4,6-dichloropyrimidin-5-amine

• ChemBase ID: 67461
• Molecular Formular: C4H3Cl2N3
• Molecular Mass: 163.99272
• Monoisotopic Mass: 162.97040247
• SMILES: c1nc(c(c(n1)Cl)N)Cl
• Canonical SMILES: Clc1ncnc(c1N)Cl
• InChI: InChI=1S/C4H3Cl2N3/c5-3-2(7)4(6)9-1-8-3/h1H,7H2
• InChIKey: NIGDWBHWHVHOAD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,6-dichloropyrimidin-5-amine
• IUPAC Traditional name: 4,6-dichloropyrimidin-5-amine
• Synonyms: 5-Amino-4,6-dichloropyrimidine; 5-Amino-4,6-dichloropyrimidine; 4,6-Dichloro-pyrimidin-5-ylamine; 5-Amino-4,6-dichloropyrimidine; NSC 7851; 4,6-Dichloro-5-pyrimidinamine; 4,6-dichloropyrimidin-5-amine; 4,6-Dichloropyrimidin-5-amine; 4,6-二氯-5-氨基嘧啶; 5-氨基-4,6-二氯嘧啶

Database IDs

• CAS Number: 5413-85-4
• EC Number: 226-503-7
• MDL Number: MFCD00006108
• Beilstein Number: 126885
• PubChem SID: 162033196; 24853030; 24846102
• PubChem CID: 79434

CALCULATED PROPERTIES

• Acid pKa: 18.61073
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.86925316
• LogD (pH = 7.4): 0.8692532
• Log P: 0.8692532
• Molar Refractivity: 39.1549 cm^3
• Polarizability: 13.724436 Å^3
• Polar Surface Area: 51.8 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 143-146°C; 145 - 147°C; 145-148 °C; 145-148 °C(lit.); 145-148°C
• Hydrophobicity(logP): 1.164

Safety Information

• Storage Warning: IRRITANT; Irritant/Store under Nitrogen/Keep Cold; Moisture Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 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
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (AT); 95%; 95+%; 97%; 98%; 98+%
• Grade: purum
• Empirical Formula (Hill Notation): C4H3Cl2N3

DETAILS

MP Biomedicals - 05209396

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 217735

Application
Used to construct pyrimido-oxazepines in a three-step process with microwave heating at 150°C.1
Packaging
1, 5, 25 g in glass bottle

Toronto Research Chemicals - A604725

An intermediate in the production of many biological inhibitors.

REFERENCES

• Lambertucci, C., et al.: Bioorg. Med. Chem., 17, 2812 (2009)
• Lebsack, A., et al.: Bioorg. Med. Chem. Lett., 19, 40 (2009)
• Griffith, D., et al.: J. Med. Chem., 52, 234 (2009)