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SML1552

Sigma-Aldrich

Tipiracil hydrochloride

≥98% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C9H11ClN4O2 · HCl
CAS Number:
183204-72-0
Molecular Weight:
279.12
MDL number:
MFCD01571384
UNSPSC Code:
12352200
PubChem Substance ID:
329825960
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 5 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

[H]Cl.ClC1=C(CN2C(CCC2)=N)NC(NC1=O)=O

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

InChI key

KGHYQYACJRXCAT-UHFFFAOYSA-N

Gene Information

human ... TYMP(1890)

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Kei Higashikawa et al.
Nuclear medicine and biology, 82-83, 25-32 (2019-12-24)
Although liver biopsy is the gold standard for the diagnosis of nonalcoholic steatohepatitis (NASH), it has several problems including high invasiveness and sampling errors. Therefore, the development of alternative methods to overcome these disadvantages is strongly required. In this study
Sumaira Javaid et al.
PloS one, 14(11), e0225056-e0225056 (2019-11-20)
Natural flora is the richest source of novel therapeutic agents due to their immense chemical diversity and novel biological properties. In this regard, eighteen natural products belonging to different chemical classes were evaluated for their thymidine phosphorylase (TP) inhibitory activity.

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