Tag: 100-200

On April 30, 1980, Kaneko, Chikara; Fujii, Harue; Kawai, Shinji; Yamamoto, Atsushi; Hashiba, Kazuhiko; Kimata, Toshihiko; Hayashi, Reiko; Somei, Masanori published an article.Application In Synthesis of Methyl 2-methyl-1H-indole-3-carboxylate The title of the article was Studies on the N-oxides of π-deficient N-heteroaromatics. XXXIV. Studies on oxazepine derivatives. X. A novel synthesis of substituted indoles by photochemical ring contraction of 3,1-benzoxazepines. And the article contained the following:

A novel photochem. ring-contraction reaction of 3,1-benzoxazepines I (R = cyano, Ph; R1 = Cl, CO2H; R2 = H) yields 3-formylindoles II (R3 = CHO, R4 = H, Cl) in an aprotic solvent. This ring contraction was successfully extended to oxazepines having an alkoxycarbonyl function at the 5-position to give the indoles having this function at the 3-position. Though most of the oxazepines underwent the ring-contraction reaction only on irradiation at 254 nm, 5-carboxy derivatives or their esters afforded the ring-contraction products even at ≥300 nm. The intermediacy of 3H-indole species in these photochem. ring-contraction reactions was demonstrated by the isolation of II (R = Ph, R3 = Ac, R4 = 5-CO2Me) during the photolysis of I (R = Ph, R1 = COOMe, R2 = Me) this 3H-indole afforded II (R = Ph, R3 = Ac, R4 = 4-, and 6-CO2Me) upon further irradiation The mechanism of this acetyl migration is discussed based on the result of the photochem. acetyl migration of Me 1-acetyl-2-phenylindole-3-carboxylate. The oxazepines were obtained by photochem. rearrangement of quinoline oxides at ≥300 nm. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).Application In Synthesis of Methyl 2-methyl-1H-indole-3-carboxylate

The Article related to benzoxazepine ring contraction photochem, indole preparation photochem, Heterocyclic Compounds (More Than One Hetero Atom): Other 7-Membered Rings and other aspects.Application In Synthesis of Methyl 2-methyl-1H-indole-3-carboxylate

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 1, 2014, Yang, Jun; Zhou, Shanshan; Ji, Liyan; Zhang, Chao; Yu, Siwang; Li, Zhongjun; Meng, Xiangbao published an article.Name: 6-Chloro-2,3-dihydro-1H-indole The title of the article was Synthesis and structure-activity relationship of 4-azaheterocycle benzenesulfonamide derivatives as new microtubule-targeting agents. And the article contained the following:

A series of 1-sulfonyl indolines was synthesized and evaluated for antiproliferative activity. The most potent compounds I (R = H or MeO) showed significant cytotoxicity (IC50 in the range of 0.055-0.105 and 0.039-0.112 μM, resp.) against four human cancer cell lines HCT116, PC3, HepG2 and SK-OV-3. The structure-activity relationship of this series of sulfonamides, including the influence of azaheterocycle rings, substituent at the different positions of indolines, and the cyclopropane moiety, was described. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Name: 6-Chloro-2,3-dihydro-1H-indole

The Article related to indoline azaheterocycle benzenesulfonamide preparation microtubule targeting agent antitumor, benzenesulfonamides, indoline, microtubule-targeting agents, synthesis, Heterocyclic Compounds (More Than One Hetero Atom): Oxazoles, Isoxazoles and other aspects.Name: 6-Chloro-2,3-dihydro-1H-indole

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 8, 2001, Gwaltney, Stephen L., II; Jae, Hwan-Soo; Kalvin, Douglas M.; Liu, Gang; Sham, Hing L.; Li, Qun; Claiborne, Akiyo K.; Wang, Le; Barr, Kenneth J.; Woods, Keith W. published a patent.HPLC of Formula: 256935-86-1 The title of the patent was Preparation of oxazoline antiproliferative agents. And the patent contained the following:

R2ZR [I; R = alkyl-, alkoxy, or alkylthio-trisubstituted Ph; R2 = (un)substituted cycloalk(en)yl, -heterocyclyl, -aryl, etc.; Z = (4-alkyl)-2-oxazoline-2,5-diyl or 4,4-dialkyl-2-oxazoline-2,5-diyl] were prepared Thus, 3,4,5-trimethoxybenzaldehyde was condensed with MeNO2 and the reduced product amidated by 4-(Me2N)C6H4COCl to give, after cyclization, I [R = C6H2(OMe)3-3,4,5, R2 = C6H4(NMe2)-4, Z = 2-oxazoline-2,5-diyl]. Data for biol. activity of I were given. The experimental process involved the reaction of 6-Chloro-1H-indole-5-carboxylic acid(cas: 256935-86-1).HPLC of Formula: 256935-86-1

The Article related to oxazoline preparation antiproliferative agent, antitumor agent oxazoline preparation, Heterocyclic Compounds (More Than One Hetero Atom): Oxazoles, Isoxazoles and other aspects.HPLC of Formula: 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

