140923-27-9

Basic information

• Product Name: ISOPROPOXYCARBONYL-L-VALINE
• Synonyms: ISOPROPOXYCARBONYL-L-VALINE;(S)-2-((Isopropoxycarbonyl)aMino)-3-Methylbutanoic acid;N-methoxycarbonyl-L-Valine-Valine-OH;MOC-Val-Val;N-isopropoxycarbonyl-L-Valine-OH;N-[(1-Methylethoxy)carbonyl]-L-valine;N-Isopropoxycarbonyl-L-valine
• CAS NO: 140923-27-9
• Molecular Formula: C₉H₁₇NO₄
• Molecular Weight: 203.24
• Mol File: 140923-27-9.mol

Chemical Properties

• Boiling Point: 334.517°C at 760 mmHg
• Flash Point: 156.111°C
• Appearance: /
• Density: 1.098g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.458
• CAS DataBase Reference: ISOPROPOXYCARBONYL-L-VALINE(CAS DataBase Reference)
• NIST Chemistry Reference: ISOPROPOXYCARBONYL-L-VALINE(140923-27-9)
• EPA Substance Registry System: ISOPROPOXYCARBONYL-L-VALINE(140923-27-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 140923-27-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
ISOPROPOXYCARBONYL-L-VALINE is used as a building block for the synthesis of small peptides for various pharmaceutical applications. Its unique structure allows for the creation of peptides with specific properties, such as enhanced stability, bioavailability, or targeted delivery, which can be crucial for the development of new drugs and therapies.
Used in Research and Development:
In the field of research and development, ISOPROPOXYCARBONYL-L-VALINE serves as an essential component in the design and synthesis of novel peptide-based compounds. It can be used to study the structure-activity relationships of peptides, explore their interactions with biological targets, and develop new strategies for drug discovery and design.
Used in Chemical Synthesis:
ISOPROPOXYCARBONYL-L-VALINE is also used as a reagent in various chemical synthesis processes, particularly in the preparation of complex organic molecules and pharmaceutical intermediates. Its unique functional groups enable selective reactions and provide a versatile platform for the development of new chemical entities with potential applications in various industries.

InChI:InChI=1/C9H17NO4/c1-5(2)7(8(11)12)10-9(13)14-6(3)4/h5-7H,1-4H3,(H,10,13)(H,11,12)/t7-/m0/s1

Upstream product

• 2462-34-2 L-valine benzyl ester hydrochloride 
• 628729-15-7 (S)-2-Isopropoxycarbonylamino-3-methyl-butyric acid benzyl ester 
• 72-18-4 L-valine 
• 108-23-6 isopropyl chloroformate 

Downstream Products

• 143878-30-2 N-(i-propyloxycarbonyl)-L-valine-diphenylmethylamide 
• 1496524-36-7 isopropyl((2S)-1-(((3,4-dimethoxylphenyl)(phenyl)methyl)amino)-3-methyl-1-oxobutan-2-yl)carbamate 
• 1496524-37-8 isopropyl((2S)-1-(((3,4-dimethoxylphenyl)(4-fluorophenyl)methyl)amino)-3-methyl-1-oxobutan-2-yl)carbamate 
• 1496524-38-9 isopropyl((2S)-1-(((3,4-dimethoxylphenyl)(4-chlorophenyl)methyl)amino)-3-methyl-1-oxobutan-2-yl)carbamate 
• 1496524-39-0 isopropyl((2S)-1-(((3,4-dimethoxylphenyl)(4-bromophenyl)methyl)amino)-3-methyl-1-oxobutan-2-yl)carbamate 
• 1496524-40-3 isopropyl((2S)-1-(((3,4-dimethoxylphenyl)(4-methylphenyl)methyl)amino)-3-methyl-1-oxobutan-2-yl)carbamate 
• 1496524-41-4 isopropyl((2S)-1-(((3,4-dimethoxylphenyl)(4-(tert-butyl)phenyl)methyl)amino)-3-methyl-1-oxobutan-2-yl)carbamate 
• 1496524-42-5 isopropyl((2S)-1-(((3,4-dimethoxylphenyl)(4-methoxylphenyl)methyl)amino)-3-methyl-1-oxobutan-2-yl)carbamate 

Relevant articles and documents

Synthesis, fungicidal activity and SAR of new amino acid derivatives containing substituted 1-(phenylthio)propan-2-amine moiety

Fifteen novel amino acid derivatives were designed and synthesized using natural amino acid L-valine and two non-natural amino acids as raw materials. Fungicidal activities of these amino acid derivatives were tested against Phytophthora capsici. Most of

Design, synthesis, and fungicidal activities of imino diacid analogs of valine amide fungicides

The novel imino diacid analogs of valine amides were synthesized via several steps, including the protection, amidation, deprotection, and amino alkylation of valine, with the resulting structures confirmed by 1H and 13C NMR and HRMS. Bioassays showed that some of these compounds exhibited good fungicidal activity. Notably, isopropyl 2-((1-((1-(3-fluorophenyl)ethyl)amino)-3-methyl-1-oxobutan-2-yl)amino)propanoate 5i displayed significant levels of control, at 50%, against Erysiphe graminis at 3.9 μM as well as a level of potency very similar to the reference azoxystrobin, which gave 60% activity at this concentration. The present work demonstrates that imino diacid analogs of valine amides could be potentially useful key compounds for the development of novel fungicides against wheat powdery mildew.

