Day: January 6, 2023

[Chemical-induced polycyst with renal tumor and expression of 8-OHdG in kidney tissue]. was written by Huang, X;Wang, X;Zhu, J;Hou, S;Dong, J. And the article was included in Zhonghua wai ke za zhi [Chinese journal of surgery] in 2000.Application of 6318-74-7 This article mentions the following:

OBJECTIVE: To induce the rat model of polycyst with renal tumor and investigate the expression of 8-OHdG in the kidney tissues. METHODS: The rat model of polycyst with renal tumor, similar to human acquired cystic disease of the kidney (ACDK), was induced by oral administration of 2-amino-4, 5-diphenylthiazole (DPT) and N-nitrosomorpholine (NNM). Immunohistochemical method (LSAB) was used to assay the expression of 8-hydroxydeoxyguanosine (8-OHdG) in the rat kidney tissue. RESULTS: Three of 10 rats in the NNM group had renal solid adenomatous lesions. Bilateral polycysts were observed in all 9 rats of the DPT/NNM group. Seven of the 9 rats had cystic multistage renal tumor. In the DPT/NNM group, 4 rats had cystic adenomatous lesions, but none in the other groups showed this lesion. In the model, adenomatous lesions derived from polycysts in the rats were closely consistent to human ACDK in morphology. The significant expression of 8-OHdG was found on renal tubular cell, cystic epithelial cell, stromal cell and tumor cell in all rats of the NNM and DPT/NNM group. CONCLUSION: A rat model of polycysts with renal tumor, similar to human ACDK, induced by DPT and NNM provides evidences for further study on pathogenic mechanism in human ACDK with renal cell carcinoma. The expression of 8-OHdG, a DNA damage marker, in the renal tissues of rat model might help to explain the mechanism of cysticogenesis and carcinogenesis in human ACDK. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Application of 6318-74-7).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) belongs to thiazole derivatives. The higher aromaticity of thiazole is due to delocalization of a lone pair of sulfur electrons across the ring, which is evidenced by chemical shifts of ring hydrogen at δ 7.27 and 8.77 ppm (C2 and C4), indicating diamagnetic ring current. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Application of 6318-74-7

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

Copper-Catalyzed Thiolation of Terminal Alkynes Employing Thiocyanate as the Sulfur Source Leading to Enaminone-Based Alkynyl Sulfides under Ambient Conditions was written by R., Chandran;Pise, Ashwini;Shah, Suraj Kumar;D., Rahul;V., Suman;Tiwari, Keshri Nath. And the article was included in Organic Letters in 2020.SDS of cas: 6294-52-6 This article mentions the following:

A highly efficient protocol for copper-catalyzed thio-alkynylation of enaminone-based thiocyanates with terminal alkynes under mild conditions has been developed. This scalable amino group-directed thio-alkynylation proceeds in the open air with a broad substrate scope and an excellent yield. The demonstrated synthetic transformation creates the opportunity for a wide variety of sulfur-containing useful materials. Gram-scale synthesis and further synthetic transformations of alkynyl sulfides highlight the potential utility of the method. In the experiment, the researchers used many compounds, for example, 5,6-Dimethoxybenzo[d]thiazol-2-amine (cas: 6294-52-6SDS of cas: 6294-52-6).

5,6-Dimethoxybenzo[d]thiazol-2-amine (cas: 6294-52-6) 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. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.SDS of cas: 6294-52-6

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

radicAl rEactivity in thiazoles. i. comparison of the reactivity of thiazole, mono- and dialkylthiazoles and mono- and diphenylthiazoles in was written by Vernin, Gaston;Dou, Henri J. M.;Metzger, Jacques. And the article was included in Bulletin de la Societe Chimique de France in 1967.SDS of cas: 1826-13-7 This article mentions the following:

