Category: 256935-86-1

On July 12, 2022, Hou, Wei; Dong, Hewei published a patent.Category: indole-building-block The title of the patent was Green preparation method of off-DNA and on-DNA arylselenyl indole compounds and its applications. And the patent contained the following:

The present invention relates to the green preparation method of off-DNA and on-DNA arylselenyl indole compounds and its applications. In particular, preparation method comprises of indole compounds, benzisoselenazolone compounds and the Lewis acid are dissolved in a solvent, and the reaction is stirred for 1 to 12 h at -20 to 65°C, to obtain 3-arylselenoindole compounds I (wherein, R1 is selected from hydrogen, C1-C4 alkyl, C1-C4 haloalkyl, halogen, C1-C4 alkoxy, C1-C4 haloalkoxy, etc.; R2 is selected from hydrogen, C1-C4 alkyl, unsubstituted or halogenated, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4alkoxy, etc.; R3 is selected from the one in hydrogen, halogen, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkyl, C1-C4 haloalkyl, nitro, carboxyl, C1-C4 alkoxycarbonyl; R4 is selected from hydrogen, C3-C8 cycloalkyl, unsubstituted or halogenated, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy, etc.). Similarly, preparation method of on-DNA arylselenyl indole compounds comprises of on-DNA indole compounds, benzisoselenazolone compounds and the Lewis acid are dissolved in a solvent to construct a reaction system, react at 15-50°C for 0.5 to 24 h, the gained reaction solution is after post-processing, obtain compounds II (R5 consists of 0-10 atoms, when the skeleton of R5 consists of 0 atoms, the carbonyl group is directly connected to the indolyl group; when the skeleton of R5 consists of 1-10 atoms, the group is any one of the -CH2-, CF2-, -CH2-O-, etc.; R6 is selected from a kind of in hydrogen, halogen, C1-C6 alkyl,nitro, etc.; R7 is selected from hydrogen, one of C1-C6 alkyl, C1-C6 haloalkyl, Ph, etc.; R8 is selected from hydrogen, C1-C6 alkyl, C1-C6 haloalkyl, halogen, C1-C6 alkoxy group etc.; R9 is selected from hydrogen, C6-C10 aryl, C1-C6 alkyl, etc.). The inventive method has advantages of only needs to add catalytic amount of lewis acid catalyst, the catalyst is cheap and easy to get, simple reaction system, the reaction is to air and water tolerance, doesn’t need inert gas protection, the reaction solvent without removing water, easy to operate; reaction condition is gentle, reaction yield is high and has excellent functional group tolerance; this synthetic method is also applicable to synthesis of porous plate parallel; product is single, and the organic solvent/water mixed phase to carry out, the operation is simple, does not introduce metal reagent, environment friendly, it is applicable to use a perforated plate for the DNA encoding the synthesis of compound library. The experimental process involved the reaction of 6-Chloro-1H-indole-5-carboxylic acid(cas: 256935-86-1).Category: indole-building-block

The Article related to arylselenyl indole green preparation selenization antitumor agent, dna conjugated arylselenyl indole green preparation selenization, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Category: indole-building-block

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

On November 30, 2000, Mavunkel, Babu J.; Chakravarty, Sarvajit; Perumattam, John J.; Dugar, Sundeep; Lu, Qing; Liang, Xi published a patent.Electric Literature of 256935-86-1 The title of the patent was Preparation of 5-[4-benzylpiperidinyl(piperazinyl)]-indolecarboxamides as inhibitors of p38 kinase. And the patent contained the following:

The title compounds [I; one Z2 = CA, CR8A and the other = CR1, CR12, NR6, N (wherein R1, R6, R8 = H, noninterfering substituent; A = WiCOXjY; Y = COR2, an isostere; R2 = H, noninterfering substituent; W, X = spacer of 2-6Å; i, j = 0-1); Z3 = NR7, O; R3 = noninterfering substituent; n = 0-3; L1, L2 = linker; R4 = noninterfering substituent; m = 0-4; Z1 = CR5, N (R5 = H, noninterfering substituent); l, k = 0-2, wherein the sum of l and k = 0-3; Ar = aryl substituted with 0-5 noninterfering substituents, wherein two noninterfering substituents can form a fused ring; the distance between the atom of Ar linked to L2 and the center of the α ring is 4.5-24Å] which inhibit p38-α kinase (biol. data given), were prepared Thus, treating 6-methoxy-(4-benzylpiperidinyl)-indole-5-carboxamide with oxalyl chloride in CH2Cl2 afforded the indole-5-carboxamide II. The experimental process involved the reaction of 6-Chloro-1H-indole-5-carboxylic acid(cas: 256935-86-1).Electric Literature of 256935-86-1

The Article related to indolecarboxamide benzylpiperidinyl benzylpiperazinyl preparation p38 kinase inhibitor, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.Electric Literature of 256935-86-1

