28/10/2022 - Page 3 of 3 - Indole Building Blocks

Deng, Jianghe et al. published their patent in 2007 |CAS: 860624-88-0

The Article related to indolecarboxamide preparation ikk2 inhibitor antirheumatic antiasthmatic copd treatment, indole amide preparation ikk2 inhibitor antirheumatic antiasthmatic copd treatment and other aspects.Computed Properties of 860624-88-0

On January 11, 2007, Deng, Jianghe; Kerns, Jeffrey K.; Jin, Qi; Lin, Guoliang; Lin, Xichen; Lindenmuth, Michael; Neipp, Christopher E.; Nie, Hong; Thomas, Sonia M.; Widdowson, Katherine L. published a patent.Computed Properties of 860624-88-0 The title of the patent was Preparation of novel indolecarboxamides as IKK2 inhibitors. And the patent contained the following:

The title compounds I [R1 = XYZ, tetrahydroisoquinolinyl, dihydroisoindolyl; X = (un)substituted Ph, heteroaryl, etc.; Y = a bond or alkylene; Z = NR4R5 or heteroocycloalkyl; R2, R3 = H, F, Cl; R4 = H, alkyl (optionally substituted with one hydroxy or one methoxy group); R5 = H, heterocycloalkyl, alkoxy, etc.; U = a bond, alkylene or alkenylene; V = Ph, 5-6 membered heteroaryl, 5-7 membered heterocycloalkyl, etc.] which are inhibitors of IKK2 and can be useful in the treatment of disorders associated with inappropriate IKK2 (also known as IKKβ) activity, such as rheumatoid arthritis, asthma, and COPD (chronic obstructive pulmonary disease), were prepared E.g., a multi-step synthesis of II, starting from indoline, was given. Selected compounds I were tested for activity against IKK2 (data given for representative compounds I). The invention is further directed to pharmaceutical compositions comprising a compound I. The invention is still further directed to methods of inhibiting IKK2 activity and treatment of disorders associated therewith using a compound I or a pharmaceutical composition comprising a compound I. The experimental process involved the reaction of Methyl 5-bromoindoline-7-carboxylate(cas: 860624-88-0).Computed Properties of 860624-88-0

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Deng, Jianghe et al. published their patent in 2009 |CAS: 860624-88-0

On June 4, 2009, Deng, Jianghe; Kerns, Jeffrey K.; Jin, Qi; Lin, Guoliang; Lin, Xichen; Lindenmuth, Michael; Neipp, Christopher; Nie, Hong; Thomas, Sonia M.; Widdowson, Katherine L. published a patent.Safety of Methyl 5-bromoindoline-7-carboxylate The title of the patent was Preparation of novel indolecarboxamides as IKK2 inhibitors. And the patent contained the following:

The title compounds I [R1 = XYZ, tetrahydroisoquinolinyl, dihydroisoindolyl; X = (un)substituted Ph, heteroaryl, etc.; Y = a bond or alkylene; Z = NR4R5 or heterocycloalkyl; R2, R3 = H, F, Cl; R4 = H, alkyl (optionally substituted with one hydroxy or one methoxy group); R5 = H, heterocycloalkyl, alkoxy, etc.; U = a bond, alkylene or alkenylene; V = Ph, 5-6 membered heteroaryl, 5-7 membered heterocycloalkyl, etc.] which are inhibitors of IKK2 and can be useful in the treatment of disorders associated with inappropriate IKK2 (also known as IKKβ) activity, such as rheumatoid arthritis, asthma, and COPD (chronic obstructive pulmonary disease), were prepared E.g., a multi-step synthesis of II, starting from indoline, was given. Selected compounds I were tested for activity against IKK2 (data given for representative compounds I). The invention is further directed to pharmaceutical compositions comprising a compound I. The invention is still further directed to methods of inhibiting IKK2 activity and treatment of disorders associated therewith using a compound I or a pharmaceutical composition comprising a compound I. The experimental process involved the reaction of Methyl 5-bromoindoline-7-carboxylate(cas: 860624-88-0).Safety of Methyl 5-bromoindoline-7-carboxylate

