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5-Carboxy-2-thiouracil

Name: 5-Carboxy-2-thiouracil
Brand: SIGMA

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

NACRES:

NA.51

PubChem Substance ID:

24893151

UNSPSC Code:

41106305

EC Number:

245-948-8

MDL number:

MFCD00038020

Assay:

≥98% (TLC)

Biological source:

synthetic (organic)

Form:

powder

Solubility:

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

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Properties

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

Description

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.

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This Item	T7750	47190	I6875
Sigma-Aldrich C9375 5-Carboxy-2-thiouracil	Sigma-Aldrich T7750 2-Thiouracil	Sigma-Aldrich 47190 5-Fluoroorotic acid hydrate	Sigma-Aldrich I6875 5-Iodocytosine
biological source synthetic (organic)	biological source synthetic	biological source -	biological source synthetic (organic)
Quality Level 200	Quality Level 200	Quality Level 100	Quality Level 200
form powder	form powder	form solid	form powder
assay ≥98% (TLC)	assay ≥99%	assay ≥99.0% (TLC)	assay ≥99% (TLC)
solubility 1 M NaOH: 50 mg/mL, clear, colorless to faintly yellow	solubility 1 M NaOH: 5 mg/mL, clear to very slightly hazy, 1 M NaOH: 50 mg/mL, colorless to faintly yellow	solubility 4 M NH₄OH: 50 mg/mL, clear, faintly yellow	solubility formic acid: 50 mg/mL

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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[Synthesis and antibacterial and antitumoral activity of some methylhydrazonium salts of pyrimidine bases and their analogues (author's transl)].

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

Synthesis, characterization and antitumour activity of metal complexes of 5-carboxy-2-thiouracil.

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

Global Trade Item Number

SKU	GTIN
C9375-5G	04061833047750

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