Category: 31699-14-6

King, L. Carroll; Hlavacek, Robert J. published an article in 1950, the title of the article was Reaction of ketones with iodine and thiourea.Formula: C9H7IN2S And the article contains the following content:

cf. C.A. 42, 6360f. The ketone (0.1 mol.), 0.2 mol. CS(NH2)2, and 0.1 mol. iodine, heated overnight on the steam bath, give the substituted 2-aminothiazole; the cooled reaction product is extracted with ether, the residue in boiling H2O filtered, the filtrate made alk. with concentrated NH4OH, and the precipitate crystallized from aqueous EtOH; if the product is an oil, it is crystallized from Skellysolve C. The m.ps. of the Ac derivatives are given in parentheses. 4-Substituted 2-aminothiazoles: p-chlorophenyl, m. 163-4°, 89% [254-5°]; p-bromophenyl, m. 180-1°, 93% [277-8°]; p-iodophenyl, m. 176-7°, 97% [302-3°]; p-methoxyphenyl, m. 204-5°, 72% [287-8°]; p-(methylmercapto)phenyl, m. 180-2°, 67% [232-3°]; p-aminophenyl, m. 174-5°, 63% [di-Ac derivative, m. 284-6°]; p-biphenylyl, m. 207-8°, 99% [252-3°]; p-tolyl, m. 124-5°, 84% [204-5°]; m-isomer, m. 79-92°, 64% [211-12°]; o-isomer, m. 81-2°, 70% [143-4°]; p-nitrophenyl, m. 285-6°, 99% [306-7°]; m-isomer, m. 188-90°, 84% [312-14°]; 2-naphthyl, m. 153-4°, 99% [239-40°]; 2-phenanthryl, m. 243-4°, 87% [304-5°]; 2-thienyl, m. 127-30°, 91% [199-207°]; tert-Bu, m. 98-9°, 71% [173-4°]; ο-hydroxyphenyl, m. 139-40°, 37% [di-Ac derivative, m. 200-3°; HI salt, m. 220-3° (each HI salt has 1 mol. H2O)]; m-isomer, m. 136-8°, 59% [di-Ac derivative, 186-7°; HI salt, 95-7°]; p-isomer, m. 198-200°, 62% [di-Ac derivative, m. 235-7°; HI salt m. 240-2°]; 4-phenyl-5-Et, m. 68-9°, 65% [175-6°]; 4-phenyl-5-Bu, m. 103-4°, 54% [135-6°]; 4-phenyl-5-Bu, m. 60-1°, 43% [187-8°]; 4-benzyl-5-Ph, m. 139-40°, 83% [164-5°]; 4,5-di-Ph, m. 184-5°, 99% [208-9°]; 4-phenyl-5-benzoyl, m. 215-16°, 18% [237-8°]. The aminothiazole from 4-methylcyclohexanone, C8H12N2S, m. 98-9°, 66% [162-3°]; the 3-isomer gives 24% 2-amino-5(or -7)-methyl-4,5,6,7 -tetrahydrobenzothiazole, m. 110-11° [150-1°]. Compound from cycloheptanone, C8H12N2S, m. 75-6° 60% [124-5°]; from hydrindone, C10H8N2S, m. 213-14°, 53% [284-5°]; from 3,4-dihydro-1(2H)-naphthalenone, m. 133-4°, 52% [233-4°]; acenaphthenone gives 99% 8-aminoacenaphtho-1,2-thiazole, bright red, m. 205-7° [309-11°]. Bromoacetomesitylene (4.6 g.) yields 3.8 g. 2,4,6-trimethylphenacylisothiuronium bromide, m. 280-2°; it could not be cyclized to a thiazole. The experimental process involved the reaction of 2-Amino-4-(4-iodophenyl)thiazole(cas: 31699-14-6).Formula: C9H7IN2S

2-Amino-4-(4-iodophenyl)thiazole(cas:31699-14-6) belongs to thiazole. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. Formula: C9H7IN2S

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

Covello, Mario; De Simone, Francesco; Dini, Antonio published an article in 1968, the title of the article was New iodinated organic compounds. (Iodophenyl)thiazoles.Application In Synthesis of 2-Amino-4-(4-iodophenyl)thiazole And the article contains the following content:

