87121-53-7

Usage

InChI:InChI=1/C8H8ClNO/c1-2-7(11)6-3-4-10-8(9)5-6/h3-5H,2H2,1H3

Upstream product

• 33252-30-1 2-chloro-4-pyridinenitrile 
• 925-90-6 ethylmagnesium bromide 
• 1220126-90-8 1-(2-(methylsulfonyl)pyridin-4-yl)propan-1-one 
• 20277-69-4 sodium methansulfinate 
• 6313-54-8 2-chloroisonicotinic acid, 
• 2386-64-3 ethylmagnesium chloride 

Downstream Products

• 186668-70-2 5-ethyl-9,10-difluoro-5-hydroxy-1,4,5,13-tetrahydro-3H,15H-oxepino[3',4':6,7]indolizino[1,2-b]quinoline-3,15-dione 
• 186668-54-2 (+)-5-ethyl-5-hydroxy-1,3,4,5,8,9-hexahydrooxepino[3,4-c]pyridin-3,9-dione 
• 87121-56-0 1-(2-amino-4-pyridyl)-1-propanone 
• 284684-24-8 (S)-3-(3-benzyloxymethyl-2-methoxypyridin-4-yl)-3-hydroxypentanoic acid 
• 220998-02-7 (R)-3-(3-benzyloxymethyl-2-methoxypyridin-4-yl)-3-hydroxypentanoic acid 
• 221054-70-2 (+)-(5R)-5-Ethyl-5-hydroxy-2,5,6,9-tetrahydro-8-oxa-2-aza-benzocycloheptene-1,7-dione 
• 186668-51-9 tert-butyl 3-{3-[(benzyloxy)methyl]-2-methoxy-4-pyridinyl}-3-hydroxypentanoate 
• 880767-52-2 3-benzyloxymethyl-4-(2-ethyl[1,3]dioxolan-2-yl)-2-methoxypyridine 
• 186668-50-8 1-{3-[(benzyloxy)methyl]-2-methoxy-4-pyridinyl}-1-propanone 

Relevant academic research and scientific papers

Development of an enantioselective hydrogenation route to (S)-1-(2-(methylsulfonyl)pyridin-4-yl)propan-1-amine

A highly enantioselective enamide hydrogenation route to the title amine was developed. Highlights of the synthesis include an efficient two-step synthesis of a 2-sulfonyl 4-pyridyl ethyl ketone, a simple enamide synthesis by direct condensation of propionamide with a ketone, catalytic asymmetric enamide hydrogenation employing the in-house-developed ligand MeO-BIBOP, and a mild epimerization-free deprotection of a propionamide using Koenig's procedure.

2,2’-Bipyridine-Modified Tamoxifen: A Versatile Vector for Molybdacarboranes

Investigations on the antitumor activity of metallacarboranes are sparse in the literature and limited to a handful of ruthena- and molybdacarboranes. In this study, the molybdacarborane fragment [3-(CO)2-closo-3,1,2-MoC2B9H11] was combined with a vector molecule, inspired by the well-known drug tamoxifen or 4,4’-dihydroxytamoxifen (TAM-diOH). The molybdacarborane derivative [3,3-{4-[1,1-bis(4-hydroxyphenyl)but-1-en-2-yl]-2,2‘-bipyridine-κ2N,N’}-3-(CO)2-closo-3,1,2-MoC2B9H11] (10), as well as the ligand itself 4-[1,1-bis(4-hydroxyphenyl)but-1-en-2-yl]-2,2‘-bipyridine (6) showed cytotoxic activities in the low micromolar range against breast adenocarcinoma (MDA-MB-231, MDA-MB-361 and MCF-7), human glioblastoma (LN-229) and human glioma (U-251) cell lines. In addition, compounds 6 and 10 were found to induce senescence and cytodestructive autophagy, lower ROS/RNS levels, but only the molybdacarborane 10 induced a strong increase of nitric oxide (NO) concentration in the MCF-7 cells.

Practical formal total syntheses of the homocamptothecin derivative and anticancer agent diflomotecan via asymmetric acetate aldol additions to pyridine ketone substrates

(Chemical Equation Presented) Two practical, efficient, and scalable asymmetric routes to DE ring fragment 7, a key building block in the synthesis of the homocamptothecin derivative diflomotecan 4, are described. The "acetal route" starts from 2-chloro-4

Analogues of camptothecin, their use as medicaments and the pharmaceutical compositions containing them

A compound of the formula wherein the substituents are defined as in the specification which compounds are useful in the treatment of cancer.

New analogues of camptothecin, their use as medicaments and the pharmaceutical compositions containing them

A compound of the formula wherein the substituents are defined as in the specification which compounds are useful in the treatment of cancer.

The synthesis of 2-amino-4-(4-imidazolyl)pyridines

A general synthetic scheme for the preparation of 2-amino-4-(4-imidazolyl)pyridines, potential histamine H2 antagonists, is described. The synthesis is based on the Neber rearrangement of 1-(4-pyridyl)-l-alkanone oxime O-tosylates to the appropriate α-aminoketones or α-aminoketals, which are then converted to the corresponding imidazoles. The reaction of Grignard reagents with 2-chloroisonicotinonitrile, as well as nucleophilic displacement of chloride by amines on 2-chloroisonicotinonitrile and derivatives, are discussed in relation to the preparation of the ketone intermediates.