3-bromo-5-methylpyridin-2-amine

• ChemBase ID: 6789
• Molecular Formular: C6H7BrN2
• Molecular Mass: 187.03718
• Monoisotopic Mass: 185.97926023
• SMILES: c1(cnc(c(c1)Br)N)C
• Canonical SMILES: Cc1cnc(c(c1)Br)N
• InChI: InChI=1S/C6H7BrN2/c1-4-2-5(7)6(8)9-3-4/h2-3H,1H3,(H2,8,9)
• InChIKey: NDPKXEWDWTZBDG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-bromo-5-methylpyridin-2-amine
• IUPAC Traditional name: 3-bromo-5-methylpyridin-2-amine
• Synonyms: 3-Bromo-5-methyl-2-pyridinamine; 2-Amino-3-bromo-5-methylpyridine; 2-Amino-3-bromo-5-methylpyridine; 3-Bromo-5-methylpyridin-2-amine; 6-Amino-5-bromo-3-picoline; 3-bromo-5-methylpyridin-2-amine; 2-氨基-3-溴-5-甲基吡啶

Database IDs

• CAS Number: 17282-00-7
• MDL Number: MFCD00068231
• Beilstein Number: 471829
• PubChem SID: 24878660; 160970096
• PubChem CID: 519380

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.4615107
• LogD (pH = 7.4): 1.7965201
• Log P: 1.8032789
• Molar Refractivity: 41.579 cm^3
• Polarizability: 15.199912 Å^3
• Polar Surface Area: 38.91 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 70-74°C; 73-76 °C(lit.); 74-75°C
• Hydrophobicity(logP): 0.403

Safety Information

• Storage Warning: Harmful/Irritant; IRRITANT
• European Hazard Symbols: X; Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38; 36/37/38
• Safety Statements: 26-36; 26-36/37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332-H315-H319-H335; H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P280H-P305+P351+P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 97%; 98%; 98+%
• Empirical Formula (Hill Notation): C6H7BrN2

DETAILS

Sigma Aldrich - 543071

Packaging
1, 5 g in glass bottle

Toronto Research Chemicals - A601810

Used for the preparation of imidazo[1,2-a]pyridines, imidazo[1,2-a]pyrazines, imidazo[1,2-c]pyrimidines, and imidazo[1,2-d]triazines as JNK and ERK kinase inhibitors.

REFERENCES

• Lawrence, D., et al.: J. Med. Chem., 44, 594 (2001)
• Urquiola, C., et al.: Bioorg. Med. Chem., 17, 1623 (2001)