103766-25-2 Usage
Description
Gimeracil (103766-25-2) is a dihydropyrimidine dehydrogenase (DPD) inhibitor.? DPD is involved in the degradation of pyrimidine-based chemotherapeutic drugs such as 5-fluorouracil (5-FU).? Gimeracil is used along with 5-FU or Tegafur to prolong circulating concentrations of the drugs.1,2? Gimeracil has also been shown to act as a radiosensitizer via inhibition of homologous recombination in the repair of DNA double strand breaks.3
Chemical Properties
Off-White Solid
Uses
Different sources of media describe the Uses of 103766-25-2 differently. You can refer to the following data:
1. Gimeracil is an inhibitor of dihydropyrimidine dehydrogenase, which inhibits the early step in homologous recombination for double strand breaks repair.
2. Gimeracil is an antitumor agent. Gimeracil is a potent inhibitor of dihydropyrimidine dehydrogenase (DPD).
3. Antitumor agent. A potent inhibitor of dihydropyrimidine dehydrogenase (DPD)
References
1) Diasio (1999)?Clinical implications of dihydropyrimidine dehydrogenase inhibition; Oncology(Williston Park),?13?17
2) Kobayakawa and Kojima (2011),?Tegafur/gimeracil/oteracil (S-1) approved for the treatment of advanced gastric cancer in adults when given in combination with cisplatin: a review comparing it with other fluoropyrimidine-based therapies; Onco. Targets Ther.,?4?193
3) Sakata?et al.?(2011),?Gimeracil, an inhibitor of dihydropyrimidine dehydrogenase, inhibits the early step in homologous recombination; Cancer Sci.,?102?1712
Check Digit Verification of cas no
The CAS Registry Mumber 103766-25-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,3,7,6 and 6 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 103766-25:
(8*1)+(7*0)+(6*3)+(5*7)+(4*6)+(3*6)+(2*2)+(1*5)=112
112 % 10 = 2
So 103766-25-2 is a valid CAS Registry Number.
InChI:InChI=1/C5H4ClNO2/c6-3-2-7-5(9)1-4(3)8/h1-2H,(H2,7,8,9)
103766-25-2Relevant articles and documents
CONVENIENT AND PRACTICAL SYNTHESIS OF 5-CHLORO-4-HYDROXY-2(1H)-PYRIDINONE
Yano, Shin-go,Ohno, Tomoyasu,Ogawa, Kazuo
, p. 145 - 148 (1993)
5-Chloro-4-hydroxy-2(1H)-pyridinone (1) was prepared by 4-step reactions via the key intermediate 5-chloro-3-cyano-4-methoxy-2(1H)-pyridinone (5).This synthetic route has several advantages over the reported methods in procedure, yield and applicability.
A convenient synthesis of gimeracil
Li, Xiao-Lin,Zhu, Hao-Ting,Zhan, Li,Liu, Ting,Cheng, Guang,Liu, Ning,Yu, Shan-Bao,Li, Hui,Luo, Yu,Yang, Fan,Tang, Jie
, p. 33 - 34 (2018/02/28)
A practical three-step synthetic approach to gimeracil in a 68% overall yield is described, using 2,4-dimethoxypyridine as the starting material with 3,5-dichloro-2,4-dimethoxypyridine and 3,5-dichloro-2,4-dihydroxypyridine as intermediates. The advantages of this procedure include short reaction steps, simple operation and good yield.
A lucky US pyrimidine of the composition and its preparation method
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Paragraph 0025; 0041; 0042; 0043; 0044; 0045, (2017/08/02)
The invention provides a gimeracil composition, a preparation method of gimeracil analogues such as 1-methyl-4-hydroxyl-5-chloro-2-(1H) pyridine, 4-methoxy-5-chloro-2-(1H) pyridine and 3-cyano-4-hydroxyl-5-chloro-2-(1H) pyridine, and application of the analogues in research on quality control of gimeracil.