Month: November 2022

On March 7, 2013, Courtney, Stephen Martin; Prime, Michael; Mitchell, William; Brown, Christopher John; De Aguiar Pena, Paula C.; Johnson, Peter; Dominguez, Celia; Toledo-Sherman, Leticia M.; Munoz, Ignacio published a patent.Computed Properties of 52537-00-5 The title of the patent was Preparation of phenylpyrimidine derivatives and analogs for use as kynurenine-3-monooxygenase inhibitors. And the patent contained the following:

Title compounds I [L = C(O), C(O)O, C(O)NR4, NR4S(O)2, etc.; X and Y independently = N or CH, provided at least one is N; R1 = (un)substituted aryl or heteroaryl; R2 = H or alkyl; R3 = H, OH, halo, alkyl, etc.; R4 and R5 taken together with the N atom to which they are attached to form an (un)substituted heterocycloalkyl, aryl, heteroaryl, etc.; with provisions], and their pharmaceutically acceptable salts, are prepared and disclosed as kynurenine-3-monooxygenase inhibitors. Thus, e.g., II was prepared by a multistep procedure (preparation given). Select I were evaluated as kynurenine-3-monooxygenase inhibitors (data given). The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Computed Properties of 52537-00-5

The Article related to pyrimidine derivative preparation kynurenine monooxygenase inhibitor, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Computed Properties 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 July 13, 2017, Song, Yuntao; Brdiges, Alexander James published a patent.SDS of cas: 860624-88-0 The title of the patent was Preparation of 2-anilino-4-heteroaryl pyrimidine compounds as selective EGFR tyrosine kinase inhibitors for treatment of cancer. And the patent contained the following:

The present invention provides compounds of formula I or a subgeneric structure or species thereof, or a pharmaceutically acceptable salt, ester, solvate, and/or prodrug thereof, and methods and compositions for treating or ameliorating abnormal cell proliferative disorders, such as cancer,. Compounds of formula I [wherein A is (un)substituted indol-1-yl, (un)substituted indol-3-yl, (un)substituted indazol-3-yl, etc.; R1 = H, F, Cl, OH, etc.; R2 = -OCF3, cyclopropyl, methoxy, etc.; R3 = C2-6 alkenyl-R7, C2-6alkynyl-R7, R7, etc; R7 = OH, C1-6alkoxy, oxetanyl, pyrrolidinyl, etc.; R10 = H, -CD3, C1-6alkyl, etc.; E1 and E2 independently = C-R1 or N with the proviso that E1 and E2 are not both N; E3 and Z are independently CH or N; Y = -C(O)-CHCH-aryl, -C(O)-CHCH-heteroaryl, -S(O)2-CHCH-aryl, etc.] or a stereoisomer or a pharmaceutically acceptable salt, solvate, ester, or prodrug thereof, are claimed and exemplified. Example compound II was prepared from a multistep procedure (preparation given). Candidate compounds of I were evaluated for inhibition of proliferation of PC-9 cells from which II demonstrated an IC50 value of 6.8 nM. The experimental process involved the reaction of Methyl 5-bromoindoline-7-carboxylate(cas: 860624-88-0).SDS of cas: 860624-88-0

The Article related to anilino heteroaryl pyrimidine compound preparation egfr kinase inhibitor cancer, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.SDS of cas: 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

On November 10, 2016, Lan, Jiong; Zhou, Fusheng; Zhao, Jinzhu; Xu, Feng; Shi, Xia; Xie, Jing; Xu, Hui; Wang, Lixiao published a patent.Application In Synthesis of 6-Chloro-2,3-dihydro-1H-indole The title of the patent was Bicyclic substituted benzene sulfonamide derivatives as voltage-gated sodium channel inhibitors and their preparation, pharmaceutical compositions and use in the treatment of diseases. And the patent contained the following:

