Tipiracil hydrochloride - ≥99% , Thymidine phosphorylase inhibitor, CAS No.183204-72-0, Thymidine phosphorylase inhibitor

CAS: 183204-72-0 Cat. No.: T413064 Molecular Weight: 279.12 EC Number: 814-019-4 PubChem CID: 9903778

GRADE & PURITY ≥99%

Synonyms

A847265 | HY-W011834 | DTXSID001027748 | TIPIRACIL HYDROCHLORIDE [MI] | 3-(1-benzothien-3-yl)-L-alanine | S-95005 COMPONENT TIPIRACIL HYDROCHLORIDE | 5-chloro-6-[(2-iminopyrrolidin-1-yl)methyl]pyrimidine-2,4(1H,3H)-dione hydrochloride | MFCD01571384 | 5-c

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

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

Specifications

Synonyms

A847265 | HY-W011834 | DTXSID001027748 | TIPIRACIL HYDROCHLORIDE [MI] | 3-(1-benzothien-3-yl)-L-alanine | S-95005 COMPONENT TIPIRACIL HYDROCHLORIDE | 5-chloro-6-[(2-iminopyrrolidin-1-yl)methyl]pyrimidine-2, 4(1H, 3H)-dione hydrochloride | MFCD01571384 | 5-c

Specifications & Purity

≥99%

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

Store at -20°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

Purity

≥99%

Product Properties

• ALogP: -0.388
• HBD Count: 2
• Rotatable Bond: 2

Names and Identifiers

• Pubchem Sid: 504765066
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504765066
• Canonical Smiles: C1CC(=N)N(C1)CC2=C(C(=O)NC(=O)N2)Cl.Cl
• IUPAC Name: 5-chloro-6-[(2-iminopyrrolidin-1-yl)methyl]-1H-pyrimidine-2,4-dione;hydrochloride
• InChIKey: KGHYQYACJRXCAT-UHFFFAOYSA-N
• 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
• Isomeric SMILES: C1CC(=N)N(C1)CC2=C(C(=O)NC(=O)N2)Cl.Cl
• PubChem CID: 9903778
• Molecular Weight: 279.12

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazines
      • Subclass Pyrimidines and pyrimidine derivatives

• 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.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

TYMP Tclin Thymidine phosphorylase (12 Activities)

Discover Target: TYMP

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

HUVEC (11049 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

deoA Thymidine phosphorylase (531 Activities)

Discover Target: deoA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro Water: 56 mg/mL (200.63 mM); DMSO: 16 mg/mL (57.32 mM); Ethanol: Insoluble
• 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
• 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

XLogP3

References

1. Bo Cai, Zelin He, Dandan Liu, Yuping Zhang, Zikang Yin, Weijia Bao, Qiaoyi Le, Ju Shao, Hongyan Du, Ligang Jie.  (2024)  Thymidine phosphorylase participates in platelet activation and promotes inflammation in rheumatoid arthritis.  TOXICOLOGY AND APPLIED PHARMACOLOGY,      [PMID:39732205] [10.1016/j.taap.2024.117217]