Tag: 100-200

The author of 《Biocatalytic dynamic reductive kinetic resolution of aryl α-chloro β-keto esters: divergent, stereocontrolled synthesis of diltiazem, clentiazem, and siratiazem》 were Yue, Xiaoping; Li, Yitong; Liu, Minjie; Sang, Di; Huang, Zedu; Chen, Fener. And the article was published in Chemical Communications (Cambridge, United Kingdom) in 2022. Computed Properties of C7H5ClN2S The author mentioned the following in the article:

The first systematic study of ketoreductase (KRED)-catalyzed dynamic reductive kinetic resolution (DYRKR) on aryl α-chloro β-keto esters was performed and 15 structurally diverse chiral anti-aryl α-chloro β-hydroxy esters were synthesized in 74-98% isolated yields, along with moderate-to-excellent diastereoselectivity (up to >99 : 1 dr) and good-to-excellent enantioselectivity (mostly >99% ee). LfSDR1-catalyzed complete reduction of 100 g L-1 of substrate 6b at a ten-gram scale was achieved with a continuous fed-batch strategy, afforded anti-(2S,3S)-1b, the key intermediate of diltiazem, in a record-breaking space-time yield of 96 g L-1 d-1. An eight-step synthesis of diltiazem, clentiazem and siratiazem was accomplished in 32-45% overall yields, featuring this versatile biocatalytic reduction reaction as well as an efficient, green chlorination reaction in flow. In the experiment, the researchers used 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Computed Properties of C7H5ClN2S)

6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9) belongs to thiazoles. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.Computed Properties of C7H5ClN2SThe thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone.

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

《Photoelectrochemical cross-dehydrogenative coupling of benzothiazoles with strong aliphatic C-H bonds》 was published in Chemical Communications (Cambridge, United Kingdom) in 2021. These research results belong to Capaldo, Luca; Quadri, Lorenzo L.; Merli, Daniele; Ravelli, Davide. HPLC of Formula: 95-24-9 The article mentions the following:

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. The experimental process involved the reaction of 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9HPLC of Formula: 95-24-9)

6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9) belongs to thiazoles. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.HPLC of Formula: 95-24-9Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis.

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

《Regulable cross-coupling of alcohols and benzothiazoles via a noble-metal-free photocatalyst under visible light》 was written by Pan, Zi-Tong; Qi, Xu-Kuan; Xiao, Qian; Liang, Xi-Wen; Zhong, Jian-Ji; Jian, Jing-Xin; Tong, Qing-Xiao. Computed Properties of C7H5ClN2S And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2022. The article conveys some information:

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. In the experimental materials used by the author, we found 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Computed Properties of C7H5ClN2S)

6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9) belongs to thiazoles. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.Computed Properties of C7H5ClN2SThiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis.

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

Safety of 5-Bromothiazol-2-amineIn 2011 ,《Synthesis and anticonvulsant activity of some new thiazolo[3,2-a][1,3]diazepine, benzo[d]thiazolo[5,2-a][12,6]diazepine and benzo[d]oxazolo[5,2-a][12,6]diazepine analogues》 was published in European Journal of Medicinal Chemistry. The article was written by El-Subbagh, Hussein I.; Hassan, Ghada S.; El-Azab, Adel S.; Abdel-Aziz, Alaa A.-M.; Kadi, Adnan A.; Al-Obaid, Abdulrahman M.; Al-Shabanah, Othman A.; Sayed-Ahmed, Mohamed M.. The article contains the following contents:

6,7-Dihydro-thiazolo[3,2-a][1,3]diazepines, benzo[d]thiazolo[5,2-a][12,6]diazepines and benzo[d]oxazolo[5,2-a][12,6]diazepine were synthesized and evaluated for their anticonvulsant activity. Compounds (E)-2-bromo-6,7-dihydro-thiazolo[3,2-a][1,3]diazepine-8(5H)-thione, 3-chloro-benzo[d]thiazolo[5,2-a][12,6]diazepin-10-one, and 4-chloro-benzo[d]oxazolo[5,2-a][12,6] diazepin-10-one showed 100% protection against PTZ- and bicuculline-induced seizures; 70%, 33%, 70% protection against MES-induced tonic extension; and 70%, 66%, 100% protection against picrotoxin-induced convulsions, resp. These compounds proved to act as GABAA receptor agonists, with ED50 values of 252, 380, 251 mg/kg; TD50 values of 398, 417, 355 mg/kg; PI values of 1.58, 1.09, 1.41; LD50 values of 380, 617, 537 mg/kg and TI values of 1.51, 1.62, 2.14, resp. After reading the article, we found that the author used 5-Bromothiazol-2-amine(cas: 3034-22-8Safety of 5-Bromothiazol-2-amine)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.Safety of 5-Bromothiazol-2-amine

