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Tipiracil hydrochloride - 10mM in DMSO, high purity , CAS No.183204-72-0, Thymidine phosphorylase inhibitor
Basic Description
Synonyms
Tipiracil hydrochloride | 183204-72-0 | Tipiracil HCl | Tipiracil (hydrochloride) | Tipiracil hydrochloride [USAN] | TAS-1-462 | 4H59KLQ0A4 | 5-Chloro-6-((2-iminopyrrolidin-1-yl)methyl)pyrimidine-2,4(1H,3H)-dione hydrochloride | CHEMBL65375 | MA-1 hydrochloride | TPI | UNII-4H
Specifications & Purity
10mM in DMSO
Biochemical and Physiological Mechanisms
Tipiracil (MA-1) is an inhibitor of thymidine phosphorylase, the enzyme that degrades trifluridine into trifluorothymidine. Its combination with trifluridine increases the bioavailability of trifluridine.
Storage Temp
Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Action Type
INHIBITOR
Mechanism of action
Thymidine phosphorylase inhibitor
Product Description
Information
Tipiracil hydrochloride Tipiracil (MA-1) is an inhibitor of thymidine phosphorylase , the enzyme that degrades trifluridine into trifluorothymidine. Its combination with trifluridine increases the bioavailability of trifluridine.
Targets
thymidine phosphorylase
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Organoheterocyclic compounds
Class
Diazines
Subclass
Pyrimidines and pyrimidine derivatives
Intermediate Tree Nodes
Not available
Direct Parent
Halopyrimidines
Alternative Parents
Pyrimidones Aryl chlorides Hydropyrimidines Imidolactams N-alkylpyrrolidines Vinylogous amides Heteroaromatic compounds Ureas Lactams Carboximidamides Carboxamidines Azacyclic compounds Organochlorides Organooxygen compounds Hydrochlorides Hydrocarbon derivatives Organopnictogen compounds Organic oxides
Molecular Framework
Aromatic heteromonocyclic compounds
Substituents
Halopyrimidine - Pyrimidone - Aryl chloride - Aryl halide - Hydropyrimidine - N-alkylpyrrolidine - Imidolactam - Pyrrolidine - Heteroaromatic compound - Vinylogous amide - Urea - Lactam - Azacycle - Carboximidamide - Amidine - Carboxylic acid amidine - Hydrochloride - Organonitrogen compound - Organochloride - Organohalogen compound - Organooxygen compound - Organic oxide - Organopnictogen compound - Hydrocarbon derivative - Organic oxygen compound - Organic nitrogen compound - Aromatic heteromonocyclic compound
Description
This compound belongs to the class of organic compounds known as halopyrimidines. These are aromatic compounds containing a halogen atom linked to a pyrimidine ring. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.
External Descriptors
Not available
Data sources
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Product Properties
ALogP
-0.388
HBD Count
2
Rotatable Bond
2
Associated Targets(Human)
Associated Targets(non-human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
IUPAC Name
5-chloro-6-[(2-iminopyrrolidin-1-yl)methyl]-1H-pyrimidine-2,4-dione;hydrochloride
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
C1CC(=N)N(C1)CC2=C(C(=O)NC(=O)N2)Cl.Cl
Isomeric SMILES
C1CC(=N)N(C1)CC2=C(C(=O)NC(=O)N2)Cl.Cl
PubChem CID
9903778
Molecular Weight
279.12
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
DMSO(mg / mL) Max Solubility
8
DMSO(mM) Max Solubility
28.6615076
Water(mg / mL) Max Solubility
55
Water(mM) Max Solubility
197.0478647
Molecular Weight
279.120 g/mol
XLogP3
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
2
Exact Mass
278.034 Da
Monoisotopic Mass
278.034 Da
Topological Polar Surface Area
85.300 Ų
Heavy Atom Count
17
Formal Charge
0
Complexity
404.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
0
Covalently-Bonded Unit Count
2
Citations of This Product
1.
Bo Cai, Zelin He, Dandan Liu, Yuping Zhang, Zikang Yin, Weijia Bao, Qiaoyi Le, Ju Shao, Hongyan Du, Ligang Jie.
(2025)
Thymidine phosphorylase participates in platelet activation and promotes inflammation in rheumatoid arthritis. TOXICOLOGY AND APPLIED PHARMACOLOGY,
495
(117217).
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1 Citations