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Merck
CN

273449

(4R)-(−)-2-Thioxo-4-thiazolidinecarboxylic acid

99%

Synonym(s):

(R)-(−)-2-Thioxo-4-thiazolidinecarboxylic acid, Raphanusamic acid

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About This Item

Empirical Formula (Hill Notation):
C4H5NO2S2
CAS Number:
98169-56-3
Molecular Weight:
163.22
UNSPSC Code:
12352202
NACRES:
NA.22
PubChem Substance ID:
24856541
MDL number:
MFCD00074854
Beilstein/REAXYS Number:
82632

Key Documents

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InChI

1S/C4H5NO2S2/c6-3(7)2-1-9-4(8)5-2/h2H,1H2,(H,5,8)(H,6,7)/t2-/m0/s1

SMILES string

OC(=O)[C@@H]1CSC(=S)N1

InChI key

SQUOCHQOQMZGQP-REOHCLBHSA-N

assay

99%

form

powder

optical activity

[α]29/D −86°, c = 2.5 in 0.5 M HCl

reaction suitability

reaction type: solution phase peptide synthesis

mp

179-181 °C (lit.)

application(s)

peptide synthesis

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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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Certificates of Analysis (COA)

Lot/Batch Number
STBF2340V
S12770V
S12770
06702LD
17019LB

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S E Sparks et al.
Journal of biochemical and molecular toxicology, 14(1), 26-32 (1999-11-24)
Chloropicrin (CCl3NO2) is a widely used soil fumigant with an unknown mechanism of acute toxicity. We investigated the possible involvement of dechlorination in CCl3NO2 toxicity by considering its metabolism, inhibition of pyruvate and succinate dehydrogenases, cytotoxicity in cultured cells, and
A J Dobson et al.
Acta crystallographica. Section C, Crystal structure communications, 54 ( Pt 11), 1634-1637 (1998-12-19)
The title acid, C4H5NO2S2, crystallized in the noncentrosymmetric space group P2(1)2(1)2(1) with one molecule as the asymmetric unit. Two hydrogen bonds occur, namely, N--H...O, with a donor-acceptor distance of 2.850 (2) A, and O-H...S (resonance induced), with a donor-acceptor distance
Pawel Bednarek et al.
Science (New York, N.Y.), 323(5910), 101-106 (2008-12-20)
Selection pressure exerted by insects and microorganisms shapes the diversity of plant secondary metabolites. We identified a metabolic pathway for glucosinolates, known insect deterrents, that differs from the pathway activated by chewing insects. This pathway is active in living plant
V Amarnath et al.
Chemical research in toxicology, 14(9), 1277-1283 (2001-09-18)
A new method is reported for the analysis of 2-thioxothiazolidine-4-carboxylic acid (TTCA) in urine that is amenable to automation and provides greatly simplified chromatograms. The method comprises the addition of tetrahydro-2-thioxo-2H-1,3-thiazine-4-carboxylic acid, which is chemically similar to TTCA, as internal
Verena Jeschke et al.
Frontiers in plant science, 10, 1560-1560 (2019-12-24)
Dynamically changing environmental conditions promote a complex regulation of plant metabolism and balanced resource investments to development and defense. Plants of the Brassicales order constitutively allocate carbon, nitrogen, and sulfur to synthesize glucosinolates as their primary defense metabolites. Previous findings
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