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161871-69-8

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161871-69-8 Usage

General Description

1-(5-Amino-2-bromo-4-pyridinyl)-ethanone is a chemical compound with the molecular formula C7H7BrN2O. It is a heterocyclic organic compound that contains a pyridine ring with an amino and a bromo substituent. The compound is commonly used as a building block in organic synthesis and as an intermediate in the production of pharmaceuticals, agrochemicals, and dyes. 1-(5-Amino-2-bromo-4-pyridinyl)-ethanone is a solid, white to off-white in color, and is soluble in organic solvents such as ethanol and acetone. It has applications in the pharmaceutical industry, particularly in the development of new drugs for various diseases.

Check Digit Verification of cas no

The CAS Registry Mumber 161871-69-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,6,1,8,7 and 1 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 161871-69:
(8*1)+(7*6)+(6*1)+(5*8)+(4*7)+(3*1)+(2*6)+(1*9)=148
148 % 10 = 8
So 161871-69-8 is a valid CAS Registry Number.

161871-69-8Downstream Products

161871-69-8Relevant articles and documents

Synthesis, Topoisomerase I Inhibitory Activity, and in Vivo Evaluation of 11-Azacamptothecin Analogs

Uehling, David E.,Nanthakumar, Suganthini S.,Croom, Dallas,Emerson, David L.,Leitner, Peter P.,et al.

, p. 1106 - 1118 (2007/10/02)

A series of analogs based on a novel template, 11-aza-(20S)-camptothecin, were obtained from total synthesis and tested as potential anticancer drugs in the topoisomerase I enzyme cleavable complex assay.The parent compound 11-aza-(20S)-camptothecin (8) was derived from a Friedlander condensation between the known aminopyridine derivative 3-(3-amino-4-picolylidene)-p-toluidyne and optically active tricyclic ketone 7.Compound 8 had activity approximately twice that of (20S)-camptothecin in the calf thymus topoisomerase I cleavable complex assay.Compounds were prepared wherein the 11-aza nitrogen atom was quaternized as either the corresponding N-oxide or methyl iodide.Compounds with quaternized N-11 showed improved water solubility and were equipotent to the clinically investigated camptothecin analog topotecan in the cleavable complex assay.These compounds were evaluated in vivo in nude mice bearing HT-29 human colon carcinoma xenografts.The analog 11-aza-(20S)-camptothecin 11-N-oxide was found to significantly retard tumor growth when compared to untreated controls.Finally 7,10-disubstituted 11-azacamptothecin analogs were synthesized using Pd(0) coupling reactions of 10-bromo-7-alkyl-11-aza-(20S)-camptothecins 19 and 20, which in turn were available from a Friedlander condensation of the novel bromopyridine derivatives 17a and 17b with 7.Among the 10-substituted series, a number of analogs displayed extremely high in vitro potency against topoisomerase I and improved aqueous solubility.A significant number of the compounds were found to be active in whole cell cytotoxicity assays and several were evaluated in nude mice bearing the HT-29 tumor xenografts.The most effective of these proved to be (S)-11-aza-7-ethyl-10-(aminohydroximinomethyl)camptothecin trifluoroacetic acid salt (27), a potent topoisomerase I inhibitor which demonstrated excellent efficacy in both short term and in extended in vivo assays.A comparison between in vitro enzyme data and in vivo data from nude mouse studies in other compounds in this series revealed a poor overall correlation between topoisomerase inhibition in vitro and antitumor efficacy in vivo.

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