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

Recommanded Product: 5-Bromothiazol-2-amineIn 2012 ,《Identification of (R)-N-(4-(4-methoxyphenyl)thiazol-2-yl)-1-tosylpiperidine-2-carboxamide, ML277, as a novel, potent and selective Kv7.1 (KCNQ1) potassium channel activator》 was published in Bioorganic & Medicinal Chemistry Letters. The article was written by Mattmann, Margrith E.; Yu, Haibo; Lin, Zhihong; Xu, Kaiping; Huang, Xiaofang; Long, Shunyou; Wu, Meng; McManus, Owen B.; Engers, Darren W.; Le, Uyen M.; Li, Min; Lindsley, Craig W.; Hopkins, Corey R.. The article contains the following contents:

A high-throughput screen utilizing a depolarization-triggered thallium influx through KCNQ1 channels was developed and used to screen the MLSMR collection of over 300,000 compounds An iterative medicinal chem. approach was initiated and from this effort, ML277 (I) was identified as a potent activator of KCNQ1 channels (EC50 = 260 nM). ML277 was shown to be highly selective against other KCNQ channels (>100-fold selectivity vs. KCNQ2 and KCNQ4) as well as against the distantly related hERG potassium channel. The experimental process involved the reaction of 5-Bromothiazol-2-amine(cas: 3034-22-8Recommanded Product: 5-Bromothiazol-2-amine)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. Many important products require amines as part of their syntheses. Methylamine is utilized in the production of the analgesic meperidine (trade name Demerol) and the photographic developer Metol (trademark), and dimethylamine is used in the synthesis of the antihistamine diphenhydramine (trade name Benadryl), the solvent dimethylformamide (DMF), and the rocket propellant 1,1-dimethylhydrazine. The synthesis of the insect repellent N,N-diethyl-m-toluamide (DEET) incorporates diethylamine while that of the synthetic fibre Kevlar requires aromatic amines.Recommanded Product: 5-Bromothiazol-2-amine

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

In 2013,Al-Omary, Fatmah A. M.; Hassan, Ghada S.; El-Messery, Shahenda M.; Nagi, Mahmoud N.; Habib, El-Sayed E.; El-Subbagh, Hussein I. published 《Nonclassical antifolates, part 3: Synthesis, biological evaluation and molecular modeling study of some new 2-heteroarylthio-quinazolin-4-ones》.European Journal of Medicinal Chemistry published the findings.Application In Synthesis of 5-Bromothiazol-2-amine The information in the text is summarized as follows:

Compounds I(R1 = Me, R2 = H, R3 = H, n = 0; R1 = R2 = MeO, R3 = H, CO2Et, n = 0) and 39 proved to be active DHFR inhibitors with IC50 range of 0.3-0.8 μM. Compounds I(R1 = Me, R2 = H, R3 = H, n = 0; R1 = R2 = MeO, R3 = H, CO2Et, n = 0) and 39 proved to be active DHFR inhibitors with IC50 range of 0.3-0.8 μM. Compounds I(R1 = R2 = MeO, R3 = H, n = 0; R1 = Me, R2 = H, R3 = CO2Et, n = 0, 1) and II(R1 = Me, R2 = H, n = 0; R1 = R2 = MeO, n = 1) showed broad spectrum antimicrobial activity comparable to the known antibiotic gentamicin. Compound II(R1 = Me, R2 = H, n = 1) showed broad spectrum antitumor activity toward several tumor cell lines with GI values range of 25.8-41.2%. Mol. modeling studies concluded that recognition with key amino acid Arg38 and Lys31 are essential for binding and biol. activities. Flexible alignment; electrostatic and hydrophobic mappings revealed that the obtained model could be useful for the development of new DHFR inhibitors. In the experiment, the researchers used many compounds, for example, 5-Bromothiazol-2-amine(cas: 3034-22-8Application In Synthesis of 5-Bromothiazol-2-amine)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.Application In Synthesis of 5-Bromothiazol-2-amine

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

In 2004,Helal, Christopher J.; Sanner, Mark A.; Cooper, Christopher B.; Gant, Thomas; Adam, Mavis; Lucas, John C.; Kang, Zhijun; Kupchinsky, Stanley; Ahlijanian, Michael K.; Tate, Bonnie; Menniti, Frank S.; Kelly, Kristin; Peterson, Marcia published 《Discovery and SAR of 2-aminothiazole inhibitors of cyclin-dependent kinase 5/p25 as a potential treatment for Alzheimer’s disease》.Bioorganic & Medicinal Chemistry Letters published the findings.Computed Properties of C3H3BrN2S The information in the text is summarized as follows:

High-throughput screening with cyclin-dependent kinase 5 (cdk5)/p25 led to the discovery of N-(5-isopropyl-thiazol-2-yl)isobutyramide. This compound is an equipotent inhibitor of cdk5 and cyclin-dependent kinase 2 (cdk2)/cyclin E (IC50 = ca. 320 nM). Parallel and directed synthesis techniques were utilized to explore the SAR of this series. Up to 60-fold improvements in potency at cdk5 and 12-fold selectivity over cdk2 were achieved. In the experimental materials used by the author, we found 5-Bromothiazol-2-amine(cas: 3034-22-8Computed Properties of C3H3BrN2S)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. Large quantities of aliphatic amines are made synthetically. The most widely used industrial method is the reaction of alcohols with ammonia at a high temperature, catalyzed by metals or metal oxide catalysts (e.g., nickel or copper). Mixtures of primary, secondary, and tertiary amines are thereby produced.Computed Properties of C3H3BrN2S

