(3R,9S)-5-thia-1,7-diazatricyclo[7.3.0.03,7]dodecane-2,8,12-trione

• ChemBase ID: 176724
• Molecular Formular: C9H10N2O3S
• Molecular Mass: 226.2523
• Monoisotopic Mass: 226.04121319
• SMILES: [C@@H]12N(C(=O)[C@H]3N(C1=O)CSC3)C(=O)CC2
• Canonical SMILES: O=C1N2CSC[C@H]2C(=O)N2[C@H]1CCC2=O
• InChI: InChI=1S/C9H10N2O3S/c12-7-2-1-5-8(13)10-4-15-3-6(10)9(14)11(5)7/h5-6H,1-4H2/t5-,6-/m0/s1
• InChIKey: HLWTZCIFAMNMKX-WDSKDSINSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,9S)-5-thia-1,7-diazatricyclo[7.3.0.0^3,^7]dodecane-2,8,12-trione
• IUPAC Traditional name: (3R,9S)-5-thia-1,7-diazatricyclo[7.3.0.0^3,^7]dodecane-2,8,12-trione
• Synonyms: Dihydro-1H,3H,5H-pyrrolo[1,2-a]thiazolo[3,4-d]pyrazine-5,8,10(5aH,10aH)-trione; Pidotimod Impurity Y; Pidotimod Diketopiperazine

Database IDs

• PubChem SID: 164232634
• PubChem CID: 71751666

CALCULATED PROPERTIES

• Acid pKa: 15.424809
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -1.0811653
• LogD (pH = 7.4): -1.0811653
• Log P: -1.0811653
• Molar Refractivity: 52.7563 cm^3
• Polarizability: 20.817413 Å^3
• Polar Surface Area: 57.69 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White to Off-White Solid
• Melting Point: 208-210°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - P437660

An impurity product of Pidotimod (P437650).

REFERENCES

• Crimella, T. et al.: Arzneim.-Forsch., 44, 1405 (1994)
• Gu, C., et al.: Pharm. Res., 25, 979 (1994)
• Fliri, A., et al.: J. Med. Chem., 52, 8038 (1994)
• Giagulli, C., et al.: Int. Immunopharmacol., 9, 1366 (1994)