P3755

6-Propyl-2-thiouracil

Name: 6-Propyl-2-thiouracil
Brand: SIGMA

≥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

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).

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.

General description

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

pictograms

GHS08,GHS07

signalword

Warning

hcodes

H302,H351

pcodes

P201 - P301 + P312 + P330 - P308 + P313

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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Lingual electrotactile discrimination ability is associated with the presence of specific connective tissue structures (papillae) on the tongue surface.

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)

Time Course of Salivary Protein Responses to Cranberry-Derived Polyphenol Exposure as a Function of PROP Taster Status.

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

Consumer-Based Sensory Characterization of Steviol Glycosides (Rebaudioside A, D, and M).

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

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