Tag: M.W=150-200

Prasad, V. S. R. published the artcileFormation and pyrolysis of 1-(2-thiazolo[5,4-b]pyridyl)-5-aryltetrazoles, Recommanded Product: 5-Chlorothiazolo[5,4-b]pyridin-2-amine, the publication is Synthetic Communications (1990), 20(13), 1983-8, database is CAplus.

The reaction of 2-amino-5-chlorothiazolo[5,4-b]pyridine or 2-amino-5-methoxythiazolo[5,4-b]pyridine with RC₆H₄COCl (R = H, 4-Me, 2-Cl, 4-Cl, 4-MeO) gave the resp. amides which were treated with PCl₅ and then with NaN₃ to give (thiazolopyridyl)phenyltetrazole derivatives The latter were pyrolyzed to give 2-aryl-1,2,4-triazolo[3′,2′:2,3]thiazolo[5,4-b]pyridines I (same R), presumably via a nitrene intermediate.

Synthetic Communications published new progress about 31784-71-1. 31784-71-1 belongs to thiazole, auxiliary class Other Aromatic Heterocyclic,Chloride,Amine, name is 5-Chlorothiazolo[5,4-b]pyridin-2-amine, and the molecular formula is C6H4ClN3S, Recommanded Product: 5-Chlorothiazolo[5,4-b]pyridin-2-amine.

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

Prasad, V. S. R. published the artcileVersatile synthesis of 2-aryl[1,2,4]triazolo[3′,2′:2,3]thiazolo[5,4-b]pyridines, Safety of 5-Chlorothiazolo[5,4-b]pyridin-2-amine, the publication is Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry (1991), 30B(5), 517-18, database is CAplus.

The reaction of aminothiazolopyridines I (R = Cl, OMe) with RC₆H₄CN ( R = H, 2-, 4-Me, 2-, 4-Cl, 4-NO₂) in the presence of AlCl₃ gave arylamidines II, which on dehydrogenation-cyclization with Pb(OAc)₄ in benzene gave triazolothiazolopyridines III.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry published new progress about 31784-71-1. 31784-71-1 belongs to thiazole, auxiliary class Other Aromatic Heterocyclic,Chloride,Amine, name is 5-Chlorothiazolo[5,4-b]pyridin-2-amine, and the molecular formula is C6H4ClN3S, Safety of 5-Chlorothiazolo[5,4-b]pyridin-2-amine.

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

Pan, Zi-Tong published the artcileRegulable cross-coupling of alcohols and benzothiazoles via a noble-metal-free photocatalyst under visible light, Recommanded Product: 6-Chlorobenzothiazol-2-ylamine, the publication is Chemical Communications (Cambridge, United Kingdom) (2022), 58(63), 8810-8813, database is CAplus and MEDLINE.

Two series of alkyl-derived benzothiazoles I [R = Et, iPr, cyclohexyl, etc.; R¹ = H, 4-Cl, 7-Br, etc.] and acetyl-derived benzothiazoles II [R² = Me, Et, n-Bu, etc.; R³ = H, 4-Cl, 6-Br, etc.] were synthesized via noble-metal-free photocatalyzed regulable cross-coupling reaction of benzothiazoles and alcs. with the highest isolated yields of up to 99% and 90% resp.

Chemical Communications (Cambridge, United Kingdom) 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

Capaldo, Luca published the artcilePhotoelectrochemical cross-dehydrogenative coupling of benzothiazoles with strong aliphatic C-H bonds, HPLC of Formula: 95-24-9, the publication is Chemical Communications (Cambridge, United Kingdom) (2021), 57(36), 4424-4427, database is CAplus and MEDLINE.

A photoelectrochem. strategy for the cross-dehydrogenative coupling of unactivated aliphatic H donors (e.g. alkanes) with benzothiazoles is reported. The authors used Bu₄N decatungstate as the photocatalyst to activate strong C(sp³)-H bonds in the chosen substrates, while electrochem. scavenged the extra electrons.

Chemical Communications (Cambridge, United Kingdom) 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, HPLC of Formula: 95-24-9.

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

Mallikarjun, G. published the artcileSynthesis and antimicrobial evaluation of benzothiazole linked isoxazole Schiff bases, Category: thiazole, the publication is Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry (2021), 60B(11), 1463-1470, database is CAplus.