Cai, Xianrong; Wang, Chao; Sun, Jian published an article in 2012, the title of the article was Organocatalytic Enantioselective Dipolar [3+2] Cycloadditions of Acetylenic Aldehydes with Nitrones for the Formation of Chiral 4-Isoxazolines.Name: H-Idc-OH And the article contains the following content:

An organocatalytic enantioselective protocol has been developed for the dipolar [3+2] cycloaddition between acetylenic aldehydes and nitrones through an iminium activation pathway. This protocol uses L-α,α-bis(3,5-ditrifluoromethylphenyl)prolinol as catalyst and 3,5-dinitrobenzoic acid as additive and is friendly for one-pot operation for the nitrone formation and the subsequent cycloaddition It also exhibits a broad substrate scope and allows for the highly efficient production of chiral 4-isoxazolines with various substituents under mild conditions in high yields (68-92%) with high enantioselectivities (up to 96% ee). The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Name: H-Idc-OH

The Article related to isoxazoline stereoselective preparation alkynal aldehyde nitrone prolinol catalyst, Heterocyclic Compounds (More Than One Hetero Atom): Oxazoles, Isoxazoles and other aspects.Name: H-Idc-OH

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 February 10, 2000, Gwaltney, Stephen L., II; Jae, Hwan-Soo; Kalvin, Douglas M.; Liu, Gang; Sham, Hing L.; Li, Qun; Claiborne, Akiyo K.; Wang, Le; Barr, Kenneth J.; Woods, Keith W. published a patent.Safety of 6-Chloro-1H-indole-5-carboxylic acid The title of the patent was Preparation of substituted oxazolines as antiproliferative agents. And the patent contained the following:

The title compounds [I; R1-R3 = alkyl, alkoxy, thioalkoxy; R4, R5 = H, alkyl; R6 = (un)substituted aryl, heterocyclyl, cycloalkyl, etc.], useful for treating cancer, were prepared E.g., a multi-step synthesis of I [R1-R3 = 3,4,5-(MeO)3; R4, R5 = H; R6 = 4-Me2NC6H4] which showed 100% inhibition in both 48-h cellular proliferation assays that used human colon adenocarcinoma, MDR pos. and human lung cell carcinoma, MDR neg., was given. The experimental process involved the reaction of 6-Chloro-1H-indole-5-carboxylic acid(cas: 256935-86-1).Safety of 6-Chloro-1H-indole-5-carboxylic acid

The Article related to oxazoline preparation antiproliferative antitumor, Heterocyclic Compounds (More Than One Hetero Atom): Oxazoles, Isoxazoles and other aspects.Safety 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 10, 2005, Chang, Hye-Kyung; Oh, Yeong-Koo; Park, Cheol-Won; Jang, Yong-Jin; Park, Tae-Kyo; Kim, Sung-Sub; Kim, Min-Jung; Park, Mi-Jeong; Park, Jung-Gyu; Park, Hee-Dong; Min, Kyeong-sik; Lee, Tae-soo; Lee, Sang-kyun; Kim, Soo-hyeon; Jeong, Hee-kyung; Lee, Sun-hwa; Kim, Hwa-dong; Kim, Ae-ri; Park, Ki-sook; Shin, Hyun-ik; Choi, Hyeong-wook; Lee, Kyu-woong; Lee, Jae-hoon; Heo, Tae-ho; Kim, Ho-jun; Kwon, Tae-sik published a patent.HPLC of Formula: 883526-76-9 The title of the patent was Preparation of carbamoylisoxazoles as caspase inhibitors. And the patent contained the following:

Isoxazoles I [R = H, alkyl, cycloalkyl, aryl, aralkyl; R1 = alkyl, cycloalkyl, aryl, aralkyl, amino acid residue; R2 = alkyl, cycloalkyl, aryl, aralkyl, amino acid residue, H, substituted hydroxyalkyl; A = bond, O alkylene, oxaalkylene, (un)substituted NH2; B = H, alkyl, cycloalkyl, aralkyl; CRR1 = carbocyclic or heterocyclic ring; X = acyl, substituted CH:CHCOH, CH:CHSO2H] were prepared for use as caspase inhibitors in the prevention of inflammation and apoptosis. Thus, PhCCl:NOH was treated with CH2:CEtCO2Et ti give Et 5-ethyl-3-phenyl-4,5-dihydro-5-isoxazolecarboxylate (II). Tert.-Bu (3S)-3-amino-4-hydroxy-5-(2,3,5,6-tetrafluorophenoxy)pentanoate (III) was prepared from 2,3,5,6-F4CHOH and N-benzyloxycarbonyl-L-aspartic acid β-tert.-Bu ester. Amidation of III with II and deblocking gave the title compound IV which had Ki for caspase inhibition of 1.9 M-1 min-1. The experimental process involved the reaction of 1,5-Dimethyl-1H-indole-2-carbaldehyde(cas: 883526-76-9).HPLC of Formula: 883526-76-9

