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Tipiracil hydrochloride

Product Name
Tipiracil hydrochloride
CAS No.
183204-72-0
Chemical Name
Tipiracil hydrochloride
Synonyms
CS-1684;TAS-1-462;Tipiralacil;Tipiracil HCl;Tipiracil-001-HCl;Reaxys ID: 25670890;Tipiracil-13C-15N2 HCl;Tibiracil Impurities 1;Tipiracil Impurity 5 HCl;Tipiracil Impurity 4 HCl
CBNumber
CB42666693
Molecular Formula
C9H12Cl2N4O2
Formula Weight
279.12318
MOL File
183204-72-0.mol
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Tipiracil hydrochloride Property

Melting point:
245℃ (decomposition)
storage temp. 
2-8°C
solubility 
DMSO (Slightly, Heated), Water (Slightly)
form 
powder
color 
white to beige
Water Solubility 
H2O: 5mg/mL, clear (warmed)
Stability:
Hygroscopic
InChI
InChI=1S/C9H11ClN4O2.ClH/c10-7-5(12-9(16)13-8(7)15)4-14-3-1-2-6(14)11;/h11H,1-4H2,(H2,12,13,15,16);1H
InChIKey
KGHYQYACJRXCAT-UHFFFAOYSA-N
SMILES
C1(=O)NC(CN2CCCC2=N)=C(Cl)C(=O)N1.[H]Cl
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML1552
Product name
Tipiracil hydrochloride
Purity
≥98% (HPLC)
Packaging
10MG
Price
$154
Updated
2025/07/31
Sigma-Aldrich
Product number
SML1552
Product name
Tipiracil hydrochloride
Purity
≥98% (HPLC)
Packaging
50MG
Price
$616
Updated
2025/07/31
Cayman Chemical
Product number
23319
Product name
Tipiracil (hydrochloride)
Purity
≥98%
Packaging
1mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
23319
Product name
Tipiracil (hydrochloride)
Purity
≥98%
Packaging
5mg
Price
$93
Updated
2024/03/01
Cayman Chemical
Product number
23319
Product name
Tipiracil (hydrochloride)
Purity
≥98%
Packaging
10mg
Price
$115
Updated
2024/03/01
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Tipiracil hydrochloride Chemical Properties,Usage,Production

Description

Tipiracil (TPI) is a potent and competitive inhibitor of thymidine phosphorylase (TPase) with an IC50 value of 35 nM for human placental TPase. It is selective for TPase over other pyrimidine-metabolizing enzymes (IC50s = >1 mM for UPase, OPRTase, TK, and DPDase). TPI inhibits the phosphorolysis and degradation of trifluorothymidine , a cytotoxic nucleoside, in human breast and colon carcinoma tumor samples. Oral administration of TPI (12.5-50 mg/kg) enhances the anti-tumor activity of trifluorothymidine in a mouse AZ-521 stomach cancer xenograft model. Formulations containing TPI have been used for the treatment of metastatic colorectal cancer.

Uses

Tipiracil Hydrochloride serves as a treatment for metastatic colorectal cancer (mCRC). A thymidine phosphorylase inhibitor.

Definition

ChEBI: Tipiracil hydrochloride is a hydrochloride obtained by combining tipiracil with one equivalent of hydrochloric acid. Used in combination with trifluridine, a nucleoside metabolic inhibitor, for treatment of advanced/relapsed unresectable colorectal cancer. It has a role as an antineoplastic agent and an EC 2.4.2.4 (thymidine phosphorylase) inhibitor. It is a hydrochloride and an iminium salt. It contains a tipiracil(1+).

Biochem/physiol Actions

Tipiracil is an inhibitor of thymidine phosphorylase. Tipiracil is used in combination with trifluridine as TAS-102 for the treatment of refractory metastatic colorectal cancer. Tipiracil increases the bioavailability of trifluridine by blocking the enzyme that would otherwise protect the tumors by metabolizing trifluridine.

target

thymidine phosphorylase

References

[1] MASAKAZU FUKUSHIMA . Structure and activity of specific inhibitors of thymidine phosphorylase to potentiate the function of antitumor 2′-deoxyribonucleosides[J]. Biochemical pharmacology, 2000, 59 10: Pages 1227-1236. DOI:10.1016/S0006-2952(00)00253-7.
[2] Kim, Y., Wower, J., Maltseva, N.I., et al. Tipiracil binds to uridine site and inhibits Nsp15 endoribonuclease NendoU from SARS-CoV-2. Commun. Biol. 4(1), 193 (2021).
[3] HIROSHI TSUKIHARA. Efficacy of combination chemotherapy using a novel oral chemotherapeutic agent, TAS-102, together with bevacizumab, cetuximab, or panitumumab on human colorectal cancer xenografts.[J]. Oncology reports, 2015, 33 5: 2135-2142. DOI:10.3892/or.2015.3876.
[4] D L DEXTER. The clinical pharmacology of 5-trifluoromethyl-2’-deoxyuridine.[J]. Cancer research, 1972, 32 2: 247-253.

Tipiracil hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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Tipiracil hydrochloride Suppliers

Novachemistry
Tel
44-20819178-90 02081917890
Fax
(0)2080432064
Email
info@novachemistry.com
Country
United Kingdom
ProdList
4381
Advantage
58
Carbosynth
Tel
--
Fax
--
Email
sales@carbosynth.com
Country
United Kingdom
ProdList
6005
Advantage
58
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View Lastest Price from Tipiracil hydrochloride manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Tipiracil 183204-72-0
Price
US $0.00/Kg/Bag
Min. Order
1KG
Purity
99.5%min HPLC
Supply Ability
10kgs
Release date
2021-07-16
Henan Aochuang Chemical Co.,Ltd.
Product
Tipiracil 183204-72-0
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-30
Zhuozhou Wenxi import and Export Co., Ltd
Product
Tipiracil 183204-72-0
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10

183204-72-0, Tipiracil hydrochlorideRelated Search:


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  • TAS-1-462
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  • Tipiracil hydrochloride【SML1552】
  • Tibiracil Impurity 1 HCl
  • 183204-72-0
  • 18304-72-0
  • C9H12Cl2N4O2
  • C9H11ClN4O2HCl
  • C9H12ClN4O2Cl
  • Inhibitors
  • API