4-amino-1,2-dihydropyrimidin-2-one

• ChemBase ID: 78363
• Molecular Formular: C4H5N3O
• Molecular Mass: 111.102
• Monoisotopic Mass: 111.0432618
• SMILES: n1c(cc[nH]c1=O)N
• Canonical SMILES: Nc1cc[nH]c(=O)n1
• InChI: InChI=1S/C4H5N3O/c5-3-1-2-6-4(8)7-3/h1-2H,(H3,5,6,7,8)
• InChIKey: OPTASPLRGRRNAP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-1,2-dihydropyrimidin-2-one
• IUPAC Traditional name: cytosine
• Synonyms: 4-Amino-2-hydroxypyrimidine; 6-Aminopyrimidin-2(1H)-one; 6-Amino-2(1H)-pyrimidinone; 4-Amino-1H-pyrimidin-2-one; 4-Amino-2(1H)-pyrimidinone; 4-Aminouracil; Cytosinimine; NSC 27787; Cytosine; Cytosine; 4-氨基-2-羟基嘧啶; 胞嘧啶

Database IDs

• CAS Number: 71-30-7
• EC Number: 200-749-5
• MDL Number: MFCD00006034
• Beilstein Number: 2637
• Merck Index: 142795
• PubChem SID: 24858360; 162043132; 24892620
• PubChem CID: 597

CALCULATED PROPERTIES

• Acid pKa: 9.98449
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.2378829
• LogD (pH = 7.4): -1.2385703
• Log P: -1.2375661
• Molar Refractivity: 27.9485 cm^3
• Polarizability: 10.264828 Å^3
• Polar Surface Area: 67.48 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: White Solid
• Melting Point: > 300°C; >300 °C(lit.); >300°C; >300°C; >300°C (dec.)

Safety Information

• Storage Condition: 0°C; Refrigerator
• Storage Warning: Irritant
• RTECS: UW7350150
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 1
• Risk Statements: 36/37/38
• Safety Statements: 26; 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: ≥99%; ≥99.0% (HPLC); 97%; 98%; 98+%
• Empirical Formula (Hill Notation): C4H5N3O

DETAILS

MP Biomedicals - 02101469

White crystalline powder

Sigma Aldrich - C3506

Packaging
1, 5, 10, 25, 100 g in poly bottle
Application
Cytosine (C) is one of the four main bases found in DNA and RNA, along with adenine, guanine, and thymine (uracil in RNA). Cytosine reagent is used in a wide variety of research applications, as an enzyme substrate or precursor of effector molecules such as cytosine sugars.

Sigma Aldrich - 30430

Quantity
λmax. 275 nm, log ε 10400 (in 0.1 N HCl)

Toronto Research Chemicals - C998950

Widely distributed in nature; constituent of nucleic acids.

REFERENCES

• Hunter, H., et al.: Biochem. J., et al.: 31, 486 (1937)