3,12-bis(3-chloro-2-hydroxypropyl)-3,6$l^{5},9$l^{5},12-tetraazadispiro[5.2.5^{9}.2^{6}]hexadecane-6,9-bis(ylium) dichloride

• ChemBase ID: 53531
• Molecular Formular: C18H36Cl4N4O2
• Molecular Mass: 482.31604
• Monoisotopic Mass: 480.15923713
• SMILES: [N+]12(CC[N+]3(CC1)CCN(CC(O)CCl)CC3)CCN(CC(O)CCl)CC2.[Cl-].[Cl-]
• Canonical SMILES: ClCC(CN1CC[N+]2(CC1)CC[N+]1(CC2)CCN(CC1)CC(CCl)O)O.[Cl-].[Cl-]
• InChI: InChI=1S/C18H36Cl2N4O2.2ClH/c19-13-17(25)15-21-1-5-23(6-2-21)9-11-24(12-10-23)7-3-22(4-8-24)16-18(26)14-20;;/h17-18,25-26H,1-16H2;2*1H/q+2;;/p-2
• InChIKey: QZJPEEOEZVHUAE-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,12-bis(3-chloro-2-hydroxypropyl)-3,6$l^{5},9$l^{5},12-tetraazadispiro[5.2.5^{9}.2^{6}]hexadecane-6,9-bis(ylium) dichloride; 3,12-bis(3-chloro-2-hydroxypropyl)-3,6λ^5,9λ^5,12-tetraazadispiro[5.2.5^9.2^6]hexadecane-6,9-bis(ylium) dichloride
• IUPAC Traditional name: 3,12-bis(3-chloro-2-hydroxypropyl)-3,6$l^{5},9$l^{5},12-tetraazadispiro[5.2.5^{9}.2^{6}]hexadecane-6,9-bis(ylium) dichloride; 3,12-bis(3-chloro-2-hydroxypropyl)-3,6λ^5,9λ^5,12-tetraazadispiro[5.2.5^9.2^6]hexadecane-6,9-bis(ylium) dichloride
• Synonyms: 3,12-Bis(3-chloro-2-hydroxypropyl)-3,12-diaza-6,9-diazoniadispiro[5.2.5.2]hexadecane dichloride; Prospidine; Prospidium chloride; 3,12-Bis(3-chloro-2-hydroxypropyl)-3,6,9,12-tetraazadispiro[5.2.5.2]hexadecan-6,9-ium Chloride; 3,12-Bis(3-chloro-2-hydroxypropyl)-3,12-diaza-6,9-diazoniadispiro[5.2.5.2]hexadecane Dichloride; NSC 166100; Prospidin

Database IDs

• CAS Number: 23476-83-7
• MDL Number: MFCD00357496
• PubChem SID: 162058294
• PubChem CID: 31937; 78921313
• CHEMBL: 509176
• Wikipedia Title: Prospidium_chloride

CALCULATED PROPERTIES

• Acid pKa: 13.705792
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -8.53721
• LogD (pH = 7.4): -8.524988
• Log P: -8.524836
• Molar Refractivity: 130.5772 cm^3
• Polarizability: 42.60699 Å^3
• Polar Surface Area: 46.94 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

DETAILS

Toronto Research Chemicals - P838500

It is useful as an antitumor agent and does not inhibit hematopoiesis.

REFERENCES

• Trybala, E., et al.: J. Biol. Chem., 273, 5047 (1998)
• Bailey, T., et al.: J. Med. Chem., 35, 4628 (1998)
• Schmidtke, M., et al.: Antiviral Res., 55, 117 (1998)
• Verma, R., et al.: Virology, 359, 152 (1998)