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Key Documents

480959

Sigma-Aldrich

Glycolamide

98%

Synonym(s):

2-Hydroxyacetamide

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About This Item

Linear Formula:
HOCH2CONH2
CAS Number:
Molecular Weight:
75.07
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

mp

118-120 °C (lit.)

SMILES string

NC(=O)CO

InChI

1S/C2H5NO2/c3-2(5)1-4/h4H,1H2,(H2,3,5)

InChI key

TZGPACAKMCUCKX-UHFFFAOYSA-N

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General description

Glycolamide, an isomer of glycine, can be synthesized by the ammonolysis of ethyl glycolate. The conformational analysis of glycolamide has been reported. Its diffusion coefficient in water and partial molal isothermal compressibility has been determined. Its thermodynamic properties have been investigated. Its osmotic and activity coefficients have been obtained.

Application

Glycolamide may be used in the preparation of phosphoglycolamide.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sean D Reilly et al.
Chemical communications (Cambridge, England), 48(78), 9732-9734 (2012-08-24)
Complexation of Pu(IV) with TMDGA, TEDGA, and TODGA diglycolamide ligands was followed by vis-NIR spectroscopy. A crystal structure determination reveals that TMDGA forms a 1 : 3 homoleptic Pu(IV) complex with the nitrate anions forced into the outer coordination sphere.
A K Bansal et al.
Drug development and industrial pharmacy, 27(1), 63-70 (2001-03-15)
Glycolamide esters of ibuprofen (I), namely, unsubstituted (II), N,N dimethyl (III), and N,N diethyl (IV), were synthesized and studied for different physicochemical, pharmacological, and toxicological properties. They were comparable with I in respect of anti-inflammatory and analgesic activity but did
Parmeshwari K Halen et al.
Mini reviews in medicinal chemistry, 9(1), 124-139 (2009-01-20)
Non-steroidal anti-inflammatory drugs (NSAIDs), commonly used for the treatment of chronic inflammatory diseases suffer from several undesired side effects, the most important being gastrointestinal (GI) irritation and ulceration. The prodrug designing is one of the several strategies used to overcome
Fereidoon Daryaee et al.
European journal of medicinal chemistry, 44(1), 289-295 (2008-04-26)
On the basis of the structural similarity of N-substituted glycolamides with N-glycolyl muramic acid residues of the cell wall of Mycobacterium tuberculosis, a series of these compounds were designed and synthesized by the reaction of glycolic acid acetonide 1 (2,2-dimethyl-5-oxo-1,3-dioxolane)
P R Brown et al.
Journal of general microbiology, 133(6), 1527-1533 (1987-06-01)
A positive selection is described for isolating amidase-negative mutants from Pseudomonas aeruginosa strains. The method is based on the conversion, via amidase activity, of glycollamide to glycollate which is growth inhibitory. Three types of mutant were isolated on lactate medium

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