Category: 1003-32-3

Dessi, Alessio; Calamante, Massimo; Mordini, Alessandro; Zani, Lorenzo; Taddei, Maurizio; Reginato, Gianna published the artcile< Microwave-activated synthesis of thiazolo[5,4-d]thiazoles by a condensation/oxidation sequence>, Formula: C4H3NOS, the main research area is thiazolothiazole microwave preparation condensation oxidation.

A microwave-assisted preparation of sym. thiazolo[5,4-d]thiazoles from the corresponding aldehydes is presented. The two-step reaction sequence comprises the condensation of aldehydes with dithiooxamide followed by oxidation/aromatization with 1,4-benzoquinone derivatives The new procedure provides the desired products in good yields and in most cases allows reduction of the excess of aldehyde employed in the process compared to previous methodologies. For the first time, application of the reaction both on aromatic and aliphatic aldehydes is demonstrated.

RSC Advancespublished new progress about Aliphatic aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Formula: C4H3NOS.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Ospanov, Meirambek; Sulochana, Suresh P.; Paris, Jason J.; Rimoldi, John M.; Ashpole, Nicole; Walker, Larry; Ross, Samir A.; Shilabin, Abbas G.; Ibrahim, Mohamed A. published the artcile< Identification of an Orally Bioavailable, Brain-Penetrant Compound with Selectivity for the Cannabinoid Type 2 Receptor>, Application of C4H3NOS, the main research area is pyrrolobenzodiazepine preparation neuroinflammation cannabinoid receptor antineurodegenerative activity pharmacokinetic property; cannabinoid receptors CB1/CB2; central nervous system (CNS); neurodegenerative diseases; neuroinflammation; pharmacokinetics (PK); pyrrolobenzodiazepines; radioligand binding assay.

Modulation of the endocannabinoid system (ECS) is of great interest for its therapeutic relevance in several pathophysiol. processes. The CB2 subtype is largely localized to immune effectors, including microglia within the central nervous system, where it promotes anti-inflammation. Recently, a rational drug design toward precise modulation of the CB2 active site revealed the novelty of Pyrrolo[2,1-c][1,4]benzodiazepines tricyclic chemotype with a high conformational similarity in comparison to the existing leads. These compounds are structurally unique, confirming their chemotype novelty. In our continuing search for new chemotypes as selective CB2 regulatory mols., following SAR approaches, a total of 17 selected (S,E)-11-[2-(arylmethylene)hydrazono]-PBD analogs were synthesized and tested for their ability to bind to the CB1 and CB2 receptor orthosteric sites. A competitive [3H]CP-55,940 binding screen revealed five compounds that exhibited >60% displacement at 10 μM concentration Further concentration-response anal. revealed two compounds, 4k and 4q, as potent and selective CB2 ligands with sub-micromolar activities (Ki = 146 nM and 137 nM, resp.). In order to support the potential efficacy and safety of the analogs, the oral and i.v. pharmacokinetic properties of compound 4k were sought. Compound 4k was orally bioavailable, reaching maximum brain concentrations of 602 ± 162 ng/g (p.o.) with an elimination half-life of 22.9 ± 3.73 h. Whether administered via the oral or i.v. route, the elimination half-lives ranged between 9.3 and 16.7 h in the liver and kidneys. These compounds represent novel chemotypes, which can be further optimized for improved affinity and selectivity toward the CB2 receptor.

Moleculespublished new progress about Anti-neurodegenerative agents. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Application of C4H3NOS.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Rashmi, S. V.; Sandhya, N. C.; Raghava, B.; Kumara, M. N.; Mantelingu, K.; Rangappa, K. S. published the artcile< Trifluoroethanol as a metal-free, homogeneous, and recyclable medium for the efficient one-pot synthesis of dihydropyrimidones>, Recommanded Product: Thiazole-5-carboxyaldehyde, the main research area is dihydropyrimidone preparation; aldehyde ketoester urea multicomponent condensation trifluoroethanol catalyst.

Trifluoroethanol is an efficient and recyclable medium in promoting one-pot, three-component condensation reactions of β-ketoesters, aldehydes, and urea (or thiourea) to afford the corresponding dihydropyrimidones in good yields. This protocol does not require the use of an acid or base catalyst.

