Phenylthiocarbamide

Structural formula
General
Surname	Phenylthiocarbamide
other names	PTC; Phenylthiourea; N- phenylthiourea; N -phenylthiocarbamide;
Molecular formula	C 7 H 8 N 2 S
Brief description	colorless crystals
External identifiers / databases
EC number	203-151-2
ECHA InfoCard	100.002.865
PubChem	676454
DrugBank	DB03694
Wikidata	Q411216
properties
Molar mass	152.22 g · mol -1
Physical state	firmly
density	1.3 g cm −3
Melting point	145-150 ° C
solubility	little in water (2.47 g l −1 at 25 ° C); soluble in ethanol ;
safety instructions
GHS labeling of hazardous substances danger
H and P phrases	H: 300-317
	P: 264-280-301 + 310
Toxicological data	3 mg kg −1 ( LD 50 , rat , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Phenylthiocarbamide ( PTC ) is a chemical compound and a bitter substance . Structurally, phenylthiocarbamide is a compound derived from thiourea .

properties

Phenylthiocarbamide can be perceived up to 1000 times better by 70% of Europeans than by the remaining 30%. Responsible for this is the individual expression pattern of variants of a gene for a certain bitter taste receptor. The majority of people perceive PTC at a concentration of 0.1 mM to 10 mM (which corresponds to 15 ppm to 1500 ppm) to be extremely "disgusting". The rest cannot taste PTC at this concentration. The genetic disposition for the taste of PTC is inherited dominantly.

use

Phenylthiocarbamide is used for the synthesis of vulcanization accelerators , dyes, rat poisons and other organic compounds. It continues to be used in studies of the human genome. Phenylthiocarbamide is a selective agonist for the bitter receptor T2R 38.

safety instructions

Phenylthiocarbamide is a highly toxic neurotoxin .

Individual evidence

↑ ^a ^b ^c Entry on phenylthiourea. In: Römpp Online . Georg Thieme Verlag, accessed on September 29, 2014.
↑ ^a ^b Data sheet N-Phenylthiourea from Sigma-Aldrich , accessed on April 19, 2011 ( PDF ).
↑ ^a ^b ^c Entry on 1-phenyl-2-thiourea in the GESTIS substance database of the IFA , accessed on February 10, 2017(JavaScript required) .
^ William S. Klug, Michael R. Cummings, Charlotte A. Spencer: Genetics p. 79.
↑ B. Bufe, PA Breslin, C. Kuhn, DR Reed, CD Tharp, JP Slack, UK Kim, D. Drayna, W. Meyerhof: The molecular basis of individual differences in phenylthiocarbamide and propylthiouracil bitterness perception. In: Current biology: CB. Volume 15, Number 4, February 2005, pp. 322-327, doi : 10.1016 / j.cub.2005.01.047 , PMID 15723792 , PMC 1400547 (free full text).

[roempp-1] Entry on phenylthiourea. In: Römpp Online . Georg Thieme Verlag, accessed on September 29, 2014.

[sigma-2] Data sheet N-Phenylthiourea from Sigma-Aldrich , accessed on April 19, 2011 ( PDF ).

[GESTIS-3] Entry on 1-phenyl-2-thiourea in the GESTIS substance database of the IFA , accessed on February 10, 2017(JavaScript required) .

[4] William S. Klug, Michael R. Cummings, Charlotte A. Spencer: Genetics p. 79.

[5] B. Bufe, PA Breslin, C. Kuhn, DR Reed, CD Tharp, JP Slack, UK Kim, D. Drayna, W. Meyerhof: The molecular basis of individual differences in phenylthiocarbamide and propylthiouracil bitterness perception. In: Current biology: CB. Volume 15, Number 4, February 2005, pp. 322-327, doi : 10.1016 / j.cub.2005.01.047 , PMID 15723792 , PMC 1400547 (free full text).