1243259-19-9

Basic information

• Product Name: [S-(R*,R*)]-2-AMino-3-Methyl-N-[2-(4-Morpholinyl)ethyl]pentanaMide Dihydrochloride
• Synonyms: (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;LM11A-31;Pentanamide, 2-amino-3-methyl-N-[2-(4-morpholinyl)ethyl]-, hydrochloride (1:2), (2S,3S)-;LM11A-31 (hydrochloride)
• CAS NO: 1243259-19-9
• Molecular Formula: C12H27Cl2N3O2
• Molecular Weight: 316.26768
• Product Categories: Amino Acids & Derivatives;Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Amino Acids & Derivatives, Chiral Reagents, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 1243259-19-9.mol
• Article Data: 0

Chemical Properties

• Appearance: /
• Storage Temp.: -20°C
• Solubility: Soluble in DMSO (up to 20 mg/ml) or in Ethanol (up to 30 mg/ml)
• Stability: Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
• CAS DataBase Reference: [S-(R*,R*)]-2-AMino-3-Methyl-N-[2-(4-Morpholinyl)ethyl]pentanaMide Dihydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: [S-(R*,R*)]-2-AMino-3-Methyl-N-[2-(4-Morpholinyl)ethyl]pentanaMide Dihydrochloride(1243259-19-9)
• EPA Substance Registry System: [S-(R*,R*)]-2-AMino-3-Methyl-N-[2-(4-Morpholinyl)ethyl]pentanaMide Dihydrochloride(1243259-19-9)

Safety Data

• Hazardous Substances Data: 1243259-19-9(Hazardous Substances Data)

Usage

Description

LM11A-31 is a p75 neurotrophin receptor (p75NTR) ligand that inhibits nerve growth factor (NGF) binding to p75NTR-Fc (A2 = 1,192 nM). It inhibits DNA damage in and promotes survival of hippocampal neuronal cultures in a p75NTR- and concentration-dependent manner. LMA11A-31 also inhibits proNGF-induced cell death of mature oligodendrocytes. In vivo, LMA11A-31 (10-100 mg/kg) improves motor function and coordination in the weight-bearing open-field test and nonweight-bearing swim test and increases survival of oligodendrocytes in a mouse model of spinal contusion injury. It prevents and/or reverses atrophy of forebrain cholinergic neurites and cortical dystrophic neurites in Thy-1 hAPPLond/Swe and Tg2576 mice with mid- to late stage Alzheimer''s disease. It also reduces excessive alcohol self-administration in rats and decreases huntingtin (Htt) aggregate formation and striatal cholinergic degeneration in the R6/2 mouse model of Huntington''s disease.

Uses

(2S,3S)-2-Amino-3-methyl-N-[2-(4-morpholinyl)ethyl]pentanamide is used for the preparation of peptideamides for treatment of retroviral infection.

References

1) Massa?et al. (2006),?Small, Nonpeptide p75NTR Ligands Induce Survival Signaling and Inhibit proNGF-Induced Death; J. Neurosci.?26?5288 2) Tep?et al., (2013),?Oral administration of a small molecule targeted to block proNGF binding to p75 promotes myelin sparing and functional recovery after spinal cord injury; J. Neurosci.?33?397 3) Shi?et al. (2013),?A small molecule p75(NTR) ligand protects neurogenesis after traumatic brain injury; Stem Cells?31?2561 4) Simmons?et al.?(2014),?A small molecule p75(NTR) ligand, LM11A-31, reverses cholinergic neurite dystrophy in Alzheimer’s disease mouse models with mid- to late-stage disease progression; PLoS One?9?e102136 5) Meeker?et al.?(2016),?Novel p75 neurotrophin receptor ligand stabilizes neuronal calcium, preserves mitochondrial movement and protects against HIV associated neuropathogenesis; Exp. Neurol.?275?Pt.1 182