1,3-Diphenylurea
(Synonyms: 1,3-二苯脲) 目录号 : GC46395
A cytokinin
Cas No.:102-07-8
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
1,3-Diphenylurea is a cytokinin.1,2 It increases fresh weight of tobacco plant tissue when used at concentrations ranging from 1 to 16 mg/L in growth media.1 1,3-Diphenylurea (32 and 100 µM) increases the growth of cultured P. lunatus callus tissue.2 Exogenous 1,3-diphenylurea (32 and 100 µM) added during first-passage culture induces second-passage cytokinin autonomy in cultured P. lunatus tissue.
1.Dyson, W.H., Fox, J.E., and McChesney, J.D.Short term metabolism of urea and purime cytokininsPlant Physiol.49(4)506-513(1970) 2.Mok, M.C., Kim, S.-G., Armstrong, D.J., et al.Induction of cytokinin autonomy by N,N'-diphenylurea in tissue cultures of Phaseolus lunatus L.Proc. Natl. Acad. Sci. USA76(8)3880-3884(1979)
| Cas No. | 102-07-8 | SDF | |
| 别名 | 1,3-二苯脲 | ||
| Canonical SMILES | O=C(NC1=CC=CC=C1)NC2=CC=CC=C2 | ||
| 分子式 | C13H12N2O | 分子量 | 212.3 |
| 溶解度 | DMF: 30 mg/ml,DMSO: 30 mg/ml,DMSO:PBS (pH 7.2) (1:20): 50μg/ml | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 4.7103 mL | 23.5516 mL | 47.1032 mL |
| 5 mM | 0.9421 mL | 4.7103 mL | 9.4206 mL |
| 10 mM | 0.471 mL | 2.3552 mL | 4.7103 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Dual-target-directed 1,3-Diphenylurea derivatives: BACE 1 inhibitor and metal chelator against Alzheimer's disease
Bioorg Med Chem 2010 Aug 1;18(15):5610-5.PMID:20620068DOI:10.1016/j.bmc.2010.06.042.
Dual-target-directed 1,3-Diphenylurea derivatives were designed by hybridizing BACE 1 inhibitor 1 with metal chelator LR-90. A database consisted of 1,3-Diphenylurea derivatives was built and screened by the pharmacophore model (Hypo 1) of BACE 1 inhibitor. Based on the predicted results, 11 compounds (6a-d, 9a-g) with favorable Fitvalues were selected, synthesized and evaluated for their BACE 1 inhibitory activities, which showed that the predicted results were in good agreement with the experimental values. Besides, the synthesized compounds also displayed the ability to chelate metal ions. The most effective BACE 1 inhibitor 9f (27.85+/-2.46 micromol/L) was selected for further receptor-binding studies, the result of which indicated that an essential hydrogen bonds was formed between the urea group of 9f and the catalytic aspartate Asp228.
Analysis of the infrared and Raman spectra of the symmetrically substituted 1,3-Diphenylurea and 1,3-diphenylacetone (dibenzyl ketone)
Spectrochim Acta A Mol Biomol Spectrosc 2012 Sep;95:435-41.PMID:22580138DOI:10.1016/j.saa.2012.04.014.
The structural stability of 1,3-Diphenylurea and 1,3-diphenylacetone was investigated by the DFT-B3LYP and ab initio MP2 calculations using the 6-311G(**) basis set. From full energy optimization at the MP2 level of theory the near-planar cis-trans form of 1,3-Diphenylurea was predicted to be about 1.5kcal/mol lower in energy than the X-ray near-planar cis-cis conformer. At the DFT-B3LYP level of theory the near-planar cis-trans and cis-cis forms were predicted to have a very comparable relative stability. The dibenzyl ketone was predicted by both levels to exist predominantly in a gauche-gauche conformation. On comparison the DFT near-planar structures of each of the two molecules were found to be consistent with the reported X-ray structures. The analysis of the infrared and Raman spectra of 1,3-Diphenylurea suggests the presence of a second form at room temperature. The vibrational frequencies of the conformers most consistent with X-ray data of diphenylurea and dibenzyl ketone were computed at the B3LYP level and tentative vibrational assignments of their normal modes were provided on the basis of combined experimental and computed data.
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.PMID:24865793DOI:10.1016/j.ejmech.2014.04.083.
Two series of N-alkyl, N-alkoxy, and N-hydroxy bisguanidines derived from the N-phenylbenzamide and 1,3-Diphenylurea scaffolds were synthesised in three steps from the corresponding 4-amino-N-(4-aminophenyl)benzamide and 1,3-bis(4-aminophenyl)urea, respectively. All of the new compounds were evaluated in vitro against T. b. rhodesiense (STIB900) trypomastigotes and Plasmodium falciparum NF54 parasites (erythrocytic stage). N-alkoxy and N-hydroxy derivatives showed weak micromolar range IC50 values against T. b. rhodesiense and P. falciparum whereas the N-alkyl analogues displayed submicromolar and low nanomolar IC50 values against P. falciparum and Trypanosoma brucei, respectively. Two compounds, 4-(2-ethylguanidino)-N-(4-(2-ethylguanidino)phenyl)benzamide dihydrochloride (7b) and 4-(2-isopropylguanidino)-N-(4-(2-isopropylguanidino)phenyl)benzamide dihydrochloride (7c), which showed favourable drug-like properties and in vivo efficacy (100% cures) in the STIB900 mouse model of acute human African trypanosomiasis represent interesting leads for further in vivo studies. The binding of these compounds to AT-rich DNA was confirmed by surface plasmon resonance (SPR) biosensor experiments.
Amide-Assisted Rearrangement of Hydroxyarylformimidoyl Chloride to Diarylurea
Molecules 2021 Oct 25;26(21):6437.PMID:34770846DOI:10.3390/molecules26216437.
A novel amide-assisted rearrangement reaction of hydroxybenzimidoyl chloride has been established for the efficient synthesis of 1,3-Diphenylurea derivatives. A variety of electronically and sterically different 1,3-Diphenylurea derivatives can be obtained in good to excellent yields, and a proposed reaction mechanism is also presented.
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.PMID:12167538DOI:10.1111/j.1574-6968.2002.tb11306.x.
A moderate halophilic Marinobacter sp. (designated strain DPUZ) able to metabolize 1,3-Diphenylurea (DPU) was isolated from a contaminated ephemeral desert stream bed near an industrial complex in the northern part of the Negev Desert (Israel). Metabolism of DPU was accompanied by a transient accumulation of a metabolite identified as aniline using gas chromatography-mass spectrometry, thus indicating a metabolic pathway involving cleavage of the urea bridge between the phenyl structures. Aniline was further degraded without detection of other metabolites suggesting a complete degradation. Strain DPUZ grows at NaCl concentrations between 0.2 and 2.6 M with an optimum at 0.51 M. It grows at a temperature range between 20 and 40 degrees C with an optimum at 35 degrees C. This is the first study on bacterial metabolism of DPU.