144036-71-5

Basic information

• Product Name: Acetic acid, (1-methylhydrazino)-, 1,1-dimethylethyl ester (9CI)
• Synonyms: Acetic acid, (1-methylhydrazino)-, 1,1-dimethylethyl ester (9CI);N-Amino-N-methylglycine tert-butyl ester;tert-Butyl 2-(1-Methylhydrazinyl)acetate;Acetic acid,2-(1-Methylhydrazinyl)-, 1,1-diMethylethyl ester;Acetic acid, (1-Methylhydrazino)-, 1,1-diMethylethyl ester
• CAS NO: 144036-71-5
• Molecular Formula: C₇H₁₆N₂O₂
• Molecular Weight: 160.21414
• Product Categories: GLYCINESCAFFOLD
• Mol File: 144036-71-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 225℃
• Flash Point: 90℃
• Appearance: /
• Density: 1.010
• Storage Temp.: 2-8°C(protect from light)
• PKA: 6.10±0.18(Predicted)
• CAS DataBase Reference: Acetic acid, (1-methylhydrazino)-, 1,1-dimethylethyl ester (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid, (1-methylhydrazino)-, 1,1-dimethylethyl ester (9CI)(144036-71-5)
• EPA Substance Registry System: Acetic acid, (1-methylhydrazino)-, 1,1-dimethylethyl ester (9CI)(144036-71-5)

Safety Data

• Hazardous Substances Data: 144036-71-5(Hazardous Substances Data)

Usage

General Description

Acetic acid, (1-methylhydrazino)-, 1,1-dimethylethyl ester (9CI), also known as tert-butyl (1-methylhydrazino) acetate, is a chemical compound with the molecular formula C7H16N2O2. It is an organic compound commonly used in the synthesis of pharmaceuticals and agrochemicals. It is a colorless liquid with a pungent odor, and it is soluble in water and ethanol. This chemical is known to be moderately toxic and may cause irritation to the skin, eyes, and respiratory system upon exposure. It is important to handle and store this chemical with care to prevent any potential hazards.

Upstream product

• 5616-81-9 sarcosine tert-butyl ester 
• 107-59-5 tert-Butyl chloroacetate 
• 5292-43-3 bromoacetic acid tert-butyl ester 
• 60-34-4 methylhydrazine 

Downstream Products

• 551964-58-0 t-Butyl {N'-[(3R/S)-t-butoxycarbonylamino-3-(4-t-butoxycarbonylaminophenyl)propionyl]-N-methylhydrazino}acetate 
• 551964-62-6 {N'-[3-tert-butoxycarbonylamino-3-(3-tert-butoxycarbonylamino-phenyl)-propionyl]-N-methyl-hydrazino}-acetic acid tert-butyl ester 
• 540721-35-5 [N'-(6-benzyloxycarbonylamino-3-tert-butoxycarbonylamino-hexanoyl)-N-methyl-hydrazino]-acetic acid tert-butyl ester 
• 1037825-20-9 t-butyl 2-(1-methylhydrazinyl)acetate p-toluenesulfonic acid salt 

Relevant articles and documents

Synthesis and nucleic acid binding studies of novel pyrrolidinyl PNA carrying an N-amino-N-methylglycine spacer

Two novel pyrrolidinyl peptide nucleic acids comprising alternating sequences of thymine-modified D- or L-proline and an N-amino-N-methylglycine spacer were synthesized using solid-phase methodology. UV and CD titrations together with a gel-binding shift assay revealed that neither of the homothymine PNA decamers bind to their complementary DNA or RNA. This was considered to be due to an unfavorable secondary structure which could not be alleviated by the presence of the positively charged protonated amine in the PNA backbone.

N- and C-terminal modifications of negamycin

Negamycin 1 is a bactericidal antibiotic with activity against Gram-negative bacteria, and served as a template in an antibiotic discovery program. An orthogonally protected β-amino acid derivative 3a was synthesized and used in parallel synthesis of negamycin derivatives on solid support. This advanced intermediate was also used for N- and C-terminal modifications using solution-phase methodologies. The N-terminal modifications have resulted in the identification of active analogues, whereas the C-terminal modifications resulted in complete loss of antibacterial activity. The N-methyl negamycin analogue, 19a, inhibits protein synthesis (IC50=2.3 μM), has antibacterial activity (Escherichia coli, MIC=16 μg/mL), and is efficacious in an E. coli murine septicemia model (ED50=16.3 mg/kg).