Tiopronine

Structural formula
	1: 1 mixture of ( R ) -tiopronine (top) and ( S ) -tiopronine (bottom)
General
Non-proprietary name	Tiopronine
other names	( RS ) - N - (2-mercapto-1-oxopropyl) glycine; ( RS ) - N - (2-mercaptopropionyl) glycine; ( RS ) -α-mercaptopropionylglycine; DL - N - (2-mercapto-1-oxopropyl) glycine; DL - N - (2-mercaptopropionyl) glycine; DL -α-mercaptopropionyl glycine; rac - N - (2-mercapto-1-oxopropyl) glycine; rac - N - (2-mercaptopropionyl) glycine; rac -α-mercaptopropionylglycine;
Molecular formula	C 5 H 9 NO 3 S
External identifiers / databases
EC number	217-778-4
ECHA InfoCard	100.016.163
PubChem	5483
ChemSpider	5283
DrugBank	DB06823
Wikidata	Q414456
Drug information
ATC code	R05 CB12
Drug class	Urological, liver therapeutic, antidote
properties
Molar mass	163.19 g · mol -1
Physical state	firmly
Melting point	95-97 ° C
solubility	soluble in water
safety instructions
	Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances Caution
H and P phrases	H: 302
	P: no P-phrases
Toxicological data	1300 mg kg −1 ( LD 50 , rat , oral ) ; 1733 mg kg −1 ( LD 50 , mouse , iv ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Tiopronin is a drug selected from the group of the chelating agent in the treatment of heavy metal poisoning - in particular mercury , copper , iron , zinc , ²¹⁰polonium and cadmium is used -. The effect is due to the SH group in the molecule, which intercepts heavy metals via a chelate complex, which enables renal excretion. There is little clinical experience with tiopronine in acute heavy metal poisoning. Further areas of application are the treatment of radiation damage , Wilson's disease , hemosiderosis , acute and chronic hepatitis , fatty liver , liver cirrhosis , as well as the pathologically increased excretion of cystine by the kidneys ( cystinuria ) and the possible associated formation of cystine stones in the kidneys ( Nephrolithiasis ).

Trade names

Monopreparations

Acadione (F), Captimer (D), Thiola (USA, IT)

Web links

Information about thiola (PDF file; 65 kB)

Individual evidence

↑ ^a ^b ^c ^d Entry on Tiopronine. In: Römpp Online . Georg Thieme Verlag, accessed on November 10, 2014.
↑ ^a ^b Data sheet N- (2-Mercaptopropionyl) glycine from Sigma-Aldrich , accessed on February 5, 2018 ( PDF ).
↑ Page no longer retrievable , search in web archives: Antidotarium of the red list ( page no longer accessible , search in web archives ) Info: The link was automatically marked as defective. Please check the link according to the instructions and then remove this notice.@1@ 2 @1@ 2
↑ Product information Captimer ^® 100 mg / 250 mg coated tablets, as of July 2007.

[RÖMPP_Online-1] Entry on Tiopronine. In: Römpp Online . Georg Thieme Verlag, accessed on November 10, 2014.

[Sigma-2] Data sheet N- (2-Mercaptopropionyl) glycine from Sigma-Aldrich , accessed on February 5, 2018 ( PDF ).

[3] Page no longer retrievable , search in web archives: Antidotarium of the red list ( page no longer accessible , search in web archives ) Info: The link was automatically marked as defective. Please check the link according to the instructions and then remove this notice.@1@ 2 @1@ 2

[4] Product information Captimer ^® 100 mg / 250 mg coated tablets, as of July 2007.