Friedrich, Anne et al. published their research in Synlett in 2007 |CAS: 79815-20-6

The Article related to amino acid autocoupling dimerization amidation cyclization, proline autocoupling dimerization amidation cyclization, ketopiperazine preparation, piperazinedione preparation and other aspects.Application of 79815-20-6

On August 13, 2007, Friedrich, Anne; Jainta, Manuel; Nieger, Martin; Brase, Stefan published an article.Application of 79815-20-6 The title of the article was One-pot synthesis of symmetrical and unsymmetrical diketopiperazines from unprotected amino acids. And the article contained the following:

An efficient synthesis of sym. and unsym. proline-type diketopiperazines using a phosphite-promoted coupling was used to generate diketopiperazines with overall good yields from unprotected amino acids. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Application of 79815-20-6

Seifert, Joachim et al. published their patent in 2003 |CAS: 130539-43-4

The Article related to heparinoid synthon uronate pentasaccharide preparation glycosylation protecting group, uronate heparin oligosaccharide preparation monosaccharide disaccharide trisaccharide and other aspects.Reference of Ethyl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside

On March 20, 2003, Seifert, Joachim; Singh, Latika; Ramsdale, Tracie Elizabeth; West, Michael Leo; Drinnan, Nicholas Barry published a patent.Reference of Ethyl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside The title of the patent was Synthetic heparin pentasaccharides via glycosylation reaction using different protecting groups. And the patent contained the following:

Synthetic monosaccharides, disaccharides, trisaccharides, tetrasaccharides and pentasaccharides for use in the preparation of synthetic heparinoids. Thus, heparin pentasaccharide I (R1 = SO3Na) was prepared via glycosylation reaction using different protecting groups. The experimental process involved the reaction of Ethyl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside(cas: 130539-43-4).Reference of Ethyl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside

Seifert, Joachim et al. published their patent in 2015 |CAS: 130539-43-4

The Article related to heparinoid synthon uronate pentasaccharide preparation glycosylation protecting group, uronate heparin oligosaccharide preparation monosaccharide disaccharide trisaccharide and other aspects.Name: Ethyl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside

On December 22, 2015, Seifert, Joachim; Singh, Latika; Ramsdale, Tracie Elizabeth; West, Michael Leo; Drinnan, Nicholas Barry published a patent.Name: Ethyl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside The title of the patent was Synthetic heparin pentasaccharides via glycosylation reaction using different protecting groups. And the patent contained the following:

Preparation of synthetic monosaccharides, disaccharides I, wherein X is from the group consisting of a hydroxyl group; thioalkyl, thioaryl, halogen, trichloroacetimidoyl, and ‘butyldiphenylsilyloxy, and wherein the stereochem. may be α or β; R1 is 4-methoxyphenyl, benzyl, substituted benzyl groups, alkylacyl, arylacyl, alkylarylacyl, substituted alkylacyl, substituted arylacyl, substituted alkylarylacyl, carbonate protecting groups; R2 is 4-methoxyphenyl, alkylacyl, arylacyl, alkylarylacyl, substituted alkylacyl, substituted arylacyl, substituted alkylarylacyl protecting group, carbonate protecting groups, carbamate protecting groups, or alkenyl; R3 is Me, alkyl, alkenyl, benzyl and substituted benzyl; R4 is azido, substituted amine; R5 is benzyl, substituted benzyl protecting group, allyl, allyloxycarbonyl; R4 and R5 independently can combine together to form a cyclic carbamate; and, trisaccharides, tetrasaccharides and pentasaccharides; R6 is benzyl; R7 is benzoyl, arylacyl protecting group, alkylarylacyl protecting group, substituted alkylacyl protecting group, 4-chlorobenzoyl, substituted arylacyl protecting group, substituted alkylarylacyl protecting group, allyloxycarbonyl, ethoxycarbonyl, tertbutoxycarbonyl, carbonate protecting groups, t-butyldiphenylsilyl, allyl, methoxymethyl, methoxyethyl, were prepared for use in the preparation of synthetic heparinoids. Thus, heparin pentasaccharide II was prepared via glycosylation reaction using different protecting groups. The experimental process involved the reaction of Ethyl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside(cas: 130539-43-4).Name: Ethyl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside

