2,2'-Thiodiacetic acid - ≥98% , CAS No.123-93-3

CAS: 123-93-3 Cat. No.: T106634 Peso molecular: 150.15 Beilstein Registry Number: 1764392 Número EC: 204-663-9 PubChem CID: 31277

GRADE & PURITY ≥98%

Synonyms

Bis(carboxymethyl)sulfide | NCGC00013355 | 2,2'-Thiobisacetic acid | 2,2'-Thiodiacetic acid | Mercaptodiacetic acid | ThiodiglycolsA currencyure | EN300-20528 | .beta.,.beta.'-Thiodiglycolic acid | 2,2'-Thiobis[acetic acid] | Thiodiacetic acid | UNII-483M

Storage

Room temperature

Shipped In

Normal

Descripción general

Application

It finds it applications in the production of [1,4]oxathiane-2,6-dione by heating. It is employed as an anti-oxidant and reducing agent in cosmetics industry.

Specifications

Sinónimos

Bis(carboxymethyl)sulfide | NCGC00013355 | 2, 2'-Thiobisacetic acid | 2, 2'-Thiodiacetic acid | Mercaptodiacetic acid | ThiodiglycolsA currencyure | EN300-20528 | .beta., .beta.'-Thiodiglycolic acid | 2, 2'-Thiobis[acetic acid] | Thiodiacetic acid | UNII-483M

Especificaciones y pureza

≥98%

Condiciones de almacenamiento de almacenamiento

Room temperature

Enviado en

Normal

Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 488183155
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488183155
• Sonrisas canónicas: C(C(=O)O)SCC(=O)O
• IUPAC Name: 2-(carboxymethylsulfanyl)acetic acid
• InChIKey: UVZICZIVKIMRNE-UHFFFAOYSA-N
• INCHI: 1S/C4H6O4S/c5-3(6)1-9-2-4(7)8/h1-2H2,(H,5,6)(H,7,8)
• Isómeros SMILES: C(C(=O)O)SCC(=O)O
• WGK Alemania: 2
• RTECS: AJ6475000
• PubChem CID: 31277
• Número ONU: 3261
• Peso molecular: 150.15
• Beilstein: 1764392
• Reaxy-Rn: 1764392

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase Carboxylic acids and derivatives
      • Subclass Dicarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: Carboxylic acids and derivatives
• Subclass: Dicarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Thiodiacetic acid derivatives
• Alternative Parents: Fatty acids and conjugates Sulfenyl compounds Dialkylthioethers Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Thiodiacetic_acid - Fatty acid - Dialkylthioether - Sulfenyl compound - Thioether - Carboxylic acid - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organosulfur compound - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
• Descripción: This compound belongs to the class of organic compounds known as thiodiacetic acid derivatives. These are compounds containing a thiodiacetic acid group (or esters/salts thereof) which is made up of two 2-sulfanylacetic (OC(=O)CS) acid moieties sharing their sulfur atom.
• External Descriptors: dicarboxylic acid

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Objetivos asociados (humanos)

CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)

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CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)

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CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)

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CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)

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CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

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A498 (42825 Activities)

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ACHN (49357 Activities)

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CAKI-1 (44928 Activities)

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CCRF-CEM (65223 Activities)

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DU-145 (51482 Activities)

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HL-60 (67320 Activities)

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HT-29 (80576 Activities)

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K562 (73714 Activities)

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KM12 (47707 Activities)

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M14 (47487 Activities)

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MOLT-4 (49676 Activities)

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OVCAR-3 (48710 Activities)

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OVCAR-4 (44535 Activities)

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OVCAR-5 (45555 Activities)

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OVCAR-8 (47708 Activities)

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PC-3 (62116 Activities)

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RXF 393 (41971 Activities)

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SF-295 (48000 Activities)

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SK-MEL-2 (46422 Activities)

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SK-MEL-28 (48833 Activities)

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SK-MEL-5 (47095 Activities)

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SN12C (47755 Activities)

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SNB-19 (46794 Activities)

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TK-10 (45540 Activities)

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U-251 (51189 Activities)

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UACC-257 (46019 Activities)

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UACC-62 (47335 Activities)

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UO-31 (46270 Activities)

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786-0 (47912 Activities)

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A549 (127892 Activities)

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NCI/ADR-RES (33767 Activities)

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EKVX (44102 Activities)

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NCI-H322M (45589 Activities)

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HCT-116 (91556 Activities)

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HOP-92 (41141 Activities)

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Hs-578T (29457 Activities)

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NCI-H460 (60772 Activities)

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SF-268 (49410 Activities)

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IGROV-1 (47897 Activities)

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LOX IMVI (44321 Activities)

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HOP-62 (47048 Activities)

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MDA-MB-435 (38290 Activities)

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MDA-N (28205 Activities)

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Malme-3M (44254 Activities)

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MDA-MB-231 (73002 Activities)

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Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Solubility in water is almost transparent. (water, 4.00E+05 mg/L @ 25°C (exp); 1e+006 mg/L @ 25°C (est).
• Punto de fusión (°C): 127-132°C
• Peso molecular: 150.160 g/mol
• XLogP3: 0.100
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 149.999 Da
• Monoisotopic Mass: 149.999 Da
• Topological Polar Surface Area: 99.900 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 108.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referencias

1. Zong-Bao Yu, Zhuozhuo Song, Peng Zheng, Jie Sun, Zhanxu Yang.  (2023)  The role of SO42− in manipulating partial charge distribution to boost alkaline water oxidation in Co9S8/C–Ni(OH)2.  JOURNAL OF PHYSICS AND CHEMISTRY OF SOLIDS,      [PMID:] [10.1016/j.jpcs.2023.111862]

2. Zhen Song, Qiang-Yan Zhang, Jia-Jing Li, Jing-Lian Su, Yuan-Hua Liu, Gong-Jun Yang, Huai-Song Wang.  (2023)  Visual and Electrochemical Detection of let-7a: A Tumor Suppressor and Biomarker.  JOURNAL OF MEDICINAL CHEMISTRY,      [PMID:37248170] [10.1021/acs.jmedchem.3c00499]

3. Danping Wang, Chaoying Du, Shuo Wang, Lingxiao Li, Tian Liu, Jiaxuan Song, Zhonggui He, Yinglei Zhai, Bingjun Sun, Jin Sun.  (2022)  Probing the Role of Connecting Bonds and Modifying Chains in the Rational Design of Prodrug Nanoassemblies.  ACS Applied Materials & Interfaces,      [PMID:36397309] [10.1021/acsami.2c14523]

4. Chenfeng Xu, Yu Sun, Yan Qi, Yulin Yu, Yangzhou He, Mei Hu, Qian Hu, Tingting Wu, Dan Zhang, Lihuan Shang, Huan Deng, Zhiping Zhang.  (2018)  Selective self-induced stimulus amplification prodrug platform for inhibiting multidrug resistance and lung metastasis.  JOURNAL OF CONTROLLED RELEASE,      [PMID:29958912] [10.1016/j.jconrel.2018.06.027]

5. Xin Guo, Min Wu, Yanping Deng, Yan Liu, Yanpeng Liu, Jianhua Xu.  (2023)  Redox-Responsive Lipidic Prodrug Nano-Delivery System Improves Antitumor Effect of Curcumin Derivative C210.  Pharmaceutics,  15  (5): (1546).  [PMID:37242789] [10.3390/pharmaceutics15051546]

6. Xin Zhang, Ruonan Lian, Bingbing Fan, Lei Meng, Pengxia Zhang, Yu Zhang, Weitong Sun.  (2025)  ROS/Enzyme Dual-Responsive Drug Delivery System for Targeted Colorectal Cancer Therapy: Synergistic Chemotherapy, Anti-Inflammatory, and Gut Microbiota Modulation.  Pharmaceutics,  17  (7): (940).  [PMID:40733148] [10.3390/pharmaceutics17070940]

7. Weitong Sun, Bingbing Fan, Xiaohan Qin, Xin Zhang, Pengxia Zhang, Yu Zhang.  (2025)  Synergistic ROS/Enzyme Dual-Responsive Oral Drug Delivery System: A Novel Multi-Mechanistic Platform for Spatiotemporal Control and Overcoming Drug Resistance in Colorectal Cancer Therapy.  Materials Today Bio,      [PMID:40528838] [10.1016/j.mtbio.2025.101920]