Category: 52537-00-5

On May 10, 2012, Calderon, Felix; Vidal-Mas, Jaume; Burrows, Jeremy; de la Rosa, Juan Carlos; Jimenez-Diaz, Maria Belen; Mulet, Teresa; Prats, Sara; Solana, Jorge; Witty, Michael; Gamo, Francisco Javier; Fernandez, Esther published an article.Application In Synthesis of 6-Chloro-2,3-dihydro-1H-indole The title of the article was A Divergent SAR Study Allows Optimization of a Potent 5-HT2c Inhibitor to a Promising Antimalarial Scaffold. And the article contained the following:

From the 13 533 chem. structures published by GlaxoSmithKline in 2010, we identified 47 quality starting points for lead optimization. One of the most promising hits was the TCMDC-139046, a mol. presenting an indoline core, which is well-known for its anxiolytic properties by interacting with serotonin antagonist receptors 5-HT2. The inhibition of this target will complicate the clin. development of these compounds as antimalarials. Herein, we present the antimalarial profile of this series and our efforts to avoid interaction with this receptor, while maintaining a good antiparasitic potency. By using a double-divergent structure-activity relationship anal., we have obtained a novel lead compound harboring an indoline core. 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 sar antimalaria 5ht antagonist indole, tres cantos antimalarial set, divergent sar, indoline, malaria, open-innovation, Pharmacology: Effects Of Antimicrobials and Parasiticides 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 June 18, 2002, Hester, Jackson B.; Rogers, Bruce N.; Jacobsen, Eric Jon; Ennis, Michael D.; Acker, Brad A.; Vander Velde, Susan L.; Frank, Kristine E. published a patent.Application In Synthesis of 6-Chloro-2,3-dihydro-1H-indole The title of the patent was Preparation of tetracyclic azepinoindoles as 5-HT receptor ligands for treatment of CNS disorders. And the patent contained the following:

Title compounds I [wherein R1 = independently OH, NO2, halo, CN CF3, CF3O, or (un)substituted alkyl, alkoxy, alkanoyl(oxy), alkoxycarbonyl, (hetero)aryl, sulfamoyl, amino, carbamoyl, or SOmRe; R2 = H, alkyl, alkanoyl, aryl(carbonyl), arylalkyl, alkoxycarbonyl, aryloxycarbonyl, arylsulfonyl, or arylalkoxycarbonyl; X and Y together = (un)substituted 2-3 membered saturated or partially unsaturated chain comprising 1 or more C’s and 1 O, S, SO, SO2, or NRf; m = independently 0-2; n = 0-3; Re = independently H, alkyl, (hetero)aryl, or (hetero)arylalkyl; Rf = H, alkyl, (hetero)aryl, (hetero)arylalkyl, or is a bond to a 2-4 membered alkylene chain that forms a ring fused to the ring comprising X and Y; with provisos; or a pharmaceutically acceptable salt thereof] were prepared as serotonin 5-HT receptor ligands. For example, a neat reaction between 1,2,3,4-tetrahydroquinoline and isoamylnitrile, followed by reduction of the N-nitroso intermediate with LiAlH4, afforded 3,4-dihydro-1(2H)-quinolinylamine•HCl. Cycloaddition with benzyl 4-oxo-1-azepanecarboxylate and deprotection using Pd/C gave the desired azepinopyrroloquinoline II•HCl. The latter exhibited binding to the 5HT2c receptor with Ki of 13 nM. I are useful for the treatment of central nervous system disorders, such as anxiety, obesity, depression, schizophrenia, stress related diseases, panic disorder, a phobia, obsessive compulsive disorder, post-traumatic stress syndrome, immune system depression, a stress induced problem with the gastrointestinal or cardiovascular system, or sexual dysfunction (no data). 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 cns agent azepinopyrroloquinoline preparation, azepinoindole tetracyclic preparation serotonin receptor ligand, Heterocyclic Compounds (One Hetero Atom): Higher-Membered Rings 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 November 5, 2015, Okano, Tsubasa; Suzuki, Shinya published a patent.Product Details of 52537-00-5 The title of the patent was Preparation of imidazoline derivatives as selective adrenaline α1A receptor full agonists. And the patent contained the following:

Disclosed are compounds I [A = Q1, Q2 or Q3; R = halo; n = 1-4; or pharmaceutically acceptable salts thereof]. For example, II·2HCl was prepared via reaction of 5-chloroindolin-2-one with TMEDA/n-BuLi/1,2-dibromoethane, reduction, cyanomethylation with bromoacetonitrile, treatment with ethylenediamine/P2S5 and salt-formation. In adrenaline receptor α1 agonist activity test, the exemplified compound II·2HCl showed EC50 values (nmol/L) of 2.60 and >10000 for α1A and α1L, resp. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Product Details of 52537-00-5

The Article related to imidazoline preparation selective adrenaline alpha 1a receptor full agonist, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Product Details 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 March 7, 2019, Goergler, Annick; Norcross, Roger; Dey, Fabian; Kusznir, Eric Andre published a patent.COA of Formula: C8H8ClN The title of the patent was Dihydrobenzimidazolones as anticancer agents and their preparation. And the patent contained the following:

