Month: February 2023

Antileukemic agents. 3. Synthesis and antitumor activity of N-(2-chloroethyl)-N-nitrosourea derivatives was written by Nakao, Hideo;Fukushima, Masami;Shimizu, Fusaaki;Arakawa, Masao. And the article was included in Yakugaku Zasshi in 1974.Synthetic Route of C4H6N2S This article mentions the following:

Water-soluble derivatives of N-(2-chloroethyl)-N-nitrosourea RNHCON(NO)CH2CH2Cl (R = pyridylmethyl, pyrimidinylmethyl, quinazolinylmethyl, benzimidazolylethyl, etc.) were prepared and their antitumor activity was tested against leukemia L-1210. Most of these compounds showed a high activity. In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1Synthetic Route of C4H6N2S).

Thiazol-2-ylmethanamine (cas: 55661-33-1) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. There are numerous natural products that possess a thiazole ring with broad pharmacological activities. Thiamine, also known as vitamin B1, possesses a thiazole ring linked with 2-methylpyrimidine-4-amine as hydrochloride salt.Synthetic Route of C4H6N2S

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

Application of the force fields of thiazole and benzene to monophenylthiazoles. Use in the determination of dihedral angles was written by Conte, M.;Lafon, J.;Avignon, T.;Metzger, J.. And the article was included in Journal of Molecular Structure in 1976.Recommanded Product: 1826-13-7 This article mentions the following:

Vibrational force fields of thiazole and benzene were applied to monophenylthiazoles. Calculations for the normal modes by Wilson’s method are in good agreement with the vibrational frequency data and assignments. The values of the dihedral angles were approx. 40° for 2-phenylthiazole and 45° for 4-phenyl- and 5-phenylthiazole. These values of the dihedral angle are confirmed by calculations using EHMO except for the case of 4-phenylthiazole, for which the value is disputed. In the experiment, the researchers used many compounds, for example, 5-Phenylthiazole (cas: 1826-13-7Recommanded Product: 1826-13-7).

5-Phenylthiazole (cas: 1826-13-7) belongs to thiazole derivatives. Thiazoles in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications. There are numerous natural products that possess a thiazole ring with broad pharmacological activities. Thiamine, also known as vitamin B1, possesses a thiazole ring linked with 2-methylpyrimidine-4-amine as hydrochloride salt.Recommanded Product: 1826-13-7

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

Synthesis and properties of 2-acetamino-4,5-di(p-nitrophenyl)thiazole and 2-amino-4,5-di(p-nitrophenyl)thiazole was written by Chang, Junli;Zhao, Lei;Sun, Junmei;Wang, Shimin;Chen, Zuxing;Zhang, Ganbing. And the article was included in Hubei Daxue Xuebao, Ziran Kexueban in 1999.Reference of 6318-74-7 This article mentions the following:

In order to resolve the problem of the bad clarity and low deposit temperature of the organic nonlinear optical mol., 2-acetamino-4,5-di(p-nitrophenyl)thiazole and 2-amino-4,5-di(p-nitrophenyl)thiazole were designed and synthesized. The thermal and optical properties of them were analyzed. It was found that the clarity and deposit temperature of them were much better. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Reference of 6318-74-7).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Reference of 6318-74-7

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

Cyclization products from amino-substituted Bunte salts was written by Caldwell, J. B.;Milligan, Brian;Swan, J. M.. And the article was included in Journal of the Chemical Society in 1963.Electric Literature of C13H10N2S This article mentions the following:

PhNCS (I) (14 g.) 8.0 g. H₂NCH₂CH₂SSO₃H (Ia), and 100 ml. 50% aqueous C₅H₅N stirred vigorously 1.5 hrs., the pH maintained at 9 by the addition of 10% NaOH, the whole evaporated in vacuo, and the residue extracted with boiling EtOH gave 9.0 g. PhNHCSNHCH₂CH₂SSO₃Na (II), m. 177° (decomposition). To 2.75 g. II in 25 ml. H₂O at 0° was added 25 ml. 10N HCl, the whole swept 1 hr. with N, and the pH adjusted to 7 to give 3-anilino-5,6-dihydro-1,2,4-dithiazine (III); picrate m. 195-9° (decomposition). Similarly, I and o-H₂NC₆H₄SSO₃H (IV) gave 76% IVa (R = H, R¹ = PhNH), m. 160° (C₆H₆); I and 2,5-H₂N(Me₂N)C₆H₃SSO₃H (V) gave 51% IVa (R = Me₂N, R¹ = PhNH), m. 173°; MeNCS (VI) and IV gave 56% IVa (R = H, R¹ = MeNH), m. 139-40° (CCl₄); VI and V gave 65% IVa (R = Me₂N, R¹ = MeNH), m. 148-50° (petr. ether). IV (1 g.), 5 ml. CS₂, and 20 ml. 1:1 C₅H₅N-5% aqueous Na₂CO₃ refluxed 0.5 hr. gave 80% IVa (R = H, R¹ = SH), m. 181°; V and CS₂ gave IVa (R = Me₂N, R¹ = SH), m. 234°; and Ia and CS₂ gave 2-thiazoline-2-thiol, m. 105-6°. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Electric Literature of C13H10N2S).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). The nitrogen in thiazole is sp2 hybridized and the lone pair of electrons localized on the nitrogen is less reactive due to increased aromatic character and decreased basicity. It is protonated and alkylated/acylated at nitrogen forming hydrochloride and quaternary thiazolium salt.Electric Literature of C13H10N2S

