334871-10-2

Basic information

• Product Name: (2S,3R)-3-AMINO-2-HYDROXYHEPTANOIC ACID
• Synonyms: (2S,3R)-3-AMINO-2-HYDROXYHEPTANOIC ACID
• CAS NO: 334871-10-2
• Molecular Formula: C7H15NO3
• Molecular Weight: 161.1989
• Mol File: 334871-10-2.mol

Chemical Properties

• Boiling Point: 289.1 °C at 760 mmHg
• Flash Point: 128.6 °C
• Appearance: /
• Density: 1.033 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.495
• PKA: 3.04±0.32(Predicted)
• CAS DataBase Reference: (2S,3R)-3-AMINO-2-HYDROXYHEPTANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3R)-3-AMINO-2-HYDROXYHEPTANOIC ACID(334871-10-2)
• EPA Substance Registry System: (2S,3R)-3-AMINO-2-HYDROXYHEPTANOIC ACID(334871-10-2)

Safety Data

• Hazardous Substances Data: 334871-10-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
L-threonine is used as an active pharmaceutical ingredient for the development of various medications due to its essential role in the body's protein synthesis and biochemical processes. It aids in the treatment of certain medical conditions that require supplementation of this amino acid.
Used in Nutritional Supplements:
L-threonine is utilized as a dietary supplement to support individuals who may have inadequate intake of this essential amino acid through their diet, helping to maintain optimal health and support bodily functions.
Used in Food and Beverage Industry:
In the food and beverage sector, L-threonine is used as a nutritional enhancer to fortify products with this essential amino acid, contributing to the overall nutritional value and health benefits of the products.
Used in Animal Feed Industry:
L-threonine is incorporated into animal feed as a supplement to ensure that livestock receive adequate amounts of this essential amino acid, promoting their health and growth.
Used in Cosmetics and Personal Care Products:
In the cosmetics and personal care industry, L-threonine may be used in formulations to support skin health and repair, given its role in collagen and elastin synthesis, which are crucial for maintaining skin elasticity and structure.

InChI:InChI=1/C7H15NO3/c1-2-3-4-5(8)6(9)7(10)11/h5-6,9H,2-4,8H2,1H3,(H,10,11)/t5-,6+/m1/s1

Upstream product

• 628-05-7 1-nitropentane 
• 561066-92-0 3-nitro-2-hydroxyheptanoic acid 
• 129488-82-0 (E)-tert-butyl hept-2-enoate 
• 254438-53-4 tert-butyl 3(S)-amino-2(S)-hydroxyheptanoate 

Relevant articles and documents

Discovery of SCH446211 (SCH6): A new ketoamide inhibitor of the HCV NS3 serine protease and HCV subgenomic RNA replication

Introduction of various modified prolines at P2 and optimization of the P1 side chain led to the discovery of SCH6 (24, Table 2), a potent ketoamide inhibitor of the HCV NS3 serine protease. In addition to excellent enzyme potency (Ki* = 3.8 nM), 24 was also found to be a potent inhibitor of HCV subgenomic RNA replication with IC50 and IC90 of 40 and 100 nM, respectively. Recently, antiviral activity of 24 was demonstrated with inhibition of the full-length genotype 2a HCV genome. In addition, 24 was found to restore the responsiveness of the interferon regulatory factor 3 (IRF-3) in cells containing HCV RNA replicons.

Benzoylalanine-derived ketoamides carrying vinylbenzyl amino residues: Discovery of potent water-soluble calpain inhibitors with oral bioavailability

Novel benzoylalanine-derived ketoamides were prepared and evaluated for calpain I inhibition. Derivatives carrying vinylbenzyl amino residues in the P2 - P3 region inhibited calpain in nanomolar concentrations and thus represent a novel class of nonpeptidic calpain inhibitors. Selected examples exhibited an improved pharmacokinetic profile including improved watersolubility and metabolic stability. In particular, these calpain inhibitors showed oral bioavailability in rats as demonstrated by N-(1-benzyl-2-carbamoyl-2-oxoethyl)-2- [E-2-(4-diethylaminomethylphenyl)ethen-1-yl]benzamide (5d). The closely related derivative N-(1-carbamoyl-1-oxohex-1-yl)-2-[E-2- (4-dimethylaminomethylphenyl)-ethen-1-yl]benzamide (5b) was evaluated for neuroprotective efficacy after experimental traumatic brain injury in a fluid percussion model in rats. When administered after injury, 5b reduced the number of damaged neurons by 41%, and this result would be in line with the suggested neuroprotective efficacy of calpain inhibition.

Solution and solid-phase synthesis of potent inhibitors of hepatitis C virus NS3 proteinase.

A versatile route for the synthesis of homochiral alpha-ketoamide analogues of amino acids is described. Incorporation of this functionality into peptide sequences using either solution or solid-phase chemistry resulted in potent inhibitors of the Hepatitis C Virus NS3 proteinase.