4-[(2S)-2-(3,5-dioxopiperazin-1-yl)propyl]piperazine-2,6-dione hydrochloride

• ChemBase ID: 72578
• Molecular Formular: C11H17ClN4O4
• Molecular Mass: 304.73008
• Monoisotopic Mass: 304.09383272
• SMILES: N1C(=O)CN(CC1=O)C[C@@H](N1CC(=O)NC(=O)C1)C.Cl
• Canonical SMILES: O=C1NC(=O)CN(C1)C[C@@H](N1CC(=O)NC(=O)C1)C.Cl
• InChI: InChI=1S/C11H16N4O4.ClH/c1-7(15-5-10(18)13-11(19)6-15)2-14-3-8(16)12-9(17)4-14;/h7H,2-6H2,1H3,(H,12,16,17)(H,13,18,19);1H/t7-;/m0./s1
• InChIKey: BIFMNMPSIYHKDN-FJXQXJEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(2S)-2-(3,5-dioxopiperazin-1-yl)propyl]piperazine-2,6-dione hydrochloride
• IUPAC Traditional name: dexrazoxane hydrochloride
• Synonyms: Totect; ICRF-187; Zinecard; Cardioxane; Dexrazoxane Hydrochloride

Database IDs

• CAS Number: 149003-01-0
• PubChem SID: 162037503
• PubChem CID: 6918223

CALCULATED PROPERTIES

• Acid pKa: 11.198792
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -2.6580358
• LogD (pH = 7.4): -2.6527913
• Log P: -2.652655
• Molar Refractivity: 64.2532 cm^3
• Polarizability: 25.298058 Å^3
• Polar Surface Area: 98.82 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: Hydrochloride

DETAILS

Selleck Chemicals - S1222

Research Area: Cardiovascular Disease
Biological Activity:
Dexrazoxane hydrochloride is a cardioprotective agent. As a derivative of EDTA, dexrazoxane chelates iron, but the precise mechanism by which it protects the heart is not known. This agent is used to protect the heart against the cardiotoxic side effects of anthracyclines, such as doxorubicin. [1]

REFERENCES

• http://en.wikipedia.org/wiki/Dexrazoxane