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L-Norvaline ethyl ester HCl

Cat No.:V68234 Purity: ≥98%
L-Norvaline ethyl ester HCl is a valine analogue.
L-Norvaline ethyl ester HCl
L-Norvaline ethyl ester HCl Chemical Structure CAS No.: 40918-51-2
Product category: Amino Acid Derivatives
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
L-Norvaline ethyl ester HCl is a valine analogue.
L-Norvaline ethyl ester HCl (CAS#: 40918-51-2), also known as L-2-Aminovaleric acid-ethyl ester hydrochloride or H-Nva-OEt HCl, is the ethyl ester hydrochloride salt of the non-proteinogenic amino acid L-norvaline. With a molecular formula of C₇H₁₅NO₂·HCl (or C₇H₁₆ClNO₂) and a molecular weight of 181.66 g/mol, it appears as a white to almost white crystalline powder with a melting point of 108.0 to 117.0°C. The compound features an ethyl ester modification and is characterized by its hydrochloride salt form, which enhances its solubility and stability in aqueous environments. L-Norvaline ethyl ester HCl is widely recognized for its role as a critical intermediate in the synthesis of the antihypertensive drug Perindopril and as a derivative of the arginase inhibitor L-norvaline. The compound's primary differentiation from the parent free amino acid lies in its modified physicochemical properties, including enhanced lipophilicity conferred by the ethyl ester moiety, which can be a critical factor in synthetic and formulation workflows. Substituting L-Norvaline ethyl ester hydrochloride with its free amino acid form or a different alkyl ester (e.g., methyl ester) in research protocols is not functionally equivalent and will likely introduce experimental variability. The compound is typically stored at room temperature.
Biological Activity I Assay Protocols (From Reference)
Targets
L-Norvaline ethyl ester HCl is not a pharmacological agent with a defined biological target. Its primary role is as a synthetic intermediate in medicinal chemistry. The compound is used in biochemical research, particularly in studies of metabolic pathways, enzyme inhibition, and protein synthesis. It is also explored for its potential in promoting nitric oxide production, which can enhance blood flow and muscle performance. The ethyl ester group fundamentally alters the compound's lipophilicity and membrane permeability profile, which directly impacts cellular uptake and bioavailability in in vitro and in vivo models compared to the free amino acid. The hydrochloride salt form is specifically chosen to enhance aqueous solubility and ensure solid-state stability, properties not shared by the free base ester. In synthetic chemistry, the steric and electronic properties of the ethyl ester protecting group dictate its orthogonality and reactivity during peptide coupling or further derivatization. The compound's utility is primarily in chemical synthesis.
ln Vitro
Commercial ergot supplements have been made from amino acids and their derivatives. They affect the release of anabolic hormones, the availability of fuel for activity, the ability to think clearly under pressure, and the prevention of muscular damage brought on by exertion. They are regarded as advantageous synergistic food ingredients [1].
The in vitro activity of L-Norvaline ethyl ester HCl is evaluated through its performance as a synthetic intermediate. It is a validated Perindopril intermediate used directly in established ACE inhibitor synthetic routes. The compound demonstrates enhanced lipophilicity and aqueous solubility vs. free L-norvaline for reliable solid-phase peptide coupling. With >98% purity, it minimizes side reactions and ensures reproducible yields in multi-step medicinal chemistry workflows. The compound is used in studies of metabolic pathways, enzyme inhibition, and protein synthesis. It is also explored for its potential in promoting nitric oxide production.
ln Vivo
In vivo activity of L-Norvaline ethyl ester HCl has not been extensively characterized. The compound is not a drug candidate. It is a research chemical and synthetic intermediate.
Enzyme Assay
The in vitro enzyme/receptor binding (non-cellular) experimental workflow for L-Norvaline ethyl ester HCl involves standard organic synthesis and peptide coupling procedures. The compound is used as a building block in peptide synthesis. A typical workflow: dissolve the compound in appropriate solvent, activate the carboxylic acid (if needed), and couple with other amino acid derivatives using standard coupling reagents. Characterize by NMR and MS. The compound serves as a critical intermediate in the synthesis of Perindopril. The compound has enhanced lipophilicity and aqueous solubility vs. free L-norvaline for reliable solid-phase peptide coupling. It is characterized by a molecular formula of C₇H₁₅NO₂·HCl and a molecular weight of 181.66 g/mol. The compound is available in various pack sizes (100 mg, 5 g, bulk custom).
Cell Assay
In vitro cell-based experimental workflows are not typically performed with L-Norvaline ethyl ester HCl. The compound is not intended for biological activity screening. It is a synthetic intermediate used in medicinal chemistry workflows.
Animal Protocol
In vivo animal experiments are not applicable for L-Norvaline ethyl ester HCl. The compound is stored at room temperature.
ADME/Pharmacokinetics
The pharmacokinetic properties of L-Norvaline ethyl ester HCl have not been characterized. The compound is not a drug. No ADME data are available.
Toxicity/Toxicokinetics
The toxicological data for L-Norvaline ethyl ester HCl are not well-documented. Standard laboratory safety practices should be followed. The compound is intended for research use only.
References
[1]. Luckose F, et al. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144.
Additional Infomation
L-Norvaline ethyl ester HCl is a critical intermediate in the synthesis of the antihypertensive drug Perindopril. It is a derivative of the arginase inhibitor L-norvaline. The compound is characterized by enhanced lipophilicity conferred by the ethyl ester moiety. The hydrochloride salt form is specifically chosen to enhance aqueous solubility and ensure solid-state stability. The compound is available from multiple suppliers with purity >98.0% (T)(N). It is not a drug and has no clinical trials or approvals. The compound is for research use only. The compound is a white to almost white powder to crystal. The compound has a melting point of 108.0 to 117.0 °C.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C7H16CLNO2
Molecular Weight
181.66
Exact Mass
181.086
CAS #
40918-51-2
PubChem CID
12631224
Appearance
White to off-white solid powder
Boiling Point
175.4ºC at 760 mmHg
Melting Point
104-106ºC
Flash Point
48.4ºC
LogP
2.179
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
5
Heavy Atom Count
11
Complexity
104
Defined Atom Stereocenter Count
1
SMILES
CCC[C@@H](C(=O)OCC)N.Cl
InChi Key
CHAJBHNQIZAJJM-RGMNGODLSA-N
InChi Code
InChI=1S/C7H15NO2.ClH/c1-3-5-6(8)7(9)10-4-2;/h6H,3-5,8H2,1-2H3;1H/t6-;/m0./s1
Chemical Name
ethyl (2S)-2-aminopentanoate;hydrochloride
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 100 mg/mL (550.48 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (13.76 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (13.76 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (13.76 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 5.5048 mL 27.5239 mL 55.0479 mL
5 mM 1.1010 mL 5.5048 mL 11.0096 mL
10 mM 0.5505 mL 2.7524 mL 5.5048 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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