89226-13-1 Usage
Description
TERT-BUTYL 2-AMINO-2-THIOXOETHYLCARBAMATE is a chemical compound that serves as an essential reactant in the synthesis of various pharmaceutical agents. It is characterized by its unique structure, which allows it to participate in complex chemical reactions, ultimately leading to the formation of potent drugs.
Uses
Used in Pharmaceutical Industry:
TERT-BUTYL 2-AMINO-2-THIOXOETHYLCARBAMATE is used as a key reactant in the synthesis of polyazole peptide antibiotic Goadsporin. This antibiotic possesses potent antimicrobial properties, making it a valuable asset in the treatment of various bacterial infections.
Additionally, TERT-BUTYL 2-AMINO-2-THIOXOETHYLCARBAMATE is utilized in the total synthesis of ME1036, a broad-spectrum parenteral carbapenem antibiotic. TERT-BUTYL 2-AMINO-2-THIOXOETHYLCARBAMATE exhibits a wide range of activity against gram-positive and gram-negative bacteria, including antibiotic-resistant strains, making it a crucial component in the development of new antimicrobial therapies.
Synthesis Reference(s)
The Journal of Organic Chemistry, 50, p. 2787, 1985 DOI: 10.1021/jo00215a040
Check Digit Verification of cas no
The CAS Registry Mumber 89226-13-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,9,2,2 and 6 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 89226-13:
(7*8)+(6*9)+(5*2)+(4*2)+(3*6)+(2*1)+(1*3)=151
151 % 10 = 1
So 89226-13-1 is a valid CAS Registry Number.
InChI:InChI=1/C7H14N2O2S/c1-7(2,3)11-6(10)9-4-5(8)12/h4H2,1-3H3,(H2,8,12)(H,9,10)
89226-13-1Relevant articles and documents
RITA Mimics: Synthesis and Mechanistic Evaluation of Asymmetric Linked Trithiazoles
Pietkiewicz, Adrian L.,Zhang, Yuqi,Rahimi, Marwa N.,Stramandinoli, Michael,Teusner, Matthew,McAlpine, Shelli R.
, p. 401 - 406 (2017/04/21)
The established cytotoxic agent RITA contains a thiophene-furan-thiophene backbone and two terminal alcohol groups. Herein we investigate the effect of using thiazoles as the backbone in RITA-like molecules and modifying the terminal groups of these trithiazoles, thereby generating 41 unique structures. Incorporating side chains with varied steric bulk allowed us to investigate how size and a stereocenter impacted biological activity. Subjecting compounds to growth inhibition assays on HCT-116 cells showed that the most potent compounds 7d, 7e, and 7h had GI50 values of 4.4, 4.4, and 3.4 μM, respectively, versus RITA (GI50 of 800 nM). Analysis of these compounds in apoptosis assays proved that 7d, 7e, and 7h were as effective as RITA at inducing apoptosis. Evaluating the impact of 7h on proteins targeted by RITA (p53, c-Myc, and Mcl-1) indicated that it acts via a different mechanism of action to that of RITA. RITA suppressed Mcl-1 protein via p53, whereas compound 7h suppressed Mcl-1 expression via an alternative mechanism independent of p53.