ChemicalBook > CAS DataBase List > Rhodanine-3-acetic acid

Rhodanine-3-acetic acid

Product Name
Rhodanine-3-acetic acid
CAS No.
5718-83-2
Chemical Name
Rhodanine-3-acetic acid
Synonyms
Epa－intB;AURORA 4784;AKOS B023269;AKOS BBS-00002149;TIMTEC-BB SBB003632;IFLAB-BB F1074-0188;Rhodanine acetic acid;OTAVA-BB BB0123270317;Rhodanine-3-aceticaci;rhodanine-n-acetic aci
CBNumber
CB4354093
Molecular Formula
C5H5NO3S2
Formula Weight
191.23
MOL File
5718-83-2.mol
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Rhodanine-3-acetic acid Property

Melting point:
145-148 °C (lit.)
Boiling point:
375.4±44.0 °C(Predicted)
Density 
1.492 (estimate)
refractive index 
1.5480 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
methanol: soluble25mg/mL, clear, yellow
form 
solid
pka
3.75±0.10(Predicted)
color 
Off-White to Pale Beige
BRN 
149513
InChI
InChI=1S/C5H5NO3S2/c7-3-2-11-5(10)6(3)1-4(8)9/h1-2H2,(H,8,9)
InChIKey
JGRMXPSUZIYDRR-UHFFFAOYSA-N
SMILES
S1CC(=O)N(CC(O)=O)C1=S
CAS DataBase Reference
5718-83-2(CAS DataBase Reference)
EPA Substance Registry System
3-Thiazolidineacetic acid, 4-oxo-2-thioxo- (5718-83-2)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38-41
Safety Statements 
26-36-39-25
WGK Germany 
3
F 
10-23
TSCA 
Yes
HS Code 
29341000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
347558
Product name
4-Oxo-2-thioxo-3-thiazolidinylacetic acid
Purity
≥99%
Packaging
5g
Price
$40.75
Updated
2025/07/31
TCI Chemical
Product number
R0054
Product name
Rhodanine-3-acetic Acid
Purity
>98.0%(T)
Packaging
5g
Price
$20
Updated
2025/07/31
TCI Chemical
Product number
R0054
Product name
Rhodanine-3-acetic Acid
Purity
>98.0%(T)
Packaging
25g
Price
$51
Updated
2025/07/31
Chem-Impex
Product number
44142
Product name
Rhodanine-3-aceticacid,≥98%(Assaybytitration)
Purity
≥98%(Assaybytitration)
Packaging
25G
Price
$67.02
Updated
2021/12/16
SynQuest Laboratories
Product number
8H67-1-04
Product name
N-Carboxymethylrhodanine
Packaging
5G
Price
$82
Updated
2021/12/16
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Rhodanine-3-acetic acid Chemical Properties,Usage,Production

Chemical Properties

PALE YELLOW FINE CRYSTALINE POWDER

Uses

3-Rhodanineacetic Acid is an inhibitor for copper corrosion in acidic media.

Synthesis

75-15-0

3926-62-3

56-40-6

5718-83-2

GENERAL METHOD: Glycine (1 mol), 22% sodium hydroxide solution and carbon disulfide (1 mol) were dissolved in 3 mL of water and placed in a microwave reactor (CEM Discover, Benchmate, USA) and reacted at 100°C for 5 min. After the reaction was completed, it was automatically cooled to 40 °C, sodium chloroacetate (1 mol) was added and the mixture was again reacted at 100 °C for 5 min. The reaction solution was cooled to 40 °C and concentrated. To the concentrate, 3 mL of hydrochloric acid was added and the reaction was continued at 110°C for 20-30 minutes. Upon completion of the reaction, the crude product was extracted with ethyl acetate and purified (refer to Nitsche and Klein, 2012 method). The product obtained was 2-(4-oxo-2-thioxothiazolidin-3-yl)acetic acid (2a) in 82.5% yield; melting point 245-247 °C; UV λmax 266, 215 nm; IR (KBr) νmax 3439, 1663, 1512, 1321, 896 cm-1; 1H NMR (DMSO-d6, 400 MHz): δ= 4.56 (2H, s, N-CH2), 4.41 (2H, s, H-5); 13C NMR (DMSO-d6, 100 MHz): δ= 202.80 (C=S, C-2), 173.72 (C=O, COOH), 167.29 (C=O, C-4), 44.77 (CH2, N-CH2), 35.94 ( CH2, C-5); elemental analysis (C5H5NO3S2) calculated values: C, 31.40; H, 2.64; N, 7.32. measured values: C, 31.55; H, 2.53; N, 7.22.

