1262523-66-9

Basic information

• Product Name: 1262523-66-9
• Synonyms: L-Glutamine, N2-[(1,1-dimethylethoxy)carbonyl]-4-[[(4-methylphenyl)sulfonyl]oxy]-N-[(2,4,6-trimethoxyphenyl)methyl]-, 1,1-dimethylethyl ester, (4S)-
• CAS NO: 1262523-66-9
• Molecular Formula: C₃₁H₄₄N₂O₁₁S
• Molecular Weight: 652.75286
• EINECS: -0
• Mol File: 1262523-66-9.mol

Chemical Properties

• Boiling Point: 801.0±65.0 °C(Predicted)
• Appearance: /
• Density: 1.208±0.06 g/cm3(Predicted)
• PKA: 10.74±0.46(Predicted)
• CAS DataBase Reference: 1262523-66-9(CAS DataBase Reference)
• NIST Chemistry Reference: 1262523-66-9(1262523-66-9)
• EPA Substance Registry System: 1262523-66-9(1262523-66-9)

Safety Data

• Hazardous Substances Data: 1262523-66-9(Hazardous Substances Data)

Usage

Class

Phenethylamine

Type of drug

Synthetic drug, novel psychoactive substance

Effects

Stimulant, empathogenic

Similar to

MDMA

Mechanism of action

Releasing agent of serotonin, norepinephrine, and dopamine

Resulting feelings

Euphoria, increased energy, enhanced sociability

Risks

Neurotoxicity, cardiovascular issues, addiction

Status

Research chemical, not approved for human consumption

Safety and long-term effects

Not well-studied

Upstream product

• 80963-08-2 N-tert-butoxycarbonyl-L-aspartic acid β-benzyl α-tert-butyl diester 
• 34582-32-6 N-tert-butoxycarbonyl aspartic acid tert-butyl ester 
• 81323-58-2 N-(tert-butyloxycarbonyl)-(S)-homoserine tert-butyl ester 
• 81323-59-3 tert-butyl (2S)-2-[(tert-butoxycarbonyl)amino]-4-oxobutanoate 
• 77648-20-5 2,4,6-trimethoxybenzylamine 
• 7536-58-5 BOC-L-aspartic acid 4-benzyl ester 
• 1112292-12-2 N-(2,4,6-trimethoxybenzyl)formamide 
• 1262523-62-5 (2S,4S)-tert-butyl-2-(tert-butoxycarbonylamino)-4-hydroxy-5-oxo-5-(2,4,6-trimethoxybenzylamino)pentanoate 
• 98-59-9 p-toluenesulfonyl chloride 
• 1262523-46-5 (2S)-tert-butyl-2-(tert-butoxycarbonylamino)-4-(2-chloroacetoxy)-5-oxo-5-(2,4,6-trimethoxybenzylamino)pentanoate 
• 480438-26-4 2-(isocyanomethyl)-1,3,5-trimethoxybenzene 

Downstream Products

• 1262523-74-9 (2S,4S)-tert-butyl-2-(tert-butoxycarbonylamino)-4-fluoro-5-oxo-5-(2,4,6-trimethoxybenzylamino)pentanoate 
• 1262523-70-5 (2S,4R)-tert-butyl-2-(tert-butoxycarbonylamino)-4-fluoro-5-oxo-5-(2,4,6-trimethoxybenzylamino)pentanoate 
• 1262523-72-7 (2R,4R)-tert-butyl-2-(tert-butoxycarbonylamino)-4-fluoro-5-oxo-5-(2,4,6-trimethoxybenzylamino)pentanoate 
• 1262523-96-5 C₂₄H₃₇⁽¹⁸⁾FN₂O₈ 
• 1262523-97-6 C₂₄H₃₇⁽¹⁸⁾FN₂O₈ 
• 1262523-98-7 C₂₄H₃₇⁽¹⁸⁾FN₂O₈ 

Relevant articles and documents

Synthesis of optically pure 4-fluoro-glutamines as potential metabolic imaging agents for tumors

A versatile synthetic route to prepare all four stereoisomeric 4-fluoro-glutamines was developed by exploiting a Passerini three-component reaction. The skeleton of 4-substituted glutamine derivatives was efficiently constructed. Subsequent four-step reactions, highlighted by a "neutralized" TASF fluorination, provided the desired products with high yields and excellent optical purity. The optically pure fluorine-18 labeled 4-fluoroglutamines were also successfully prepared using either a 18-crown-6/KHCO3 or K[222]/K2CO3 catalysis system. Preliminary cell uptake and inhibition studies using the 9L tumor cells ana SF188BC1-XL tumor cells (a glutamine addicted tumor derived from glioblastoma) provided strong evidence for their potential application in conjunction with positron emission tomography (PET) for in vivo imaging of tumors, which use glutamine as an alternative energy source.

SINGLE DIASTEREOMERS OF 4-FLUOROGLUTAMINE AND METHODS FO THEIR PREPARATION AND USE

The present invention is directed single diasteromers of 4-fluoroglutamine having a diastereomeric excess of at least 80%. Methods of preparing the single diastereomers are also described, as well as methods of using the single diastereomers of radiolabeled 4-fluoroglutamine as imaging agent is also described.