[(E)-(phenylmethylidene)amino]urea

• ChemBase ID: 41959
• Molecular Formular: C8H9N3O
• Molecular Mass: 163.17656
• Monoisotopic Mass: 163.07456192
• SMILES: C(=O)(N/N=C/c1ccccc1)N
• Canonical SMILES: NC(=O)N/N=C/c1ccccc1
• InChI: InChI=1S/C8H9N3O/c9-8(12)11-10-6-7-4-2-1-3-5-7/h1-6H,(H3,9,11,12)/b10-6+
• InChIKey: AKGUXECGGCUDCV-UXBLZVDNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(E)-(phenylmethylidene)amino]urea; [(phenylmethylidene)amino]urea
• IUPAC Traditional name: (E)-(phenylmethylidene)aminourea; (phenylmethylidene)aminourea
• Synonyms: 2-(Phenylmethylene)-1-hydrazinecarboxamide; 3-Hydroxybenzaldehyde Semicarbazone; Benzylidenesemicarbazide; NSC 1591; Benzaldehyde Semicarbazone; Benzaldehyde semicarbazone; 苯甲醛缩氨基脲

Database IDs

• CAS Number: 1574-10-3
• EC Number: 216-397-0
• MDL Number: MFCD00025400
• PubChem SID: 162046722; 24880444
• PubChem CID: 6861419

CALCULATED PROPERTIES

• Acid pKa: 11.874227
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.7753042
• LogD (pH = 7.4): 0.77540046
• Log P: 0.77541476
• Molar Refractivity: 46.2417 cm^3
• Polarizability: 17.075634 Å^3
• Polar Surface Area: 67.48 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 213.5-217.5 °C(lit.)

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: >95%; 97%
• Linear Formula: C6H5CH=NNHC(O)NH2

DETAILS

Sigma Aldrich - 568449

Packaging
1 g in glass bottle
500 mg in glass bottle

Toronto Research Chemicals - B183930

Intermediate in the preparation of 1-Amino Hydantoin.

REFERENCES

• Kaiser, M., et al.: Eur. J. Pharm. Sci., 39, 355 (2010)
• Kashaw, S., et al.: Med. Chem. Res., 19, 250 (2010)