methyl N-{[(methoxycarbonyl)amino]({[2-(2-methoxyacetamido)-4-(phenylsulfanyl)phenyl]imino})methyl}carbamate

• ChemBase ID: 157677
• Molecular Formular: C20H22N4O6S
• Molecular Mass: 446.47688
• Monoisotopic Mass: 446.12600544
• SMILES: COCC(=O)Nc1cc(ccc1N=C(NC(=O)OC)NC(=O)OC)Sc1ccccc1
• Canonical SMILES: COCC(=O)Nc1cc(ccc1N=C(NC(=O)OC)NC(=O)OC)Sc1ccccc1
• InChI: InChI=1S/C20H22N4O6S/c1-28-12-17(25)21-16-11-14(31-13-7-5-4-6-8-13)9-10-15(16)22-18(23-19(26)29-2)24-20(27)30-3/h4-11H,12H2,1-3H3,(H,21,25)(H2,22,23,24,26,27)
• InChIKey: HMCCXLBXIJMERM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl N-{[(methoxycarbonyl)amino]({[2-(2-methoxyacetamido)-4-(phenylsulfanyl)phenyl]imino})methyl}carbamate
• IUPAC Traditional name: febantel
• Synonyms: Bay Vh 5757; Rintal; [[2-[(Methoxyacetyl)amino]-4-(phenylthio)phenyl]carbonimidoyl]bis-carbamic Acid Dimethyl Ester; Febantel; N-{2-[2,3-Bis-(methoxycarbonyl)-guanido]-5-(phenylthio)-phenyl}-2-methoxyacetamide; Febantel; N-{2-[2,3-双-(甲氧羰基)-胍基]-5-(苯硫基)-苯基}-2-甲氧基乙酰胺; 苯硫胍

Database IDs

• CAS Number: 58306-30-2
• EC Number: 261-205-0
• MDL Number: MFCD01738527
• PubChem SID: 24860683; 162251814
• PubChem CID: 9570638

CALCULATED PROPERTIES

• Acid pKa: 9.479992
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 3.1660216
• LogD (pH = 7.4): 3.1628735
• Log P: 3.1660619
• Molar Refractivity: 118.2677 cm^3
• Polarizability: 44.178463 Å^3
• Polar Surface Area: 127.35 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White to Off-White Solid
• Melting Point: 129-130°C

Safety Information

• Storage Condition: -20°C Freezer
• RTECS: FB3955000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C20H22N4O6S

DETAILS

Sigma Aldrich - 33981

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - F227000

Used as an anthelmintic.

REFERENCES

• Thomas, H.: Res. Vet. Sci., 25, 290 (1978)
• Shmidl, J.A.: Vet. Med. Small Anim. Clin., 73, 775 (1978)