Synthetic Communicationspublished new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Recommanded Product: Thiazole-5-carboxyaldehyde.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1003-32-3,Thiazole-5-carboxyaldehyde,as a common compound, the synthetic route is as follows.

General procedure: To a mixture of imidazole (0.1 mol), (furan-2-ylmethylidene)hydrazine (0.1 mol), and 4-subsituted benzaldehyde (0.1 mol) in 30 cm3 of EtOH was added Cu(Phen)Cl2(10 mol %) at room temperature. The reaction mixture was refluxed for 5 h. The reaction was checked by TLC, and then the solvent was removed under reduced pressure. The final product was purified by flash column chromatography on silica gel using n-hexane/EtOAc., 1003-32-3

The synthetic route of 1003-32-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Alaklab, Abdullah; Surendra Kumar, Radhakrishnan; Ahamed, Anis; Arif, Ibrahim A.; Manilal, Aseer; Idhayadhulla, Akbar; Monatshefte fur Chemie; vol. 148; 2; (2017); p. 275 – 290;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

1003-32-3, Thiazole-5-carboxyaldehyde is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A. Hydrazone of 5-thiazolecarboxaldehyde and t-butylcarbazate Using the procedure of Example 1D, but replacing benzaldehyde with 5-thiazolecarboxaldehyde (Dondoni, et. al., Synthesis, 998(1987)), provided the desired compound., 1003-32-3

The synthetic route of 1003-32-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Abbott Laboratories; US5461067; (1995); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

1003-32-3, Thiazole-5-carboxyaldehyde is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1-(5-thiazolyl)-3-cyclohexylpropan-1-ol A solution of thiazole-5-carboxaldehyde (2.31 g, 20.4 mmol) in 20 mL of in THF was added to a cold (0 C.) solution of 2-cyclohexylethylmagnesium bromide (prepared from 2-bromoethylcyclohexane (7.88 g) and magnesium turnings (1.22 g)) in 30 mL of ethyl ether and the mixture stirred 30 minutes. The cold bath was removed and the mixture stirred for 2 hours more and then quenched by the addition of 3N aqueous HCl. The solution was stirred until 2 clear phases resulted and then the layers were separated. The pH of the aqueous phase was adjusted to 4 with 2M aqueous sodium carbonate and then extracted with 3 portions of ethyl acetate. All the organic phases were combined and washed with brine, dried, filtered and concentrated. The residue was purified by column chromatography on silica gel (125 g, 50% ethyl acetate/hexanes) to provide 2.69 g (58%) of the title compound. MS (DCI, NH3): 226 (MH+); 243 (M+NH4)+.

1003-32-3, As the paragraph descriping shows that 1003-32-3 is playing an increasingly important role.

Reference£º
Patent; University of Pittsburgh; US6204293; (2001); B1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

1003-32-3, Thiazole-5-carboxyaldehyde is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 5A 2-Amino-6-sulphanyl-4-(1,3-thiazol-5-yl)pyridine-3,5-dicarbonitrile 1.14 g (9.539 mmol) of 5-thiazolecarboxaldehyde and 1.91 g (19.077 mmol) of cyanothioacetamide are initially charged in 20 ml of ethanol, 2.097 ml (19.077 mmol) of 4-methylmorpholine are added and the mixture is heated under reflux for 4 hours. The mixture is then stirred at room temperature for 20 hours. The reaction mixture is concentrated and the residue is purified on silica gel (mobile phase: methylene chloride/methanol 100:0?10:1). The product-containing fractions are concentrated and the residue is triturated with acetonitrile. The solid is filtered off and dried under high vacuum. This gives 920 mg (37% of theory) of the target compound. 1H-NMR (400 MHz, DMSO-d6): delta=9.31 (s, 1H), 8.16 (s, 1H), 7.50-6.99 (s br, 2H). LC-MS (Method 2): Rt=1.29 min; MS (ESIpos): m/z=260 [M+H]+., 1003-32-3

The synthetic route of 1003-32-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BAYER SCHERING AKTIENGESELLSCHAFT; US2011/136871; (2011); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1003-32-3,Thiazole-5-carboxyaldehyde,as a common compound, the synthetic route is as follows.