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

Carbene structure of stable acyl (formyl) anion equivalents was written by Hilf, Christof;Bosold, Ferdinand;Harms, Klaus;Lohrenz, John C. W.;Marsch, Michael;Schimeczek, Michael;Boche, Gernot. And the article was included in Chemische Berichte/Recueil in 1997.Application In Synthesis of 5-Phenylthiazole This article mentions the following:

3-Lithiated 4-tert-butylimidazol-2-ylidene and 4-tert-butylthiazol-2-ylidene as well as the ZnBr species of the latter are shown to be stable carbenes by x-ray crystal structure determination The crystal data are confirmed by ¹³C NMR in solution and quantum-chem. calculations The exceptional stability of these acyl anion equivalent is due to the p(π) stabilization of the carbene C atoms by the adjacent amino (thio) substituents, as is also the case in structurally related stable carbenes recently isolated for the first time by A. J. Arduengo III et al., and in stable nitrenium ions. In the experiment, the researchers used many compounds, for example, 5-Phenylthiazole (cas: 1826-13-7Application In Synthesis of 5-Phenylthiazole).

5-Phenylthiazole (cas: 1826-13-7) belongs to thiazole derivatives. Thiazole is a five-membered, unsaturated, planar, π-excessive heteroaromatic containing one sulfur atom and one pyridine-type nitrogen atom at position 3 of the cyclic ring system.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Application In Synthesis of 5-Phenylthiazole

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

Ionization constants of 5- and 6-substituted benzothiazolones was written by Antonova, A.;Simov, D.. And the article was included in Monatshefte fuer Chemie in 1976.Name: 6-Chlorobenzo[d]thiazol-2(3H)-one This article mentions the following:

The ionization constants of benzothiazolone and its 5- and 6-substituted derivatives in 20 volume% EtOH are determined spectrophotometrically. The influence of the polar effects of the substituents on the ionization of the benzothiazolone is due mainly to the induction effect, confirmed by the correlation between exptl. pKa values and the Taft σ0-constants of the substituents. In the experiment, the researchers used many compounds, for example, 6-Chlorobenzo[d]thiazol-2(3H)-one (cas: 62266-81-3Name: 6-Chlorobenzo[d]thiazol-2(3H)-one).

6-Chlorobenzo[d]thiazol-2(3H)-one (cas: 62266-81-3) belongs to thiazole derivatives. The thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone. Thiazole sulfonation occurs only under forcing conditions: the action of oleum at 250 °C for 3 hours in the presence of mercury(II) sulfate leads to 65% formation of 5-thiazole sulfonic acid.Name: 6-Chlorobenzo[d]thiazol-2(3H)-one

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

Inhibitors of Ketohexokinase: Discovery of Pyrimidinopyrimidines with Specific Substitution that Complements the ATP-Binding Site was written by Maryanoff, Bruce E.;O’Neill, John C.;McComsey, David F.;Yabut, Stephen C.;Luci, Diane K.;Jordan, Alfonzo D.;Masucci, John A.;Jones, William J.;Abad, Marta C.;Gibbs, Alan C.;Petrounia, Ioanna. And the article was included in ACS Medicinal Chemistry Letters in 2011.Category: thiazole This article mentions the following:

Attenuation of fructose metabolism by the inhibition of ketohexokinase (KHK; fructokinase) should reduce body weight, free fatty acids, and triglycerides, thereby offering a novel approach to treat diabetes and obesity in response to modern diets. We have identified potent, selective inhibitors of human hepatic KHK within a series of pyrimidinopyrimidines (1). For example, 8, 38, and 47 exhibited KHK IC₅₀ values of 12, 7, and 8 nM, resp., and also showed potent cellular KHK inhibition (IC₅₀ < 500 nM), which relates to their intrinsic potency vs KHK and their ability to penetrate cells. X-ray cocrystal structures of KHK complexes of 3, 8, and 47 revealed the important interactions within the enzyme’s ATP-binding pocket. In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1Category: thiazole).

