LM11A 31 Dihydrochloride - ≥96% , CAS No.1243259-19-9

CAS: 1243259-19-9 Cat. No.: L275864 Molecular Weight: 316.27 PubChem CID: 91654620

GRADE & PURITY ≥96%

Synonyms

(2S,3S)-2-Amino-3-methyl-N-(2-morpholin-4-ylethyl)pentanamidedihydrochloride | (2S,3S)-2-Amino-3-methyl-N-[2-(4-morpholinyl)ethyl]pentanamide Hydrochloride | [S-(R*,R*)]-2-Amino-3-methyl-N-[2-(4-morpholinyl)ethyl]pentanamide Dihydrochloride

Storage

Store at -20°C,Argon charged,Desiccated

Shipped In

Ice chest + Ice pads

Overview

2S,3S)-2-Amino-3-methyl-N-[2-(4-morpholinyl)ethyl]pentanamide is used for the preparation of peptideamides for treatment of retroviral infection. This compound has neuroprotective properties.Generally used in Alzheimers Disease, Neuroprotective, Hippocampal neural progenitors. Blood brain barrier (BBB) penetrable, orally bioactive. Blocks p75-medicated cell death.Shows prominent effect against Huntington’s Disease in mice. 

Specifications

Synonyms

(2S, 3S)-2-Amino-3-methyl-N-(2-morpholin-4-ylethyl)pentanamidedihydrochloride | (2S, 3S)-2-Amino-3-methyl-N-[2-(4-morpholinyl)ethyl]pentanamide Hydrochloride | [S-(R*, R*)]-2-Amino-3-methyl-N-[2-(4-morpholinyl)ethyl]pentanamide Dihydrochloride

Specifications & Purity

≥96%

Biochemical and Physiological Mechanisms

Selective nonpeptide p75 NTR ligand. Blocks p75-mediated cell death. Promotes neurogenesis and neurite survival. Does not affect NGF binding to TrkA. Shows neuroprotective and neuroregenerative effects in vivo.

Storage

Store at -20°C, Argon charged, Desiccated

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥96%

Names and Identifiers

• Canonical Smiles: CCC(C)C(C(=O)NCCN1CCOCC1)N.Cl.Cl
• IUPAC Name: (2S,3S)-2-amino-3-methyl-N-(2-morpholin-4-ylethyl)pentanamide;dihydrochloride
• InChIKey: LLIHJRRZJDEKLB-ULEGLUPFSA-N
• INCHI: 1S/C12H25N3O2.2ClH/c1-3-10(2)11(13)12(16)14-4-5-15-6-8-17-9-7-15;;/h10-11H,3-9,13H2,1-2H3,(H,14,16);2*1H/t10-,11-;;/m0../s1
• Isomeric SMILES: CC[C@H](C)[C@@H](C(=O)NCCN1CCOCC1)N.Cl.Cl
• PubChem CID: 91654620
• Molecular Weight: 316.27

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 amides N-acyl amines Morpholines Trialkylamines Secondary carboxylic acid amides Oxacyclic compounds Dialkyl ethers Azacyclic compounds Organic oxides Monoalkylamines Hydrochlorides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Isoleucine or derivatives - Alpha-amino acid amide - Fatty amide - Morpholine - N-acyl-amine - Oxazinane - Fatty acyl - Carboxamide group - Secondary carboxylic acid amide - Tertiary amine - Tertiary aliphatic amine - Dialkyl ether - Ether - Oxacycle - Azacycle - Organoheterocyclic compound - Organonitrogen compound - Amine - Hydrocarbon derivative - Primary aliphatic amine - Organic oxide - Organic nitrogen compound - Organooxygen compound - Carbonyl group - Primary amine - Hydrochloride - Organic oxygen compound - Aliphatic heteromonocyclic 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

Chemical and Physical Properties

• Solubility: Soluble in water to 100 mM and in DMSO to 100 mM
• Sensitivity: Moisture sensitive
• Melt Point(°C): >68°C (dec.)
• Molecular Weight: 316.260 g/mol
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 315.148 Da
• Monoisotopic Mass: 315.148 Da
• Topological Polar Surface Area: 67.600 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 230.000
• 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: 3

XLogP3

References

1. Yang Sun, Yuyang Miao, Shiyin Dai, Kailin Wang, Jin Tan, Zhen Jiao, Qiang Zhang.  (2025)  The use of Xenon magnetic lipid bubbles to detect and treat intermittent hypoxia-induced cognitive impairment.  JOURNAL OF CONTROLLED RELEASE,      [PMID:41319964] [10.1016/j.jconrel.2025.114478]