1,3-Diphenethylurea

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Category Others
Catalog number BBF-04702
CAS 5467-84-5
Molecular Weight 268.35
Molecular Formula C17H20N2O
Purity ≥ 95 %

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Description

N,N'-Diphenylethylurea is a phenylalanine metabolite isolated from marine Streptomyces.

Specification

Synonyms N,N'-bis(2-phenylethyl)urea; N,N'-Diphenethylurea; N,N'-Bis(phenethyl)urea; N-(2-phenylethyl)[(2-phenylethyl)amino]carboxamide; Glimepiride Impurity 40
Storage Store at -20 °C
IUPAC Name 1,3-bis(2-phenylethyl)urea
Canonical SMILES C1=CC=C(C=C1)CCNC(=O)NCCC2=CC=CC=C2
InChI InChI=1S/C17H20N2O/c20-17(18-13-11-15-7-3-1-4-8-15)19-14-12-16-9-5-2-6-10-16/h1-10H,11-14H2,(H2,18,19,20)
InChI Key VMQLWVGHPWFHEI-UHFFFAOYSA-N

Properties

Boiling Point 497.3±34.0 °C at 760 mmHg
Density 1.1±0.1 g/cm3
Solubility Soluble in methanol, DMSO

Reference Reading

1. Isolation of novel antibiotics X-14667A and X-14667B from Streptomyces cinnamonensis subsp. urethanofaciens and their characterization as 2-phenethylurethanes of monensins B and A
J W Westley, R H Evans Jr, L H Sello, N Troupe, C Liu, P A Miller J Antibiot (Tokyo). 1981 Oct;34(10):1248-52. doi: 10.7164/antibiotics.34.1248.
Antibiotics X-14667A (1) and X-14667B (2) are novel monovalent polyether antibiotics of the spiroketal type isolated from fermented cultures of Streptomyces cinnamonensis subsp. urethanofaciens together with monensin (3), its lower homolog, factor B (4) and 1,3-diphenethylurea (6). By a combination of microanalysis, mass spectrometry and 13C nmr, antibiotics X-14667A and B have been shown to be natural 2-phenethylurethanes of monensin B and A respectively. Both structures have been confirmed by reacting the appropriate monensin with 2-phenethylisocyanate to yield semi-synthetic compounds that are identical to the natural products.

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