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5-Benzylidenehydantoin

5-Benzylidenehydantoin Structure
CAS No.
3775-01-7
Chemical Name:
5-Benzylidenehydantoin
Synonyms
RARECHEM AP KH 0029;TIMTEC-BB SBB007867;Benzylidene hydantoin;5-Benzylidendhydantoin;5-BENZYLIDENEHYDANTOIN;5-phenylmethylenehydantoin;5-Benzylideneimidazolidine-2,4-dione;5-Benzylidene-2,4-imidazolidinedione;(5E)-5-Benzylidene-2,4-imidazolidinedione;2,4-Imidazolidinedione, 5-(phenylmethylene)-
CBNumber:
CB5179770
Molecular Formula:
C10H8N2O2
Molecular Weight:
188.18
MOL File:
3775-01-7.mol
Modify Date:
2024/7/14 20:44:35
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5-Benzylidenehydantoin Properties

Melting point 220.00°C - 222.00°C
Density 1.329g/cm3
InChI InChI=1S/C10H8N2O2/c13-9-8(11-10(14)12-9)6-7-4-2-1-3-5-7/h1-6H,(H2,11,12,13,14)
InChIKey UDTSPKADQGPZFS-UHFFFAOYSA-N
SMILES C1(=O)NC(=CC2=CC=CC=C2)C(=O)N1

5-Benzylidenehydantoin Chemical Properties,Uses,Production

Description

Derivatives of 5-Benzylidenehydantoin are well known of their various attractive bioactivities such as anticancer, antimicrobial, antidiabetic and tyrosinase inhibitor. UPR1024 belongs to a new class of EGFR inhibitors characterized by a hydantoin nucleus and a 5-benzylidene substituent having a double bond conjugated with a carbonyl group on the hydantoin ring. The compound had antiproliferative and proapoptotic effects when tested on the non-small cell lung cancer cell line A549[1-2].

Biological Activity

5-Benzylidenehydantoins inhibited the EGFR kinase and exhibited an antiproliferative action on A431 human epidermoid carcinoma cells. The conjugated exo-cyclic double bond at the C5 position appeared essential for both EGFR and cell growth inhibition, indicating that the 5-benzylidene hydantoin core would be a suitable scaffold for generating new antiproliferative compounds[3].

References

[1] Haq, K. U. et al. “Synthesis of 5-benzylidene-hydantoin and 5-benzylidene-creatinine derivatives under mixed catalyst systems of urea-p-toluenesulfonic acid (Urea-PTSA) and guanidine hydrochloride-triethylamine (GnHCl-TEA).”(2020).
[2] Andrea Cavazzoni. “Dual mechanisms of action of the 5-benzylidene-hydantoin UPR1024 on lung cancer cell lines.” Molecular Cancer Therapeutics 7 2 (2008): 361–70.

5-Benzylidenehydantoin Preparation Products And Raw materials

Raw materials

Preparation Products

5-Benzylidenehydantoin Suppliers

Global( 36)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
Shijiazhuang Donghua Jinlong Chemical Co., LTD +86-031166619888 +86-19333738986 China 25 58 Inquiry
Shaanxi Dideu Medichem Co. Ltd +86-029-81138252 +86-18789408387 China 3957 58 Inquiry
Hangzhou FandaChem Co.,Ltd. 008657128800458; +8615858145714 China 9338 55 Inquiry
Shaanxi Dideu Medichem Co. Ltd +86-29-81148696 +86-15536356810 China 3878 58 Inquiry
Kindchem(Nanjing)Co.,Ltd +86-025-025-85281586 +8618651653755 China 1227 58 Inquiry
Shaanxi Xihua Chemical Industry Co., Ltd 17691182729 15529505138 China 9961 58 Inquiry
Shandong WorldSun Biological Technology Co., Ltd. 0531-88723173 18596073690 China 4032 58 Inquiry
shanghai yayu biomedical co.,ltd 021-54370211 18051886391 China 2991 58 Inquiry
Wuhan Yuqing Jiaheng Pharmaceutical Co., Ltd. 027-83850122 13343472658 China 1853 58 Inquiry
Wuhan Fortuna Chemical Co., Ltd 027-59207852 13308628970 China 2702 58 Inquiry
Supplier Advantage
Shijiazhuang Donghua Jinlong Chemical Co., LTD 58
Shaanxi Dideu Medichem Co. Ltd 58
Hangzhou FandaChem Co.,Ltd. 55
Shaanxi Dideu Medichem Co. Ltd 58
Kindchem(Nanjing)Co.,Ltd 58
Shaanxi Xihua Chemical Industry Co., Ltd 58
Shandong WorldSun Biological Technology Co., Ltd. 58
shanghai yayu biomedical co.,ltd 58
Wuhan Yuqing Jiaheng Pharmaceutical Co., Ltd. 58
Wuhan Fortuna Chemical Co., Ltd 58

3775-01-7(5-Benzylidenehydantoin)Related Search:

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(5E)-5-Benzylidene-2,4-imidazolidinedione 2,4-Imidazolidinedione, 5-(phenylmethylene)- 5-phenylmethylenehydantoin TIMTEC-BB SBB007867 RARECHEM AP KH 0029 Benzylidene hydantoin 5-Benzylidendhydantoin 5-BENZYLIDENEHYDANTOIN ---YELLOWISH POWDER--- 5-Benzylidene-2,4-imidazolidinedione 5-Benzylideneimidazolidine-2,4-dione 5-BENZYLIDENEHYDANTOIN 3775-01-7 684-83-8