ChemicalBook > CAS DataBase List > Tipiracil hydrochloride

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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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:

Tipiracil Impurity 2 Tipiracil Impurity des Cl Tipiracil Impurity 5 methyl 5-chloro-2,6-dioxo-3H-pyrimidine-4-carboxylate Tipiracil Impurity 4 Tipiracil Impurity 2 Tipiracil Impurity 1 6-(Chloromethyl)uracil 2-AMINO-1-PYRROLINE HYDROCHLORIDE 2,4(1H,3H)-Pyrimidinedione,5-chloro-6-(chloromethyl)-(9CI) tadalafi Levetiracetam Posaconazole

Tipiracil (hydrochloride)

2,4(1H,3H)-PyriMidinedione,5-chloro-6-[(2-iMino-1-pyrrolidinyl)Methyl] hydrochloride

5-Chloro-6-[(2-imino-1-pyrrolidinyl)methyl]-2,4(1H,3H)-pyrimidinedione monohydrochloride

Tipiracil HCl

5-chloro-6-[(2-iminopyrrolidin-1-yl)methyl]-1H-pyrimidine-2,4-dione,hydrochloride

5-Chloro-6-(2-iminopyrrolidin-1-ylmethyl)-1,2,3,4-tetrahydropyrimidine-2,4-dione hydrochloride

5-Chloro-6-(2-iminopyrrolidin-1-ylmethyl)uracil hydrochloride

Tipiracil hydrochloride(TPI)

Tipiracil-001-HCl

CS-1684

Tipiralacil

Reaxys ID: 25670890

Tipiracil-13C-15N2 HClTipiracil HCl

2,4(1H,3H)-Pyrimidinedione,5-chloro-6-[(2-imino-1-pyrrolidinyl)methyl]-, hydrochloride (1:1)

Tipiracil-13C-15N2 HCl

5-Chloro-6-((2-iminopyrrolidin-1-yl)methyl)pyrimidine-2,4(1H,3H)-dione hydrochloride

5-Chloro-6-(2-iminopyrrolidin-1-ylmethyl)-1,2,3,4-tetrahydro...

TAS-1-462

Tibiracil Impurities 1

Tipiracil Impurity 5 HCl

Tipiracil Impurity 4 HCl

Tipiracil hydrochloride【SML1552】

Tibiracil Impurity 1 HCl

183204-72-0

18304-72-0

C9H12Cl2N4O2

C9H11ClN4O2HCl

C9H12ClN4O2Cl

Inhibitors

API