4-(4-Oxo-2-thioxo-thiazolidin-3-yl)-butyric acid

Base Information

• Chemical Name: 4-(4-Oxo-2-thioxo-thiazolidin-3-yl)-butyric acid
• CAS No.: 18623-60-4
• Molecular Formula: C7H9 N O3 S2
• Molecular Weight: 219.285
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40364436
• Wikidata: Q82148403
• Mol file: 18623-60-4.mol

Synonyms:18623-60-4;4-(4-Oxo-2-thioxo-thiazolidin-3-yl)-butyric acid;4-(4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl)butanoic acid;4-(4-oxo-2-thioxothiazolidin-3-yl)butanoic acid;4-(4-oxo-2-thioxo-thiazolidin-3-yl)butyric acid;4-(4-oxo-2-thioxo-1,3-thiazolidin-3-yl)butanoic acid;4-(4-oxo-2-thiazolidin-3-yl)butanoic acid;rhodanine-3-butyric acid;TimTec1_001784;Oprea1_079654;Oprea1_425021;SCHEMBL3085058;DTXSID40364436;HMS1539B02;MFCD00457540;NSC819068;STK711024;AKOS000118655;NSC-819068;LS-09766;CS-0307734;FT-0637722;EN300-06010;PK04_181112;A813019;SR-01000404572;SR-01000404572-1;Z56885419;4-(4-oxo-2-sulfanylidene-3-thiazolidinyl)butanoic acid;F0385-0064;F0863-0444;4-(4-oxidanylidene-2-sulfanylidene-1,3-thiazolidin-3-yl)butanoic acid

Chemical Property of 4-(4-Oxo-2-thioxo-thiazolidin-3-yl)-butyric acid

Chemical Property:

• Vapor Pressure: 1.04E-07mmHg at 25°C
• Boiling Point: 405.5°C at 760 mmHg
• Flash Point: 199°C
• PSA: 115.00000
• LogP: 0.64940
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 219.00238550
• Heavy Atom Count: 13
• Complexity: 254

Purity/Quality:

98%min ^*data from raw suppliers

3-Carboxypropylrhodanine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)N(C(=S)S1)CCCC(=O)O
• Uses: 3-Carboxypropylrhodanine can be used in other compounds to create a light-sensitive material that can be used for image formation due to its easy handling, high sensitivity toward 350-850nm light, and good storageability.

Technology Process of 4-(4-Oxo-2-thioxo-thiazolidin-3-yl)-butyric acid

There total 6 articles about 4-(4-Oxo-2-thioxo-thiazolidin-3-yl)-butyric acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

carbon disulfide (75-15-0,12122-00-8) + sodium monochloroacetic acid (3926-62-3) + 4-amino-n-butyric acid (56-12-2) → 3-(3‘-hydroxycarbonylpropyl)-2-thioxothiazolidin-4-one (18623-60-4)

Guidance literature:

carbon disulfide; sodium monochloroacetic acid; 4-amino-n-butyric acid; With potassium hydroxide; In water; at 20 ℃; for 48h;

With hydrogenchloride; In water; for 1h; Reflux;

DOI:10.1134/S1070428020070040

Reference yield: 67.0%

carbon disulfide (75-15-0,12122-00-8) + chloroacetic acid (79-11-8) + 4-amino-n-butyric acid (56-12-2) → 3-(3‘-hydroxycarbonylpropyl)-2-thioxothiazolidin-4-one (18623-60-4)

Guidance literature:

carbon disulfide; 4-amino-n-butyric acid; With potassium hydroxide;

chloroacetic acid;

With sulfuric acid;

DOI:10.1021/jm049222o

Reference yield:

C7H10NO4S2(1-)*K(1+) → 3-(3‘-hydroxycarbonylpropyl)-2-thioxothiazolidin-4-one (18623-60-4)

Guidance literature:

With hydrogenchloride; In water;

DOI:10.1007/s10870-016-0644-0

upstream raw materials:

carbon disulfide

chloroacetic acid

4-amino-n-butyric acid

sodium monochloroacetic acid

Downstream raw materials:

PFTA-13

4-((5Z)-5-{[5-(3-chlorophenyl)-2-furyl]methylene}-4-oxo-2-thioxo-1,3-thiazolidin-3-yl)butanoic acid

4-((5Z)-5-{[5-(2,5-dichlorophenyl)-2-furyl]methylene}-4-oxo-2-thioxo-1,3-thiazolidin-3-yl)butanoic acid

4-((5Z)-5-{[5-(2,6-dichlorophenyl)-2-furyl]methylene}-4-oxo-2-thioxo-1,3-thiazolidin-3-yl)butanoic acid

Refernces

• 1、 Howard, Michael H.,Cenizal, Teodorica,Gutteridge, Steven,Hanna, Wayne S.,Tao, Yong,Totrov, Maxim,Wittenbach, Vernon A.,Zheng, Ya-Jun. "A novel class of inhibitors of peptide deformylase discovered through high-throughput screening and virtual ligand screening". . p. 6669 - 6672. Retrieved 2004.
• 2、 Stawoska, Iwona,Tejchman, Waldemar,Mazuryk, Olga,Ly?ka, Antonín,Nowak-Sliwinska, Patrycja,?es?awska, Ewa,Nitek, Wojciech,Kania, Agnieszka. "Spectral Characteristic and Preliminary Anticancer Activity in vitro of Selected Rhodanine-3-carboxylic Acids Derivatives". . p. 2889 - 2897. Retrieved 2017.
• 3、 Sun, Liangpeng,Wang, Peipei,Xu, Lili,Gao, Lixin,Li, Jia,Piao, Huri. "Discovery of 1,3-diphenyl-1H-pyrazole derivatives containing rhodanine-3-alkanoic acid groups as potential PTP1B inhibitors". . p. 1187 - 1193. Retrieved 2019/03/26.