A new series of benzothiazole linked isoxazole Schiff base derivatives have been prepared I [R = R¹ = H, OMe, RR¹ = -OCH₂O-, R² = H, OMe; R³ = 5-Cl, 4-OMe, 6-CF₃, etc.] characterized by suitable spectroscopic methods via ¹H and ¹³C NMR, ESI-MS and IR spectra. These compounds have been further screened for their antimicrobial activity against a panel of microorganisms. Among them, compounds [R = R¹ = OMe, R² = H, R³ = 6-Me (II); R = H, R¹ = OMe, R² = H, R³ = 6-OMe (III); R = R¹ = R² = OMe, R³ = 6-F (IV)] demonstrate promising antimicrobial activity against all the tested strains with MIC values ranging between 3.9 – 62.5μg/mL. Further, compounds II, III and IV exhibit promising antifungal activity with MIC values ranging between 7.8 – 32.5μg/mL. Further studies are underway for determining the antifungal mol. mechanisms of these potential compounds

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal 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, Category: thiazole.

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

Samei, Amit published the artcileSimultaneous estimation of related impurities of tizanidine hydrochloride in its active pharmaceutical ingredient by reversed-phase liquid chromatography, Recommanded Product: 5-Chlorobenzo[c][1,2,5]thiadiazol-4-amine, the publication is Asian Journal of Chemistry (2009), 21(1), 176-182, database is CAplus.

A simple method was developed for qual. and quant. estimation of tizanidine hydrochloride and its 5 structurally related impurities using a reversed-phase liquid chromatog. This method was validated as per ICH guidelines for ‘validation for anal. procedures’ Q2B. The liquid chromatog. was set up in UV detection mode at 310 nm. A separation was achieved between tizanidine and all 5 impurities in a gradient programming using YMC Pack Pro C₁₈ (250 mm × 4.6 mm), 5 μ column at 1 mL/min flow rate. This method was established to be linear in a concentration range of (0.5-4.0 μg/mL) for all the components considered in this study. Limit of detection (LOD) and limit of quantification (LOQ) values were found to be (0.1-0.15 μg/mL) and (0.3-0.45 μg/mL) for tizanidine hydrochloride and its 5 related impurities, resp. Recoveries of all spiked impurities in tizanidine hydrochloride were in a range of (95-105%). Robustness and sample solution stability studies demonstrated the ruggedness of this method. This method is simple, sensitive and provides precisely accurate results.

Asian Journal of Chemistry 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, Recommanded Product: 5-Chlorobenzo[c][1,2,5]thiadiazol-4-amine.

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

Tikhonova, Tatyana A. published the artcileDevelopment of 1,3-thiazole analogues of imidazopyridines as potent positive allosteric modulators of GABA_A receptors, Recommanded Product: 6-Chlorobenzothiazol-2-ylamine, the publication is Bioorganic Chemistry (2020), 103334, database is CAplus and MEDLINE.

Structure-activity relationship studies were conducted in the search for 1,3-thiazole isosteric analogs of imidazopyridine drugs (Zolpidem, Alpidem). Three series of novel γ-aminobutyric acid receptor (GABA_AR) ligands belonging to imidazo[2,1-b]thiazoles I [R¹ = OMe, NMe₂, OEt; R² = p-chlorophenyl], [R¹ = OMe, R² = p-nitrophenyl] and [R¹ = OEt, R² = o,p-dichlorophenyl], imidazo[2,1-b][1,3,4]thiadiazoles II [R³ = OEt, NMe₂, NPr₂; R⁴ = p-chlorophenyl; R⁵ = Et, iso-Pr, MOM] and benzo[d]imidazo[2,1-b]thiazoles III [R⁶ = NH₂, OEt, NMe₂, NEt₂, NPr₂; R⁷ = Ph, p-fluorophenyl o,p-dimethoxyphenyl, etc.; R⁸ = H, Cl, OMe] were synthesized and characterized as active agents against GABA_AR benzodiazepine-binding site. In each of these series, potent compounds were discovered using a radioligand competition binding assay. The functional properties of highest-affinity compounds III [R⁶ = NH₂, R⁷ = p-chlorophenyl, R⁸ = H] and [R⁶ = NMe₂, R⁷ = o-chlorophenyl, R⁸ = H] as GABA_AR pos. allosteric modulators (PAMs) were determined by electrophysiol. measurements. In-vivo studies on zebrafish demonstrated their potential for the further development of anxiolytics. Using the OECD “Fish, Acute Toxicity Test” active compounds were found safe and non-toxic. Structural bases for activity of benzo[d]imidazo[2,1-b]thiazoles were proposed using mol. docking studies. The isosteric replacement of the pyridine nuclei by 1,3-thiazole, 1,3,4-thiadiazole, or 1,3-benzothiazole in the ring-fused imidazole class of GABA_AR PAMs was showed to be promising for the development of novel hypnotics, anxiolytics, anticonvulsants and sedatives drug-candidates.