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

On November 30, 2000, Mavunkel, Babu J.; Chakravarty, Sarvajit; Perumattam, John J.; Dugar, Sundeep; Lu, Qing; Liang, Xi published a patent.Electric Literature of 256935-86-1 The title of the patent was Preparation of 5-[4-benzylpiperidinyl(piperazinyl)]-indolecarboxamides as inhibitors of p38 kinase. And the patent contained the following:

The title compounds [I; one Z2 = CA, CR8A and the other = CR1, CR12, NR6, N (wherein R1, R6, R8 = H, noninterfering substituent; A = WiCOXjY; Y = COR2, an isostere; R2 = H, noninterfering substituent; W, X = spacer of 2-6Å; i, j = 0-1); Z3 = NR7, O; R3 = noninterfering substituent; n = 0-3; L1, L2 = linker; R4 = noninterfering substituent; m = 0-4; Z1 = CR5, N (R5 = H, noninterfering substituent); l, k = 0-2, wherein the sum of l and k = 0-3; Ar = aryl substituted with 0-5 noninterfering substituents, wherein two noninterfering substituents can form a fused ring; the distance between the atom of Ar linked to L2 and the center of the α ring is 4.5-24Å] which inhibit p38-α kinase (biol. data given), were prepared Thus, treating 6-methoxy-(4-benzylpiperidinyl)-indole-5-carboxamide with oxalyl chloride in CH2Cl2 afforded the indole-5-carboxamide II. The experimental process involved the reaction of 6-Chloro-1H-indole-5-carboxylic acid(cas: 256935-86-1).Electric Literature of 256935-86-1

The Article related to indolecarboxamide benzylpiperidinyl benzylpiperazinyl preparation p38 kinase inhibitor, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.Electric Literature of 256935-86-1

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

On December 2, 1999, Mavunkel, Babu J.; Liu, David Y.; Schreiner, George F.; Lewicki, John A.; Perumattam, John J. published a patent.Reference of 6-Chloro-1H-indole-5-carboxylic acid The title of the patent was Heterocyclic compounds and methods to treat cardiac failure and other disorders. And the patent contained the following:

Compounds I and II [Z1, Z2 = CR4, N; R4 = H, alkyl, aryl, each of said alkyl or aryl optionally including one or more heteroatoms selected from O, S and N and optionally substituted by one or more of halo, OR, SR, NR2, RCO, CO2R, CONR2, O2CR, NROCR and R = H, alkyl, CN, oxo, etc.; R1 = Q and X1 = CO or an isostere; m = 0, 1; Y = alkyl, aryl, arylalkyl; YY = alkylene bridge; n = 0, 2; Z3 = CH, N; X2 = CH, CH2 or an isostere; Ar = one or two Ph moieties directly coupled to X2 optionally substituted by halo, nitro, alkyl, etc.; R2 = H, alkyl, aryl; R3 = H, halo, NO2, alkyl, alkenyl, etc.], selective inhibitors of p38α kinase, were prepared E.g., 4-benzylpiperidinylindole-5-carboxamide was prepared The experimental process involved the reaction of 6-Chloro-1H-indole-5-carboxylic acid(cas: 256935-86-1).Reference of 6-Chloro-1H-indole-5-carboxylic acid

The Article related to heterocyclic compound preparation p38 kinase inhibitor, benzimidazole preparation p38 kinase inhibitor, benzotriazole preparation p38 kinase inhibitor, indole preparation p38 kinase inhibitor and other aspects.Reference of 6-Chloro-1H-indole-5-carboxylic acid

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

On July 8, 2003, Mavunkel, Babu J.; Liu, David Y.; Schreiner, George F.; Lewicki, John A.; Perumattam, John J. published a patent.Reference of 6-Chloro-1H-indole-5-carboxylic acid The title of the patent was Preparation of indoles, benzimidazoles and benztriazoles for treating cardiac failure and other disorders. And the patent contained the following:

The title compounds I and II [Z1, Z2 = CR4, N; R4 = H, alkyl, aryl, each of said alkyl or aryl optionally including one or more heteroatoms selected from O, S and N and optionally substituted by one or more of halo, OR, SR, NR2, RCO, CO2R, CONR2, O2CR, NROCR, etc. and R = H, alkyl; R1 = Q and X1 = CO, SO, SO2, CHOH; m = 1; Y = alkyl, aryl, arylalkyl; YY = alkylene bridge; n = 0-2; Z3 = N; X2 = CH, CH2 or an isostere; Ar = one or two Ph moieties directly coupled to X2 optionally substituted by halo, nitro, alkyl, etc.; R2 = H, alkyl, aryl; R3 = H, halo, NO2, alkyl, alkenyl, etc.], useful as selective inhibitors of p38α kinase, were prepared Thus, amidation of benzimidazole-5-carboxylic acid with 4-benzylpiperidine in the presence of EDAC and DMAP in DMF afforded 47% 4-benzylpiperidinyl-benzimidazole-5-carboxamide which showed 85% inhibition of p38β at 50 μM. The compounds I were tested for their specificity for p38α as compared to p38β (data given). The experimental process involved the reaction of 6-Chloro-1H-indole-5-carboxylic acid(cas: 256935-86-1).Reference of 6-Chloro-1H-indole-5-carboxylic acid

