5-bromopyrimidin-2-amine

• ChemBase ID: 16316
• Molecular Formular: C4H4BrN3
• Molecular Mass: 173.99866
• Monoisotopic Mass: 172.95885914
• SMILES: c1(ncc(cn1)Br)N
• Canonical SMILES: Brc1cnc(nc1)N
• InChI: InChI=1S/C4H4BrN3/c5-3-1-7-4(6)8-2-3/h1-2H,(H2,6,7,8)
• InChIKey: UHRHPPKWXSNZLR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-bromopyrimidin-2-amine
• IUPAC Traditional name: 5-bromopyrimidin-2-amine
• Synonyms: 5-Bromo-2-pyrimidinamine; 2-Amino-5-bromo-pyrimidine; 2-Amino-5-bromopyrimidine; 5-Bromopyrimidin-2-ylamine; NSC 27269; 5-Bromo-2-aminopyrimidine; 2-Amino-5-bromopyrimidine; 2-Amino-5-bromopyrimidine; 5-Bromopyrimidin-2-amine; 5-bromopyrimidin-2-amine; 2-氨基-5-溴嘧啶

Database IDs

• CAS Number: 7752-82-1
• MDL Number: MFCD00012341
• PubChem SID: 160979623; 24858128
• PubChem CID: 231310

CALCULATED PROPERTIES

• Acid pKa: 16.469555
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.6678539
• LogD (pH = 7.4): 0.66834193
• Log P: 0.66834813
• Molar Refractivity: 34.9915 cm^3
• Polarizability: 12.6957035 Å^3
• Polar Surface Area: 51.8 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Yellow Solid
• Melting Point: 225-227°C; 229 - 231°C; 232-234°C; 241-243 °C(lit.); 241-243°C
• Hydrophobicity(logP): 0.585

Safety Information

• Storage Warning: Harmful; IRRITANT, IRRITANT-HARMFUL
• European Hazard Symbols: Nature polluting (N); Irritant (Xi); Harmful (Xn)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 22-36-50/53; 36/37/38
• Safety Statements: 26-37; 26-60-61
• TSCA Listed: false; 否
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H319-H400; H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A; P273-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 3077 9/PG 3

Product Information

• Purity: 95%; 97%; 98%
• Empirical Formula (Hill Notation): C4H4BrN3

DETAILS

Sigma Aldrich - 303526

Packaging
1, 5 g in glass bottle
Application
Intermediate for the preparation of sulfanilamides and amino acids containing the pyrimidine ring system. The products are potential antiviral agents.1

REFERENCES

• Robins, M., et al.: J. Med. Chem., 50, 3897 (2007)