The radical reactivity in thiazoles (I) was studied by examining the products formed by the decomposition of Bz2O2 in I. Thus, thiazole (85 g.) was treated with 10 g. Bz2O2 20 hrs. at 78°, according to method described by G. Vernin and J. Metzger (1963), to give the following compounds: CO2 0.5, BzOH and phenylbenzoic acid 7, basic fractions (containing phenylthiazoles 80, dithiazolyls 15, and others 5%) 1, and resins 1 g. 4-Methylthiazole and 2,4-dimethylthiazole were treated similarly and showed an increase in the formation of secondary products due to the dimerization of thiazolyl methylene radical produced. The determination of I isomers in the basic fraction at position 2, 4, and 5 was carried out by gas chromatog. using 5% diethylene glycol succinate at 200° or by Al2O3 column using C6H6 as eluant. Column chromatog. gave 4 sep. fractions: the 1st was rich in 2-phenyl- and 4-phenylthiazole (II); the 2nd contained 2,2′- and 2,5′-dithiazolyls; the 3rd contained 5-phenylthiazole (III); and the 4th (eluted by 10% MeOH in C6H6) contained polythiazolyls, polyphenylthiazoles, and hydroxythiazoles. The 3 first fraction isomers were further separated by gas chromatog. using by 10% Carbowax 20M. The effect of temperature and Bz2O2 concentration on the % of phenylthiazole isomers was studied at 80-115° and 0.01-0.1 mole Bz2O2/mole I. The results show the highest percentages of II and III were obtained at 115-20° and 0.1 mole Bz2O2. The phenylation of I was also carried out in presence of AcOH. The results showed an increased activity of position 2 of the ring. The steric effect of substituents at the 2 and 4 position of thiazole ring on % isomers and radical reactivity was examined in acidic and neutral media. Radical phenylation of thiazole-2-d was carried in acid media. No isotopic effect was shown on % of 4- and 5- isomers. The phenylation of phenylthiazoles was carried in acidic and neutral media in the presence of 0.001 mole Bz2O2. The results showed that the decomposition of Bz2O2 in both media is the same. The following are % triphenylthiazoles obtained from 2,4-diphenylthiazole 17, 2,5-diphenylthiazole 3, and 4,5-diphenylthiazole 25%. The relative rates of arylation of I were determined by the competitive Ingold method using 5% Bz2O2 solutions and PhNO2 as a reference substrate at 120° in both acidic and neutral media. The reaction products were analyzed by gas chromatog. using Silicone SE-30 and Carbowax 20M columns. The % of nitrobiphenyls and phenylthiazoles were determined by Bartlet and Smith method (1960). The results showed the exptl. reactivity of I in phenylation reactions are in the order of -5>-2>-4 positions in the ring. In the experiment, the researchers used many compounds, for example, 5-Phenylthiazole (cas: 1826-13-7SDS of cas: 1826-13-7).

5-Phenylthiazole (cas: 1826-13-7) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). 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.SDS of cas: 1826-13-7

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

Synthesis and SAR study of novel 7-(pyridinium-3-yl)-carbonyl imidazo[5,1-b]thiazol-2-yl carbapenems was written by Maruyama, Takahisa;Kano, Yuko;Yamamoto, Yasuo;Kurazono, Mizuyo;Iwamatsu, Katsuyoshi;Atsumi, Kunio;Shitara, Eiki. And the article was included in Bioorganic & Medicinal Chemistry in 2007.Related Products of 55661-33-1 This article mentions the following:

A new series of 1β-Me carbapenems, possessing a 7-substituted imidazo[5,1-b]thiazol-2-yl group directly attached to the C-2 position of the carbapenem nucleus, was synthesized and evaluated for antibacterial activity. These compounds showed potent activities against Gram-pos. bacteria, in particular methicillin-resistant Staphylococcus aureus (MRSA) and penicillin-resistant Streptococcus pneumoniae (PRSP). They also exhibited potent activity against β-lactamase-neg. ampicillin-resistant Haemophilus influenzae (BLNAR). In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1Related Products of 55661-33-1).

Thiazol-2-ylmethanamine (cas: 55661-33-1) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. 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.Related Products of 55661-33-1

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

Development of Glucose Regulated Protein 94-Selective Inhibitors Based on the BnIm and Radamide Scaffold was written by Crowley, Vincent M.;Khandelwal, Anuj;Mishra, Sanket;Stothert, Andrew R.;Huard, Dustin J. E.;Zhao, Jinbo;Muth, Aaron;Duerfeldt, Adam S.;Kizziah, James L.;Lieberman, Raquel L.;Dickey, Chad A.;Blagg, Brian S. J.. And the article was included in Journal of Medicinal Chemistry in 2016.Related Products of 55661-33-1 This article mentions the following:

