Tag: 200-300

Synthesis and Evaluation of Anticonvulsant Activities of Triazole- Incorporated Benzothiazoles was written by Song, Ming-Xia;Zeng, Hong;Deng, Xian-Qing;Quan, Zhe-Shan. And the article was included in Letters in Drug Design & Discovery in 2014.Safety of 6-Butoxybenzo[d]thiazol-2-amine The following contents are mentioned in the article:

A series of 6-alkoxy-2-(4H-1,2,4-triazol-4-yl)benzothiazoles was synthesized and evaluated for their anticonvulsant activity using the maximal electroshock (MES) method. Interestingly, all of the compounds prepared showed long duration of protection effect in the MES screens. And none of them, except compounds 4b and 4d, showed any neurotoxicity at dose of 300 mg/kg. Compound 4c was considered as the most promising one with an ED50 value of 39.4 mg/kg, and a superior PI value of 17.3 when compared to the marketed antiepileptic drugs carbamazepine, phenobarbital, and valproate. What’s more, compound 4c showed high protection against seizures induced by pentylenetetrazole. This study involved multiple reactions and reactants, such as 6-Butoxybenzo[d]thiazol-2-amine (cas: 14372-65-7Safety of 6-Butoxybenzo[d]thiazol-2-amine).

6-Butoxybenzo[d]thiazol-2-amine (cas: 14372-65-7) 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.Safety of 6-Butoxybenzo[d]thiazol-2-amine

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

Synergizing palladium with Lewis base catalysis for stereodivergent coupling of 1,3-dienes with pentafluorophenyl acetates was written by Zhang, Qinglong;Zhu, Minghui;Zi, Weiwei. And the article was included in Chem in 2022.Related Products of 1239015-83-8 The following contents are mentioned in the article:

Herein, a synergistic Pd/Lewis-base-catalyzed stereodivergent coupling of 1,3-dienes with pentafluorophenyl acetates was reported. All four stereoisomers of the coupling products was selectively obtained from the same pair of substrates simply by varying the relative chirality of the two catalysts. Coupled with the late-stage transformation of the pentafluorophenyl moiety, this method provided a general method to prepare various chiral mols. bearing vicinal stereocenters. This study involved multiple reactions and reactants, such as (S)-2-Benzyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 1239015-83-8Related Products of 1239015-83-8).

(S)-2-Benzyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 1239015-83-8) 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.Related Products of 1239015-83-8

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

Discovery and in vitro and in vivo profiles of 4-fluoro-N-[4-[6-(isopropylamino)pyrimidin-4-yl]-1,3-thiazol-2-yl]-N-methylbenzamide as novel class of an orally active metabotropic glutamate receptor 1 (mGluR1) antagonist was written by Satoh, Atsushi;Nagatomi, Yasushi;Hirata, Yukari;Ito, Satoru;Suzuki, Gentaroh;Kimura, Toshifumi;Maehara, Shunsuke;Hikichi, Hirohiko;Satow, Akio;Hata, Mikiko;Ohta, Hisashi;Kawamoto, Hiroshi. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2009.Application In Synthesis of 4-(6-Chloropyrimidin-4-yl)-N-methylthiazol-2-amine The following contents are mentioned in the article:

We identified 4-fluoro-N-[4-[6-(isopropylamino)pyrimidin-4-yl]-1,3-thiazol-2-yl]-N-methylbenzamide 27 (I) as a potent mGluR1 antagonist. The compound possessed excellent subtype selectivity and good PK profile in rats. It also demonstrated relatively potent antipsychotic-like effects in several animal models. Suitable for development as a PET tracer, compound 27 would have great potential for elucidation of mGluR1 functions in human. This study involved multiple reactions and reactants, such as 4-(6-Chloropyrimidin-4-yl)-N-methylthiazol-2-amine (cas: 932738-80-2Application In Synthesis of 4-(6-Chloropyrimidin-4-yl)-N-methylthiazol-2-amine).

4-(6-Chloropyrimidin-4-yl)-N-methylthiazol-2-amine (cas: 932738-80-2) 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 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 In Synthesis of 4-(6-Chloropyrimidin-4-yl)-N-methylthiazol-2-amine

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

Synthesis of Chiral Esters via Asymmetric Wolff Rearrangement Reaction was written by Meng, Jing;Ding, Wei-Wei;Han, Zhi-Yong. And the article was included in Organic Letters in 2019.Safety of (S)-2-Benzyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole The following contents are mentioned in the article:

The first asym. Wolff rearrangement reaction that directly converts α-diazoketones into broadly useful chiral α,α-disubstituted carboxylic esters with high enantioselectivities (up to 97.5:2.5 er) is reported. The cascade reaction proceeds through the seamless combination of visible-light-induced formation of the ketene intermediate and asym. ketene esterification using a readily available benzotetramisole-type catalyst. This study involved multiple reactions and reactants, such as (S)-2-Benzyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 1239015-83-8Safety of (S)-2-Benzyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole).