The invention relates to bicyclic substituted benzene sulfonamide derivatives of formula I, and the preparation method and pharmaceutical use as voltage-gated sodium channel inhibitors in the treatment of diseases thereof. In particular, disclosed in the present invention are the compounds of formula I or their pharmaceutically acceptable salts, stereoisomers, solvates or prodrugs thereof, and the preparation method and use thereof. Compounds of formula I wherein R1-R4 are independently H, OH, CN, NO2, halo, NH2 and derivatives, C1-20 alkyl, C3-20 cycloalkly, etc.; R5 is 5- to 6-membered heteroaryl, -CO-C1-20 alkyl, C3-20 cycloalkyl; L1 and L2 are independently a bond, -(CH2)1-3, etc.; dotted double bond is either a single bond or a double bond; X is a bond, NH and derivatives, O, S; Z1 is (un)substituted CH2, O, -CO-, (un)substituted -CH=, -N=, etc.; Z2 is -CO-, (un)substituted CH2, -NH- and derivatives, =N-, (un)substituted =CH-, O, etc.; Z3 is NH and derivatives, CH2, (un)substituted -CH=, etc.; Z4 is a bond, NH and derivatives, CH2, (un)substituted =CH-, =N-, etc.; ring A is (un)substituted 5- to 6-membered (hetero)aryl, etc.; and their pharmaceutically acceptable salts, stereoisomers, solvates or prodrugs as voltage-gated sodium channel inhibitors useful in the treatment of diseases thereof, are claimed. Compounds of formula I were prepared by using condensation as the key step. All the invention compounds were evaluated for their voltage-gated sodium channel inhibitory activity. 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 benzenesulfonamide preparation voltage gated sodium channel inhibitor treatment disease, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines 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 February 6, 2003, Toda, Narihiro; Ori, Mayuko; Takami, Kazuko; Tago, Keiko; Kogen, Hiroshi published an article.SDS of cas: 79815-20-6 The title of the article was Total Synthesis of (+)-Benzastatin E via Diastereoselective Grignard Addition to 2-Acylindoline. And the article contained the following:

A stereoselective total synthesis of (+)-benzastatin E is described. The synthesis involves a diastereoselective Grignard addition to 2-acylindoline I, which is derived from com. available (S)-2-indolinecarboxylic acid. The unknown absolute configuration of (+)-1 is determined as (9S,10R). The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).SDS of cas: 79815-20-6

The Article related to benzastatin e asym synthesis, grignard addition diastereoselective benzastatin e preparation, Biomolecules and Their Synthetic Analogs: Other Bacterial and Fungal Metabolites and other aspects.SDS of cas: 79815-20-6

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

Wang, Pei-Long; Li, Yan; Ma, Lan; Luo, Chen-Guang; Wang, Zhen-Yu; Lan, Quan; Wang, Xi-Sheng published an article in 2016, the title of the article was Palladium-Catalyzed C-7 Selective C-H Carbonylation of Indolines for Expedient Synthesis of Pyrroloquinazolinediones.Application of 52537-00-5 And the article contains the following content:

A novel palladium-catalyzed C-7 selective C-H carbonylation of indolines with carbon monoxide for an expedient synthesis of pyrroloquinazolinediones, a structural motif with great potential in biol. active compounds, has been developed. Oxidation of the pyrroloquinazolinedione with 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) could easily afford the corresponding indole-based derivative in excellent yield. 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 pyrroloquinazolinedione preparation, carbon monoxide carbonylation indoline palladium catalyst, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines 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 January 7, 2021, Zhong, Wenge; Zhu, Xiaotian; Feng, Song; Wu, Lei; Huang, Wei; Liu, Hao; Liu, Rongqiang; Wen, Kate Xin; Zhou, Hua published a patent.Safety of 6-Chloro-2,3-dihydro-1H-indole The title of the patent was Preparation of substituted tetrahydroisoquinolinylaminopyridines and pyrrolopyridinylphenyldialkyl phosphine and their analogs as HPK1 inhibitors for treating cancers. And the patent contained the following:

