1-[bis(aziridin-1-yl)phosphoroso]aziridine

• ChemBase ID: 178998
• Molecular Formular: C6H12N3OP
• Molecular Mass: 173.152741
• Monoisotopic Mass: 173.07179865
• SMILES: O=P(N1CC1)(N1CC1)N1CC1
• Canonical SMILES: O=P(N1CC1)(N1CC1)N1CC1
• InChI: InChI=1S/C6H12N3OP/c10-11(7-1-2-7,8-3-4-8)9-5-6-9/h1-6H2
• InChIKey: FYAMXEPQQLNQDM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[bis(aziridin-1-yl)phosphoroso]aziridine
• IUPAC Traditional name: TEPA
• Synonyms: 1,1',1''-Phosphinylidynetrisaziridine; Tris(1-aziridinyl)phosphine Oxide; APO; Aphoxide; ENT 24915; NSC 9717; Phosphoric Acid Triethylene Imide; N,N',N''-Tri-1,2-ethanediylphosphoric Triamide; TAPO; TEF; TEPA; Tri-1-aziridinyl-phosphine Oxide; Triaziridinophosphine Oxide; Triaziridinylphosphine Oxide; Triethylenephosphorotriamide; Tris(1-aziridine)phosphine Oxide; Triethylenephosphoramide

Database IDs

• CAS Number: 545-55-1
• PubChem SID: 164234908
• PubChem CID: 11016

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -1.9172565
• LogD (pH = 7.4): -1.9172502
• Log P: -1.9172502
• Molar Refractivity: 42.7313 cm^3
• Polarizability: 17.4836 Å^3
• Polar Surface Area: 26.1 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Yellow Low Melting Solid
• Melting Point: 36-39°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - T776600

Used as insect chemosterilant; in dyeing. Antineoplastic.

REFERENCES

• Gaines, et al.: Toxicol. Appl. Pharmacol., 14, 515 (1969)
• Huitema, A., et al.: Br. J. Clin. Pharmacol., 51, 61 (1969)
• Jinno, H., et al.: Drug Metab. Dispos., 31, 398 (1969)