1-((2R,6S)-6-(Hydroxymethyl)morpholin-2-yl)pyrimidine-2,4(1H,3H)-dione

Name: 1-((2R,6S)-6-(Hydroxymethyl)morpholin-2-yl)pyrimidine-2,4(1H,3H)-dione
Brand: ChemScene
Availability: InStock
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CAS No. 109205-43-8
Cat. No. CS-0100715
Purity≥98%
MDL No.MFCD28962712

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1-((2R,6S)-6-(Hydroxymethyl)morpholin-2-yl)pyrimidine-2,4(1H,3H)-dione|CS-0100715

Structure of 109205-43-8

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Description

This pyrimidinedione scaffold integrates a morpholine ring bearing a hydroxymethyl substituent at the (2R,6S) configuration, delivering enhanced solubility and metabolic stability. The pendant hydroxyl group enables facile derivatization, while the electron-deficient pyrimidine core supports nucleophilic functionalization. This structural motif serves as a privileged scaffold in medicinal chemistry for targeted kinase inhibition and CNS-penetrant lead development.

Application

1-((2R,6S)-6-(Hydroxymethyl)morpholin-2-yl)pyrimidine-2,4(1H,3H)-dione serves as a versatile building block for medicinal chemistry and heterocyclic synthesis. The morpholinyl-pyrimidinedione scaffold enables efficient derivatization via the hydroxymethyl group, offering compatibility with standard functional group transformations. Its bench-stable nature and defined stereochemistry support reproducible synthesis in drug discovery workflows.

General Information

CAS No. 109205-43-8
Cat. No. CS-0100715
Purity ≥98%
MDL No. MFCD28962712
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₃N₃O₄
Molecular Weight 227.22
Synonym(s) 1-[(2R,6S)-6-(hydroxyMethyl)-2-Morpholinyl]-2,4(1H,3H)-PyriMidinedione
SMILES O=C1NC(C=CN1[C@H]2CNC[C@@H](CO)O2)=O

Computational Chemistry Data

TPSA 96.35
LogP -1.9841
H_Acceptors 6
H_Donors 3
Rotatable_Bonds 2

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H320-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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1-((2R,6S)-6-(Hydroxymethyl)morpholin-2-yl)pyrimidine-2,4(1H,3H)-dione

CAS No. 109205-43-8

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