The invention is related to the preparation of compounds I [X = CR2R3, NR3; A = CR2, N; R = 8-10 membered bicyclic N-containing heteroaryl or 8-10 membered bicyclic N-containing heterocyclyl optionally substituted with oxo, wherein the heteroaryl or heterocyclyl represented by R has 1 to 3 heteroatoms selected from N, O, and S, and is further optionally substituted, and wherein R is either connected with the pyrimidine ring via a nitrogen ring atom or R = (un)substituted quinolin-4-yl, indol-1-yl, isoquinolin-1-yl, etc.; R1 = H, D, halo,, OH, CN, NH2, NO2, etc.; or R and R1 together with the carbon atoms to which they are attached, form a ring selected from II, III, IV, etc.; Rb = independently at each occurrence H, D, COOH, etc.; Rc = independently Ph, 5-6 membered monocyclic heterocyclyl having 1-3 heteroatoms selected from N and O; 5-6 membered monocyclic heteroaryl having 1-3 heteroatoms selected from N and O; wherein the Ph, heterocyclyl, or heteroaryl represented by R is optionally substituted with one to three substituents independently selected from the group consisting of halogen, OH, CN, etc.; m = 0-3; Y = (CH2)p; p = 1-3; Z = (CH2)q; q = 1-3 and p+q ≤4], their pharmaceutically acceptable salts and stereoisomers as hematopoietic progenitor kinase 1 (HPK1)inhibitors for treating cancers. The invention is also related to the preparation of compounds V [A1 = CR’, N; X = P(O)R3R4; R’ = H, D, halo, CN, NO2, etc.; R1′ = independently at each occurrence H, D, OH, (un)substituted alk(en/yn)yl, etc.; R2′ = independently at each occurrence H, NO2, alkoxycarbonyl, etc.; m, n = independently 0-2] as HPK1 inhibitors for treating cancers. Thus, reaction of (1H-indol-3-yl)dimethylphosphine oxide (preparation given) with [1-(2,5-dichloropyrimidin-4-yl)-1H-indol-3-yl]dimethylphosphine oxide and treatment of the resulting [1-[5-chloro-2-[(6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-yl)amino]pyrimidin-4-yl]-1H-indol-3-yl]dimethylphosphine oxide with 6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-amine gave VI. VI inhibited HPK1 and JAK3 kinases with IC50 of ≤100μ=nM and > 1μM, resepctively. Certain HPK1 inhibitors I and V are selective against one or more kinases selected from: Lck, ZAP70, JAK3, PKC-theta, TBK1, and MAP4K3. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Safety of 6-Chloro-2,3-dihydro-1H-indole

The Article related to tetrahydroisoquinolinylaminopyrimidine pyrrolopyridinylphenyldialkyl phosphine preparation hpk1 inhibitor antitumor, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Safety 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

De, Pinaki Bhusan; Banerjee, Sonbidya; Pradhan, Sourav; Punniyamurthy, Tharmalingam published an article in 2018, the title of the article was Ru(II)-Catalyzed C7-acyloxylation of indolines with carboxylic acids.SDS of cas: 52537-00-5 And the article contains the following content:

A method for the synthesis of 1-(pyrimidin-2-yl)indolin-7-yl-carboxylate derivative I [R = Ph, 2-thienyl, 1-naphthyl, etc.; R1 = H, 2-Me, 3-Me; R2 = H, 6-Cl, 4-Br, etc.] via ruthenium(II)-catalyzed site-selective C7-acyloxylation of indolines with carboxylic acids was presented. The substrate scope and functional group tolerance were important practical features. The kinetic isotope studies suggested that C-H bond activation might be the rate-determining step. 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 pyrimidinyl indolinyl carboxylate regioselective preparation, pyrimidyl indoline carboxylic acid acyloxylation ruthenium catalyst, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines 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 28, 1997, Arnold, Daniel Lee; Moyer, Mikel Paul; Sobolov-Jaynes, Susan Beth published a patent.SDS of cas: 52537-00-5 The title of the patent was Heterocyclic ring-fused pyrimidine derivatives, their intermediates and pharmaceutical compositions containing them. And the patent contained the following:

The invention refers to fused pyrimidines I [Y, together with the attached carbon atoms, form a 5- or 6-membered substituted aromatic ring, optionally containing 1-3 nitrogen atoms, and in addition optionally containing O or S; Z = NR1R2, Z’; R1 = H; R2 = Ph; R5 = various substituents, inc, heterocycles; R6 = OH, NH2, substituted amino, (un)substituted alkyl; n = 0, 1, 2; m = 1, 2, 3; dashed line = single or double bond], their stereoisomers and pharmaceutical medically acceptable salts and prodrugs. Thus, N-(3-ethynylphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine hydrochloride II·HCl was prepared from 4-chloro-7H-pyrrolo[2,3-d]pyrimidine via amination with (3-aminophenyl)acetylene in pyridine followed by treatment with HCl in MeOH. These compounds inhibit the receptor tyrosine kinase enzymes and thus, they are able to selectively prevent the multiplication of breast cancer cells (no data). On the basis of this, they can be used to treat different hyperproliferative diseases, such as cancer of the lung, bladder, stomach, pancreas, liver, kidney, large intestine and rectum, as well as gynecol. cancers. In addition, they are suitable for the treatment of other non-cancerous hyperproliferative diseases, such as psoriasis, or non-malignant prostate hypertrophy. The invention also includes the pharmaceutical products that contain effectives doses of the general formula compounds as their active component, and the new intermediate products, which can be applied during the synthesis of the compounds according to the invention. 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 fused pyrimidine derivative preparation antiproliferative, psoriasis medicinal fused pyrimidine derivative, prostate hypertrophy medicinal fused pyrimidine derivative, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines 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

Ibrahem, Ismail; Zhao, Gui-Ling; Rios, Ramon; Vesely, Jan; Sunden, Henrik; Dziedzic, Pawel; Cordova, Armando published an article in 2008, the title of the article was One-pot organocatalytic domino Michael/α-alkylation reactions: direct catalytic enantioselective cyclopropanation and cyclopentanation reactions.Electric Literature of 79815-20-6 And the article contains the following content:

The development of one-pot organocatalytic domino Michael/α-alkylation reactions between bromomalonates or bromoacetoacetate esters and α,β-unsaturated aldehydes is presented. The chiral-amine-catalyzed reactions with bromomalonates as substrates give access to the corresponding 2-formylcyclopropane derivatives in high yields with excellent diastereoselectivity and up to 99% ee. The catalytic domino Michael/α-alkylation reactions between 4-bromo-acetoacetate and enals provide a route for the synthesis of functionalized cyclopentanones in good to high yields with 93-99% ee. The products from the organocatalytic reactions were also reduced with high diastereoselectivity to the corresponding cyclopropanols and cyclopentanols, resp. Moreover, one-pot combinations of amine and heterocyclic carbene catalysis (AHCC) enabled the highly enantioselective synthesis of β-malonate esters (91-97% ee) from the reaction between bromomalonates and enals. The tandem catalysis included the catalytic domino reaction followed by catalytic in situ chemoselective ring-opening of the 2-formylcyclopropane intermediates. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Electric Literature of 79815-20-6

The Article related to catalytic enantioselective cyclopropanation cyclopentanation, Physical Organic Chemistry: Ring Formation, Cleavage, Enlargement, and Contraction and other aspects.Electric Literature of 79815-20-6

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 1, 1986, Mitchell, Glynn; Rees, Charles W. published an article.Application of 65417-22-3 The title of the article was 1H-Azirines as intermediates in the photolysis of 1,2,3-triazoles. And the article contained the following:

Photolysis of triazoles I (R = 1-C10H7, R1 = H, R2 = CO2Et, CN; R1 = Me, R2 = CO2Me, CN) in MeCN gave the benzindoles II (R1, R2 as before) together with smaller amounts of the corresponding isomers III. Similarly, photolysis of I (R = Ph, R1 = H, Me, R2 = CO2Me) gave the rearranged products IV (R3 = CO2Me, R4 = H, Me) (V and VI, resp.) in 5 and 42% yield, resp., together with the isomeric IV (R3 = H, Me, R4 = CO2Me) in 25 and 21% yield, resp. Formation of II, V, and VI provides evidence for antiarom. 1H-azirines as reactive intermediates in a photochem. reaction. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).Application of 65417-22-3

The Article related to triazole photolysis mechanism, azirine intermediate triazole photolysis, Physical Organic Chemistry: Ring Formation, Cleavage, Enlargement, and Contraction and other aspects.Application of 65417-22-3

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