Bioorganic 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 C6H4BF4KO, Recommanded Product: 6-Chlorobenzothiazol-2-ylamine.

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

Sambaiah, T. published the artcileSynthesis of N-[2H-[1,2,4]thiadiazolo[3′,2′:2,3]thiazolo[5,4-b]pyridin-2-ylidene]aroylamines, Recommanded Product: 5-Chlorothiazolo[5,4-b]pyridin-2-amine, the publication is Synthetic Communications (1990), 20(3), 355-64, database is CAplus.

The reaction of aminothiazolopyridines I (R = MeO, Cl) with R¹C₆H₄CONCS (R¹ = H, 3-Me, 4-Me, 4-MeO, 2-Cl, 4-Cl) in acetone gave (thiazolopyridinyl)thioureas II. Cyclization of II in the presence of PCl₅ in POCl₃ gave thiadiazolothiazolopyridinylidene)aroylamines III.

Synthetic Communications published new progress about 31784-71-1. 31784-71-1 belongs to thiazole, auxiliary class Other Aromatic Heterocyclic,Chloride,Amine, name is 5-Chlorothiazolo[5,4-b]pyridin-2-amine, and the molecular formula is C6H4ClN3S, Recommanded Product: 5-Chlorothiazolo[5,4-b]pyridin-2-amine.

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

Reddy, Velma Ganga published the artcilePyrazolo-benzothiazole hybrids: synthesis, anticancer properties and evaluation of antiangiogenic activity using in vitro VEGFR-2 kinase and in vivo transgenic zebrafish model, Formula: C7H5ClN2S, the publication is European Journal of Medicinal Chemistry (2019), 111609pp., database is CAplus and MEDLINE.

A series of new pyrazolo-benzothiazole hybrids I [R¹ = H, MeO, F, Cl; R² = H, Me, MeO, F, Cl] was synthesized and screened for their anticancer activity against several cancer cell lines [colon (HT-29), prostate (PC-3), lung (A549), glioblastoma (U87MG)] and normal human embryonic kidney cell line (Hek-293T). Compounds I [R¹ = H, R² = F, Cl; R¹ = F, R² = F, Cl; R¹ = Cl, R² = F, Cl; R¹ = MeO, R² = F, Cl] displayed significant anticancer activity against all tested cancer cell lines and compound I [R¹ = F, R² = Cl] showed most potent activity among the series with IC₅₀ values in the range 3.17-6.77 μM, even better than reference drug axitinib (4.88-21.7 μM). Compound I [R¹ = F, R² = Cl] also showed the strongest growth inhibition in 3D multicellular spheroids of PC-3 and U87MG cells. The mechanism of cellular toxicity in PC-3 cells was found to be cell cycle arrest and apoptosis induction through depolarisation of mitochondrial membrane potential, increased ROS production and subsequent DNA damage. Further, compound I [R¹ = F, R² = Cl] displayed significant in vitro (VEGFR-2 inhibition) and in vivo [transgenic zebrafish Tg(flila:EGFP) model] antiangiogenic properties. Overall, these results provided strong evidence that compound I [R¹ = F, R² = Cl] could be considered for a lead candidate in anticancer and antiangiogenic drug discovery.

European Journal of Medicinal 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, Formula: C7H5ClN2S.

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

Rao, V. Rajeswar published the artcileSynthesis of some new types of 3-coumarinyl-substituted pyrazolopyrimidines and imidazothiazoles, Application of Methyl 2-(2-aminothiazol-4-yl)acetate, the publication is Chemistry of Heterocyclic Compounds (New York, NY, United States) (2008), 44(3), 360-365, database is CAplus.

The treatment of 3-[3-(dimethylamino)-1-oxo-2-propenyl]chromen-2-ones with 3-amino-4-cyanopyrazole gave 7-(2-oxo-2H-chromen-3-yl)pyrazolo[1,5-a]pyrimidine-3-carbonitriles. The reaction of 3-(2-bromoacetyl)coumarins with 2-amino-4-(methoxycarbonylmethyl)thiazole and 2-amino-4-methylthiazole gives Me 2-(6-(2-oxo-2H-chromen-3-yl)imidazo[2,1-b]thiazol-3-yl)acetate and 3-(2-methylimidazo[2,1-b]thiazol-6-yl)-2H-chromen-2-ones, resp.

Chemistry of Heterocyclic Compounds (New York, NY, United States) 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, Application of Methyl 2-(2-aminothiazol-4-yl)acetate.

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