70591-20-7 Usage
Description
N-(Diphenylmethylene)aminoacetonitrile, also known as DPAAC, is an organic compound that exists in the form of white to slightly grey crystals or crystalline powder. It is characterized by its unique chemical structure, which features a diphenylmethylene group attached to an aminoacetonitrile moiety. N-(Diphenylmethylene)aminoacetonitrile is known for its reactivity and utility in various chemical processes and applications.
Uses
Used in Pharmaceutical Industry:
N-(Diphenylmethylene)aminoacetonitrile is used as a reagent for the synthesis of α-amino acids through transition metal catalysis. This application is significant in the pharmaceutical industry, as α-amino acids are essential building blocks for the development of various drugs and therapeutic agents. The use of DPAAC in this process allows for the efficient and selective synthesis of these important compounds.
Used in Biochemical Research:
In the field of biochemical research, N-(Diphenylmethylene)aminoacetonitrile is utilized for the synthesis of Cathepsin B inhibitors. Cathepsin B is a lysosomal protease enzyme that plays a crucial role in various biological processes, including cell signaling, immune response, and tumor progression. Inhibiting Cathepsin B activity has been shown to have potential therapeutic benefits in the treatment of certain diseases, such as cancer. DPAAC serves as a key intermediate in the development of these inhibitors, contributing to the advancement of medical research and drug discovery.
Used in Chemical Synthesis:
N-(Diphenylmethylene)aminoacetonitrile is also employed as an intermediate in the synthesis of various organic compounds and materials. Its unique chemical structure allows it to participate in a range of reactions, such as condensation, substitution, and cyclization, enabling the formation of complex molecular architectures. This versatility makes DPAAC a valuable tool in the synthesis of specialty chemicals, pharmaceuticals, and other advanced materials.
Check Digit Verification of cas no
The CAS Registry Mumber 70591-20-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,0,5,9 and 1 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 70591-20:
(7*7)+(6*0)+(5*5)+(4*9)+(3*1)+(2*2)+(1*0)=117
117 % 10 = 7
So 70591-20-7 is a valid CAS Registry Number.
InChI:InChI=1/C15H12N2/c16-11-12-17-15(13-7-3-1-4-8-13)14-9-5-2-6-10-14/h1-10H,12H2
70591-20-7Relevant articles and documents
Visible-Light-Induced Cycloaddition of α-Ketoacylsilanes with Imines: Facile Access to β-Lactams
Ye, Jian-Heng,Bellotti, Peter,Paulisch, Tiffany O.,Daniliuc, Constantin G.,Glorius, Frank
supporting information, p. 13671 - 13676 (2021/05/11)
We report the synthesis of β-lactams from α-ketoacylsilanes and imines, which proceeds via a formal [2+2] photochemical cycloaddition with in situ generation of siloxyketene. This mild and operationally simple reaction proceeds in an atom-economic fashion with broad substrate scope, including aldimines, ketimines, hydrazones, and fused nitrogen heterocycles, affording a variety of important β-lactams with satisfactory diastereoselectivities in most cases. This reaction also features good functional-group tolerance, facile scalability and product diversification. Experimental and computational studies suggest that α-ketoacylsilanes can serve as photochemical precursors by engaging in a 1,3 silicon shift to the distal carbonyl group.
Catalytic asymmetric 1,3-dipolar cycloaddition of α-iminonitriles
Robles-Machín, Rocío,Alonso, Inés,Adrio, Javier,Carretero, Juan C.
supporting information; experimental part, p. 5286 - 5291 (2010/10/01)
(Figure Presented) Improving the structural scope: A catalytic asymmetric 1,3-dipolar cycloaddition involving α-iminonitriles as azomethine precursors has been developed. In the presence of AgOAc/ Taniaphos as the catalyst system the reaction of α-iminonitriles with dimethyl fumarate and N-methyl maleimide affords 2-cyanopyrrolidines with good endo selectivity and enantioselectivity (68-≥99% ee; see scheme).
DI-FLUORO CONTAINING COMPOUNDS AS CYSTEINE PROTEASE INHIBITORS
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Page/Page column 38-39, (2009/10/30)
The present invention is directed to compounds that are inhibitors of cysteine proteases, in particular, cathepsins B, K, L, F, and S, and are therefore useful in treating diseases mediated by these proteases. The present invention is directed to pharmaceutical compositions comprising these compounds and processes for preparing them.