The invention provides compounds of formula I which bind to the ubiquitously expressed E3 ligase protein cereblon (CRBN) and alter the substrate specificity of the CRBN E3 ubiquitin ligase complex, resulting in breakdown of intrinsic downstream proteins. Compounds of formula I are thus useful for the treatment of various cancers. Compounds of formula I wherein X1 and X2 are independently H, and C1-6 alkyl; W1, W2 and W3 are independently CH and N, provided that if one of W1 – W3 is N, then the other two are CH; Z is absent, (CH2)1-3, (CH2)0-2O(CH2)0-2, etc.; A is (un)substituted aryl, (un)substituted heteroaryl, (un)substituted heterocyclyl, etc.; and pharmaceutically acceptable salts thereof, are claimed. Example compound II was prepared by amination of 4-fluoro-N-methyl-3-nitrobenzamide with 5-amino-1H-benzo[d]imidazol-2(3H)-one; the resulting N-methyl-3-nitro-4-((2-oxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)benzamide underwent hydrogenation to give compound II. The invention compounds were evaluated for their CRBN binding affinity. From the assay, it was determined that compound II exhibited Kd value of 0.587 μM. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).COA of Formula: C8H8ClN

The Article related to dihydrobenzimidazolone preparation anticancer crbn protein degradation, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.COA of Formula: C8H8ClN

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 June 19, 2020, Karjee, Pallab; Sarkar, Tanumay; Kar, Subhradeep; Punniyamurthy, Tharmalingam published an article.Application of 52537-00-5 The title of the article was Transition-Metal-Free Stereospecific Oxidative Annulative Coupling of Indolines with Aziridines. And the article contained the following:

Tandem C-N bond formation for the oxidative annulation of indolines with aziridines is accomplished employing the combination of DDQ and NaOCl at ambient conditions. Optically active aziridine can be coupled with high enantiomeric purity (>99% ee). The substrate scope, stereocontrol with the enantioenriched substrate, and scale-up are the important practical advantages. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Application of 52537-00-5

The Article related to stereospecific oxidative annulative coupling indoline aziridine, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Application 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 November 29, 2007, Teegarden, Bradley; Chapman, Dennis; Choi, Juyi; Feichtinger, Konrad; Han, Sangdon; Jayakumar, Honnappa; Tran, Thuy-Anh; Xu, Jingdong; Zou, Ning published a patent.Related Products of 52537-00-5 The title of the patent was Primary amines and derivatives thereof as modulators of the 5-HT2A serotonin receptor useful for the treatment of disorders related thereto and their preparation. And the patent contained the following:

The present invention pertains to certain compounds of formula I and pharmaceutical compositions thereof that modulate the activity of the 5-HT2A serotonin receptor. Compounds and pharmaceutical compositions thereof are directed to methods useful in the treatment of platelet aggregation, sleep disorders, diabetic-related disorders, progressive multifocal leukoencephalopathy hypertension and pain. The invention also relates to the methods for the treatment of 5-HT2A serotonin receptor associated disorders in combination with other pharmaceutical agents administered sep. or together. Compounds of formula I wherein X is O and S; V is O and NH; W and Z are independently (un)substituted C1-4 alkylene; R1 is H, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, and C3-7 cycloalkyl; R2 is H, C1-6 acyl, C1-6 acyloxy, C2-6 alkenyl, C1-6 alkoxy, C1-6 alkyl, etc.; R3 is H, C2-6 alkenyl, C1-6 alkyl, C1-6 alkylcarboxamide, C2-6 alkynyl, carboxamide, CN, etc.; R4a is H, R4b is H, (un)substituted C1-12 acyl, (un)substituted carbo-C1-6 alkoxy, (un)substituted CO2-aryl, etc.; R5, R6 and R7 are independently H, C1-6 acyl, C1-6 acyloxy, C2-6 alkenyl, C1-6 alkoxy, C1-6 alkyl, etc.; R8 is (un)substituted C1-8 alkyl, (un)substituted (hetero)aryl, (un)substituted C3-10 cycloalkyl and (un)substituted heterocyclyl; and their pharmaceutically acceptable salts, hydrates, and solvates thereof, are claimed. Example compound II•TFA was prepared by a general procedure (procedure given). All the invention compounds were evaluated for their 5-HT2A modulatory activity (some data given). 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 primary amine preparation 5ht2a serotonin receptor modulator treatment disease, pyrazolylphenyl amine preparation 5ht2a serotonin receptor modulator treatment disease, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazoles 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 May 20, 2021, Li, Jinping; Lou, Jun; Guo, Xiaodan; Zeng, Xian; Chen, Yongkai; Zhang, Yihan; Peng, Wei; Wang, Chaodong published a patent.Recommanded Product: 6-Chloro-2,3-dihydro-1H-indole The title of the patent was Preparation of the rock inhibitor and their medical applications. And the patent contained the following:

