5854-94-4

Basic information

• Product Name: D,L-2-AMINO-3-(HYDROXYAMINO)PROPIONIC ACID
• Synonyms: D,L-2-AMINO-3-(HYDROXYAMINO)PROPIONIC ACID;3-(HydroxyaMino)alanine;NSC 159165;α-AMino-β-hydroxylaMinopropionic Acid
• CAS NO: 5854-94-4
• Molecular Formula: C3H8N2O3
• Molecular Weight: 120.11
• Product Categories: Amino Acids 13C, 2H, 15N;Amino Acids & Derivatives
• Mol File: 5854-94-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 172-174°C
• Boiling Point: 392.8 °C at 760 mmHg
• Flash Point: 191.4 °C
• Appearance: Off-White Solid
• Density: 1.446 g/cm³
• Solubility: Water, Slightly Sol. in Ethanol, Methanol
• CAS DataBase Reference: D,L-2-AMINO-3-(HYDROXYAMINO)PROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: D,L-2-AMINO-3-(HYDROXYAMINO)PROPIONIC ACID(5854-94-4)
• EPA Substance Registry System: D,L-2-AMINO-3-(HYDROXYAMINO)PROPIONIC ACID(5854-94-4)

Safety Data

• Hazardous Substances Data: 5854-94-4(Hazardous Substances Data)

Usage

Description

D,L-2-Amino-3-(hydroxyamino)propionic acid, also known as D,L-HAP, is an off-white solid with unique chemical properties. It is a chiral molecule that exists in both D and L forms, which are mirror images of each other. D,L-2-Amino-3-(hydroxyamino)propionic acid is known for its potential applications in various fields due to its distinctive structure and properties.

Uses

Used in Pharmaceutical Industry:
D,L-2-Amino-3-(hydroxyamino)propionic acid is used as an intermediate in the synthesis of homologs of the antibiotic alanosine. These homologs possess antibiotic, antitumor, and immunosuppressive properties, making them valuable for the development of new drugs to combat various diseases and conditions.
Used in Antibiotic Development:
D,L-2-Amino-3-(hydroxyamino)propionic acid is utilized as a key component in the creation of new antibiotics. Its unique structure allows for the development of compounds that can effectively target and eliminate harmful bacteria, contributing to the fight against antibiotic resistance.
Used in Antitumor Research:
In the field of oncology, D,L-2-Amino-3-(hydroxyamino)propionic acid is employed in the synthesis of compounds with antitumor properties. These compounds can potentially be used in the development of novel treatments for various types of cancer, offering new therapeutic options for patients.
Used in Immunosuppressive Applications:
D,L-2-Amino-3-(hydroxyamino)propionic acid is also used in the synthesis of immunosuppressive compounds. These compounds can be beneficial in the treatment of autoimmune diseases and conditions that require the suppression of the immune system, such as organ transplants.

Upstream product

• 52245-18-8 DL-2-Amino-3-(N-tosyl-N-2,4,6-trimethylbenzyloxy)-aminopropionsaeure 
• 87333-22-0 3-chloro-2-acetylamino-propionic acid methylester 

Downstream Products

• 5854-95-5 D,L-Alanosin 
• 5854-97-7 D,L-2-Benzoylamino-3--propionsaeure 

Relevant articles and documents

Process for producing N-alkylhydroxylamines

A novel process for producing an N-alkylhydroxylamine of the formula (I) wherein R represents an alkyl group which may be substituted with least one substituent, which comprises reacting an N-mesyl-O-(p-alkoxybenzyl)hydroxylamine or an N-mesyl-O-(2,4,6-trialkylbenzyl)hydroxylamine with an alkyl halide of the formula (III) wherein R is as defined above and X represents a halogen atom, under a basic condition to produce the corresponding N-alkyl-N-mesyl-O-(p-alkoxybenzyl)hydroxylamine or N-alkyl-N-mesyl-O-(2,4,6-trialkylbenzyl)hydroxylamine, and treating the resulting compound with a solution of a phenol compound, and novel N-alkyl-N-mesyl-O-(p-alkoxybenzyl)hydroxyl amines and N-alkyl-N-mesyl-O-(2,4,6-trialkylbenzyl)hydroxylamines which are useful as intermediates in the above process.

Synthesis of homologues of the antibiotic alanosine.

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