(Arylmethyl)imidazolylethyl chlorodihydroxybenzoates I (R = Ph, 4-FC₆H₄, 4-ClC₆H₄, 4-BrC₆H₄, 4-IC₆H₄, 4-MeC₆H₄, 4-EtC₆H₄, 4-i-PrC₆H₄, 4-NCC₆H₄, 4-HCCC₆H₄, 4-F₃CC₆H₄, 4-PhC₆H₄, 4-MeOC₆H₄, 3,4-Cl₂C₆H₃, 1-naphthyl, 2-naphthyl, 5-quinolinyl, 3-FC₆H₄, 3-ClC₆H₄, 3-BrC₆H₄, 3-IC₆H₄, 3-MeOC₆H₄, 3-MeC₆H₄, 3-PhC₆H₄, 2-FC₆H₄, 2-ClC₆H₄, 2-BrC₆H₄, 2-MeC₆H₄, 2-H₂NC₆H₄, 2-MeOC₆H₄, 2-EtC₆H₄, 2-EtOC₆H₄, 2-i-PrOC₆H₄, 2-n-PrOC₆H₄, 2-F₃CC₆H₄, 2-MeO-4-MeC₆H₃, 3-furanyl, 2-furanyl, 5-Me-2-furanyl, 5-Cl-2-furanyl, 3,5-dimethyl-2-furanyl, 2-thienyl, 3-thienyl, 5-Me-2-thienyl, 5-Cl-2-thienyl, 4-Cl-2-thienyl, 3-Cl-2-thienyl, 5-isoxazolyl, 2-thiazolyl, 3-vinyl-2-thienyl, 3-vinyl-2-furanyl, 3-Et-2-thienyl, 2-pyridinyl, 3-pyridinyl, 4-pyridinyl, 5-pyrimidinyl) were prepared as selective inhibitors of glucose regulated protein 94 (Grp94), the endoplasmic reticulum-resident isoform of the heat shock protein 90 (Hsp90), for potential use in the treatment of glaucoma and cancer; the effect of the aryl substituents on Grp94 binding and selectivity was determined I were prepared by the cyclocondensation of a bissilylated chloro(oxopropyl)dihydroxybenzoate with glyoxal and arylmethylamines RCH₂NH₂ (R = Ph, 4-FC₆H₄, 4-ClC₆H₄, 4-BrC₆H₄, 4-IC₆H₄, 4-MeC₆H₄, 4-EtC₆H₄, 4-i-PrC₆H₄, 4-NCC₆H₄, 4-HCCC₆H₄, 4-F₃CC₆H₄, 4-PhC₆H₄, 4-MeOC₆H₄, 3,4-Cl₂C₆H₃, 1-naphthyl, 2-naphthyl, 5-quinolinyl, 3-FC₆H₄, 3-ClC₆H₄, 3-BrC₆H₄, 3-IC₆H₄, 3-MeOC₆H₄, 3-MeC₆H₄, 3-PhC₆H₄, 2-FC₆H₄, 2-ClC₆H₄, 2-BrC₆H₄, 2-MeC₆H₄, 2-H₂NC₆H₄, 2-MeOC₆H₄, 2-EtC₆H₄, 2-EtOC₆H₄, 2-i-PrOC₆H₄, 2-n-PrOC₆H₄, 2-F₃CC₆H₄, 2-MeO-4-MeC₆H₃, 3-furanyl, 2-furanyl, 5-Me-2-furanyl, 5-Cl-2-furanyl, 3,5-dimethyl-2-furanyl, 2-thienyl, 3-thienyl, 5-Me-2-thienyl, 5-Cl-2-thienyl, 4-Cl-2-thienyl, 3-Cl-2-thienyl, 5-isoxazolyl, 2-thiazolyl, 3-vinyl-2-thienyl, 3-vinyl-2-furanyl, 3-Et-2-thienyl, 2-pyridinyl, 3-pyridinyl, 4-pyridinyl, 5-pyrimidinyl) followed by desilylation. I (R = 2-MeO-4-MeC₆H₃CH₂, 5-chloro-2-furanylmethyl) were tested as inhibitors of cell migration in a cancer metastasis model and for their enhancement of the degradation of mutants of the protein myocilin in a glaucoma model. The structures of the lead compound radamide bound to Hsp82 and Grp94 and of I (R = 5-chloro-2-furanyl) bound to the N-terminal domain of Hsp94 lacking its acidic linker were determined by X-ray crystallog. In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1Related Products of 55661-33-1).

Thiazol-2-ylmethanamine (cas: 55661-33-1) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Related Products of 55661-33-1

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

Identification and SAR of selective inducible nitric oxide synthase (iNOS) dimerization inhibitors was written by Gahman, Timothy C.;Herbert, Mark R.;Lang, Henk;Thayer, Angie;Symons, Kent T.;Nguyen, Phan Manh;Massari, Mark E.;Dozier, Sara;Zhang, Yan;Sablad, Marciano;Rao, Tadimeti S.;Noble, Stewart A.;Shiau, Andrew K.;Hassig, Christian A.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2011.Safety of Thiazol-2-ylmethanamine This article mentions the following:

A series of imidazole containing thiadiazoles and pyrimidines has been designed and synthesized as dimerization inhibitors of inducible nitric oxide synthase (iNOS). The necessity of key imidazole and piperonyl functionality was demonstrated, and SAR studies led to the identification of compound I, which showed a dose dependent inhibition in multiple pain models, including tactile allodynia induced by spinal nerve ligation (Chung model). In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1Safety of Thiazol-2-ylmethanamine).

