191213

Sigma-Aldrich

5-Aminoorotic acid

99%

Synonym(s):
5-Amino-6-carboxy-2,4-dihydroxypyrimidine, 5-Amino-2,6-dioxo-1,2,3,6-tetrahydro-4-pyrimidinecarboxylic acid
Empirical Formula (Hill Notation):
C5H5N3O4
CAS Number:
Molecular Weight:
171.11
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

99%

mp

>300 °C (lit.)

SMILES string

NC1=C(NC(=O)NC1=O)C(O)=O

InChI

1S/C5H5N3O4/c6-1-2(4(10)11)7-5(12)8-3(1)9/h6H2,(H,10,11)(H2,7,8,9,12)

InChI key

HWCXJKLFOSBVLH-UHFFFAOYSA-N

General description

5-Aminoorotic acid forms complexes with cerium (III), lanthanum (III) and neodymium (III). It reacts with dianhydride of ethylenedinitrilotetraacetic acid in dry DMF or DMSO to yield functionalized dicarboxamide derivatives.

Application

5-Aminoorotic acid was used as an internal standard during the electrochemical determination of orotic acid.

Packaging

50 g in poly bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xi

Risk Statement

36/37/38

Safety Statement

26-36

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Tommaso R I Cataldi et al.
Journal of chromatography. A, 1107(1-2), 130-138 (2006-01-13)
The application of activated pulsed amperometric detection (APAD) for the determination of orotic acid (OrA) in real samples at a gold working electrode in alkaline solutions, in combination with anion-exchange chromatography, is reported. Such an activated potential waveform was designed...
Synthesis and characterisation of chelating polycarboxylate ligands capable of forming intermolecular, complementary triple hydrogen bonds.
Georgopoulou AS, et al.
J. Chem. Soc., Dalton Trans., 11, 1869-1878 (1998)
Irena Kostova et al.
Medicinal chemistry (Shariqah (United Arab Emirates)), 4(4), 371-378 (2008-08-05)
The cerium (III), lanthanum (III) and neodymium (III) complexes of 5-aminoorotic acid were synthesized and their structures were determined by means of theoretical study, spectral and physicochemical analysis. Significant differences in the spectra of the complexes were observed as compared...
Rony Panarsky et al.
Cancer & metabolism, 8, 7-7 (2020-08-11)
The loss-of-function mutation of fumarate hydratase (FH) is a driver of hereditary leiomyomatosis and renal cell carcinoma (HLRCC). Fumarate accumulation results in activation of stress-related mechanisms leading to upregulation of cell survival-related genes. To better understand how cells compensate for...

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