Gimeracil

Product Name: Gimeracil
CAS No.: 103766-25-2
Chemical Name: Gimeracil
Synonyms: CDHP;CDH3;HJMD;CS-84;Gimost;gimestat;imeraciL;GIMERACIL;Gimeradll;Gemaemine
CBNumber: CB5362004
Molecular Formula: C5H4ClNO2
Formula Weight: 145.54
MOL File: 103766-25-2.mol

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Gimeracil Property

Melting point:: 274 °C
Boiling point:: 255.1±40.0 °C(Predicted)
Density: 1.56±0.1 g/cm3(Predicted)
storage temp.: Inert atmosphere,Store in freezer, under -20°C
solubility: Soluble in DMSO (up to 5 mg/ml).
pka: 4.50±1.00(Predicted)
form: solid
color: White
Stability:: Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
InChI: InChI=1S/C5H4ClNO2/c6-3-2-7-5(9)1-4(3)8/h1-2H,(H2,7,8,9)
InChIKey: ZPLQIPFOCGIIHV-UHFFFAOYSA-N
SMILES: C1(=O)NC=C(Cl)C(O)=C1
CAS DataBase Reference: 103766-25-2(CAS DataBase Reference)

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Safety

Safety Statements: 24/25
HS Code: 29337900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML2075
Product name: Gimeracil
Purity: ≥98% (HPLC)
Packaging: 5MG
Price: $53.58
Updated: 2025/07/31

Sigma-Aldrich

Product number: SML2075
Product name: Gimeracil
Purity: ≥98% (HPLC)
Packaging: 25MG
Price: $139
Updated: 2025/07/31

TCI Chemical

Product number: C2243
Product name: Gimeracil
Purity: >98.0%(HPLC)(T)
Packaging: 1g
Price: $89
Updated: 2025/07/31

TCI Chemical

Product number: C2243
Product name: Gimeracil
Purity: >98.0%(HPLC)(T)
Packaging: 5g
Price: $295
Updated: 2025/07/31

Cayman Chemical

Product number: 16525
Product name: Gimeracil
Purity: ≥98%
Packaging: 100mg
Price: $68
Updated: 2024/03/01

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Gimeracil Chemical Properties,Usage,Production

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

Gimeracil is an inhibitor of dihydropyrimidine dehydrogenase, which inhibits the early step in homologous recombination for double strand breaks repair.

Uses

Gimeracil is an antitumor agent. Gimeracil is a potent inhibitor of dihydropyrimidine dehydrogenase (DPD).

Uses

Antitumor agent. A potent inhibitor of dihydropyrimidine dehydrogenase (DPD)

Definition

ChEBI: Gimeracil is an organic molecular entity.

Synthesis

103792-80-9

103766-25-2

Compound 6 (8.0 g, 44 mmol) was used as a raw material, which was mixed with acetonitrile (100 mL), acetic acid (3 mL) and sodium iodide (13.2 g, 88 mmol), and the reaction was heated at 60°C for 8 hours. Upon completion of the reaction, the mixture was cooled to room temperature and poured into 10% sodium thiosulfate solution (200 mL) to precipitate a colorless solid. Purification by aqueous recrystallization afforded the target product 5-chloro-4-hydroxypyridin-2(1H)-one (Compound 2) in a yield of 5.6 g in 86%. The product characterization data were as follows: melting point 272-273 °C (literature value 273-274 °C); 1H NMR (400 MHz, DMSO-d6) δ 5.70 (s, 1H), 7.51 (s, 1H), 11.29 (br, 2H); 13C NMR (100 MHz, DMSO-d6) δ 163.5, 163.2, 134.6 , 105.6, 98.7; LRMS (ESI) m/z (%): 146 (100) [M(35Cl)+H]+, 148 (30) [M(37Cl)+H]+; HRMS (ESI) m/z calculated value of C5H535ClNO2: [M+H]+: 146.0003, measured value: 146.0012; C5H537ClNO2: [M+H]+: 147.9975, measured value: 147.9975.

in vivo

Gimeracil (2.5-25 mg/kg, orally) may inhibit the rapid repair of X-ray-induced DNA damage in tumors^[3].

Animal Model:	Nude mice (Lu-99, LC-11, KB/C3 and PAN-4 tumors were xenografted)^[3].
Dosage:	2.5-25 mg/kg.
Administration:	Orally.
Result:	Exhibited anti-tumor activity.