Iodinated ketones were converted to their α-Br derivatives, condensed with H2NCSNH2 in refluxing Me2CO, and neutralized with NH4OH to 2-aminothiazoles (I) (Ar and R given): p-IC6H4, H; p-IC6H4, Me; 2,,5-MeOIC6H3, H; 2,3,5-MeOI2C6H2, H; 4,3,5-HOI2C6H2, H; 4,3,5-MeOI2C6H2, H; 4,3,5-HOI2C6H2, Me; and 4,3,5-MeOI2C6H2, Me. The experimental process involved the reaction of 2-Amino-4-(4-iodophenyl)thiazole(cas: 31699-14-6).Application In Synthesis of 2-Amino-4-(4-iodophenyl)thiazole

2-Amino-4-(4-iodophenyl)thiazole(cas:31699-14-6) belongs to thiazole. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. Application In Synthesis of 2-Amino-4-(4-iodophenyl)thiazole

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

On March 1, 2012, Baraldi, Pier Giovanni; Romagnoli, Romeo; Saponaro, Giulia; Aghazadeh Tabrizi, Mojgan; Baraldi, Stefania; Pedretti, Pamela; Fusi, Camilla; Nassini, Romina; Materazzi, Serena; Geppetti, Pierangelo; Preti, Delia published an article.Application of 31699-14-6 The title of the article was 7-Substituted-pyrrolo[3,2-d]pyrimidine-2,4-dione derivatives as antagonists of the transient receptor potential ankyrin 1 (TRPA1) channel: A promising approach for treating pain and inflammation. And the article contained the following:

The transient receptor potential ankyrin 1 (TRPA1) channel is activated by a series of byproducts of oxidative/nitrative stress, produced under inflammatory conditions or in the case of tissue damage, thus generating inflammatory and neuropathic pain and neurogenic inflammatory responses. These findings have identified TRPA1 as an emerging opportunity for the design and synthesis of selective inhibitors as potential analgesic and antiinflammatory agents. Herein we present the synthesis and functional evaluation of a new series of 7-substituted-1,3-dimethyl-1,5-dihydro-pyrrolo[3,2-d]pyrimidine-2,4-dione derivatives designed as TRPA1 antagonists. A small library of compounds has been built by the introduction of differently substituted N7-phenylacetamide or N7-[4-(substituted-phenyl)-thiazol-2-yl]-acetamide chains. All the synthesized compounds were assayed to evaluate their ability to block acrolein-mediated activation of native human and rat TRPA1 channels employing a fluorometric calcium imaging assay. Our study led us to the identification of compound 3h which showed considerably improved potency (IC50 = 400 nM) against human TRPA1 with regard to some of the most representative antagonists previously reported and integrated in our screening program as reference compounds In addition, 3h proved to maintain its efficacy toward rTRPA1, which designates it as a possible candidate for future evaluation of in vivo efficacy in rodent animal model of inflammatory and neuropathic pain. The experimental process involved the reaction of 2-Amino-4-(4-iodophenyl)thiazole(cas: 31699-14-6).Application of 31699-14-6

The Article related to pyrrolo pyrimidine dione derivative preparation trpa1 channel pain inflammation, Pharmacology: Structure-Activity and other aspects.Application of 31699-14-6

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

Koppireddi, Satish; Avula, Sreenivas; Tiwari, Ashok K.; Ali, Amtul Z.; Yadla, Rambabu published an article in 2014, the title of the article was α-glucosidase inhibitory activity of 4-aryl-N-(2,4-thiazolidinedione-5-acetyl)-1,3-thiazol-2-amines.Application of 31699-14-6 And the article contains the following content:

A series of N-(4-aryl-1,3-thiazol-2-yl)-2-(2,4-dioxo-1,3-thiazolidin-5-yl)acetamides 3a-k and N-(1,3-benzothiazol-2-yl)-2-(2,4-dioxo-1,3-thiazolidin-5-yl)acetamides 3l-n are synthesized and evaluated for their α-glucosidase inhibitory activity. N-[4-(m-Chlorophenyl)-1,3-thiazol-2yl]-2-(2,4-dioxo-1,3-thiazolidin-5-yl)acetamide (3g) and N-[4-(o-fluorophenyl)-1,3-thiazol-2-yl]-2-(2,4-dioxo-1,3-thiazolidin-5-yl)acetamide (3j) have shown very good inhibition. The remaining compounds have exhibited moderate to good activity ranging from 37-63 % of α-glucosidase enzyme inhibition. The experimental process involved the reaction of 2-Amino-4-(4-iodophenyl)thiazole(cas: 31699-14-6).Application of 31699-14-6

