WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 571456
CAS#: 102-07-8
Description: Carbanilide, also known as diphenylurea, has many derivatives that have been used to treat a number of medical conditions. These include treatments for Alzheimer's, protozoal infections, and certain tumors.
MedKoo Cat#: 571456
Name: Carbanilide
CAS#: 102-07-8
Chemical Formula: C13H12N2O
Exact Mass: 212.095
Molecular Weight: 212.25
Elemental Analysis: C, 73.56; H, 5.70; N, 13.20; O, 7.54
Synonym: Carbanilide; Acardite; Diphenylurea, AD 30; AD30; AD-30; BRN 0782650; BRN-0782650; BRN0782650
IUPAC/Chemical Name: 1,3-Diphenylurea
InChi Key: GWEHVDNNLFDJLR-UHFFFAOYSA-N
InChi Code: InChI=1S/C13H12N2O/c16-13(14-11-7-3-1-4-8-11)15-12-9-5-2-6-10-12/h1-10H,(H2,14,15,16)
SMILES Code: O=C(NC1=CC=CC=C1)NC2=CC=CC=C2
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
The following data is based on the product molecular weight 212.25 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
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2: Chang JC, Lai CC, Chiu SH. A redox-controllable molecular switch based on weak recognition of BPX26C6 at a diphenylurea station. Molecules. 2015 Jan 22;20(2):1775-87. doi: 10.3390/molecules20021775. PubMed PMID: 25621422.
3: Ríos Martínez CH, Lagartera L, Kaiser M, Dardonville C. Antiprotozoal activity and DNA binding of N-substituted N-phenylbenzamide and 1,3-diphenylurea bisguanidines. Eur J Med Chem. 2014 Jun 23;81:481-91. doi: 10.1016/j.ejmech.2014.04.083. Epub 2014 May 9. PubMed PMID: 24865793.
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9: Siragusa M, Carra A, Salvia L, Puglia AM, De Pasquale F, Carimi F. Genetic instability in calamondin (Citrus madurensis Lour.) plants derived from somatic embryogenesis induced by diphenylurea derivatives. Plant Cell Rep. 2007 Aug;26(8):1289-96. Epub 2007 Mar 2. PubMed PMID: 17333016.
10: Hansen RS, Diness TG, Christ T, Demnitz J, Ravens U, Olesen SP, Grunnet M. Activation of human ether-a-go-go-related gene potassium channels by the diphenylurea 1,3-bis-(2-hydroxy-5-trifluoromethyl-phenyl)-urea (NS1643). Mol Pharmacol. 2006 Jan;69(1):266-77. Epub 2005 Oct 11. PubMed PMID: 16219910.
11: Burrows WJ, Leworthy DP. Metabolism of N,N'-diphenylurea by cytokinin-dependent tobacco callus: identification of the glucoside. Biochem Biophys Res Commun. 1976 Jun 21;70(4):1109-14. PubMed PMID: 942432.
12: Mok MC, Kim SG, Armstrong DJ, Mok DW. Induction of cytokinin autonomy by N,N'-diphenylurea in tissue cultures of Phaseolus lunatus L. Proc Natl Acad Sci U S A. 1979 Aug;76(8):3880-4. PubMed PMID: 16592694; PubMed Central PMCID: PMC383939.
13: Furuya Y, Itoho K, Miyagi H. Kinetic studies of the triethylenediamine-catalyzed transamidation of 1,3-diphenylurea with n-butylamine in dioxane. Bull Chem Soc Jpn. 1969 Aug;42(8):2348-51. PubMed PMID: 5346838.
14: Doi H, Barletta J, Suzuki M, Noyori R, Watanabe Y, Langstrom B. Synthesis of 11C-labelled N,N'-diphenylurea and ethyl phenylcarbamate by a rhodium-promoted carbonylation via [11C]isocyanatobenzene using phenyl azide and [11C]carbon monoxide. Org Biomol Chem. 2004 Nov 7;2(21):3063-6. Epub 2004 Sep 13. PubMed PMID: 15505707.
15: Giorgi I, Biagi G, Bianucci AM, Borghini A, Livi O, Leonardi M, Pietra D, Calderone V, Martelli A. N6-1,3-diphenylurea derivatives of 2-phenyl-9-benzyladenines and 8-azaadenines: synthesis and biological evaluation as allosteric modulators of A2A adenosine receptors. Eur J Med Chem. 2008 Aug;43(8):1639-47. Epub 2007 Oct 24. PubMed PMID: 18045744.
16: Burrows WJ. Mode of action of N,N'-diphenylurea: The isolation and identification of the cytokinins in the transfer RNA from tobacco callus grown in the presence of N,N'-diphenylurea. Planta. 1976 Jan;130(3):313-6. doi: 10.1007/BF00387838. PubMed PMID: 24424645.
17: Wu SN, Peng H, Chen BS, Wang YJ, Wu PY, Lin MW. Potent activation of large-conductance Ca2+-activated K+ channels by the diphenylurea 1,3-bis-[2-hydroxy-5-(trifluoromethyl)phenyl]urea (NS1643) in pituitary tumor (GH3) cells. Mol Pharmacol. 2008 Dec;74(6):1696-704. doi: 10.1124/mol.108.049106. Epub 2008 Sep 22. PubMed PMID: 18809671.
18: Sørensen SR, Arbeli Z, Aamand J, Ronen Z. Metabolism of diphenylurea by a Marinobacter sp. isolated from a contaminated ephemeral stream bed in the Negev Desert. FEMS Microbiol Lett. 2002 Aug 6;213(2):199-204. PubMed PMID: 12167538.
19: Mikles-Robertson F, Dave C, Porter CW. Apparent autophagocytosis of mitochondria in L1210 leukemia cells treated in vitro with 4,4'-diacetyl-diphenylurea-bis(guanylhydrazone). Cancer Res. 1980 Apr;40(4):1054-61. PubMed PMID: 6892613.
20: Elmedyb P, Olesen SP, Grunnet M. Activation of ERG2 potassium channels by the diphenylurea NS1643. Neuropharmacology. 2007 Aug;53(2):283-94. Epub 2007 May 21. PubMed PMID: 17610913.
