{[(2-nitrophenyl)methylidene]amino}urea

• ChemBase ID: 157286
• Molecular Formular: C8H8N4O3
• Molecular Mass: 208.17412
• Monoisotopic Mass: 208.05964014
• SMILES: c1ccc(c(c1)/C=N/NC(=O)N)[N+](=O)[O-]
• Canonical SMILES: NC(=O)N/N=C/c1ccccc1[N+](=O)[O-]
• InChI: InChI=1S/C8H8N4O3/c9-8(13)11-10-5-6-3-1-2-4-7(6)12(14)15/h1-5H,(H3,9,11,13)
• InChIKey: OEOKLBSECDAYSM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2-nitrophenyl)methylidene]amino}urea; [(E)-[(2-nitrophenyl)methylidene]amino]urea
• IUPAC Traditional name: [(2-nitrophenyl)methylidene]aminourea; (E)-[(2-nitrophenyl)methylidene]aminourea
• Synonyms: 2-Nitrobenzaldehyde semicarbazone; 1-(2-Nitrobenzylidene)semicarbazide; 2-NP-SCA; 4-(2-Nitrobenzylidene)semicarbazide; 2-Nitrobenzaldehyde semicarbazone; 2-[(2-Nitrophenyl)methylene]hydrazinecarboxamide; o-Nitrobenzaldehyde Semicarbazone; 2NP-SEM; 2-Nitrobenzaldehyde Semicarbazone; 4-(2-硝基亚苄基)氨基脲; 2-NP-SCA

Database IDs

• CAS Number: 16004-43-6
• MDL Number: MFCD00160990
• PubChem SID: 162251423
• PubChem CID: 6870110

CALCULATED PROPERTIES

• Acid pKa: 11.855219
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.7153979
• LogD (pH = 7.4): 0.7153856
• Log P: 0.71539897
• Molar Refractivity: 52.5622 cm^3
• Polarizability: 19.055998 Å^3
• Polar Surface Area: 110.62 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 237-240°C

Safety Information

• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26; 26-36/37-60
• TSCA Listed: 否
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301-H315-H319-H335; H302-H315-H319-H335
• GHS Precautionary statements: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501; P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95%
• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C8H8N4O3

DETAILS

Sigma Aldrich - 33871

Other Notes
Derivatized standard for the assay of nitrofurans in animal tissue by LC/MS
Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - N492150

A derivatized standard for the assay of nitrofurans in animal tissue.

REFERENCES

• Delatour, T., et al.: J. Agric. Food Chem., 51, 6371 (2003)
• Sriram, D., et al.: Bioorg. Med. Chem. Lett., 14, 3923 (2003)
• Afrasiabi, Z., et al.: J. Inorg. Biochem., 99, 1526 (2003)