The invention is related to the preparation of the rock inhibitor I and their medical applications. The invention compounds I, wherein W and V are independently C or N;X is -C (=0) NRx-, -NRx-C (=O); Y is a chem. bond, or unsubstituted or optionally substituted by one, two or more Ry groups, etc.; ring A is unsubstituted or optionally substituted with one, etc.; ring B is unsubstituted or optionally substituted by one, etc.; ring C is unsubstituted or optionally substituted by one, two or more Rc groups as follows: C3_20 alicyclic hydrocarbon group, 3-20 no heterocyclic group, C6-20 aryl or 5-20 membered heteroaryl; ring D is the following group unsubstituted or optionally substituted by one, two or more Rd: C3_20 alicyclic hydrocarbon group, 3-20 membered heterocyclic group,C6_2() aryl or 5-20 membered heteroaryl; Ry, Rab, Rc, Rd are each independently selected from H, halogen, nitro, nitroso, etc.; and their racemates, stereoisomers, tautomers, isotopic markers, nitrogen oxides, solvates, polymorphs, metabolites, esters, pharmaceutically acceptable salts, or prodrugs are claimed. Compound I was prepared by multi-step procedure (procedure given). The invention compounds I were evaluated for their ROCK inhibitory activity. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Recommanded Product: 6-Chloro-2,3-dihydro-1H-indole

The Article related to preparation rock inhibitor medical application, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazoles and other aspects.Recommanded Product: 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

Jiang, Xue; Wang, Chao; Wei, Yawen; Xue, Dong; Liu, Zhaotie; Xiao, Jianliang published an article in 2014, the title of the article was A General Method for N-Methylation of Amines and Nitro Compounds with Dimethylsulfoxide.SDS of cas: 52537-00-5 And the article contains the following content:

DMSO reacts with a broad range of amines in the presence of formic acid, providing a novel, green and practical method for amine methylation. The protocol also allows the one-pot transformation of aromatic nitro compounds into di-Me amines in the presence of a simple iron catalyst. A mechanistic study indicated that the synthesis of the target compounds was achieved by a methylene group transfer from DMSO to an amine, formation of an imine intermediate and subsequent reduction of this imine by formic acid. A reaction of 2-[2-(1,3-benzodioxolyl)ethyl]-1,2,3,4-tetrahydroquinoline with DMSO/HCO2H gave 2-[2-(1,3-benzodioxolyl)ethyl]-1,2,3,4-tetrahydro-1-(methyl)quinoline (allocuspareine, galipinine). The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).SDS of cas: 52537-00-5

The Article related to methylation alkylation amine dmso, secondary primary amine nitrobenzene methylation dmso formic acid, dmso, amines, deuterium labelling, formic acid, methylation, Alkaloids: Alkaloids Containing One Nitrogen Atom In A Ring and other aspects.SDS of cas: 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 February 2, 2018, Wu, Yong; Yi, Hong; Lei, Aiwen published an article.Category: indole-building-block The title of the article was Electrochemical Acceptorless Dehydrogenation of N-Heterocycles Utilizing TEMPO as Organo-Electrocatalyst. And the article contained the following:

Catalytic acceptorless dehydrogenation (CAD) was a basically important organic transformation to ubiquitous unsaturated compounds without the usage of a sacrificial H acceptor. The authors successfully developed the 1st electrochem. acceptorless dehydrogenation (ECAD) of N-heterocycles using TEMPO as the organo-electrocatalyst. The authors have achieved the catalytic dehydrogenation of N-heterocycles in an anode and the release of H2 in a cathode using an undivided-cell system. A variety of six-membered and five-membered N-heteroarenes can be synthesized in good yields in this system. This protocol can also be used in the application of important mol. synthesis. The authors’ electrochem. strategy provides a mild and metal-free route for (hetero)aromatic compounds synthesis via the CAD strategy. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Category: indole-building-block

The Article related to electrochem acceptorless dehydrogenation nitrogen heterocycle tempo organo electrocatalyst, Electrochemistry: Electrodes, Electrode Reactions, and Electrode Potentials 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 25, 2015, Meng, Xiangbao; Yang, Jun; Li, Zhongjun published a patent.Recommanded Product: 52537-00-5 The title of the patent was Preparation of 4-substituted benzene sulfonamide derivative and their application as anticancer agents. And the patent contained the following:

The invention is related to the preparation of 4-substituted benzene sulfonamide derivative and their application as anticancer agents. The invention compounds I, wherein R1 is H, halogen, etc.; R2-R5 are independently selected from H, nitro, cyano, etc.; X is -C(R6R7)-, carbonyl, O, etc.; Y is -C(R6R7)-, O, or -N(R8)-; Z is O or S; W is N or CH; M is C1-4 linear or branched alkyl or cyclopropyl; R6 R7 and R8 are each independently selected from H, C1-4 alkyl; and their pharmaceutically acceptable salts, solvates are claimed. Compound I was prepared by multi-step procedure (procedure given). The invention compounds were evaluated for their anticancer activity. From assay, it was determined that I exhibited the IC50 value of 0.029-1.187 uM against HCT116. 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 preparation substituted benzene sulfonamide derivative application anticancer agents, Heterocyclic Compounds (More Than One Hetero Atom): Other 7-Membered Rings 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