The Article related to benzimidazole preparation p38 kinase inhibitor, heart failure benzimidazole benzotriazole indole preparation, benzotriazole preparation p38 kinase inhibitor, indole preparation p38 kinase inhibitor and other aspects.Reference of 6-Chloro-1H-indole-5-carboxylic acid

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

On May 30, 2002, Dugar, Sundeep; Luedtke, Gregory; Tan, Xuefei published a patent.Application In Synthesis of 6-Chloro-1H-indole-5-carboxylic acid The title of the patent was Preparation of piperidinylcarbonyl- and piperazinylcarbonylindolylglyoxylates and -amides as inhibitors of p38-α kinase. And the patent contained the following:

[Title compounds I; dotted line = optional double bond; B = WiCOXjY; Y = COR2, isostere thereof; R2 = H, noninterfering substituent; W, X = spacer of 2-6 Å; i, j = 0, 1; R3 = noninterfering substituent; n = 0-3; Z3 = NR7, O; R7 = H, noninterfering substituent; 1 Z2 = C, CR8A, the other = CR1, C(R1)2, NR6, N; R1, R6, R8 = H, noninterfering substituent; A = Q1; Z1 = CR5, N; R5 = H, noninterfering substituent; p, q = 0-2; p+q = 0-3; Ar = aryl group substituted with 0-5 noninterfering substituents, wherein two noninterfering substituents can form a fused ring; R4 = noninterfering substituent; m is 0-4; L1, L2 = linker; the distance between the atom of Ar linked to L2 and the center of the Z2-containing ring = 4.5-24Å], were prepared as inhibitors of p38-α kinase (no data). Thus, title compound (II) was prepared in several steps starting from 4-nitrophenylglyoxylic acid. The experimental process involved the reaction of 6-Chloro-1H-indole-5-carboxylic acid(cas: 256935-86-1).Application In Synthesis of 6-Chloro-1H-indole-5-carboxylic acid

The Article related to indolylglyoxylate piperidinylcarbonyl preparation p38 kinase inhibitor, piperazinylcarbonylindolylglyoxamide preparation p38 kinase inhibitor, proinflammation response treatment indolylglyoxamide preparation and other aspects.Application In Synthesis of 6-Chloro-1H-indole-5-carboxylic acid

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

On March 18, 2004, Chakravarty, Sarvajit; Dugar, Sundeep; Lu, Qing; Luedtke, Gregory R.; Mavunkel, Babu J.; Perumatam, John Joseph; Tester, Richland published a patent.Electric Literature of 256935-86-1 The title of the patent was Preparation of piperidinylcarbonyl- and piperazinylcarbonylindolamines as p38 kinase inhibitors.. And the patent contained the following:

Title compounds [I; 1 Z2 = CA, the other = CR1; R1, R2, R5, R6 = H, noninterfering substituent; A = WiCOXjY; Y = COR2; W, X = spacer of 2-6Å; i, j = 0, 1; 2 R6 may form a 5-6 membered ring; m = 0-4; n = 0-3; L1, L2 = linker; R4 = noninterfering substituent; Z1 = N, CR5; Ar = (substituted) (fused) Ph, thienyl], were prepared for treatment of pro-inflammation response (no data). Thus, 1-(4-fluorobenzyl)-2S,5R-dimethylpiperazine, 6-chloroindole-5-carboxylic acid (preparation given), TBTU, and Et3N were stirred in DMF overnight to give 92% amide, which in CH2Cl2 at 0° was treated with (COCl)2 followed by stirring at room temperature for 5 h. Pyrrolidine was added followed by stirring for 1 h to give 71% 1-[6-chloro-5-[4-(4-fluorobenzyl)-2R,5S-dimethylpiperazine-1-carbonyl]-1H-indol-3-yl]-2-pyrrolidin-1-ylethane-1,2-dione. This was stirred with NaH in THF for 30 min.; O-(diphenylphosphinyl)hydroxylamine was added followed by stirring for 10 h to give 1-[1-amino-6-chloro-5-[4-(4-fluorobenzyl)-2R,5S-dimethylpiperazine-1-carbonyl]-1H-indol-3-yl]-2-pyrrolidin-1-ylethane-1,2-dione. The experimental process involved the reaction of 6-Chloro-1H-indole-5-carboxylic acid(cas: 256935-86-1).Electric Literature of 256935-86-1

The Article related to piperidinylcarbonylindolamine piperazinylcarbonylindolamine preparation p38 kinase inhibitor, indolyloxoacetamide amino piperazinylcarbonyl preparation p38 kinase inhibitor, pulmonary sarcosis silicosis cerebral malaria treatment aminoindole preparation, restenosis psoriasis cns reperfusion injury treatment aminoindole preparation and other aspects.Electric Literature of 256935-86-1

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