33209-01-7

Basic information

• Product Name: H-THR-NH2 HCL
• Synonyms: [R-(R*,S*)]-2-amino-3-hydroxybutyramide monohydrochloride;L-Threoninamide monohydrochloride;L-Threoninamide HCl;H-Thr-NH2•THR-NH2HCL;L-ThreonineamideHCl;H-Thr-NH2·HCl L-threonine aMide hydrochloride;2-Amino-3-hydroxy-(2S,3R)butanamide monohydrochloride
• CAS NO: 33209-01-7
• Molecular Formula: C₄H₁₀N₂O₂*ClH
• Molecular Weight: 154.6
• EINECS: 251-407-7
• Product Categories: Amino Acids;Threonine [Thr, T]
• Mol File: 33209-01-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 384.9°C at 760 mmHg
• Flash Point: 186.6°C
• Appearance: /
• Vapor Pressure: 1.65E-07mmHg at 25°C
• Storage Temp.: Store at RT.
• CAS DataBase Reference: H-THR-NH2 HCL(CAS DataBase Reference)
• NIST Chemistry Reference: H-THR-NH2 HCL(33209-01-7)
• EPA Substance Registry System: H-THR-NH2 HCL(33209-01-7)

Safety Data

• Hazardous Substances Data: 33209-01-7(Hazardous Substances Data)

Usage

Description

H-THR-NH2 HCL, also known as L-Threonine Amide Hydrochloride, is an organic compound that serves as a reagent in the synthesis of various chemical compounds. It is a derivative of L-threonine, an essential amino acid, and has the chemical formula C4H10NO3·HCl. Its hydrochloride salt form provides stability and solubility in water, making it suitable for use in chemical reactions.

Uses

Used in Pharmaceutical Industry:
H-THR-NH2 HCL is used as a reagent in the synthesis of N-monosubstituted [(pyridin-2-yl)methyl]amine and [(pyrimidin-4-yl)methyl]amine derivatives. These derivatives act as transient receptor potential cation channel 3 (TRPV3) modulators, which have potential applications in the development of drugs targeting various diseases and conditions.

InChI:InChI=1/C4H10N2O2.ClH/c1-2(7)3(5)4(6)8;/h2-3,7H,5H2,1H3,(H2,6,8);1H

Upstream product

• 49705-98-8 benzyl ((2S,3R)-1-amino-3-hydroxy-1-oxobutan-2-yl)carbamate 
• 49705-99-9 (2S,3R)-2-amino-3-hydroxybutanamide 
• 60143-52-4 L-threonine methyl ester hydrochloride 

Downstream Products

• 49705-98-8 benzyl ((2S,3R)-1-amino-3-hydroxy-1-oxobutan-2-yl)carbamate 
• 219319-52-5 [(S)-5-(4-Benzoyl-benzoylamino)-1-((1S,2R)-1-carbamoyl-2-hydroxy-propylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester 
• 219319-51-4 [(S)-5-Benzoylamino-1-((1S,2R)-1-carbamoyl-2-hydroxy-propylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester 
• 123970-51-4 Boc-Tyr-Thr-NH₂ 

Relevant articles and documents

Scale-Up synthesis and identification of GLYX-13, a NMDAR glycine-site partial agonist for the treatment of major depressive disorder

GLYX-13, a NMDAR glycine-site partial agonist, was discovered as a promising antidepressant with rapidly acting effects but no ketamine-like side effects. However, the reported synthetic process route had deficiencies of low yield and the use of unfriendly reagents. Here, we report a scaled-up synthesis of GLYX-13 with an overall yield of 30% on the hectogram scale with a column chromatography-free strategy, where the coupling and deprotection reaction conditions were systematically optimized. Meanwhile, the absolute configuration of precursor compound of GLYX-13 was identified by X-ray single crystal diffraction. Finally, the activity of GLYX-13 was verified in the cortical neurons of mice through whole-cell voltage-clamp technique.

Dichlorotris(dimethylamino)phosphorane as a Dehydratisation Reagent for the Preparation of N-Protected Amino Acid Amides

Besides for the synthesis of peptides and activated esters dichlorotris(dimethylamino)phosphorane (2) now proved to be an excellent reagent for the preparation of N-protected amino acid amides.