(S)-2-Benzyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 1239015-83-8) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. 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.Safety of (S)-2-Benzyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole

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

A concise method for fully automated radiosyntheses of [¹⁸F]JNJ-46356479 and [¹⁸F]FITM via Cu-mediated ¹⁸F-fluorination of organoboranes was written by Yuan, Gengyang;Shoup, Timothy M.;Moon, Sung-Hyun;Brownell, Anna-Liisa. And the article was included in RSC Advances in 2020.COA of Formula: C8H7ClN4S The following contents are mentioned in the article:

A modified alc.-enhanced 18F-fluorodeboronation has been developed for the radiosyntheses of [¹⁸F]JNJ-46356479 and [¹⁸F]FITM. Unlike the [¹⁸F]KF/K222 approach, this method tolerates the presence of sensitive heterocycles in Bpin precursors 4 and 8 allowing a one-step ¹⁸F-fluorodeboronation on the fully automated TRACERlab FXFN platform. This study involved multiple reactions and reactants, such as 4-(6-Chloropyrimidin-4-yl)-N-methylthiazol-2-amine (cas: 932738-80-2COA of Formula: C8H7ClN4S).

4-(6-Chloropyrimidin-4-yl)-N-methylthiazol-2-amine (cas: 932738-80-2) 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. 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.COA of Formula: C8H7ClN4S

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

Benzotetramisole catalyzed kinetic resolution of 2H-azirines was written by Peng, Qiupeng;Guo, Donghui;Zhang, Bei;Liu, Lala;Wang, Jian. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020.Electric Literature of C16H14N2S The following contents are mentioned in the article:

An unprecedented benzotetramisole (BTM)-catalyzed kinetic resolution for the efficient synthesis of chiral 2H-azirines is described. This protocol provides two chiral isomers in one step with broad scope, good yield and high enantioselectivity. In addition, the optically pure 2H-azirine products have proven to be useful building blocks for further synthetic transformations. This study involved multiple reactions and reactants, such as (S)-2-Benzyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 1239015-83-8Electric Literature of C16H14N2S).

(S)-2-Benzyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 1239015-83-8) 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. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Electric Literature of C16H14N2S

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

Discovery of Tropifexor (LJN452), a Highly Potent Non-bile Acid FXR Agonist for the Treatment of Cholestatic Liver Diseases and Nonalcoholic Steatohepatitis (NASH) was written by Tully, David C.;Rucker, Paul V.;Chianelli, Donatella;Williams, Jennifer;Vidal, Agnes;Alper, Phil B.;Mutnick, Daniel;Bursulaya, Badry;Schmeits, James;Wu, Xiangdong;Bao, Dingjiu;Zoll, Jocelyn;Kim, Young;Groessl, Todd;McNamara, Peter;Seidel, H. Martin;Molteni, Valentina;Liu, Bo;Phimister, Andrew;Joseph, Sean B.;Laffitte, Bryan. And the article was included in Journal of Medicinal Chemistry in 2017.HPLC of Formula: 225525-63-3 The following contents are mentioned in the article:

The farnesoid X receptor (FXR) is a nuclear receptor that acts as a master regulator of bile acid metabolism and signaling. Activation of FXR inhibits bile acid synthesis and increases bile acid conjugation, transport, and excretion, thereby protecting the liver from the harmful effects of bile accumulation, leading to considerable interest in FXR as a therapeutic target for the treatment of cholestasis and nonalcoholic steatohepatitis. We identified a novel series of highly potent non-bile acid FXR agonists that introduce a bicyclic nortropine-substituted benzothiazole carboxylic acid moiety onto a trisubstituted isoxazole scaffold. Herein, we report the discovery of 1 (tropifexor, LJN452), a novel and highly potent agonist of FXR. Potent in vivo activity was demonstrated in rodent PD models by measuring the induction of FXR target genes in various tissues. Tropifexor has advanced into phase 2 human clin. trials in patients with NASH and PBC. This study involved multiple reactions and reactants, such as Methyl 2-amino-4-methylbenzo[d]thiazole-6-carboxylate (cas: 225525-63-3HPLC of Formula: 225525-63-3).

Methyl 2-amino-4-methylbenzo[d]thiazole-6-carboxylate (cas: 225525-63-3) 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.HPLC of Formula: 225525-63-3

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

Kinetic Resolution of Racemic α-Arylalkanoic Acids with Achiral Alcohols via the Asymmetric Esterification Using Carboxylic Anhydrides and Acyl-Transfer Catalysts was written by Shiina, Isamu;Nakata, Kenya;Ono, Keisuke;Onda, Yu-suke;Itagaki, Makoto. And the article was included in Journal of the American Chemical Society in 2010.SDS of cas: 1239015-83-8 The following contents are mentioned in the article:

A variety of optically active carboxylic esters are produced by the kinetic resolution of racemic α-substituted carboxylic acids using achiral alcs., aromatic or aliphatic carboxylic anhydrides, and chiral acyl-transfer catalysts. The combination of 4-methoxybenzoic anhydride (PMBA) or pivalic anhydride with the modified benzotetramisole-type catalyst, I, is the most effective for promotion of the enantioselective coupling reaction between racemic carboxylic acids and a novel nucleophile, bis(α-naphthyl)methanol, to give the corresponding esters, e.g. II, with high ee’s. This protocol was successfully applied to the production of nonracemic nonsteroidal anti-inflammatory drugs from racemic compounds utilizing the transacylation process to generate the mixed anhydrides from the acid components with the suitable carboxylic anhydrides. This study involved multiple reactions and reactants, such as (S)-2-Benzyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 1239015-83-8SDS of cas: 1239015-83-8).