References

[1] DIASIO R B. Clinical implications of dihydropyrimidine dehydrogenase inhibition.[C]//13 7 Suppl 3. 1999: 17-21.
[2] MASAO KOBAYAKAWA Yasushi K. 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.[J]. OncoTargets and therapy, 2011, 4: 193-201. DOI:10.2147/ott.s19059
[3] KOH-ICHI SAKATA. Gimeracil, an inhibitor of dihydropyrimidine dehydrogenase, inhibits the early step in homologous recombination[J]. Cancer Science, 2011, 102 9: 1712-1716. DOI:10.1111/j.1349-7006.2011.02004.x

Gimeracil Preparation Products And Raw materials

Raw materials

Preparation Products

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Gimeracil Suppliers

Americas 1 Canada 3 China 310 Cyprus 1 Europe 4 Germany 1 India 9 Japan 2 South Korea 3 United Kingdom 7 United States 37 Global 378

Shandong Zhongke Taidou Chemical Co., Ltd.

Tel: 0531-88682301 18595278760
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Jinan Sunshine Pharmaceutical Co.,Ltd.

Tel: 0531-82812892
Fax: 0531-82812892
Email: sunshinepharm0531@163.com
Country: China
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Jinan Hanyu Chemical Co., Ltd

Tel: 0531-69954981 15666777973
Email: sales@hanyuchem.com
Country: China
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J & K SCIENTIFIC LTD.

Tel: 18210857532; 18210857532
Fax: 86-10-82849933
Email: jkinfo@jkchemical.com
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Meryer (Shanghai) Chemical Technology Co., Ltd.

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Chembest Research Laboratories Limited

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TAIYUAN RHF CO.,LTD.

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TCI (Shanghai) Development Co., Ltd.

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ShangHai DEMO Chemical Co.,Ltd

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Energy Chemical

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View Lastest Price from Gimeracil manufacturers

Hebei Chuanghai Biotechnology Co., Ltd

Product: Gimeracil 103766-25-2
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 mt
Release date: 2024-11-13

Moxin Chemicals

Product: Gimeracil 103766-25-2
Price: US $0.00-0.00/mg
Min. Order: 10mg
Purity: 95%+
Supply Ability: 10000000
Release date: 2025-02-24

Henan Bao Enluo International TradeCo.，LTD

Product: Gimeracil 103766-25-2
Price: US $100.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 1000tons
Release date: 2023-08-02

103766-25-2, GimeracilRelated Search:

2,4-Dihydroxypyridine 2-Chloro-5-chloromethylpyridine Clopidol 5-CHLORO-1,2-DIHYDRO-4-METHOXY-2-OXO-3-PYRIDINECARBONITRILE 5-Chloropyridine-2,3-diol 2,4-Dihydroxypyridine Gimeracil-13C3 Gimeracil AURORA KA-4855 AURORA KA-6096 AURORA KA-3471 AURORA KA-2491 AURORA KA-8145 AURORA KA-3473 AURORA KA-6035 AURORA KA-4741 AURORA KA-3807 AURORA KA-4737

GIMERACIL

gimestat

5-Chloro-2,4-dihydroxypyridine

5-Chloro-4-hydroxy-2(1H)-pyridinone

5-Chloro-4-hydroxy-2-pyridone

2(1H)-Pyridinone,5-chloro-4-hydroxy-(9CI)

5-chloropyridine-2,4-diol

2(1H)-Pyridinone, 5-chloro-4-hydroxy-

Gimeracil,(CDHP)

CDHP

5-Chloro-2,4-pyridinediol

5-Chloro-4-hydroxy-2(1H)-pyridone

CS-84

（CDHP）Gimeracil

5-Chloro-4-hydroxy-2(1H)-pyridinone,5-chloro-2,4-pyridinediol,cdhp compound

5-Chloro-4-hydroxy pyridine-2(1H)-one (GIMERACIL)

5-Chloro-2,4-dihydroxypyridine 5-Chloro-2,4-pyridinediol 5-Chloro-4-hydroxy-2(1H)-pyridinone

Gimeracil Gimestat

Anti-CDH3, N-Terminal antibody produced in rabbit

Cadherin-3

CDH3

P-cadherin

Placental cadherin

Gimeracil Imp.(4-ME-CDHP)

Gimeracil, >=99%

Gimeracil &gt

imeraciL

5-chloro-4-hydroxy-1,2-dihydropyridin-2-one

Recombinant Human Cadherin-3/CDH3 Protein, His Tag

Recombinant Mouse P-Cadherin/Cdh3 Protein, Fc Tag

Gimeracil ISO 9001：2015 REACH

Gimost

Gimeradll

Gemaemine

Gimeracil, 10 mM in DMSO

5-Chloro-4-hydroxy-2(1<i>H</i>)-pyridinone

Gimeracil - Bio-X ?

Jimeipyrimidine

HJMD

103766-25-2

Antitumors for Research and Experimental Use

PYRIDINE

Anticancer

oncology

Biochemistry

Chloropyridines

Halopyridines

Intermediates & Fine Chemicals

Pharmaceuticals

103766-25-2