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2-Thiouracil

CAT: 0804-HY-B0503-02Size: 10 mM - 1 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-B0503-02Size:10 mM - 1 mL
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Description
2-Thiouracil (Thiouracil) is a selective neuronal nitric oxide synthase (nNOS) inhibitor with a Ki value of 20 μM. 2-Thiouracil antagonizes BH4-induced nNOS dimerization. 2-Thiouracil is also an antithyroid compound and a highly specific melanoma detector. 2-Thiouracil stimulates the growth of pea and corn root segments[1][2][3].
CAS Number
141-90-2
Product Name Alternative
Thiouracil
UNSPSC
12352005
Hazard Statement
H351
Target
NO Synthase
Type
Reference compound
Related Pathways
Immunology/Inflammation
Applications
Cancer-programmed cell death
Field of Research
Endocrinology; Cancer
Assay Protocol
https://www.medchemexpress.com/2-thiouracil.html
Purity
99.91
Solubility
DMSO : 50 mg/mL (ultrasonic) |H2O : 0.67 mg/mL (ultrasonic)
Smiles
O=C(C=CN1)NC1=S
Molecular Formula
C4H4N2OS
Molecular Weight
128.16
Precautions
H351
References & Citations
[1]Palumbo, A., et al. 2-thiouracil is a selective inhibitor of neuronal nitric oxide synthase antagonising tetrahydrobiopterin-dependent enzyme activation and dimerisation. FEBS Lett, 2000. 485 (2-3) : p. 109-12.|[2]Napolitano, A., et al., Mechanism of selective incorporation of the melanoma seeker 2-thiouracil into growing melanin. J Med Chem, 1996. 39 (26) : p. 5192-201.|[3]Woodstock L, et al. The effect of 2-thiouracil on the growth of cells in the root. Annals of Botany, 1963, 27 (3) : 403-414.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
NNOS

Chemical Information

Thiouracil

Thiouracil can cause cancer according to The World Health Organization's International Agency for Research on Cancer (IARC).

CAS Number141-90-2
PubChem CID1269845
IUPAC Name2-sulfanylidene-1H-pyrimidin-4-one
Molecular FormulaC4H4N2OS
Molecular Weight128.15
XLogP-0.3
Topological Polar Surface Area73.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Heavy Atom Count8
Formal Charge0
Complexity163
SMILES
C1=CNC(=S)NC1=O
InChI
InChI=1S/C4H4N2OS/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8)
InChIKey
ZEMGGZBWXRYJHK-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Thiouracil
CAS: 141-90-2
CID: 1269845
Formula: C4H4N2OS
MW: 128.15
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight128.15
XLogP3-0.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Exact Mass128.00443393
Monoisotopic Mass128.00443393
Topological Polar Surface Area73.2 Ų
Heavy Atom Count8
Formal Charge0
Complexity163
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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CatalogName
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