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Chemical Structure| 1953-02-2 Chemical Structure| 1953-02-2
Chemical Structure| 1953-02-2

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CAS No.: 1953-02-2

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Tiopronin, derivative of glycine, is used to control the rate of cystine precipitation and excretion. It can be used as an antioxidant agent and radical scavenger.

Synonyms: BRN 1859822; (±)-Tiopronin; Vincol

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Product Details of Tiopronin

CAS No. :1953-02-2
Formula : C5H9NO3S
M.W : 163.19
SMILES Code : O=C(O)CNC(C(S)C)=O
Synonyms :
BRN 1859822; (±)-Tiopronin; Vincol
MDL No. :MFCD00004861
InChI Key :YTGJWQPHMWSCST-UHFFFAOYSA-N
Pubchem ID :5483

Safety of Tiopronin

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H319-H332-H372-H400
Precautionary Statements:P260-P264-P270-P273-P280-P301+P312+P330-P304+P312-P305+P351+P338-P314-P337+P313-P391-P501
Class:9
UN#:3077
Packing Group:

Application In Synthesis of Tiopronin

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 1953-02-2 ]

[ 1953-02-2 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 1953-02-2 ]
  • [ 17696-69-4 ]
  • 7,12-bis<1-<1-(glycinocarbonyl)ethylthio>ethyl>-3,8,13,17-tetramethyl-21H,23H-porphine-2,18-dipropanoic acid [ No CAS ]
  • 2
  • [ 60940-34-3 ]
  • [ 1953-02-2 ]
  • [ 104030-69-5 ]
YieldReaction ConditionsOperation in experiment
In ethanol; water; trifluoroacetic acid; EXAMPLE 6 S-(2-phenylcarbamoyl-phenylselenyl)-DL-2-mercaptopropionylglycine 1 g (3,65 mmol) of 2-phenyl-1,2-benzisoselenazole-3(2H)-one and 0,6 g (3,68 mmol) of DL-2-mercaptopropionylglycine are dissolved in 15 ml trifluoroacetic acid and the stirring is continued for 18 hours at room temperature. Then, 100 ml of an ice/water mixture is added to the solution. The obtained precipitate is extracted with dichloromethane. After drying the solvent and evaporating in vacuum, the solid is then recristallized from ethanol/water (7:3). Yield: 1,5 g (94% of the theory), m.p. 199 C.
  • 3
  • [ 60-29-7 ]
  • [ 1953-02-2 ]
  • [ 625-51-4 ]
  • N-[2-(S-acetamidomethyl)mercaptopropionyl]glycine [ No CAS ]
YieldReaction ConditionsOperation in experiment
50.2% With hydrogenchloride; In water; EXAMPLE 7 N-[2-(S-acetamidomethyl)mercaptopropionyl]glycine 2-mercaptopropionylglycine, 20.0 g (122.6 mmoles), and N-hydroxymethyl-acetamide, 12.0 g (134.8 mmoles), are dissolved in 200 ml of deionized water. The solution is cooled on an ice bath and 100 ml of conc. HCl is added in one portion. The mixture is stirred on ice for one hour and at room temperature overnight. A white precipitate begins to form within 1-2 hours. The reaction mixture is cooled on ice for 4 hours. The white precipitate is filtered, washed with a few mls of ice-cold water, then 2*200 ml Et2 O. The product is dried by air suction for one hour and uncer vacuum overnight to yield 14.4 g (50.2% yield) of the white, crystalline product N-[2-(S-acetamidomethyl)mercaptopropionyl]glycine.
 

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