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CAS RN: 103766-25-2 | Product Number: C2243
Gimeracil
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Purity: >98.0%(T)(HPLC)
Synonyms:
- 5-Chloro-2,4-dihydroxypyridine
- 5-Chloro-2,4-pyridinediol
- 5-Chloro-4-hydroxy-2(1H)-pyridinone
Product Documents:
| Size | Unit Price | Philadelphia, PA | Portland, OR | Japan* | Quantity |
|---|---|---|---|---|---|
| 1G |
$89.00
|
Contact Us | 1 | 11 |
|
| 5G |
$295.00
|
4 | Contact Us | 14 |
|
* Items in stock locally ship in 1-2 business days. Items from Japan stock are able to ship from a US warehouse within 2 weeks. Please contact TCI for lead times on items not in stock. Excludes regulated items and items that ship on ice.
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| Product Number | C2243 |
| Purity / Analysis Method | >98.0%(T)(HPLC) |
| Molecular Formula / Molecular Weight | C__5H__4ClNO__2 = 145.54 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature | Room Temperature (Recommended in a cool and dark place, <15°C) |
| CAS RN | 103766-25-2 |
| Reaxys Registry Number | 119489 |
| PubChem Substance ID | 87560206 |
| SDBS (AIST Spectral DB) | 52168 |
| MDL Number | MFCD08458352 |
Specifications
| Appearance | White to Almost white powder to crystal |
| Purity(HPLC) | min. 98.0 area% |
| Purity(Neutralization titration) | min. 98.0 % |
| NMR | confirm to structure |
Properties (reference)
| Melting Point | 274 °C(dec.) |
GHS
Related Laws:
Transport Information:
| HS Number | 2933.39.9200 |
Application
Gimeracil: A Dihydropyrimidine Dehydrogenase (DPD) Inhibitor
Gimeracil (5-chloro-2,4-dihydroxypyridine or CDHP) is a potent inhibitor of dihydropyrimidine dehydrogenase (DPD) which is an enzyme that is involved in pyrimidine degradation. Gimeracil itself does not influence cell proliferation, whereas it reversibly inhibits 5-FU [F0151] degradation and enhanced 5-FU cytotoxicity in tumor cell lines. Gimeracil is often used as combined agents to enhance the antitumor activity of fluoropyrimidines, such as S-1 (tegafur [F0635] a prodrug of 5-FU, gimeracil and potassium oxonate [O0164] at a molar ratio of 1:0.4:1). (The product is for research purpose only.)
References
- Inhibitory effects of pyrimidine, barbituric acid and pyridine derivatives on 5-fluorouracil degradation in rat liver extracts
- Development of a novel form of an oral 5-fluorouracil derivative (S-1) directed to the potentiation of the tumor selective cytotoxicity of 5-fluorouracil by two biochemical modulators
- Antitumor activity of 1 M tegafur-0.4 M 5-chloro-2,4-dihydroxypyridine-1 M potassium oxonate (S-1) against human colon carcinoma orthotopically implanted into nude rats
- Enhancement of the antitumor activity of 5-fluorouracil (5-FU) by inhibiting dihydropyrimidine dehydrogenase activity (DPD) using 5-chloro-2,4-dihydroxypyridine (CDHP) in human tumor cells
- CYP2A6 and the plasma level of 5-chloro-2,4-dihydroxypyridine are determinants of the pharmacokinetic variability of tegafur and 5-fluorouracil, respectively, in Japanese patients with cancer given S-1
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