The Article related to carbamoylisoxazole preparation caspase inhibitor, Heterocyclic Compounds (More Than One Hetero Atom): Oxazoles, Isoxazoles and other aspects.HPLC of Formula: 883526-76-9

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

Zhang, Jingyu; Chen, Shiya; Chen, Fangfang; Xu, Wensheng; Deng, Guo-Jun; Gong, Hang published an article in 2017, the title of the article was Dehydrogenation of Nitrogen Heterocycles Using Graphene Oxide as a Versatile Metal-Free Catalyst under Air.Related Products of 52537-00-5 And the article contains the following content:

Graphene oxide (GO) has been developed as an inexpensive, environmental friendly, metal-free carbocatalyst for the dehydrogenation of nitrogen heterocycles. Valuable compounds, such as quinoline, 3,4-dihydroisoquinoline, quinazoline, and indole derivatives, have been successfully used as substrates. The investigation of various oxygen-containing mols. with different conjugated systems indicated that both the oxygen-containing groups and large π-conjugated system in GO sheets are essential for this reaction. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Related Products of 52537-00-5

The Article related to graphene oxide nitrogen heterocycle dehydrogenation catalyst green chem, Heterocyclic Compounds (One Hetero Atom): Quinolines and Isoquinolines and other aspects.Related Products of 52537-00-5

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 September 11, 2013, Wang, Chao; Jiang, Xue; Wei, Yawen; Xue, Dong; Xiao, Jianliang published a patent.Recommanded Product: 52537-00-5 The title of the patent was N-Methylation method of aromatic amine. And the patent contained the following:

The invention relates to the N-methylation method of aromatic amines. N-Methylarom. amines were prepared via N-methylation of arylamines with formic acid. The invention has simple operation and wide application range of substrate, and can obtain high-yield N-methylated aromatic amine without catalytic condition. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Recommanded Product: 52537-00-5

The Article related to arylamine formic acid methylation, methyl arylamine preparation, Heterocyclic Compounds (One Hetero Atom): Quinolines and Isoquinolines and other aspects.Recommanded Product: 52537-00-5

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 August 20, 2020, Lee, Matthew Randolph; Varano Jr., Anthony Joseph; Bobinski, Thomas P. published a patent.Application In Synthesis of 6-Chloro-2,3-dihydro-1H-indole The title of the patent was Sulfonylisoquinolinone derivatives as ROCK kinase inhibitors and their preparation. And the patent contained the following:

The present invention relates to compounds that inhibit ROCK activity. In particular, the present invention relates to compounds, pharmaceutical compositions and methods of use, such as methods of inhibiting ROCK activity and methods for treating, for example cerebral cavernous malformation syndrome (CCM) and cardiovascular diseases using the compounds and pharmaceutical compositions of the present invention. Example compound I was prepared by sulfonylation of 1-chloroisoquinoline with chlorosulfonic acid; the resulting 1-chloroisoquinoline-5-sulfonyl chloride underwent hydrolysis to give 1-hydroxyisoquinoline-5-sulfonic acid, which underwent chlorination to give the corresponding sulfonyl chloride, which underwent amidation with 4-methylisoindoline to give compound I. The invention compounds were evaluated for their ROCK kinase inhibitory activity. From the assay, it was determined that compound I exhibited IC50 value in the range of 1,000 nM to ≤ 10,000 nM. 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

The Article related to sulfonylisoquinolinone preparation rock kinase inhibitor, Heterocyclic Compounds (One Hetero Atom): Quinolines and Isoquinolines and other aspects.Application In Synthesis of 6-Chloro-2,3-dihydro-1H-indole

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 14, 2021, Lee, Matthew Randolph; Varano, Anthony Joseph; Bobinski, Thomas P. published a patent.Application In Synthesis of 6-Chloro-2,3-dihydro-1H-indole The title of the patent was Sulfonylisoquinolinone derivatives as ROCK kinase inhibitors and their preparation. And the patent contained the following:

The present invention relates to compounds that inhibit ROCK activity. In particular, the present invention relates to compounds, pharmaceutical compositions and methods of use, such as methods of inhibiting ROCK activity and methods for treating, for example cerebral cavernous malformation syndrome (CCM) and cardiovascular diseases using the compounds and pharmaceutical compositions of the present invention. Example compound I was prepared by sulfonylation of 1-chloroisoquinoline with chlorosulfonic acid; the resulting 1-chloroisoquinoline-5-sulfonyl chloride underwent hydrolysis to give 1-hydroxyisoquinoline-5-sulfonic acid, which underwent chlorination to give the corresponding sulfonyl chloride, which underwent amidation with 4-methylisoindoline to give compound I. The invention compounds were evaluated for their ROCK kinase inhibitory activity. From the assay, it was determined that compound I exhibited IC50 value in the range of 1,000 nM to ≤ 10,000 nM. 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

The Article related to sulfonylisoquinolinone preparation rock kinase inhibitor, Heterocyclic Compounds (One Hetero Atom): Quinolines and Isoquinolines and other aspects.Application In Synthesis of 6-Chloro-2,3-dihydro-1H-indole

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