DL-Homocysteine thiolactone hydrochloride - ≥98% , CAS No.6038-19-3

CAS: 6038-19-3 Cat. No.: H108030 Molecular Weight: 153.63 Beilstein Registry Number: 3689338 EC Number: 227-923-3

GRADE & PURITY ≥98%

Synonyms

3-aminothiolan-2-one hydrochloride | 3-Aminodihydrothiophen-2(3H)-one hydrochloride | DL-Homocysteinethiolactone Hydrochloride | DL-Homocysteine thiolactone hydrochloride | HCTL hydrochloride

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice

Overview

DL-Homocysteine thiolactone hydrochloride (HTL-HCl) is a cyclic amino acid derivative that exhibits root-growth inhibitory activity.
A compound used as an intermediate of erdosteine and citiolone

Specifications

Synonyms

3-aminothiolan-2-one hydrochloride | 3-Aminodihydrothiophen-2(3H)-one hydrochloride | DL-Homocysteinethiolactone Hydrochloride | DL-Homocysteine thiolactone hydrochloride | HCTL hydrochloride

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Erdosteine and citiolone intermediate. Homocysteine cyclic congener. Induces oxidative stress via ROS generationand damage to endothelial structures. Shows vasoconstrictive, cardiodepressive and convulsive effects in vivo.

Storage

Store at 2-8°C, Protected from light, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488187448
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488187448
• Canonical Smiles: C1CSC(=O)C1N.Cl
• IUPAC Name: 3-aminothiolan-2-one;hydrochloride
• InChIKey: ZSEGSUBKDDEALH-UHFFFAOYSA-N
• INCHI: 1S/C4H7NOS.ClH/c5-3-1-2-7-4(3)6;/h3H,1-2,5H2;1H
• Isomeric SMILES: C1CSC(=O)C1N.Cl
• WGK Germany: 3
• RTECS: XN1928400
• Alternate CAS: 2338-04-7
• Molecular Weight: 153.63
• Beilstein: 3689338
• Reaxy-Rn: 3562103
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3562103&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives
• Direct Parent: Alpha amino acids and derivatives
• Alternative Parents: Thiolanes Carbothioic S-lactones Thiolactones Thioesters Organopnictogen compounds Organic oxides Monoalkylamines Hydrochlorides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Alpha-amino acid or derivatives - Thiolane - Carbothioic s-lactone - Thiocarboxylic acid ester - Thiolactone - Thiocarboxylic acid or derivatives - Organoheterocyclic compound - Organic nitrogen compound - Hydrochloride - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Primary amine - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Carbonyl group - Amine - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
• External Descriptors: Not available

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water (740g/L). Soluble in dimethyl sulfoxide and methanol.
• Sensitivity: Light & Air & Moisture Sensitive
• Melt Point(°C): 202°C
• Molecular Weight: 153.630 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 153.002 Da
• Monoisotopic Mass: 153.002 Da
• Topological Polar Surface Area: 68.400 Ų
• Heavy Atom Count: 8
• Formal Charge: 0
• Complexity: 93.700
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Xiaoqi Zhao, Wentao Wu, Jian Zhang, Wenxue Dai, Youliang Zhao.  (2018)  Thermoresponse and self-assembly of an ABC star quarterpolymer with O2 and redox dual-responsive Y junctions.  Polymer Chemistry,  9  (9): (1095-1108).  [PMID:] [10.1039/C8PY00085A]

2. Hongcan Zhang, Jian Zhang, Wenxue Dai, Youliang Zhao.  (2017)  Facile synthesis of thermo-, pH-, CO2- and oxidation-responsive poly(amido thioether)s with tunable LCST and UCST behaviors.  Polymer Chemistry,  8  (37): (5749-5760).  [PMID:] [10.1039/C7PY01351E]

3. Mengke Li, Han Wang, Gaojie Yan, Zongjie Hu, Yi Feng, Xiaojie Zhang.  (2024)  Bifunctional Sulfhydryl-Based Polyimides for Highly Active Cathodes of Li–S Batteries.  ACS Applied Materials & Interfaces,      [PMID:38441047] [10.1021/acsami.3c18930]