Thiazol-2-ylmethanamine (cas: 55661-33-1) 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. Thiazole is a versatile building block for the construction and lead generation of new drug discoveries. Numerous diazole-based compounds are in clinical use as anticancer, antileukemic, antiinflammatory, antiviral, antifungal, antirheumatic, immunomodulator, and antiparasitic agents.Safety of Thiazol-2-ylmethanamine

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

A new asymmetric synthesis of (S)-dolaphenine and its heteroaromatic congeners utilizing (+)-2-hydroxy-3-pinanone and (-)-3-hydroxy-2-caranone as chiral auxiliaries was written by Irako, Naoko;Hamada, Yasumasa;Shioiri, Takayuki. And the article was included in Tetrahedron in 1995.Reference of 55661-33-1 This article mentions the following:

(+)-2-Hydroxy-3-pinanone and (-)-3-hydroxy-2-caranone were resp. converted to the corresponding Schiff bases derived from 2-thiazolemethanamine, 2-thiophenemethanamine, 2-furanmethanamine and benzyl amine. Alkylation of the Schiff base derivative of 2-thiazolemethanamine followed by removal of the chiral auxiliaries (+)-2-hydroxy-3-pinanone and (-)-3-hydroxy-2-caranone afforded (S)-α-(phenylmethyl)-2-thiazolemethanamine [i.e., (S)-dolaphenine] in optically pure form. The method was applied to the asym. synthesis of the dolaphenine analogs also. In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1Reference of 55661-33-1).

Thiazol-2-ylmethanamine (cas: 55661-33-1) 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.Reference of 55661-33-1

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

Synthesis and properties of novel Y-shaped NLO molecules containing thiazole and imidazole chromophores was written by Ren, Jun;Wang, Shi-Min;Wu, Li-Fang;Xu, Zu-Xun;Dong, Bing-Hai. And the article was included in Dyes and Pigments in 2008.Application of 6318-74-7 This article mentions the following:

Two new second-order NLO mols., derived from a five-membered heterocyclic ring (thiazole and imidazole), were synthesized. The thermal stability, optical transparency and second-order nonlinear optical (NLO) properties were investigated. As a result, good nonlinearity-transparency-thermal stability trade-off was achieved. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Application of 6318-74-7).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) 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.Application of 6318-74-7

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

Design, synthesis and characterization of novel N-heterocyclic-1-benzyl-1H-benzo[d]imidazole-2-amines as selective TRPC5 inhibitors leading to the identification of the selective compound, AC1903 was written by Sharma, Swagat H.;Pablo, Juan Lorenzo;Montesinos, Monica Suarez;Greka, Anna;Hopkins, Corey R.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2019.Synthetic Route of C4H6N2S This article mentions the following:

The transient receptor potential cation channel 5 (TRPC5) has been previously shown to affect podocyte survival in the kidney. As such, inhibitors of TRPC5 are interesting candidates for the treatment of chronic kidney disease (CKD). Herein, we report the synthesis and biol. characterization of a series of N-heterocyclic-1-benzyl-1H-benzo[d]imidazole-2-amines as selective TRPC5 inhibitors. Work reported here evaluates the benzimidazole scaffold and substituents resulting in the discovery of I, a TRPC5 inhibitor that is active in multiple animal models of CKD. 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. The thiazole ring is notable as a component of the vitamin thiamine (B1). 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

Copper-catalyzed tandem reactions of 2-halobenzenamines with isothiocyanates under ligand- and base-free conditions was written by Guo, Yan-Jin;Tang, Ri-Yuan;Zhong, Ping;Li, Jin-Heng. And the article was included in Tetrahedron Letters in 2010.Reference of 1843-21-6 This article mentions the following:

A ligand-free copper-catalyzed reaction of 2-halobenzenamines with isothiocyanates has been developed for the synthesis of 2-aminobenzothiazoles. In the presence of CuBr and TBAB (tetra-Bu ammonium bromide, additive), a variety of 2-halobenzenamines underwent the reaction with isothiocyanates at 40 °C, affording 2-aminobenzothiazoles, e.g., I (R¹ = H, MeO, Cl, NO₂; R² = H, Me, Cl, F), in moderate to excellent yields. It is noteworthy that the reaction is conducted under mild, relatively low catalyst loading, and ligand- and base-free conditions. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Reference of 1843-21-6).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. 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 1843-21-6

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