The Article related to alpha glucosidase enzyme inhibition acetamide, Pharmacology: Other (All Agents and Effects Not Otherwise Assignable) and other aspects.Application of 31699-14-6

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

Koppireddi, Satish; Komsani, Jayaram Reddy; Tiwari, Ashok K.; Ali, Amtul Z.; Yadla, Rambabu published an article in 2014, the title of the article was Synthesis and biological evaluation of new derivatives of tertiary thiazolamines.Quality Control of 2-Amino-4-(4-iodophenyl)thiazole And the article contains the following content:

A series of new 4-(substituted phenyl)-N,N-bis(4-(trifluoromethyl)benzyl)thiazol-2-amines I (R = C6H5, 4-ClC6H4, 4-BrC6H4, 4-IC6H4, etc.) and 4-(4-chlorophenyl)-N,N-bis(4-methoxybenzyl)thiazol-2-amines II have been synthesized. Compound I (R = 2-FC6H4) has shown promising α-glucosidase inhibitory activity, while compound I (R = H) and II (R = 4-MeOC6H4) have displayed significant anticancer potential against neuroblastoma cells. Some of the targets have shown promising α-glucosidase inhibitory and anticancer activity. The experimental process involved the reaction of 2-Amino-4-(4-iodophenyl)thiazole(cas: 31699-14-6).Quality Control of 2-Amino-4-(4-iodophenyl)thiazole

The Article related to tertiary thiazolamine preparation anticancer, Heterocyclic Compounds (More Than One Hetero Atom): Thiazoles, Isothiazoles and other aspects.Quality Control of 2-Amino-4-(4-iodophenyl)thiazole

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

On July 5, 2018, Ma, Chunhua; Miao, Yuqi; Zhao, Minghao; Wu, Ping; Zhou, Jianglu; Li, Zhi; Xie, Xilei; Zhang, Wei published an article.Recommanded Product: 31699-14-6 The title of the article was Synthesis of 2-aminothiazoles from styrene derivatives mediated by 1,3-dibromo-5,5-dimethylhydantoin (DBH). And the article contained the following:

An efficient procedure for the synthesis of 2-aminothiazoles via DBH-mediated oxidative cyclization of styrenes and thioureas is reported. Various alkenes were successfully transformed to the corresponding 2-aminothiazoles in yields of 10-81% via a two-step one-pot manner using DBH as both the bromine source and oxidant. The method can be readily carried out in gram-scale and successfully applied to the synthesis of anti-inflammatory drug fanetizole using styrene as starting material. The experimental process involved the reaction of 2-Amino-4-(4-iodophenyl)thiazole(cas: 31699-14-6).Recommanded Product: 31699-14-6

The Article related to aminothiazole preparation, styrene thiourea oxidative cyclization dibromo dimethylhydantoin, Heterocyclic Compounds (More Than One Hetero Atom): Thiazoles, Isothiazoles and other aspects.Recommanded Product: 31699-14-6

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

On July 27, 2022, Wang, Xingyi; Zhu, Yue; Zhou, Tingting; Yang, Weiqing; Fu, Haiyan; Chen, Hua; Ma, Menglin published an article.Application of 31699-14-6 The title of the article was Bromine-Mediated C-S Bond Formation: Synthesis of Thiazoles from α-Methylene Ketones by Using Oxone Oxidative System. And the article contained the following:

A novel method for the synthesis of various 2,4,5-trisubstituted thiazoles from methylketones and thiourea/thioacetamide/amidinothiourea using NaBr/Oxone oxidative system was developed. The three intimately connected advantages of this method, which form a whole, are that the reaction underwent a one-pot α-bromination/cyclization process, the use of more common methylene ketones as the raw material rather than α-halomethylene ketones and a cheap and easily available catalytic amount sodium bromide as the bromine source instead of stoichiometric bromine or NBS. The experimental process involved the reaction of 2-Amino-4-(4-iodophenyl)thiazole(cas: 31699-14-6).Application of 31699-14-6

The Article related to ethanone methanethioamide sodium bromide catalyst one pot bromination heterocyclization, thiazole preparation, Heterocyclic Compounds (More Than One Hetero Atom): Thiazoles, Isothiazoles and other aspects.Application of 31699-14-6

