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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)

Quality Level

200

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

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Certificates of Analysis (COA)

Lot/Batch Number
019K5000
017K5003
125K5006
105H5023
057H5014

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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
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

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