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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
Molecular Weight:
145.54
MDL Number:
MFCD08458352
MOL File:
103766-25-2.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-04-22 18:57:36
Product description Number Pack Size Price
Gimeracil ≥98% (HPLC) SML2075 5MG $60.8
Gimeracil ≥98% (HPLC) SML2075 25MG $149
Gimeracil >98.0%(HPLC)(T) C2243 1g $80
Gimeracil >98.0%(HPLC)(T) C2243 5g $266
Gimeracil ≥98% 16525 50mg $41
More product size

Gimeracil Properties

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)
FDA UNII UA8SE1325T
NCI Drug Dictionary gimeracil
UNSPSC Code 12352200
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P501
Safety Statements  24/25
WGK Germany  WGK 3
HS Code  29337900
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
NFPA 704
0
2 0

Gimeracil price More Price(55)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML2075 Gimeracil ≥98% (HPLC) 103766-25-2 5MG $60.8 2026-04-30 Buy
Sigma-Aldrich SML2075 Gimeracil ≥98% (HPLC) 103766-25-2 25MG $149 2026-04-30 Buy
TCI Chemical C2243 Gimeracil >98.0%(HPLC)(T) 103766-25-2 1g $80 2026-04-30 Buy
TCI Chemical C2243 Gimeracil >98.0%(HPLC)(T) 103766-25-2 5g $266 2026-04-30 Buy
Cayman Chemical 16525 Gimeracil ≥98% 103766-25-2 50mg $41 2026-04-30 Buy
Product number Packaging Price Buy
SML2075 5MG $60.8 Buy
SML2075 25MG $149 Buy
C2243 1g $80 Buy
C2243 5g $266 Buy
16525 50mg $41 Buy

Gimeracil Chemical Properties,Uses,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

3,5-Dichloropyridine-2,4-diol

103792-80-9

Gimeracil

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

103792-80-9
103766-25-2
Synthesis of Gimeracil from 3,5-Dichloropyridine-2,4-diol
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View Lastest Price from Gimeracil manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Gimeracil pictures 2026-04-22 Gimeracil
103766-25-2
US $29.00 / mg 99.86% 10g TargetMol Chemicals Inc.
Gimeracil pictures 2026-04-20 Gimeracil
103766-25-2
US $29.00 / mg 99.86% 10g TargetMol Chemicals Inc.
Gimeracil pictures 2026-03-20 Gimeracil
103766-25-2
US $1.00 / KG 1KG 99% 10 mt Hebei Chuanghai Biotechnology Co., Ltd
  • Gimeracil pictures
  • Gimeracil
    103766-25-2
  • US $29.00 / mg
  • 99.86%
  • TargetMol Chemicals Inc.
  • Gimeracil pictures
  • Gimeracil
    103766-25-2
  • US $29.00 / mg
  • 99.86%
  • TargetMol Chemicals Inc.
  • Gimeracil pictures
  • Gimeracil
    103766-25-2
  • US $1.00 / KG
  • 99%
  • Hebei Chuanghai Biotechnology Co., Ltd

Gimeracil Spectrum

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 > 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(1H)-pyridinone Gimeracil - Bio-X ? Jimeipyrimidine HJMD Gimeracil (Standard) 103766-25-2 Antitumors for Research and Experimental Use PYRIDINE Anticancer oncology Biochemistry Chloropyridines Halopyridines Intermediates & Fine Chemicals Pharmaceuticals 103766-25-2