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The reactions of 5-chloro-2-thiophenesulfonyl chloride are described.Treatment of the sulfonyl chloride with ammonia, hydrazine hydrate, sodium azide, indole and imidazole gave the sulfonamides (5), sulfonohydrazide (4), sulfonyl azide (3), 1-(5-chloro-2-thiophenesulfonyl)indole (27) and 1-(5-chloro-2-thiophenesulfonyl)-imidazole (26), respectively.The sulfonyl chloride was reacted further with 20 aryl and cycloalkyl-amines to give the corresponding sulfonamides (6)-(25).Attempted chlorination of the sulfonyl chloride (2) with sulfuryl chloride or bromination of the sulfonyl azide (3) with pyridinium bromide perbromide failed.However, nitration of the sulfonyl chloride (2) with fuming nitric acid gave the 4-nitro-sulfonyl chloride (28), which with sodium azide afforded the 5-chloro-4-nitro-sulfonyl azide (29).The sulfonyl azides, (3) and (29), have been reacted with triphenylphosphine, triethylphosphite, norbornene and cyclohexene.The azides reacted further with indole and 1-methylindole to give the 2-sulfonyliminoindoles (34)-(36).The infrared spectra and mass spectra of some of the substituted thiophenesulfonyl derivatives are discussed.

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Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

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Synthesis and Properties of Methyl-, Formyl- and Amino-diazaphenanthrenes

Methyl, formyl and amino derivatives of the isomeric benzo<1,5>naphthyridine and benzo<1,7>naphthyridine have been obtained, and their structures confirmed by 1H n.m.r. spectroscopy.Biological activity data (MIC) for some methyl and formyl derivatives are presented.

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Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

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INHIBITORS OF CYCLIN DEPENDNT KINASE 7 (CDK7)

The present invention provides novel compounds of Formula (I) and pharmaceutically acceptable salts, solvates, hydrates, tautomers, stereoisomers, isotopically labeled derivatives, and compositions thereof. Also provided are methods and kits involving the compounds or compositions for treating or preventing proliferative diseases (e.g., cancers (e.g., leukemia, melanoma, multiple myeloma), benign neoplasms, angiogenesis, inflammatory diseases, autoinflammatory diseases, and autoimmune diseases) in a subject. Treatment of a subject with a proliferative disease using a compound or composition of the invention may inhibit the aberrant activity of cyclin-dependent kinase 7 (CDK7), and therefore, induce cellular apoptosis and/or inhibit transcription in the subject.

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Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

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FARNESOID X RECEPTOR AGONISTS AND USES THEREOF

Described herein are compounds that are farnesoid X receptor agonists, methods of making such compounds, pharmaceutical compositions and medicaments comprising such compounds, and methods of using such compounds in the treatment of conditions, diseases, or disorders associated with farnesoid X receptor activity.

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Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H210N – PubChem

 

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13C NMR Spectra of some 1-, 3- and 4-Monosubstituted and Disubstituted Isoquinolines

Chemical shifts and substituent chemical shift (SCS) effect are reported for 21 monosubstituted isoquinolines, carrying a halogeno, amino, piperidino or ethoxy group in position 1, 3 or 4.In some cases,assignments of 13C resonances were based on the spectra of the corresponding 5-deutero derivatives.For the fluoroisoquinolines some 13CF coupling constants are given.The 13C NMR spectra of 15 disubstituted isoquinolines were measured; with a few exceptions, mainly the 3,4- and 1,4-disubstituted isoquinolines, the chemical shifts agreed well with those calculated by addition of the SCS effects

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Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H249N – PubChem

 

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PROCESS FOR THE SYNTHESIS OF ARYLAMINES FROM THE REACTION OF AN AROMATIC COMPOUND WITH AMMONIA OR A METAL AMIDE

A catalytic process for the synthesis of aromatic primary amines, reagent compositions for effecting the process, and transition metal complexes useful in the process, are provided.

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Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H197N – PubChem

 

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Preparation of 4-substituted 3-amino-2-chloropyridines, synthesis of a nevirapine analogue

A new method for preparing 3-amino-2-chloropyridines with a substituent (methyl, phenyl, carboxamide, methoxycarbonyl, acetyl, benzoyl and cyano) at the 4-position has been developed. An isoquinoline analogue of the reverse transcriptase inhibitor Nevirapine has been synthesized from the 4-amino-3-chloroisoquinoline.

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Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

 

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Synthesis and evaluation of 6-heteroarylamino-2,4,5-trimethylpyridin-3-ols as inhibitors of TNF-alpha-induced cell adhesion and inflammatory bowel disease

Inflammatory bowel disease (IBD) is an inflammatory disease of the gastrointestinal tract with complex pathogenesis. Here, we synthesized 6-heteroarylamino analogues to inhibit TNF-alpha-induced adhesion of monocytes to colon epithelial cells which are implicated in the initial inflammation process of IBD. The best analogue, 16a, showed IC50 = 0.29 muM, which is about five orders of magnitude better than that of 5-aminosalicylic acid (5-ASA), a positive control. Oral administration of 6f and 16a dramatically ameliorated 2,4,6-trinitrobenzenesulfonic acid (TNBS)-induced colon inflammation in rat. The ameliorating effects were accompanied by a high level of recovery in colon and body weights and in the myeloperoxidase (MPO) level. Consistently, the compounds suppressed the expression of intercellular adhesion molecule-1 (ICAM-1) and monocyte chemoattractant protein 1 (MCP-1). Moreover, they significantly suppressed the expression of pro-inflammatory cytokines such as TNF-alpha, IL-1beta, and IL-6 while increasing the level of IL-10, an anti-inflammatory cytokine.

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Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H235N – PubChem

 

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DIKETOPIPERAZINE DERIVATIVES AS P2X7 MODULATORS

The invention provides a compound of formula (I) or a pharmaceutically acceptable salt thereof: (I) wherein: A represents an aryl, heteroaryl or heterocyclyl group; and any ring or ring system of said aryl or heteroaryl is optionally substituted with 1 to 3 substituents, which may be the same or different, selected from the group consisting of halogen, C1-6 alkyl, -CF3, -OCF3, cyano, C1-6 alkoxy, -NR10R11, -X-aryl, -X-heteroaryl and -X-heterocyclyl; R1, R2, R3, R4 and R5 independently represent hydrogen, fluorine, chlorine, -CF3, cyano or C1-6 alkyl, such that at least one of R1, R2, R3, R4 and R5 is other than hydrogen; R6, R7,R8, R9, R10 and R11 independently represent hydrogen or C1-6 alkyl; X represents a linker selected from a bond, -(CH2)n- and -O- (CH2)n-; and n represents an integer from 1 to 3. The compounds or salts modulate P2X7 receptor function and are capable of antagonizing the effects of ATP at the P2X7 receptor (“P2X7 receptor antagonists”).

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Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H192N – PubChem

 

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Preparation of 4-substituted 3-amino-2-chloropyridines, synthesis of a nevirapine analogue

A new method for preparing 3-amino-2-chloropyridines with a substituent (methyl, phenyl, carboxamide, methoxycarbonyl, acetyl, benzoyl and cyano) at the 4-position has been developed. An isoquinoline analogue of the reverse transcriptase inhibitor Nevirapine has been synthesized from the 4-amino-3-chloroisoquinoline.

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Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H215N – PubChem