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Merck

P3755

6-Propyl-2-thiouracil

≥99% (HPLC), powder

Synonym(s):

2,3-Dihydro-6-propyl-2-thioxo-4(1H)-pyrimidinone, 4-Hydroxy-2-mercapto-6-propylpyrimidine

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About This Item

Empirical Formula (Hill Notation):
C7H10N2OS
CAS Number:
51-52-5
Molecular Weight:
170.23
NACRES:
NA.51
PubChem Substance ID:
24898446
UNSPSC Code:
41106305
EC Number:
200-103-2
MDL number:
MFCD00006041
Beilstein/REAXYS Number:
130039
Assay:
≥99% (HPLC)
Form:
powder
Solubility:
10% NH3: 100 mg/mL, clear to slightly hazy, colorless to faintly yellow

Key Documents

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Product Name

6-Propyl-2-thiouracil, enzyme inhibitor

InChI key

KNAHARQHSZJURB-UHFFFAOYSA-N

InChI

1S/C7H10N2OS/c1-2-3-5-4-6(10)9-7(11)8-5/h4H,2-3H2,1H3,(H2,8,9,10,11)

SMILES string

CCCC1=CC(=O)NC(=S)N1

description

enzyme inhibitor

assay

≥99% (HPLC)

form

powder

mp

218-220 °C (lit.)

solubility

10% NH3: 100 mg/mL, clear to slightly hazy, colorless to faintly yellow

Quality Level

200

Gene Information

human ... DIO1(1733), TPO(7173)

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Application

6-Propyl-2-thiouracil is a thyreostatic (thyroid hormone) agent that may be used as a reference material in thyreostatic drug separation and detection technologies such as capillary electrophoresis, high performance liquid chromatography (HPLC), or gas chromatography.
6-Propyl-2-thiouracil (PROP) has been used to impregnate on disk for PROP taster status studies for sensory characterization in a defined human sample group. It has been used as a screening agent for testing the intensity of taste by labeled magnitude scale (LMS).

General description

6-Propyl-2-thiouracil or 6-n-Propylthiouracil (PROP) is a compound with a bitter taste.

Biochem/physiol Actions

6-Propyl-2-thiouracil (6-PTU), a potential inhibitor of D1 iodothyronine deiodinase, is involved in the deiodination of iodothyronines. It is an uncompetitive inhibitor of iodothyronine substrates.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

hcodes

H302,H351

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF6848
BCBR8708V
BCBM4329V
BCBK5232V
BCBG1817V

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Tyler S Allison et al.
PloS one, 15(8), e0237142-e0237142 (2020-08-09)
Electrical stimulation of nerve endings in the tongue can be used to communicate information to users and has been shown to be highly effective in sensory substitution applications. The anterior tip of the tongue has very small somatosensory receptive fields
Adiposity in middle-aged women is associated with genetic taste blindness to 6-n-propylthiouracil
Goldstein G L, et al.
Obesity Research, 13(6), 1017-1023 (2005)
Characterization of recombinant Xenopus laevis type I iodothyronine deiodinase: substitution of a proline residue in the catalytic center by serine (Pro132Ser) restores sensitivity to 6-propyl-2-thiouracil
Kuiper George GJM, et al.
Endocrinology, 147(7), 3519-3529 (2006)
Louise Ramhøj et al.
PeerJ, 7, e7181-e7181 (2019-07-11)
Relative gene expression data obtained from quantitative RT-PCR (RT-qPCR) experiments are dependent on appropriate normalization to represent true values. It is common to use constitutively expressed endogenous reference genes (RGs) for normalization, but for this strategy to be valid the
Daniel Glinoer et al.
Current opinion in endocrinology, diabetes, and obesity, 19(5), 402-407 (2012-07-24)
To bring to the attention of healthcare professionals the additional information on propylthiouracil (PTU)-related hepatotoxicity, based on a reanalysis of medical files reported to the Food and Drug Administration (1982-2008) for acute liver failure in PTU-treated hyperthyroid patients, and propose
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