6011-14-9 Usage
Description
Aminoacetonitrile hydrochloride, also known as 2-aminoacetonitrile hydrochloride, is an organic compound that serves as a valuable synthetic intermediate in the pharmaceutical and chemical industries. It is a white to light brown solid with unique chemical properties that make it suitable for various applications.
Uses
Used in Pharmaceutical Industry:
Aminoacetonitrile hydrochloride is used as a pharmaceutical intermediate for the synthesis of various therapeutic agents. It plays a crucial role in the production of dipeptide nitriles, which are reversible and potent inhibitors of cathepsin S, an enzyme involved in several diseases. This application makes it a valuable component in the development of treatments for related health conditions.
Additionally, Aminoacetonitrile hydrochloride is used as a reagent in the preparation of substituted cyclic ureas, which have the potential to be HIV protease inhibitors. These inhibitors are essential in the development of antiretroviral drugs for the treatment of HIV/AIDS.
Used in Chemical Industry:
In the chemical industry, Aminoacetonitrile hydrochloride serves as an organic synthetic raw material, contributing to the synthesis of various compounds and materials. Its unique properties allow it to be a versatile building block in the creation of different chemical products, further expanding its utility and importance in this field.
Preparation
Synthesis of Aminoacetonitrile Hydrochloride by Reaction of Aminoacetonitrile with Hydrogen Chloride in Methanol: mixing the aminoacetonitrile with hydrogen chloride methanol solution, reacting at 45-50°C for 1-2 hours, cooling to below 5°C, filtering, and centrifugalizing to obtain the aminoacetonitrile hydrochloride, wherein in the hydrogen chloride methanol solution, the content of hydrogen chloride is 30-50 wt%, and the water content is less than or equal to 1%.Preparation method of aminoacetonitrile hydrochloride
Safety Profile
An experimental
teratogen. Experimental reproductive
effects. When heated to decomposition it
emits toxic fumes of NOx and HCl.
Purification Methods
The salt recrystallises from dilute EtOH as hygroscopic leaflets. It is best to crystallise it from absolute EtOH/Et2O (1:1) and then recrystallise it from absolute EtOH. The melting point recorded ranges from 144o to 174o. The free base has b 58o/15mm with partial decomposition. [Klages J Prakt Chem [2] 65 189 1902, Mange J Am Chem Soc 56 2197 1934, Goldberg & Kelly J Chem Soc 1371 1947, Beilstein 4 H 344, 4 I 468, 4 II 783, 4 III 1120, 4 IV 2363.]
Check Digit Verification of cas no
The CAS Registry Mumber 6011-14-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,0,1 and 1 respectively; the second part has 2 digits, 1 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 6011-14:
(6*6)+(5*0)+(4*1)+(3*1)+(2*1)+(1*4)=49
49 % 10 = 9
So 6011-14-9 is a valid CAS Registry Number.
InChI:InChI=1/C2H4N2.ClH/c3-1-2-4;/h1,3H2;1H
6011-14-9Relevant articles and documents
Enabling iron catalyzed Doyle-Kirmse rearrangement reactions with: In situ generated diazo compounds
Hock, Katharina J.,Mertens, Lucas,Hommelsheim, Renè,Spitzner, Robin,Koenigs, Rene M.
, p. 6577 - 6580 (2017)
Slow addition of sodium nitrite allows the in situ preparation of highly explosive diazo compounds and enables their safe and scalable application in iron catalyzed rearrangement reactions of allylic and propargylic sulfides. With catalyst loadings as low as 0.1 mol% an effective entry into α-mercapto-nitriles, α-mercapto-esters and α-trifluoromethyl-sulfides on a gram-scale is achieved.
Fluorobenzamides and uses thereof
-
, (2008/06/13)
The invention relates to fluorobenzamide derivatives of the formula wherein R1, R2, R3 R4, R5, R6 and R7 are as defined herein. =, The compounds of the invention are selective monoamine oxidase B inhibitors and therefore they are suitable for the treatment of diseases mediated by monoamine oxidase B, such as Alzheimer's disease or senile dementia.