Isobarbituric Acid - ≥98% , CAS No.496-76-4

CAS: 496-76-4 Cat. No.: I157562 Formula: C₄H₄N₂O₃ Molecular Weight: 128.09 EC Number: 207-829-9

GRADE & PURITY ≥98%

Synonyms

A827793 | Isobarbituric acid (VAN) | 438WJI1S49 | AKOS006223247 | FLUOROURACIL IMPURITY B [EP IMPURITY] | DTXSID40964293 | 2,6-Dihydroxypyrimidin-5(4H)-one | SCHEMBL2491820 | 1,3-diazinane-2,4,5-trione | Dihydropyrimidine-2,4,5(3H)-trione | NSC 95958 | 2,

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Application

2,4,5-Trihydroxypyrimidine studies show that it can form stable base pairs with all four bases in a DNA duplex. It has been used as oxidative DNA damage biomarker in tissue engineered skin. It acts as an antagonist of uracil in the growth of Lactobacillus casei.

Specifications

Synonyms

A827793 | Isobarbituric acid (VAN) | 438WJI1S49 | AKOS006223247 | FLUOROURACIL IMPURITY B [EP IMPURITY] | DTXSID40964293 | 2,6-Dihydroxypyrimidin-5(4H)-one | SCHEMBL2491820 | 1,3-diazinane-2,4,5-trione | Dihydropyrimidine-2,4,5(3H)-trione | NSC 95958 | 2,

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

5-hydroxy derivative of the nucleobase Uracil and an isomer of Barbituric Acid. Studies show that it can form stable base pairs with all four bases in a DNA duplex. Used as an oxidative DNA damage biomarker.

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504756347
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504756347
• Canonical Smiles: C1C(=O)C(=O)NC(=O)N1
• IUPAC Name: 1,3-diazinane-2,4,5-trione
• InChIKey: FQXOOGHQVPKHPG-UHFFFAOYSA-N
• INCHI: 1S/C4H4N2O3/c7-2-1-5-4(9)6-3(2)8/h1H2,(H2,5,6,8,9)
• Isomeric SMILES: C1C(=O)C(=O)NC(=O)N1
• Molecular Weight: 128.09
• Reaxy-Rn: 879547
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=879547&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazines
      • Subclass Pyrimidines and pyrimidine derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Diazines
• Subclass: Pyrimidines and pyrimidine derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrimidones
• Alternative Parents: N-acyl ureas Diazinanes Dicarboximides Cyclic ketones Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: N-acyl urea - Pyrimidone - Ureide - 1,3-diazinane - Dicarboximide - Ketone - Carbonic acid derivative - Urea - Cyclic ketone - Carboxylic acid derivative - Azacycle - Organic oxide - Organooxygen compound - Organonitrogen compound - Carbonyl group - Organopnictogen compound - Organic oxygen compound - Hydrocarbon derivative - Organic nitrogen compound - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrimidones. These are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in DMSO (Sparingly), Methanol (Sparingly)
• Melt Point(°C): >300°
• Molecular Weight: 128.090 g/mol
• XLogP3: -1.200
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 128.022 Da
• Monoisotopic Mass: 128.022 Da
• Topological Polar Surface Area: 75.300 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 186.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Frequently Asked Questions

What is the purity of this product?

This product is supplied at ≥98% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at 2–8 °C. Refrigerated storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships chilled on wet ice. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 496-76-4, the molecular formula is C4H4N2O3, and the molecular weight is 128.09 g/mol. InChIKey FQXOOGHQVPKHPG-UHFFFAOYSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.