FUSED TRICYCLIC SILYL COMPOUNDS AND METHODS OF USE THEREOF FOR THE TREATMENT OF VIRAL DISEASES

no abstract published

Design, synthesis, and fungicidal activity of novel carboxylic acid amides represented by N-benzhydryl valinamode carbamates

Carboxylic acid amide (CAA) fungicides are an important class of agricultural fungicide with oomycete activity and low toxicity toward mammalian cells. To find CAA analogues with high activity against resistant pathogens, a series of substituted N-benzhydryl valinamide carbamate derivatives were designed and synthesized by introducing substituted aromatic rings into valinamide carbamate leads. Bioassays showed that some title compounds exhibited very good in vitro fungicidal activity against Phytophthora capsici and in vivo fungicidal activities against Pseudoperonospora cubensis. Topomer CoMFA was performed to explore the structure-activity relationship on the basis of the in vitro data. The dimethoxy substituted aromatic analogue 9e was found to display higher in vitro fungicidal activity against Phytophthora capsici than iprovalicarb but lower activity than mandipropamid, and higher in vivo fungicidal activity against Pseudoperonospora cubensis than dimethomorph at a dosage of 6.25 μg mL-1. This journal is the Partner Organisations 2014.

Synthesis and in vitro evaluation of new derivatives of 2-substituted-6-fluorobenzo[d]thiazoles as cholinesterase inhibitors

A series of novel cholinesterase inhibitors based on 2-substituted 6-fluorobenzo[d]thiazole were synthesised and characterised by IR, 1H, 13C and 19F NMR spectroscopy and HRMS. Purity was checked by elemental analyses. The novel carbamates were tested for their ability to inhibit acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). The toxicity of the most active compounds was investigated using a standard in vitro test with HepG2 cells, and the ratio between biological activity and toxicity was determined. In addition, the toxicity of the most active compounds was evaluated against MCF7 cells using the xCELLigence system. Structure-activity relationships reflecting the dependence of cholinesterase inhibitors on the lipophilicity of the compounds as well as on the Taft polar and steric substituent constants are discussed. The specific orientation of the inhibitors in the binding site of acetylcholinesterase was determined using molecular docking of the most active compound.

TETRACYCLIC INDOLE DERIVATIVES AND METHODS OF USE THEREOF FOR THE TREATMENT OF VIRAL DISEASES

The present invention relates to novel Tetracyclic Indole Derivatives of Formula (I): and pharmaceutically acceptable salts thereof, wherein A, A', G, R1, R15, U, V, V', X, X', Y and Y' are as defined herein. The present invention also relates to compositions comprisingat least one Tetracyclic Indole Derivative, and methods of using the Tetracyclic Indole Derivatives for treating or preventing HCV infection in a patient.

FUSED TETRACYCLE DERIVATIVES AND METHODS OF USE THEREOF FOR THE TREATMENT OF VIRAL DISEASES

The present invention relates to novel Fused Tetracycle Derivatives of Formula (I): and pharmaceutically acceptable salts thereof, wherein A, A', B, G, R1, U, V, W, W', X, X', Y and Y' are as defined herein. The present invention also relates to compositions comprising at least one Fused Tetracycle Derivative, and methods of using the Fused Tetracycle Derivatives for treating or preventing HCV infection in a patient.

Synthesis and evaluation of tripeptidyl α-ketoamides as human rhinovirus 3C protease inhibitors

We describe herein the synthesis and biological evaluation of a series of tripeptidyl α-ketoamides as human rhinovirus (HRV) 3C protease inhibitors. The most potent inhibitor discussed in this manuscript, 4I, exhibited impressive enzyme inhibitory activity as well as antiviral activity against HRV-14.

Simplified pepstatins: Synthesis and evaluation of N-terminally modified analogues

The promising strategy of gastric ulcer healing with perorally administered epidermal growth factor (EGF) is so far strongly limited by the pepsinic degradation of this therapeutic polypeptide in the stomach. The incorporation of EGF in a bioadhesive polymer-pepsin inhibitor conjugate used as drug carrier matrix, however, might provide sufficient protection toward pepsinic degradation. The synthesis of appropriate pepsin inhibitors represents a prerequisite for the development of such polymer-inhibitor conjugates. The presented study demonstrates that modifications at the N- terminus of simplified analogues of pepstatin which can be synthesized in a simple and straight way result only in slight variations of the inhibitory activity. These analogues display only 10-fold reduced inhibitory activity, compared to pepstatin A, when bearing a greater N-terminal group like isovaleryl, Boc, or Cbz. Compounds which are substituted at the N-terminus by a shorter N-acyl group like propionyl or cyclopropylcarbonyl show further reduced activity (0.01, compared to pepstatin A). The presence of an amide or a urethane moiety at the N-terminus has no considerable effect on enzyme inhibition. Therefore, the N-terminus of these analogues is able to be modified forming a covalent bond to various bioadhesive polymers via a suitable functionality.