(ethenyloxy)[(Z)-(pyrrolidin-1-yl)-oxo-$l^{5}-azanylidene]amine

• ChemBase ID: 153689
• Molecular Formular: C6H11N3O2
• Molecular Mass: 157.17044
• Monoisotopic Mass: 157.08512661
• SMILES: C=CO/N=[N+](/N1CCCC1)\[O-]
• Canonical SMILES: C=CO/N=[N+](/N1CCCC1)\[O-]
• InChI: InChI=1S/C6H11N3O2/c1-2-11-7-9(10)8-5-3-4-6-8/h2H,1,3-6H2
• InChIKey: RJWXCQACZTVGIN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (ethenyloxy)[(Z)-(pyrrolidin-1-yl)-oxo-$l^{5}-azanylidene]amine; (ethenyloxy)[(pyrrolidin-1-yl)-oxo-$l^{5}-azanylidene]amine
• IUPAC Traditional name: (ethenyloxy)[(Z)-pyrrolidin-1-yl-oxo-$l^{5}-azanylidene]amine; (ethenyloxy)(pyrrolidin-1-yl-oxo-$l^{5}-azanylidene)amine
• Synonyms: 1-(Ethenyloxy)-3-(2-pyrrolidinyl)-3-(5-pyrrolidinyl)-1-triazenamine 2-oxide; V-PYRRO/NO; O2-Vinyl 1-(Pyrrolidin-1-yl)diazen-1-ium-1,2-diolate; 1-[(Ethenyloxy)-NNO-azoxy]-pyrrolidine; O2-Vinyl-1-(pyrrolidin-1-yl)diazen-1-uim-1,2-diolate; V-Pyrro/NO

Database IDs

• CAS Number: 179344-98-0
• MDL Number: MFCD06407925
• PubChem SID: 162247828; 24724664
• PubChem CID: 9605288

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -0.71438766
• LogD (pH = 7.4): -0.67107475
• Log P: -0.6699144
• Molar Refractivity: 42.349 cm^3
• Polarizability: 15.45258 Å^3
• Polar Surface Area: 53.58 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol
• Apperance: Pale Yellow Oil
• Flash Point: 14 °C; 57.2 °F

Safety Information

• Storage Warning: Store in Freezer (> 1 year at -20°C)
• European Hazard Symbols: Flammable (F)
• UN Number: 1170
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11
• Safety Statements: 16
• GHS Pictograms: GHS02
• GHS Signal Word: Danger
• GHS Hazard statements: H225
• GHS Precautionary statements: P210
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1170 3/PG 2
• Storage Temperature: -20°C

Product Information

• Empirical Formula (Hill Notation): C6H11N3O2

DETAILS

Sigma Aldrich - V9763

Biochem/physiol Actions
Liver-selective nitric oxide donor that blocks TNF-α-induced apoptosis and toxicity

Toronto Research Chemicals - V500000

V-PYRRO/NO is a metabolically activated nitric oxide (NO) donor drug that can be used to selectively target NO delivery to the liver. The compound is metabolized by the liver, and spontaneously decomposes with a half-life of 3 seconds, liberating NO. In

REFERENCES

• Saavedra, J., et al.: J. Med. Chem., 40, 1947 (1997)
• Liu, J., et al.: J. Pharmacol. Exp. Ther., 310, 18 (1997)
• Lluch, P., et al.: J. Hepatol., 41, 55 (1997)
• Liu, J., et al.: Toxicology, 208, 289 (1997)