4-methylpyridin-3-amine

• ChemBase ID: 32044
• Molecular Formular: C6H8N2
• Molecular Mass: 108.14112
• Monoisotopic Mass: 108.06874827
• SMILES: c1c(c(ccn1)C)N
• Canonical SMILES: Cc1ccncc1N
• InChI: InChI=1S/C6H8N2/c1-5-2-3-8-4-6(5)7/h2-4H,7H2,1H3
• InChIKey: IBKMZYWDWWIWEL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methylpyridin-3-amine
• IUPAC Traditional name: 4-methylpyridin-3-amine
• Synonyms: 3-Amino-4-methylpyridine; 4-methylpyridin-3-amine; 4-Methyl-3-pyridinamine; 3-Amino-4-picoline; Ampic; 4-Methylpyridin-3-amine; 2-Amino-4-picoline; 3-Amino-4-methylpyridine 98+%; 4-Methyl-pyridin-3-ylamine; 3-Amino-4-methylpyridine; 3-氨基-4-甲基吡啶

Database IDs

• CAS Number: 3430-27-1
• MDL Number: MFCD00128871
• Beilstein Number: 107792
• PubChem SID: 160995351
• PubChem CID: 137935

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.28974694
• LogD (pH = 7.4): 0.39495692
• Log P: 0.4400688
• Molar Refractivity: 33.6427 cm^3
• Polarizability: 12.333116 Å^3
• Polar Surface Area: 38.91 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate; Methanol
• Melting Point: 102-106°C; 102-106°C; 102-107 °C; 102-107°C; 105 - 107°C
• Boiling Point: 254°C; 254°C
• Partition Coefficient: 0.297
• Hydrophobicity(logP): 0.767

Safety Information

• Storage Warning: Harmful/Irritant/Hygroscopic/Store under Argon; Hygroscopic; TOXIC
• European Hazard Symbols: Toxic (T); Harmful (Xn)
• UN Number: UN2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: III
• Risk Statements: 22-37/38-41; 24/25-36/37/38
• Safety Statements: 26-36/37/39; 26-36/37-45
• TSCA Listed: false; 否
• GHS Pictograms: GHS05; GHS06; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H315-H319-H335; H302-H315-H318-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338; P280H-P305+P351+P338-P307+P311
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 95+%; 97%; 98%
• Empirical Formula (Hill Notation): C6H8N2

DETAILS

Sigma Aldrich - 697141

Packaging
5, 25 g in glass bottle

REFERENCES

• Huang, H., et al.: Anal. Biochem., 363, 12 (2007)
• Tucker, T., et al.: J. Med. Chem., 51, 6503 (2007)
• Ortho-lithiation with t-BuLi of the Boc-protected amine followed by addition of a Weinreb amide gave the 2-alkyl substituted 5-azaindole in good yield: J. Heterocycl. Chem., 29, 359 (1992), whereas DMF gave 6-azaindole in high yield: Synthesis, 877 (1996). 2-Substituted 6-azaindoles have also been synthesized in one step by direct dilithiation with s-BuLi, followed by reaction with an ester: J. Org, Chem., 70, 6512 (2005).