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

The author of 《Synthesis and biological evaluation of 1-(6-chlorobenzo[d]thiazol-2-yl)-2-(disubstituted methylene)hydrazine derivatives》 were Sharma, Neetesh Kumar; Bhadauria, Raghvendra Singh. And the article was published in Journal of Drug Delivery and Therapeutics in 2019. Synthetic Route of C7H5ClN2S The author mentioned the following in the article:

Synthesis of a series of various 1-(6-chlorobenzo[d]thiazol-2-yl)-2-(disubstituted methylene)hydrazine derivatives (E/Z)-I [R1 = Ph, Me; R2 = Ph, Me, Et; R1R2 = -(CH2)5-], (E)-2-(6-chlorobenzo[d]thiazol-2-yl)-1-(7,7-dimethylbicyclo [2.2.1] heptan-2-ylidene) hydrazine and intermediates 6-chloro-2-amine-1,3-benzothiazole and 2-hydrazino-6-chloro-1,3-benzothiazole have been done. After spectral anal., antibacterial activity has been screened against S. aureus and E. coli.6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Synthetic Route of C7H5ClN2S) was used in this study.

6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9) belongs to thiazoles. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.Synthetic Route of C7H5ClN2STheir presence in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications.

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

In 2010,Sidduri, Achyutharao; Grimsby, Joseph S.; Corbett, Wendy L.; Sarabu, Ramakanth; Grippo, Joseph F.; Lou, Jianping; Kester, Robert F.; Dvorozniak, Mark; Marcus, Linda; Spence, Cheryl; Racha, Jagdish K.; Moore, David J. published 《2,3-Disubstituted acrylamides as potent glucokinase activators》.Bioorganic & Medicinal Chemistry Letters published the findings.HPLC of Formula: 3034-22-8 The information in the text is summarized as follows:

The phenylacetamide 1 represents the archtypical glucokinase activator (GKA) in which only the R-isomer is active. In order to probe whether the chiral center could be replaced, we prepared a series of olefins 2 and show in the present work that these compounds represent a new class of GKAs. Surprisingly, the SAR of the new series paralleled that of the saturated derivatives with the exception that there was greater tolerance for larger alkyl and cycloalkyl groups at R2 region in comparison to the phenylacetamides. In normal Wistar rats, the 2,3-disubstituted acrylamide analog 10 was well absorbed and demonstrated robust glucose lowering effects. The experimental part of the paper was very detailed, including the reaction process of 5-Bromothiazol-2-amine(cas: 3034-22-8HPLC of Formula: 3034-22-8)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.HPLC of Formula: 3034-22-8

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

Davidsson, Oejvind; Nilsson, Kristina; Braanalt, Jonas; Andersson, Terese; Berggren, Kristina; Chen, Yantao; Fjellstroem, Ola; Graden, Henrik; Gustafsson, Linda; Hermansson, Nils-Olov; Jansen, Frank; Johannesson, Petra; Ohlsson, Bengt; Tyrchan, Christian; Wellner, Annika; Wellner, Eric; Oelwegaard-Halvarsson, Maria published an article on February 15 ,2020. The article was titled 《Identification of novel GPR81 agonist lead series for target biology evaluation》, and you may find the article in Bioorganic & Medicinal Chemistry Letters.Name: 4,5,6,7-Tetrahydro-thiazolo[5,4-c]pyridin-2-ylamine The information in the text is summarized as follows:

GPR81 is a novel drug target that is implicated in the control of glucose and lipid metabolism The lack of potent GPR81 modulators suitable for in vivo studies has limited the pharmacol. characterization of this lactate sensing receptor. We performed a high throughput screen (HTS) and identified a GPR81 agonist chem. series containing a central acyl urea scaffold linker. During SAR exploration two addnl. new series were evolved, one containing cyclic acyl urea bioisosteres and another a central amide bond. These three series provide different selectivity and physicochem. properties suitable for in-vivo studies. In the experiment, the researchers used many compounds, for example, 4,5,6,7-Tetrahydro-thiazolo[5,4-c]pyridin-2-ylamine(cas: 97817-23-7Name: 4,5,6,7-Tetrahydro-thiazolo[5,4-c]pyridin-2-ylamine)

4,5,6,7-Tetrahydro-thiazolo[5,4-c]pyridin-2-ylamine(cas: 97817-23-7) belongs to anime.Typically the presence of an amine functional group is deduced by a combination of techniques, including mass spectrometry as well as NMR and IR spectroscopies. 1H NMR signals for amines disappear upon treatment of the sample with D2O. In their infrared spectrum primary amines exhibit two N-H bands, whereas secondary amines exhibit only one.Name: 4,5,6,7-Tetrahydro-thiazolo[5,4-c]pyridin-2-ylamine

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