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

Shibasaki, Kaho; Togo, Hideo published an article in 2019, the title of the article was 2-Amino-4-arylthiazoles through One-Pot Transformation of Alkylarenes with NBS and Thioureas.Application In Synthesis of 2-Amino-4-(4-iodophenyl)thiazole And the article contains the following content:

Treatment of alkylarenes with N-bromosuccinimide in a mixture of Et acetate and water at 60 °C, a mixture of acetonitrile and water at 80 °C, or a mixture of di-Et carbonate and water under irradiation with a tungsten lamp, followed by a reaction with thioureas or arenethioamides provided the corresponding 2-amino-4-arylthiazoles or 2,4-diarylthiazoles in good to moderate yields, resp., in one pot [e.g., ethylbenzene + thiourea → 2-amino-4-phenylthiazole (84%)]. The present reaction is an efficient one-pot transformation method of alkylarenes into 2-amino-4-arylthiazoles and 2,4-diarylthiazoles directly under mild and transition-metal-free conditions. The experimental process involved the reaction of 2-Amino-4-(4-iodophenyl)thiazole(cas: 31699-14-6).Application In Synthesis of 2-Amino-4-(4-iodophenyl)thiazole

The Article related to aminoarylthiazole synthesis alkylarene nbs thiourea, arylthiazole synthesis alkylarene nbs arenethioamide, Heterocyclic Compounds (More Than One Hetero Atom): Thiazoles, Isothiazoles and other aspects.Application In Synthesis of 2-Amino-4-(4-iodophenyl)thiazole

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

On February 28, 2021, Ujwaldev, Sankuviruthiyil M.; Harry, Nissy Ann; Neetha, Mohan; Anilkumar, Gopinathan published an article.SDS of cas: 31699-14-6 The title of the article was Novel synthesis of 2-Aminothiazoles via Fe(III)-Iodine-catalyzed Hantzsch-type condensation. And the article contained the following:

A novel iron-iodine catalyzed one pot synthesis of 2-aminothiazoles I (Ar = Ph, 4-bromophenyl, furan-2-yl, etc.; R = H, Ph) from Me aryl ketones ArC(O)Me and thioureas RNHC(S)NH2 is demonstrated. This protocol can be considered as a catalyzed version of the classical Hantzsch aminothiazole synthesis I as it enables the in situ generation of α-iodoketones in the reaction medium using catalytic amount of iodine leading to Hantzsch condensation with thiourea. The supply of iodine for multiple catalytic cycles is ensured by using catalytic amounts of iron as it enables iodide to iodine oxidation The generality of this protocol is also well established in this manuscript by synthesizing a variety of 2-aminothiazoles I from different ketones and thiourea. The experimental process involved the reaction of 2-Amino-4-(4-iodophenyl)thiazole(cas: 31699-14-6).SDS of cas: 31699-14-6

The Article related to aminothiazole preparation green chem, methyl aryl ketone thiourea hantzsch condensation iron iodine catalyst, Heterocyclic Compounds (More Than One Hetero Atom): Thiazoles, Isothiazoles and other aspects.SDS of cas: 31699-14-6

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

On January 31, 2010, Gaikwad, Sudhakar A.; Patil, Amol A.; Deshmukh, Madhukar B. published an article.Electric Literature of 31699-14-6 The title of the article was An efficient, uncatalyzed, and rapid synthesis of thiazoles and aminothiazoles under microwave irradiation and investigation of their biological activity. And the article contained the following:

A convenient method for the synthesis of thiazoles by treatment of α-bromoketones with thioamides (Hantzsch synthesis) in the absence of catalysts under microwave irradiation was developed. The products were formed rapidly in excellent yields. An efficiency comparison of time, yield, and effort clearly proved the microwave technique to be superior. The structures of the newly synthesized compounds were characterized by spectroscopic data and elemental analyses. The synthesized compounds were tested for their biol. activity. Depending on the substituents, some of the thiazoles exhibit very good antibacterial or antifungal activity. The experimental process involved the reaction of 2-Amino-4-(4-iodophenyl)thiazole(cas: 31699-14-6).Electric Literature of 31699-14-6

The Article related to bromoketone hantzsch cyclization thioamide r microwave irradiation, thiazole preparation antibacterial antifungal activity, Heterocyclic Compounds (More Than One Hetero Atom): Thiazoles, Isothiazoles and other aspects.Electric Literature of 31699-14-6

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