2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid hydrate

• ChemBase ID: 88486
• Molecular Formular: C5H6N2O5
• Molecular Mass: 174.11154
• Monoisotopic Mass: 174.0276713
• SMILES: [nH]1c(=O)[nH]c(cc1=O)C(=O)O.O
• Canonical SMILES: O=c1[nH]c(=O)[nH]c(c1)C(=O)O.O
• InChI: InChI=1S/C5H4N2O4.H2O/c8-3-1-2(4(9)10)6-5(11)7-3;/h1H,(H,9,10)(H2,6,7,8,11);1H2
• InChIKey: YXUZGLGRBBHYFZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid hydrate
• IUPAC Traditional name: orotic acid hydrate
• Synonyms: 2,6-Dioxo-1,2,3,6-tetrahydro-4-pyrimidinecarboxylic acid; Orotic acid monohydrate; 2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid hydrate; 1,2,3,6-Tetrahydro-2,6-dioxo-4-pyrimidinecarboxylic Acid Monohydrate; Orotic Acid Monohydrate; 1,2,3,6-Tetrahydro-2,6-dioxopyrimidine-4-carboxylic acid hydrate; Uracil-4-carboxylic acid hydrate; Orotic acid hydrate; Orotic acid monohydrate; 4-Carboxy-2,6-dioxo-1,2,3,6-tetrahydropyrimidine monohydrate; 2,6-Dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid monohydrate; 2,6-二氧代-1,2,3,6-四氢-4-嘧啶甲酸; 乳清酸 一水合物; 乳清酸水合物

Database IDs

• CAS Number: 50887-69-9
• EC Number: 200-619-8
• MDL Number: MFCD00149398; MFCD00006027
• Beilstein Number: 383901; 7604036
• Merck Index: 146876
• PubChem SID: 162075432; 24886835; 24898059
• PubChem CID: 16218504

CALCULATED PROPERTIES

• Acid pKa: 2.827267
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -3.8447902
• LogD (pH = 7.4): -4.7215567
• Log P: -1.2276645
• Molar Refractivity: 33.2746 cm^3
• Polarizability: 12.221098 Å^3
• Polar Surface Area: 95.5 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: >300 °C(lit.); >300°C; 334°C

Safety Information

• Storage Warning: Harmful
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥97.0% (T); 97%; 98%
• Grade: purum
• Salt Data: H2O
• Ignition Residue: ≤0.05%
• Empirical Formula (Hill Notation): C5H4N2O4 · H2O
• Classification: Genuine Natural Compounds

DETAILS

Sigma Aldrich - O8402

Packaging
25, 100 g in poly bottle

Toronto Research Chemicals - O691500

Orotic Acid is used in the preparation of therapeutic agents for chronic obstructive pulmonary disease (COPD) treatment.