L-Isoleucine methyl ester hydrochloride - ≥98% , CAS No.18598-74-8

CAS: 18598-74-8 Cat. No.: I109005 Molecular Weight: 181.66 Beilstein Registry Number: 3595132 EC Number: 242-437-1

GRADE & PURITY ≥98%

Synonyms

(2R,3S)-methyl 2-amino-3-methylpentanoate hydrochloride | L-Isoleucine methyl ester hydrochloride, >=98.0% (AT) | GGTBEWGOPAFTTH-GEMLJDPKSA-N | DTXSID10940024 | AKOS015894534 | AC-19219 | CCRIS 232 | MFCD00168418 | SCHEMBL76740 | Silver(I) 5-p-dimethylami

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

application：

L-Isoleucine methyl ester used for chemical synthesis. E.g. It can also be used to produce 3-methyl-2-(4-nitro-imidazol-1-yl)-pentanoic acid methyl ester. It also finds its use as a pharmaceutical intermediate.

Specifications

Synonyms

(2R, 3S)-methyl 2-amino-3-methylpentanoate hydrochloride | L-Isoleucine methyl ester hydrochloride, >=98.0% (AT) | GGTBEWGOPAFTTH-GEMLJDPKSA-N | DTXSID10940024 | AKOS015894534 | AC-19219 | CCRIS 232 | MFCD00168418 | SCHEMBL76740 | Silver(I) 5-p-dimethylami

Specifications & Purity

≥98%

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488197241
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488197241
• Canonical Smiles: CCC(C)C(C(=O)OC)N.Cl
• IUPAC Name: methyl (2S,3S)-2-amino-3-methylpentanoate;hydrochloride
• InChIKey: GGTBEWGOPAFTTH-GEMLJDPKSA-N
• INCHI: 1S/C7H15NO2.ClH/c1-4-5(2)6(8)7(9)10-3;/h5-6H,4,8H2,1-3H3;1H/t5-,6-;/m0./s1
• Isomeric SMILES: CC[C@H](C)[C@@H](C(=O)OC)N.Cl
• WGK Germany: 3
• Molecular Weight: 181.66
• Beilstein: 3595132
• Reaxy-Rn: 4356448
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4356448&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Isoleucine and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Isoleucine and derivatives
• Alternative Parents: Alpha amino acid esters Fatty acid esters Quaternary ammonium salts Methyl esters Monocarboxylic acids and derivatives Organic oxides Organic chloride salts Monoalkylamines Hydrocarbon derivatives Carbonyl compounds Organic cations
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Isoleucine or derivatives - Alpha-amino acid ester - Fatty acid ester - Fatty acyl - Quaternary ammonium salt - Methyl ester - Carboxylic acid ester - Monocarboxylic acid or derivatives - Organic oxide - Organic salt - Organic nitrogen compound - Primary amine - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Organic oxygen compound - Carbonyl group - Amine - Organic chloride salt - Hydrocarbon derivative - Organic cation - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as isoleucine and derivatives. These are compounds containing isoleucine or a derivative thereof resulting from reaction of isoleucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in methanol (50 mg/ml clear, colorless solution).
• Sensitivity: air sensitive &Moisture sensitive.
• Specific Rotation[α]: 26.5 ° (C=2, H2O)
• Melt Point(°C): 98-100°C
• Molecular Weight: 181.660 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 181.087 Da
• Monoisotopic Mass: 181.087 Da
• Topological Polar Surface Area: 52.300 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 114.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Luyao Zheng, Zhiyuan Zhao, Ye Yang, Yaming Li, Chengxiao Wang.  (2020)  Novel skin permeation enhancers based on amino acid ester ionic liquid: Design and permeation mechanism.  INTERNATIONAL JOURNAL OF PHARMACEUTICS,      [PMID:31953082] [10.1016/j.ijpharm.2020.119031]