(S)-2-Benzyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole (cas: 1239015-83-8) 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. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.SDS of cas: 1239015-83-8

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

Discovery of orally bioavailable and liver-targeted hypoxia-inducible factor prolyl hydroxylase (HIF-PHD) inhibitors for the treatment of anemia was written by Liu, Ping;Wang, Liping;DuBois, Byron G.;Colandrea, Vincent J.;Liu, Rongqiang;Cai, Jiaqiang;Du, Xiaoxing;Quan, Weiguo;Morris, William;Bai, Jianwu;Bishwokarma, Bimjhana;Cheng, Mangeng;Piesvaux, Jennifer;Ray, Kallol;Alpert, Carla;Chiu, Chi-Sung;Zielstorff, Mark;Metzger, Joseph M.;Yang, Liming;Leung, Dennis;Alleyne, Candice;Vincent, Stella H.;Pucci, Vincenzo;Li, Xiaofang;Crespo, Alejandro;Stickens, Dominique;Hale, Jeffrey J.;Ujjainwalla, Feroze;Sinz, Christopher J.. And the article was included in ACS Medicinal Chemistry Letters in 2018.Quality Control of 2-(Bromomethyl)-4-(trifluoromethyl)thiazole The following contents are mentioned in the article:

We report herein the design and synthesis of a series of orally active, liver-targeted hypoxia-inducible factor prolyl hydroxylase (HIF-PHD) inhibitors for the treatment of anemia. In order to mitigate the concerns for potential systemic side effects, we pursued liver-targeted HIF-PHD inhibitors relying on uptake via organic anion transporting polypeptides (OATPs). Starting from a systemic HIF-PHD inhibitor (1), medicinal chem. efforts directed toward reducing permeability and, at the same time, maintaining oral absorption led to the synthesis of an array of structurally diverse hydroxypyridone analogs. Compound 28a was chosen for further profiling, because of its excellent in vitro profile and liver selectivity. This compound significantly increased Hb levels in rats, following chronic QD oral administration, and displayed selectivity over systemic effects. This study involved multiple reactions and reactants, such as 2-(Bromomethyl)-4-(trifluoromethyl)thiazole (cas: 852854-41-2Quality Control of 2-(Bromomethyl)-4-(trifluoromethyl)thiazole).

2-(Bromomethyl)-4-(trifluoromethyl)thiazole (cas: 852854-41-2) 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. 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.Quality Control of 2-(Bromomethyl)-4-(trifluoromethyl)thiazole

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

Quantitative structure-activity relationships of antitumor guanidinothiazolecarboxamides with survival enhancement for therapy in the 3LL Lewis lung carcinoma model was written by Schnur, Rodney C.;Gallaschun, Randall J.;Singleton, David H.;Grissom, Martin;Sloan, Donald E.;Goodwin, Peter;McNiff, Patricia A.;Fliri, Anton F. J.;Mangano, F. Michael. And the article was included in Journal of Medicinal Chemistry in 1991.Safety of 6-Butoxybenzo[d]thiazol-2-amine The following contents are mentioned in the article:

Title compounds, e.g., I (R = H, 4-Cl, 4-Me, 4-OMe, 4-NO₂, 4-F, 4-CHMe₂, 4-SMe, 4-OH, 5-F, 5-SMe, 5-NO₂, 5-OEt, 5-Ph, 5-OH, 5-OBu, 6-Cl, 6-F, 6-OMe, 6-CONH₂, 6-Ph, 6-SO₂NH₂, 6-cyano, 6-Me, 5,6-Cl₂, 5,6-F₂, 5,6-Me₂, 5-F-6-OMe, 5-F-6-Cl) were prepared and tested for antitumor activity against exptl. pulmonary metastases of 3LL Lewis lung carcinoma. They produce enhancement of survival by using 8 days of i.p. dosing initiated 2 days after i.v. tumor challenge. Quant. structure-activity relationships have been discovered in the series with survival enhancement correlated to substituent parameters. The most effective analog in this series was I (R = 5-F). This study involved multiple reactions and reactants, such as 6-Butoxybenzo[d]thiazol-2-amine (cas: 14372-65-7Safety of 6-Butoxybenzo[d]thiazol-2-amine).

6-Butoxybenzo[d]thiazol-2-amine (cas: 14372-65-7) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). 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.Safety of 6-Butoxybenzo[d]thiazol-2-amine

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