The Article related to heparinoid synthon uronate pentasaccharide preparation glycosylation protecting group, uronate heparin oligosaccharide preparation monosaccharide disaccharide trisaccharide and other aspects.Name: Ethyl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside

Tian, Maoqun et al. published their research in Journal of the American Chemical Society in 2016 |CAS: 152213-63-3

The Article related to araiosamine biomimetic preparation antibacterial gram pos neg, guanidinylation agent araiosamine preparation, carbon hydrogen bond functionalization araiosamine preparation and other aspects.SDS of cas: 152213-63-3

On November 2, 2016, Tian, Maoqun; Yan, Ming; Baran, Phil S. published an article.SDS of cas: 152213-63-3 The title of the article was 11-Step Total Synthesis of Araiosamines. And the article contained the following:

A concise route to a small family of exotic marine alkaloids known as the araiosamines has been developed, and their absolute configuration has been assigned. The dense array of functionality, high polarity, and rich stereochem. coupled with equilibrating topologies present an unusual challenge for chem. synthesis and an opportunity for innovation. Key steps involve the use of a new reagent for guanidine installation, a remarkably selective C-H functionalization, and a surprisingly simple final step that intersects a presumed biosynthetic intermediate. Synthetic araiosamines were shown to exhibit potency against Gram-pos. and -neg. bacteria despite a contrary report of no activity. The experimental process involved the reaction of Methyl 2-(6-bromo-1H-indol-3-yl)acetate(cas: 152213-63-3).SDS of cas: 152213-63-3

Moghadam, Faeze Kiani et al. published their research in Synlett in 2016 |CAS: 65417-22-3

The Article related to iodoaniline isothiocyanate copper catalyst cross coupling, aminobenzothiazole preparation, dicarbonyl compound iodoaniline copper catalyst cross coupling, indole preparation and other aspects.HPLC of Formula: 65417-22-3

On July 31, 2016, Moghadam, Faeze Kiani; Jarrah, Najmeh; Mashayekh-Salehi, Ali; Ghanbaripour, Rashid published an article.HPLC of Formula: 65417-22-3 The title of the article was A Synthesis of Benzothiazoles and Indoles by Direct C(sp2)-I Activation Catalyzed by Copper(II) on Silica-Coated Magnetite Nanoparticles. And the article contained the following:

N-Substituted 2-amino-1,3-benzothiazoles and 2,3-disubstituted indoles were prepared by C-S and C-C cross-coupling reactions of 2-iodoanilines with isothiocyanates or 1,3-dicarbonyl compounds, resp., in the presence of magnetic nanoparticles functionalized with a copper(II)-Schiff base complex as an efficient and reusable catalyst. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).HPLC of Formula: 65417-22-3

Kuwano, Ryoichi et al. published their research in Journal of the American Chemical Society in 2000 |CAS: 79815-20-6

The Article related to indoline enantioselective preparation, indole enantioselective hydrogenation rhodium norbornadiene complex phtrap ligand, catalytic asym hydrogenation heteroaromatic compound and other aspects.Name: H-Idc-OH

On August 9, 2000, Kuwano, Ryoichi; Sato, Koji; Kurokawa, Takashi; Karube, Daisuke; Ito, Yoshihiko published an article.Name: H-Idc-OH The title of the article was Catalytic asymmetric hydrogenation of heteroaromatic compounds, indoles. And the article contained the following:

