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P3755

Sigma-Aldrich

6-Propyl-2-thiouracil

enzyme inhibitor

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:
Molecular Weight:
170.23
Beilstein/REAXYS Number:
130039
EC Number:
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

description

enzyme inhibitor

Quality Level

assay

≥99% (HPLC)

form

powder

mp

218-220 °C (lit.)

solubility

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

SMILES string

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

InChI

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

InChI key

KNAHARQHSZJURB-UHFFFAOYSA-N

Gene Information

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General description

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

Application

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).
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.

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

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


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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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)
Ran Tao et al.
Foods (Basel, Switzerland), 9(8) (2020-08-06)
Rebaudioside (Reb) D and M are the recent focus of the food industry to address the bitter taste challenge of Reb A, which is the most commonly used steviol glycoside in natural sweetener stevia. This study evaluated the sensory characteristics
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
Neeta Y Yousaf et al.
Nutrients, 12(9) (2020-09-25)
Astringency is a complex oral sensation, commonly experienced when dietary polyphenols interact with salivary proteins. Most astringent stimuli alter protein levels, which then require time to be replenished. Although it is standard practice in astringency research to provide breaks in

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