A solution of (2,6-di-tert-butyl-4H-pyran-4yl)tributylphosphonium perchlorate 1b (607 mg, 1.23 mmol) in anhydrous THF (10 mL) was prepared, purged with argon and cooled to -78 C. To this solution, n-BuLi (1.6 M in hexanes) (0.77 mL, 1.59 mmol) was added dropwise and the resulting mixture was stirred for 15 min. Then thiazole-5-carbaldehyde 4 (86 mg, 0.94 mmol) in anhydrous THF (7 mL) was added dropwise and the mixture was progressively heated to reach 0 C during 4 h. Saturated NH4Cl solution was added to quench the reaction and the solvent was evaporated under reduce pressure. The organic layer was extracted with dichloromethane, washed with water and dried over anhydrous MgSO4. After removal of the solvent, the product was purified by alumina column chromatography (30% ethyl acetate in hexanes). Yield: orange solid (219 mg, 0.75 mmol; 88%). Mp 60-61 C. IR (KBr): cm-1 1577 (C=C). 1H NMR (300 MHz, CD2Cl2): delta (ppm) 8.52 (s, 1H), 7.63 (s, 1H), 6.23 (d, J = 2.0 Hz, 1H), 5.81 (s, 1H), 5.69 (d, J = 2.0 Hz, 1H), 1.24 (s, 9H), 1.20 (s, 9H). 13C NMR (75 MHz, CD2Cl2): delta (ppm) 165.7, 163.2, 148.8, 140.2, 137.2, 131.9, 104.6, 99.9, 98.9, 36.2, 35.7, 28.2, 28.1. HRMS (ESI+): m/z calcd for [C17H24NOS]+: 290.1573, found: 290.1577., 1003-32-3

The synthetic route of 1003-32-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Perez Tejada, Raquel; Pelleja, Laia; Palomares, Emilio; Franco, Santiago; Orduna, Jesus; Garin, Javier; Andreu, Raquel; Organic electronics; vol. 15; 11; (2014); p. 3237 – 3250;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

1003-32-3, Thiazole-5-carboxyaldehyde is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 3:Ammonium formate (8.75 g), thiazole-5-carbaldehyde (5.23 g), and isonitrile 3 (12.0 g) were dissolved in MeOH (100 mL) and heated to reflux for 4 h. The solution was concentrated to approximately 20 mL of MeOH and EtOAc (200 mL) was added. The mixture was filtered and the solvent evaporated to yield a light brown solid. Trituration with ether provided a white solid (5.70 g), which was used without further purification in the following step. MS (ESI) 350 (M+H)., 1003-32-3

The synthetic route of 1003-32-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SCHERING CORPORATION; N. V. ORGANON; HO, Ginny, D.; SEGANISH, William, M.; TULSHIAN, Deen, B.; TIMMERS, Cornelis Marius; RIJN, Rachel Deborah Van; LOOZEN, Hubert Jan Jozef; WO2011/8597; (2011); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1003-32-3,Thiazole-5-carboxyaldehyde,as a common compound, the synthetic route is as follows.

4-[(3-Carbamoylphenyl)(piperidin-4-yliden e)methyl]-N, N-dimethylbenzamide (40 mg, 11 mmcl) and1,3-thiazole-5-carbaldehyde (13.7 mg, 0.12 mmcl) were dissolved in dichloroethane (1.5 mL). Acetic acid (6.3 pL, 0.11 mmol) was added and the reaction was stirred for 10 minutes at room temperature before NaBH(OAc)3 (37.3 mg, 0.18 mmol) was added. The reaction mixture was stirred at room temperature for 2 days. Methylene chloride (1 mL) was added and the mixture waswashed with water (1 mL). The water phase was extracted with methylene chloride (1 mL x 3). The combined organic phases were dried with Na2SO4, filtered and evaporated. The crude product was purified by preparative HPLC (25 to 65% CH3CN in 50 mM NH4HCO3(aq)) to give the title compound (8.2 mg, 16% yield) as a white solid. MS ESI m/z 461 [M+H]., 1003-32-3

As the paragraph descriping shows that 1003-32-3 is playing an increasingly important role.

Reference£º
Patent; PHARMNOVO AB; VON MENTZER, Bengt; STARKE, Ingemar; BRANDT, Peter; (20 pag.)WO2016/99393; (2016); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica