1-yl)thiazol-2-amine, the publication is Chemical Papers (2020), 74(11), 3873-3886, database is CAplus.

Abstract: In order to discover novel compounds with inhibitory activity against 3-phosphoglycerate dehydrogenase (PHGDH), a series of thiourea derivatives were designed and synthesized based on the structural modification of compound 5d. Compound 5d emerged from the visual database of ChemDiv of 200,000 small mols. by docking score ranking. Inhibition experiments on PHGDH activity of newly synthesized compounds were performed in vitro. Compounds with more than 30% inhibitory rate at 25μM on PHGDH were screened for IC₅₀ measurement. Anti-proliferative activity of 4a, 5a, 6e, 6n against A2780, MDA-MB-468, MDA-MB-231 and HEK293T in vitro was evaluated. The results showed that the compound 4a displayed the best inhibitory activity on PHGDH among the newly synthesized compounds, and the compounds 4a, 5a, 6n had a better proliferation inhibition effect on human A2780 cell line than NCT-503 reported previously. In addition, 2D interaction diagrams revealed potential action modes of active compounds with PHGDH.

Chemical Papers 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 C40H35N7O8, Application of 4-(Naphthalen-1-yl)thiazol-2-amine.

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

Park, Cheol-Min published the artcileNon-peptidic small molecule inhibitors of XIAP, Computed Properties of 56503-96-9, the publication is Bioorganic & Medicinal Chemistry Letters (2005), 15(3), 771-775, database is CAplus and MEDLINE.

Non-peptidic small mol. SMAC mimetics were designed and synthesized that bind to the BIR3 domain of XIAP using structure-based design. Substituted five-membered heterocycles such as thiazoles and imidazoles were identified that serve as replacements for peptide fragments of the lead. An example compound thus prepared and evaluated was an N-(thiazolyl)-L-alaninamide derivative (I).

Bioorganic & Medicinal Chemistry Letters 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, Computed Properties of 56503-96-9.

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

Behera, G. B. published the artcileQuaternization at an Sp² nitrogen. II. An analysis on the substituent effect and on the nature of the transition state, Safety of 4-(Naphthalen-1-yl)thiazol-2-amine, the publication is Bulletin of the Chemical Society of Japan (1979), 52(2), 604-7, database is CAplus.

The kinetics of N-phenacylation of a number of substituted thiazoles with substituted phenacyl bromides were investigated in PhNO₂ and in a number of other dipolar aprotic solvents. The rate constants of 2-amino-4-phenylthiazoles and 2-aminobenzothiazoles were calculated with suitably developed equations. The deviation of the observed values from the calculated results was ascribed to the steric effect. A 7-membered H-bonded transition state was proposed on the basis of the results obtained from the substituent and medium effects.

Bulletin of the Chemical Society of Japan 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, Safety of 4-(Naphthalen-1-yl)thiazol-2-amine.

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

Okamiya, Jiro published the artcile2-Amino-4(or 5)-arylthiazoles. II. Ultraviolet absorption spectra of α-naphthyl, biphenyl, and hydroxyaryl substituted compounds, Application In Synthesis of 56503-96-9, the publication is Nippon Kagaku Zasshi (1959), 903-6, database is CAplus.

cf. CA 55, 4486c. Ultraviolet absorption spectra of 2-amino-4(α-naphthyl)thiazole, m. 162°, 2-amino-4-(α-naphthyl)-5-methylthiazole, m. 195°, 2-amino-5-(α-naphthyl)thiazole, m. 129°, 2-amino-4-methyl-5-(α-naphthyl)thiazole, m. 163°, 2-amino-4-(α-naphthyl)-5-phenylthiazole, m. 223°, 2-amino-4-phenyl-5-(α-naphthyl)thiazole, m. 248°, 2-amino-4,5-bis(α-naphthyl)thiazole, m. 260° (decomposition), 2-amino-4-biphenylylthiazole, 2-amino-4-biphenylyl-5-phenylthiazole, m. 201°, 2-amino-4-(p-hydroxyphenyl)thiazole, m. 212°, 2-amino-4-(p-hydroxyphenyl)-5-methylthiazole-HCl, HCl, 208-10°, 2-amino-4-(o-hydroxyphenyl)thiazole, 2-amino-4-(o-hydroxyphenyl)-5-methylthiazole, m. 120°, 2-amino-4-(p-hydroxyphenyl)-5-phenylthiazole, m. 284°, 2-amino-4-(o-hydroxyphenyl)-5-phenylthiazole, m. 171°, and 2-amino-4-(2-hydroxy-1-naphthyl)thiazole, m. 198°, were reported. The naphthyl group, due to its steric hindrance, exerted less effect on spectra, but was bathochromic at 5 position when compared with that at 4 position. The o-hydroxyphenyl group gave a red shift to the maximum at shorter wave length in spite of its expected steric effects. This must be attributed to the existence of chelation. Intermediate ketones of above thiazoles were prepared α-Bromonaphthalene (27.6 g.) was converted to Grignard reagent, 1.33 g. CdCl₂ added, the solvent replaced by C₆H₆, and 8.3 g. AcCl added to give 11 g. α-acetonaphthone. Similarly, α-propionaphthone, α-naphthyl benzyl ketone, ω-(α-naphthyl)acetophenone and ω-(α-naphthyl)acetonaphthone were prepared in 55, 60, 59 and 36% yields, resp. Naphthalene (100 g.), 250 cc. CS₂, and 130 g. AlCl₃ treated with ethylene oxide from 70 cc. ClCH₂CH₂OH gave 29 g. α-naphthylethanol which was oxidized with CrO₃ in AcOH to α-naphthylacetaldehyde. EtOMgCH(CO₂Et)₂ prepared from 9 g. CH₂(CO₂Et)₂, 1.3 g. Mg, and 7 cc. EtOH was treated with α-naphthylacetyl chloride prepared from 9.5 g. α-naphthylacetic acid and SOCl₂, and the product hydrolyzed to give 5 g. α-naphthylacetone.

Nippon Kagaku Zasshi 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, Application In Synthesis of 56503-96-9.

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

Mahapatra, G. N. published the artcileBromination of 2-aminothiazoles and their use as possible fungicides and bactericides, Product Details of C13H10N2S, the publication is Journal of the Indian Chemical Society (1956), 527-31, database is CAplus.

Seventeen 4-aryl-2-aminothiazoles (I) were prepared and brominated to 5-bromo-4-aryl-2-aminothiazoles (II). The aryl group and the m.ps., resp., are : Ph, 153-4°, 103°; p-MeC₆H₄, 123-4°, 106°; p-EtC₆H₄, 107-8°, 112°; 3,4-Me₂C₆H₃, 135-6°, 107°; 2,5-Me₂C₆H₃, 177-8°, 187°; p-MeOC₆H₄, 204-5°, 152°; p-EtOC₆H₄, 230-1°, 98°; ο-HOC₆H₄, 139-40°, 221°; p-HOC₆H₄, 198-9°, 235°; p-BrC₆H₄, 176-7°, 192°; m-H₂NC₆H₄, 170-1°, 207°; p-H₂NC₆H₄, 174-5°, 200°; α-C₁₀H₇, 130-1°, 111°; β-C₁₀H₇, 150-1°, 168°; 2-thienyl, 107-8°, 217°; PhCH₂CH₂, 90-1°, 201°; and MeOC₆H₄CH₂CH₂, 97-8°, 197° (decomposition). The bactericidal activity was determined in terms of the maximum effective dilution (M. E.D.) at 10 min. exposure. The M.E.D. for Escherichia coli was 1:1000 (maximum) for I and 1:1000 to 1:4000 for II; for Staphylococcus aureus was 1:8000 (maximum) for I and 1:10,000 to 1:20,000 for II. The fungicidal activity against Alternaria brassicae was: II at 50 p.p.m. and I at 80 p.p.m. inhibited spore germination; II at 40 p.p.m. reduced spore germination to 15-20%.

Journal of the Indian Chemical Society 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, Product Details of C13H10N2S.

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

Dash, B. published the artcileSome new Schiff base derivatives derived from vanillin as possible fungicides, Recommanded Product: 4-(Naphthalen-1-yl)thiazol-2-amine, the publication is Journal of the Indian Chemical Society (1983), 60(8), 772-4, database is CAplus.

Schiff bases I (R, R¹ = H, Ph, 4-MeC₆H₄, 4-ClC₆H₄, 4-BrC₆H₄, 4-MeOC₆H₄, naphthyl; R² = H) derived from 4-substituted and 4,5-disubstituted-2-amino thiazoles and vanillin were prepared Cycloaddition of I with HSCH₂CO₂H yielded thiazolidones II. Condensation of the Schiff bases with ClCH₂COCl and subsequent reaction with piperidine and morpholine yielded corresponding acetoxy derivatives I (R² = morpholinoacetyl, piperidinoacetyl). The compounds were characterized by elemental anal. and IR spectra and were screened for fungicidal activity.

Journal of the Indian Chemical Society 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

Lynch, Daniel E. published the artcileThe hydrogen-bonding networks of 2-amino-4-phenyl-1,3-thiazole derivatives, Recommanded Product: 4-(Naphthalen-1-yl)thiazol-2-amine, the publication is Crystal Engineering (2002), 5(2), 123-136, database is CAplus.

The solid-state packing arrays of nine 4-Ph substituted 2-amino-1,3-thiazoles were examined and their H-bonding networks discussed. The nine compounds, in addition to 2-amino-1,3-thiazole 1, were 2-amino-4-phenyl-1,3-thiazole 2, 2-amino-4-phenyl-1,3-thiazolium bromide monohydrate 3, Et 2-amino-4-phenyl-1,3-thiazole-5-carboxylate 4, 2-amino-4-(3-coumarin)-1,3-thiazole 5, 2-amino-4-(4-methylphenyl)-1,3-thiazole 6, 2-amino-4-(2-hydroxyphenyl)-1,3-thiazole 7, 2-amino-4-(4-bisphenyl)-1,3-thiazole 8, 2-amino-4-(1-naphthyl)-1,3-thiazole 9, and 2-amino-4-(2-naphthyl)-1,3-thiazolium bromide 10. The single-crystal x-ray structures of 1-5 were previously reported while the structures of 6-10 are presented. A variety of different packing motifs are observed with only four (4, 5, 6 and 9) exhibiting the characteristic R₂²(8) H-bonded 2-amino-1,3-thiazole dimers. In two of these four structures (6 and 9) potential N-H…π H-bonding interactions exist whereas all remaining structures exhibit a combination of N-H…N with either N-H…O, N-H…S or N-H…Br associations in their H-bonding networks.

Crystal Engineering 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

Bodireddy, Mohan Reddy published the artcileLactic acid-mediated tandem one-pot synthesis of 2-aminothiazole derivatives: a rapid, scalable, and sustainable process, Application of 4-(Naphthalen-1-yl)thiazol-2-amine, the publication is Cogent Chemistry (2016), 2(1), 1154237/1-1154237/13, database is CAplus.

Environmentally benign and biodegradable lactic acid was identified as alternative solvent and catalyst for the tandem one-pot synthesis of Hantzsch 2-aminothiazole derivatives from readily available aralkyl ketones through in-situ regioselective α-bromination using N-bromosuccinimide followed by heterocyclization using thiourea at 90-100°. The major advantages of the present method include short reaction times (10-15 min), practical, simple to perform, easy work-up, good yield of products (up to 96%), productive for large-scale applications, free from apply of α-bromoketones (lachrymator) as substrates, avoids column purification Hence, the present method met with the concepts of both Wender’s “ideal synthesis” and sustainable chem. process.

Cogent Chemistry 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, Application of 4-(Naphthalen-1-yl)thiazol-2-amine.

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

Rajitha, Kamalon published the artcileSynthesis of graphene oxide-based nanofillers and their influence on the anticorrosion performance of epoxy coating in saline medium, COA of Formula: C13H10N2S, the publication is Diamond and Related Materials (2020), 107974, database is CAplus.

The present study investigated the anticorrosion performance of epoxy coating by the incorporation of two different functionalized graphene oxides as nanofillers in saline media. GO was functionalized with 2-aminothiazole (AT) and 2-amino-4-(1-Naphthyl)Thiazole (ANT) and modified compounds were characterized by X-ray diffraction (XRD), Fourier transform IR spectroscopy (FT-IR), Thermogravimetric anal. (TGA), Raman spectroscopy, and SEM. 0.2 Weight% of neat epoxy and epoxy nanocomposites (GO-AT/EP and GO-ANT/EP) were coated on mild steel substrate by a spin coating method and the formation of a protective film on the steel surface was confirmed using SEM, Atomic Force Microscopy (AFM) and contact angle test. The electrochem. impedance spectroscopy was employed to study the corrosion protection properties of nanocomposite coatings in 3.5% NaCl medium. The results signify the better anticorrosion performance of nanocomposite coatings due to their two-dimensional sheet structures, uniform dispersion and exfoliation in the epoxy matrix, hydrophobic nature and stopping up tiny pores properties. The GO-ANT/EP coating exhibited higher coating resistance (6.598 x 107 Ω cm²) than GO-AT/EP (1.017 x 105 Ω cm²) and pure epoxy (1270 Ω cm²) coating. The crowded structure of GO-ANT helps in forming highly crosslinked compact epoxy coating and therefore displays excellent corrosion protection efficiency than other coatings.

Diamond and Related Materials 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, COA of Formula: C13H10N2S.

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