Indoles I (R = Bu, Me2CHCH2, Ph, MeO2C; R1 = MeCO, Me3COCO; R2 = H, Me, F3C; R3 = H, MeO, F3C) are reduced enantioselectively to nonracemic indolines II in 83-100% yields and 78-95% ee by a rhodium norbornadiene catalyst in the presence of a bis(diphenylphosphinoethyl)biferrocene ligand. E.g., indolecarboxylate I (R = MeO2C; R1 = MeCO; R2 = R3 = H) was stirred in isopropanol in the presence of cesium carbonate, [Rh(norbornadiene)2]+SbF6- and the bis(diphenylphosphinoethyl)biferrocene (S,S)-(R,R)-PhTRAP under hydrogen at 5.0 MPa and at 60° to give II (R = MeO2C; R1 = MeCO; R2 = R3 = H) in 95% yield and 95% ee. The [Rh(norbornadiene)2]+SbF6–(S,S)-(R,R)-PhTRAP catalytic system is the first hydrogenation catalyst found to reduce five-membered heterocyclic systems enantioselectively. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Name: H-Idc-OH

Minuth, Tobias et al. published their research in European Journal of Organic Chemistry in 2009 |CAS: 130539-43-4

The Article related to amino glycoside preparation structure property conformation catalysis oxazoline cyclopropanation, structure property conformation catalysis oxazoline ligand steric electronic and other aspects.Electric Literature of 130539-43-4

On March 31, 2009, Minuth, Tobias; Irmak, Mustafa; Groschner, Annika; Lehnert, Tobias; Boysen, Mike M. K. published an article.Electric Literature of 130539-43-4 The title of the article was Sweets for catalysis – facile optimization of carbohydrate-based bis(oxazoline) ligands. And the article contained the following:

A new type of carbohydrate-based bis(oxazoline) ligands was prepared from inexpensive D-glucosamine and tested in asym. cyclopropanation reactions. For optimization, modified ligands with 3-O substituents of varying size and electronic properties were prepared as well as a 3-OH unprotected and a perpivaloylated derivative All new ligands were tested in asym. cyclopropanation, revealing a strong dependence of enantioselectivity on steric demand and electronic properties of the 3-O residue. Also, a significant influence of the pyranose conformation, which is determined by the presence or absence of the cyclic acetal group, was observed Thus, it was easily possible to tune the new carbohydrate bis(oxazoline) ligands to a given reaction. The experimental process involved the reaction of Ethyl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-thio-beta-D-glucopyranoside(cas: 130539-43-4).Electric Literature of 130539-43-4

Peglion, Jean-Louis et al. published their patent in 2002 |CAS: 52537-00-5

The Article related to dihydroindolylphenoxymethylpiperidinylethylaminocyclobutenedione methanesulfonate preparation antiatherosclerotic, cyclobutenedione derivative preparation antiatherosclerotic and other aspects.Application In Synthesis of 6-Chloro-2,3-dihydro-1H-indole

On April 17, 2002, Peglion, Jean-Louis; Vilaine, Jean-Paul; Villeneuve, Nicole; Thollon, Catherine; Bourguignon, Marie-Pierre; Poitevin, Christophe published a patent.Application In Synthesis of 6-Chloro-2,3-dihydro-1H-indole The title of the patent was Preparation of heterocyclic moiety-containing cyclobutenedione derivatives for use in the treatment of atherosclerosis. And the patent contained the following:

The title compounds are prepared [e.g., 3-(2,3-dihydro-1H-indol-1-yl)-4-[2-[4-(phenoxymethyl)-1-piperidinyl]ethylamino]-3-cyclobutene-1,2-dione methanesulfonate; m.p. 209-213°], along with a pharmaceutical dosage form containing them, and are useful in the treatment of diseases pertaining to endothelial dysfunction (e.g., atherosclerosis). The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Application In Synthesis of 6-Chloro-2,3-dihydro-1H-indole