80938-69-8

Basic information

• Product Name: D,L-THREO-1-PHENYL-2-DECANOYLAMINO-3-MORPHOLINO-1-PROPANOL HCL
• Synonyms: N-[2-HYDROXY-1-(4-MORPHOLINYLMETHYL)-2-PHENYLETHYL]-DECANAMIDE, MONOHYDROCHLORIDE;(+/-)-THREO-PDMP HYDROCHLORIDE;(+/-)-THREO-1-PHENYL-2-DECANOYLAMINO-3-MORPHOLINO-1-PROPANOL HYDROCHLORIDE;1-PHENYL-2-DECANOYLAMINO-3-MORPHOLINO-1-PROPANOL, HCL;DL-PDMP;D,L-THREO-1-PHENYL-2-DECANOYLAMINO-3-MORPHOLINO-1-PROPANOL HCL;D,L-THREO-PDMP HCL;DL-THREO-PDMP, HYDROCHLORIDE
• CAS NO: 80938-69-8
• Molecular Formula: C23H39ClN2O3
• Molecular Weight: 427.02
• Mol File: 80938-69-8.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 607.4°C at 760 mmHg
• Flash Point: 321.2°C
• Appearance: /
• Vapor Pressure: 1.32E-15mmHg at 25°C
• Storage Temp.: −20°C
• CAS DataBase Reference: D,L-THREO-1-PHENYL-2-DECANOYLAMINO-3-MORPHOLINO-1-PROPANOL HCL(CAS DataBase Reference)
• NIST Chemistry Reference: D,L-THREO-1-PHENYL-2-DECANOYLAMINO-3-MORPHOLINO-1-PROPANOL HCL(80938-69-8)
• EPA Substance Registry System: D,L-THREO-1-PHENYL-2-DECANOYLAMINO-3-MORPHOLINO-1-PROPANOL HCL(80938-69-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 80938-69-8(Hazardous Substances Data)

Usage

Description

D,L-THREO-1-PHENYL-2-DECANOYLAMINO-3-MORPHOLINO-1-PROPANOL HCL, also known as DL-threo-PDMP, is a mixture of ceramide analogs that contains two of the four possible stereoisomers of PDMP: D-threo-(1R,2R)-PDMP and L-threo-(1S,2S)-PDMP. It is a compound that inhibits glucosylceramide synthase, reduces the synthesis of glucosylceramide, increases cellular ceramide, and induces cell cycle arrest in vitro.

Uses

Used in Pharmaceutical Industry:
D,L-THREO-1-PHENYL-2-DECANOYLAMINO-3-MORPHOLINO-1-PROPANOL HCL is used as a therapeutic agent for the treatment of neuroinflammatory diseases, such as multiple sclerosis. It is used as an inhibitor of β-1,4-galactosyltransferase 6, which prevents lactosylceramide synthesis, a promotor of neuroinflammation in mice during chronic experimental autoimmune encephalomyelitis (EAE).
Used in Alzheimer's Disease Research:
D,L-THREO-1-PHENYL-2-DECANOYLAMINO-3-MORPHOLINO-1-PROPANOL HCL is used as a research tool to study the role of ceramide metabolism in Alzheimer's disease. It is used to increase amyloid-β (1-42) (Aβ42) and Aβ39 production independent of ceramide metabolism via modulation of γ-secretase activity in HEK293 cells expressing the γ-secretase substrate SC100.
Used in Cell Biology Research:
D,L-THREO-1-PHENYL-2-DECANOYLAMINO-3-MORPHOLINO-1-PROPANOL HCL is used as a research tool to study the role of glucosylceramide synthase in cell biology. It is used to deplete cells and mice of their glucosphinolipids, which helps researchers understand the function and regulation of glucosylceramide synthase in cellular processes.

Biochem/physiol Actions

Glucosylceramide synthase inhibitor; blocks formation of glucosylceramide from ceramide.

InChI:InChI=1/C23H38N2O3.ClH/c1-2-3-4-5-6-7-11-14-22(26)24-21(19-25-15-17-28-18-16-25)23(27)20-12-9-8-10-13-20;/h8-10,12-13,21,23,27H,2-7,11,14-19H2,1H3,(H,24,26);1H/t21-,23-;/m1./s1