(2S)-2-[(2-{[(2S)-1-hydroxybutan-2-yl]amino}ethyl)amino]butan-1-ol

• ChemBase ID: 168283
• Molecular Formular: C10H24N2O2
• Molecular Mass: 204.30976
• Monoisotopic Mass: 204.18377802
• SMILES: C([C@H](NCCN[C@@H](CC)CO)CO)C
• Canonical SMILES: CC[C@H](NCCN[C@H](CO)CC)CO
• InChI: InChI=1S/C10H24N2O2/c1-3-9(7-13)11-5-6-12-10(4-2)8-14/h9-14H,3-8H2,1-2H3/t9-,10-/m0/s1
• InChIKey: AEUTYOVWOVBAKS-UWVGGRQHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2-{[(2S)-1-hydroxybutan-2-yl]amino}ethyl)amino]butan-1-ol
• IUPAC Traditional name: ethambutol
• Synonyms: (S,S)-2,2’-(1,2-Ethanediyldiimino)-bis-1-butanol Dihydrochloride; Dexambutol; Ebutol; Etibi; Etapiam; Myambutol; Mycobutol; Sural; Tibutol; EMB; Ethambutol Dihydrochloride

Database IDs

• CAS Number: 1070-11-7
• PubChem SID: 162262415
• PubChem CID: 14052

CALCULATED PROPERTIES

• Acid pKa: 14.819909
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -4.4261327
• LogD (pH = 7.4): -2.2525384
• Log P: -0.059291072
• Molar Refractivity: 57.888 cm^3
• Polarizability: 23.439148 Å^3
• Polar Surface Area: 64.52 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: White to Off-White Solid
• Melting Point: 200-202°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - E889800

Antibacterial (tuberculostatic).

REFERENCES

• Wilkinson, et al.: J. Med. Chem., 5, 835 (1962)
• Kulig, et al.: Diss. Pharm. Pharmacol., 23, 463 (1962)
• Lee, C.S., et al.: Anal. Profiles Drug Subs., 7, 231 (1978)