2-[(3-aminopropyl)amino]ethane-1-thiol dihydrochloride

• ChemBase ID: 154804
• Molecular Formular: C5H16Cl2N2S
• Molecular Mass: 207.16494
• Monoisotopic Mass: 206.04112488
• SMILES: C(CN)CNCCS.Cl.Cl
• Canonical SMILES: NCCCNCCS.Cl.Cl
• InChI: InChI=1S/C5H14N2S.2ClH/c6-2-1-3-7-4-5-8;;/h7-8H,1-6H2;2*1H
• InChIKey: XDRLRDHLCIFZIW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(3-aminopropyl)amino]ethane-1-thiol dihydrochloride
• IUPAC Traditional name: 2-[(3-aminopropyl)amino]ethanethiol dihydrochloride
• Synonyms: 2-[(3-Aminopropyl)amino]ethanethiol dihydrochloride; WR-1065 dihydrochloride; WR-1065

Database IDs

• CAS Number: 14653-77-1
• MDL Number: MFCD00460339
• PubChem SID: 162248942
• PubChem CID: 146169

CALCULATED PROPERTIES

• Acid pKa: 9.521605
• H Acceptors: 2
• H Donor: 3
• LogD (pH = 5.5): -6.435448
• LogD (pH = 7.4): -3.913743
• Log P: -0.81016487
• Molar Refractivity: 39.9835 cm^3
• Polarizability: 16.057058 Å^3
• Polar Surface Area: 38.05 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: ≥20 mg/mL
• Apperance: white to off-white powder

Safety Information

• Storage Condition: desiccated
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-41
• Safety Statements: 26-39-41
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H318
• GHS Precautionary statements: P280-P305 + P351 + P338
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C5H14N2S · 2HCl

DETAILS

Sigma Aldrich - W2020

Biochem/physiol Actions
WR-1065 is cytoprotective cell-permeable reactive oxygen species scavenger and p53 activator and re-activator. Recently shown to have antiretroviral activity and an active metabolite of Amifostine which selectively protects normal tissues from the damaging effects of anti-neoplastic radiation therapy.