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C9375

Sigma-Aldrich

5-Carboxy-2-thiouracil

Synonym(s):

2-Thiouracil-5-carboxylic acid, 5-Carboxy-4-hydroxy-2-thiopyrimidine

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About This Item

Empirical Formula (Hill Notation):
C5H4N2O3S
CAS Number:
23945-50-8
Molecular Weight:
172.16
EC Number:
245-948-8
MDL number:
MFCD00038020
UNSPSC Code:
41106305
PubChem Substance ID:
24893151
NACRES:
NA.51

biological source

synthetic (organic)

Assay

≥98% (TLC)

form

powder

solubility

1 M NaOH: 50 mg/mL, clear, colorless to faintly yellow

SMILES string

OC(=O)c1cnc(S)nc1O

InChI

1S/C5H4N2O3S/c8-3-2(4(9)10)1-6-5(11)7-3/h1H,(H,9,10)(H2,6,7,8,11)

InChI key

XKHWTDCFQVKNHW-UHFFFAOYSA-N

Application

5-Carboxy-2-thiouracil in metal complexes with Mn(ll), Co(ll), Ni(ll), Cu(ll), Zn(ll) and Cd(ll) ions may be useful in some anti-tumor applications. 5-Carboxy-2-thiouracil may be used to produce potential anti-bacterial and anti-tumor methylhydrazonium salts.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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U P Singh et al.
Metal-based drugs, 5(1), 35-39 (2008-05-14)
Metal complexes of 5-carboxy-2-thiouracil with Mn(ll), Co(ll), Ni(ll), Cu(ll), Zn(ll) and Cd(ll) ions were synthesized, characterized, and subjected to a screening system for evaluation of antitumour activity against Sarcoma-180 (S-180) tumour cells. The complexes were characterized by elemental analysis, infrared
E Golovinsky et al.
Die Pharmazie, 37(5), 355-356 (1982-05-01)
On reacting pyrimidine metabolites containing a carboxyl or sulfhydryl group with methylhydrazine or N-benzyl-N'-methylhydrazine, various methylhydrazonium salts of these metabolites were synthetized, e.g., the salts of 5-fluororotic acid, 5-azaorotic acid, 2-thiouracil-5-carboxylic acid and 2-thio-6-azathymine. Some of these salts exhibited a

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