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Sigma-Aldrich

N-(2-Hydroxyethyl)phthalimide

99%

Synonym(s):

2-Phthalimidoethanol

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About This Item

Empirical Formula (Hill Notation):
C10H9NO3
CAS Number:
3891-07-4
Molecular Weight:
191.18
Beilstein/REAXYS Number:
147214
EC Number:
223-434-4
MDL number:
MFCD00005903
UNSPSC Code:
12352100
PubChem Substance ID:
24848353
NACRES:
NA.22

assay

99%

form

solid

mp

126-128 °C (lit.)

SMILES string

OCCN1C(=O)c2ccccc2C1=O

InChI

1S/C10H9NO3/c12-6-5-11-9(13)7-3-1-2-4-8(7)10(11)14/h1-4,12H,5-6H2

InChI key

MWFLUYFYHANMCM-UHFFFAOYSA-N

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General description

N-(2-Hydroxyethyl)phthalimide is the precursor for chloromethyl ethers used in the synthesis of purine acyclic nucleosides.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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J L Kelley et al.
Journal of medicinal chemistry, 24(12), 1528-1531 (1981-12-01)
A number of nitrogen analogues of 9-[(2-hydroxyethoxy)methyl]guanine [acylovir, Zovirax] containing amine functions in the side chain were synthesized and tested for antiviral activity. These purine acyclic nucleosides were prepared by reaction of tris(trimethylsilyl)guanine or 2,6-diaminopurine sodium salt with the chloromethyl
Molluscicidal activity of synthetic derivatives of 2-hydroxyethylphthalimide.
J N Lopes et al.
Revista brasileira de biologia, 40(3), 635-637 (1980-08-01)
Xuanrong Guo et al.
Biomacromolecules, 20(9), 3464-3474 (2019-07-25)
We report the design of reactive and hydrolytically degradable multilayers by the covalent layer-by-layer assembly of an azlactone-containing polymer, poly(2-vinyl-4,4-dimethylazlactone), with an acid-degradable, acetal-containing, small-molecule diamine linker. This approach yields cross-linked multilayers that contain (i) residual azlactone reactivity that can

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