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467995

Thiazolidine-2-carboxylic acid

Name: Thiazolidine-2-carboxylic acid
Brand: ALDRICH

97%

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About This Item

Empirical Formula (Hill Notation):

C₄H₇NO₂S

CAS Number:

65126-70-7

Molecular Weight:

133.17

NACRES:

NA.22

PubChem Substance ID:

24870454

UNSPSC Code:

12352100

MDL number:

MFCD00068005

Assay:

97%

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Properties

Quality Level

100

assay

97%

mp

176 °C (lit.)

functional group

carboxylic acid, thioether

SMILES string

OC(=O)C1NCCS1

InChI

1S/C4H7NO2S/c6-4(7)3-5-1-2-8-3/h3,5H,1-2H2,(H,6,7)

InChI key

ULSZVNJBVJWEJE-UHFFFAOYSA-N

Description

General description

Thiazolidine-2-carboxylic acid (β-thiaproline) is a proline analog. It is an important building block of β-lactam antibiotics. Its X-ray photoelectron spectra has been investigated. It has been reported as a physiological substrate of hog kidney D-amino acid oxidase. Thiazolidine-2-carboxylic acid can be synthesized from cysteamine and glyoxylate.

Application

Thiazolidine-2-carboxylic acid may be used in the synthesis of azabicycloadducts and 5-aryl-2,3-dihydropyrrolo[2,1-b]thiazole-6,7-dimethanol 6,7-bis(isopropylcarbamates).

pictograms

GHS07

signalword

Warning

hcodes

H302 + H312 + H332,H315,H319,H335

pcodes

P261 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Articles

Proline Derivatives and Analogs

Proline analogues are promising candidates for tuning the biological, pharmaceutical, or physicochemical properties of naturally occuring, as well as de novo designed, linear, and, cyclic peptides.

Synthesis and chromatographic properties of selenazolidine-2-carboxylic acid (beta-selenaproline).

C De Marco et al.

The Italian journal of biochemistry, 28(2), 104-110 (1979-03-01)

The effect of 2-substituted thiazolidine-4(R)-carboxylic acids on non-protein sulphydryl levels and sulphurtransferase activities in mouse liver and brain.

L Włodek et al.

Biochemical pharmacology, 46(1), 190-193 (1993-07-06)

2-Substituted thiazolidine-4(R)-carboxylic acids (TD) were found to increase the concentration of non-protein sulphydryls (NPSH) and the activity of rhodanese (thiosulphate sulphurtransferase, EC 2.8.1.1) and 3-mercaptopyruvate sulphurtransferase (EC 2.8.1.2) in mouse liver. These properties suggest TDs are potentially hepatoprotective compounds. However

Thiazolidine-2-carboxylate derivatives formed from glyoxylate and L-cysteine or L-cysteinylglycine as possible physiological substrates for D-aspartate oxidase.

C L Burns et al.

Biochemical and biophysical research communications, 125(3), 1039-1045 (1984-12-28)

Adducts of glyoxylate with L-cysteine or L-cysteinylglycine were found to be excellent substrates at low concentrations for beef kidney D-aspartate oxidase. Evidence is presented that cis-thiazolidine-2,4-dicarboxylate and its glycine amide are the actual substrates, and that both are converted in

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Global Trade Item Number

SKU	GTIN
467995-5G	04061832358376