89631-74-3 Usage
Description
4-(BOC-AMINOMETHYL)PHENYL ISOTHIOCYANATE is an organic compound that features a phenyl group with an isothiocyanate functional group and a protected aminomethyl group. 4-(BOC-AMINOMETHYL)PHENYL ISOTHIOCYANATE is characterized by its reactivity and potential use in the synthesis of various organic and pharmaceutical compounds.
Used in Chemical Synthesis:
4-(BOC-AMINOMETHYL)PHENYL ISOTHIOCYANATE is used as a key intermediate in the synthesis of complex organic molecules and pharmaceuticals. Its isothiocyanate group allows for the formation of urea linkages with amines, which is a common strategy in the creation of bioactive molecules and drug candidates.
Used in Novel Protein Microsequencing:
In the field of protein chemistry, 4-(BOC-AMINOMETHYL)PHENYL ISOTHIOCYANATE serves as a novel protein microsequencing reagent. It is particularly useful with more sensitive fluorogenic detection methods, enabling the identification and analysis of proteins at the microscale level. This application is crucial for advancing proteomics research and understanding protein functions in biological systems.
Used in Pharmaceutical Development:
4-(BOC-AMINOMETHYL)PHENYL ISOTHIOCYANATE is used as a building block in the development of new pharmaceuticals. Its unique structure allows for the creation of diverse drug candidates with potential therapeutic applications. 4-(BOC-AMINOMETHYL)PHENYL ISOTHIOCYANATE's reactivity and functional groups make it a valuable asset in medicinal chemistry and drug design.
Check Digit Verification of cas no
The CAS Registry Mumber 89631-74-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,9,6,3 and 1 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 89631-74:
(7*8)+(6*9)+(5*6)+(4*3)+(3*1)+(2*7)+(1*4)=173
173 % 10 = 3
So 89631-74-3 is a valid CAS Registry Number.
InChI:InChI=1/C13H16N2O2S/c1-13(2,3)17-12(16)14-8-10-4-6-11(7-5-10)15-9-18/h4-7H,8H2,1-3H3,(H,14,16)
89631-74-3Relevant articles and documents
Synthesis of N-benzyl- and N-phenyl-2-amino-4,5-dihydrothiazoles and thioureas and evaluation as modulators of the isoforms of nitric oxide synthase
Goodyer, Claire L. M.,Chinje, Edwin C.,Jaffar, Mohammed,Stratford, Ian J.,Threadgill, Michael D.
, p. 4189 - 4206 (2007/10/03)
Inhibition of the isoforms of nitric oxide synthase (NOS) has important applications in therapy of several diseases, including cancer. Using 1400W [N-(3-aminomethylbenzyl)acetamidine], thiocitrulline and N δ-(4,5-dihydrothiazol-2-yl)ornithine as lead compounds, series of N-benzyl- and N-phenyl-2-amino-4,5-dihydrothiazoles and thioureas were designed as inhibitors of NOS. Ring-substituted benzyl and phenyl isothiocyanates were synthesised by condensation of the corresponding amines with thiophosgene and addition of ammonia gave the corresponding thioureas in high yields. The substituted 2-amino-4,5-dihydrothiazoles were approached by two routes. Treatment of simple benzylamines with 2-methylthio-4,5-dihydrothiazole at 180 °C afforded the corresponding 2-benzylamino-4,5-dihydrothiazoles. For less nucleophilic amines and those carrying more thermally labile substituents, the 4,5-dihydrothiazoles were approached by acid-catalysed cyclisation of N-(2-hydroxyethyl)thioureas. This cyclisation was shown to proceed by an SN2-like process. Modest inhibitory activity was shown by most of the thioureas and 4,5-dihydrothiazoles, with N-(3-aminomethylphenyl)thiourea (IC50=13 μM vs rat neuronal NOS and IC50=23 μM vs rat inducible NOS) and 2-(3-aminomethylphenylamino)-4,5-dihydrothiazole (IC50=13 μM vs rat neuronal NOS and IC50=19 μM vs human inducible NOS) being the most potent. Several thioureas and 4,5-dihydrothiazoles were found to stimulate the activity of human inducible NOS in a time-dependent manner.