Thiazol-2-ylmethanamine (cas: 55661-33-1) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Category: thiazole

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

Growth competition between Microcystis aeruginosa and Quadrigula chodatii under controlled conditions was written by Zhang, Ping;Zhai, Chunmei;Wang, Xiaoxian;Liu, Changhong;Jiang, Jihong;Xue, Yarong. And the article was included in Journal of Applied Phycology in 2013.Synthetic Route of C13H10N2S This article mentions the following:

Cyanobacteria are the dominant bloom-forming species in Lake Taihu. Understanding the competition among algae is important to control strategies for bloom formation and outbreaks in freshwater ecosystems. In this study, we demonstrate that the cyanobacterium Microcystis aeruginosa PCC7820 and the green alga Quadrigula chodatii FACHB-1080 exhibit a strong competitive inhibitory relationship under co-culture conditions, with the latter strain inhibiting the former. Several factors influence the competitive relationship between the two species, including nutrition, temperature, and organic/inorganic compounds Q. chodatii strongly inhibited M. aeruginosa growth through the inhibition of nitrogen utilization during co-culture. Temperature was also an influential determinant of the competition capacity between the two species under eutrophic conditions: at lower temperatures (15 °C), M. aeruginosa grew better than Q. chodatii, but the difference was not significant (p > 0.05), whereas at higher temperatures (25 °C, 35 °C), Q. chodatii grew significantly better than M. aeruginosa (p < 0.05). Furthermore, the Q. chodatii filtrate strongly inhibited the growth of M. aeruginosa. An anal. of the crude extracts of the algae culture filtrates from uni- and co-cultures using gas chromatog. mass spectrometry (GC/MS) indicated that algal metabolites, such as di-Bu phthalate and beta-sitosterol, might play a key role in the competition between algae. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Synthetic Route of C13H10N2S).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. Thiazole is a five-membered, unsaturated, planar, π-excessive heteroaromatic containing one sulfur atom and one pyridine-type nitrogen atom at position 3 of the cyclic ring system. Electrophilic attack at nitrogen depends on the presence of electron density at nitrogen as well as the position and nature of substituent linked to the thiazole ring.Synthetic Route of C13H10N2S

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

Total synthesis and biological evaluation of tambjamine K and a library of unnatural analogs was written by Aldrich, Leslie N.;Stoops, Sydney L.;Crews, Brenda C.;Marnett, Lawrence J.;Lindsley, Craig W.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2010.HPLC of Formula: 55661-33-1 This article mentions the following:

The first total synthesis of tambjamine K (I) and a library of unnatural analogs was disclosed. Unnatural analogs were shown to be more potent in viability, proliferation, and invasion assays than the natural product in multiple cancer cell lines, with minimal to no cytotoxicity on non-transformed cell lines. In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1HPLC of Formula: 55661-33-1).

Thiazol-2-ylmethanamine (cas: 55661-33-1) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. There are numerous natural products that possess a thiazole ring with broad pharmacological activities. Thiamine, also known as vitamin B1, possesses a thiazole ring linked with 2-methylpyrimidine-4-amine as hydrochloride salt.HPLC of Formula: 55661-33-1

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

Amine α-heteroarylation via photoredox catalysis: a homolytic aromatic substitution pathway was written by Prier, Christopher K.;MacMillan, David W. C.. And the article was included in Chemical Science in 2014.Category: thiazole This article mentions the following:

The direct α-heteroarylation of tertiary amines has been accomplished via photoredox catalysis to generate valuable benzylic amine pharmacophores. A variety of five- and six-membered chloroheteroarenes are shown to function as viable coupling partners for the α-arylation of a diverse range of cyclic and acyclic amines. Evidence is provided for a homolytic aromatic substitution mechanism, in which a catalytically-generated α-amino radical undergoes direct addition to an electrophilic chloroarene. In the experiment, the researchers used many compounds, for example, 2-Chloro-5-phenylthiazole (cas: 329794-40-3Category: thiazole).

2-Chloro-5-phenylthiazole (cas: 329794-40-3) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. The pyridine-type nitrogen in the thiazole ring deactivates the ring for electrophilic substitution reactions, which is further reduced in acid due to protonation of the thiazole ring.Category: thiazole

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