References

[1] Archiv der Pharmazie, 2012, vol. 345, # 1, p. 73 - 80
[2] Medicinal Chemistry Research, 2016, vol. 25, # 5, p. 994 - 1004
[3] ACS Medicinal Chemistry Letters, 2018, vol. 9, # 4, p. 359 - 364
[4] Patent: WO2010/24783, 2010, A1. Location in patent: Page/Page column 79; 80
[5] Archives of Pharmacal Research, 2014, vol. 37, # 7, p. 852 - 861

Rhodanine-3-acetic acid Preparation Products And Raw materials

Raw materials

Methyl thioglycolate Acetonitrile Ethanol N,N-Dimethylformamide Chlorotrimethylsilane Ammonium thiocyanate Ethyl bromoacetate Tetrahydrofuran Hydrochloric acid Bromoacetic acid Sodium hydroxide Tetrabutylammonium fluoride Potassium thiocyanate

Preparation Products

Epalrestat
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View Lastest Price from Rhodanine-3-acetic acid manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
Rhodanine-3-acetic acid 5718-83-2
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-27
Anhui Royal Chemical Co., Ltd.
Product
3-CARBOXYMETHYL RHODANINE 5718-83-2
Price
US $4600.00/kg
Min. Order
100kg
Purity
99%
Supply Ability
2 tons
Release date
2024-05-23
Shaanxi Dideu Medichem Co. Ltd
Product
Rhodanine-3-acetic acid 5718-83-2
Price
US $0.10/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
1000 tons
Release date
2020-04-24

5718-83-2, Rhodanine-3-acetic acidRelated Search:

Carboxymethyl cellulose Sodium carboxymethyl cellulose Ethyl 2-(Chlorosulfonyl)acetate CARBOXYMETHYLCELLULOSE CALCIUM Sodium carboxyl methylstarch Folic acid Carboxymethyl chitosan Rhodanine Tannic acid Ascoric Acid EPROSARTAN Epalrestat iMpurity 4-(Hydroxymethyl)benzoic acid α-Methylcinnamaldehyde ethyl 2-((E)-5-((E)-2-methyl-3-phenylallylidene)-4-oxo-2-thioxothiazolidin-3-yl)acetate (2-CHLORO-ACETYLAMINO)-ACETIC ACID METHYL ESTER 3-(2-THIENYL)PROPIONIC ACID Eprosartan related coMpound C

  • 3-Thiazolidineacetic acid
  • Rhodanine acetic acid
  • Rhodanine-3-ethanoic acid
  • 2-Thioxo-4-oxothiazolidine-3-acetic acid
  • Rhodanine-N-acetic acid,98%
  • RHODANINE-N-ACETIC ACID FOR SYNTHESIS
  • 2-(4-Oxo-2-thioxothiazolidin-3-yl)acetic acid
  • N-(2-thioxo-4-oxothiazolidin)essigsure
  • TIMTEC-BB SBB003632
  • RHODANINE-N-ACETIC ACID
  • RHODANINE-3-ACETIC ACID
  • OTAVA-BB BB0123270317
  • N-CARBOXYMETHYLRHODANINE
  • AURORA 4784
  • CARBOXYMETHYL RHODANINE
  • IFLAB-BB F1074-0188
  • (4-OXO-2-THIOXO-1,3-THIAZOLIDIN-3-YL)ACETIC ACID
  • 4-OXO-2-THIOXO-3-THIAZOLIDINEACETIC ACID
  • 4-OXO-2-THIOXO-3-THIAZOLIDINYLACETIC ACID
  • (4-OXO-2-THIOXO-THIAZOLIDIN-3-YL)ACETIC ACID
  • 2-THIOXO-4-THIAZOLIDINONE-N-ACETIC ACID
  • 3-CarboxmethylRhadanine
  • 4-oxo-2-thioxo-3-thiazolidineaceticaci
  • AKOS B023269
  • AKOS BBS-00002149
  • 3-Carboxymethyl Rhodanine
  • RHODANINE-3-ACETIC ACID, 99+%
  • RHODANINE-3-ACETIC ACID 95%
  • Rhodanine-3-aceticacid,98%
  • 3-Thiazolidineacetic acid, 4-oxo-2-thioxo-
  • 3-Rhodanineacetic acid.
  • 3-CARBOXMETHYL RHADANINE:RHODANINE-N-ACETIC ACID
  • N-CARBOXYMETHYLRHODANINE(RHODANINE-N-ACETICACID)
  • rhodanine-n-acetic aci
  • N-(2-thioxo-4-oxothiazolidine)aceticacid
  • 2-Thioxo-4-thiazolidinone-3-acetic acid
  • 3-CARBOXYMETHYL RHODANINE,ENTERPRISE STANDARD
  • Epa－intB
  • 2-(4-oxo-3-thiazolidinyl)-2-sulfanylideneacetic acid
  • Rhodanine-3-acetic Acid &gt
  • Epalrestat Impurity 10 (Rhodanine-3-acetic Acid)
  • TIANFU CHEM Rhodanine-3-acetic acid
  • N-carboxymethyl diphine
  • 4-Oxo-2-Thioxo-3-Thiazolidinyl Acetica Acid
  • N-Carboxymethylrhodanin
  • Rhodanine-3 cetic acid
  • Rhodanine-3-aceticaci
  • 5718-83-2
  • C5H5NO3S2
  • C5H5O3NS2
  • C5H4NO3S2
  • Building Blocks
  • Thiazolines/Thiazolidines
  • Heterocyclic Building Blocks
  • Heterocycles
  • Acetics acid and esters
  • INTERMEDIATES