Shandong Huashang Chemical Co., Ltd. is a high-tech enterprise specializing in the research and development, manufacturing, and sales of fine chemicals. Headquartered in Jinan, Shandong, China, we are committed to delivering high-quality products to our global partners. Currently, over 90% of our products are exported to developed markets, including North America, Europe, Japan, South Korea, and the Middle East.
Product Description
L(-)-Thiazolidine-4-carboxylic acid (CAS: 34592-47-7), also commonly known as L-Thioproline or (R)-Thiazolidine-4-carboxylic acid, is a cyclic sulfur-containing amino acid derivative. It appears as a white crystalline powder, odorless, and is a non-hazardous chemical with good chemical stability. This compound is widely used as a key intermediate in organic synthesis and peptide coupling reactions, and also serves as a research reagent in pharmaceutical R&D, biochemical studies, and quality control processes. It possesses potential antioxidant and antitumor activities, making it valuable in related biological research.
Uses
Organic & Pharmaceutical Synthesis: A critical intermediate in the synthesis of various organic compounds, peptides, and pharmaceutical molecules. It is widely used in peptide coupling reactions and the synthesis of urease inhibitors, providing a key cyclic structure for target molecule construction.
Laboratory & Biochemical Research: Used as a research reagent in molecular biology, pharmacology, and analytical chemistry studies. It serves as a reference standard for the determination of thiazolidine-4-carboxylates in biological samples (such as urine) and is used in conformational studies of proline-containing diketopiperazines. It is also applied in studies on human proton-coupled amino acid transporter substrates.
Molecular Formula & Structure
- Molecular Formula: C?H?NO?S
- Molecular Weight: 133.17 g/mol
- IUPAC Name: (4R)-1,3-Thiazolidine-4-carboxylic acid
- Synonyms: L-Thioproline; L-Thiazolidine-4-carboxylic acid; (R)-Thiazolidine-4-carboxylic acid; H-THZ-OH;
- EINECS Number: 207-146-6
- MDL Number: MFCD00005212
- SMILES Code: OC((C@H)1NCSC1)=O
- Chemical Structure: A cyclic structure containing a 1,3-thiazolidine ring (composed of carbon, nitrogen, and sulfur atoms) with a carboxylic acid group (-COOH) attached to the 4-position. It has optical activity, with a specific rotation of -200 ° (C=1, 1mol/L NaOH), and exists as the (R)-enantiomer.
Physical & Chemical Properties
- Appearance: White crystalline powder, odorless, with no visible impurities.
- Density: 1.38 g/cm3; Melting Point: 190–200 °C (decomposes).
- Solubility: Slightly soluble in water (28.5 g/L at 20 °C); soluble in common organic solvents such as ethanol; compatibility with DMSO and other reaction solvents.
- Boiling Point: 350.3 °C at 760 mmHg; Flash Point: 165.7 °C.
- Stability: Stable under normal temperature and dry conditions; incompatible with strong oxidizing agents; avoid moisture, high temperature, and direct sunlight.
- Toxicity: Non-hazardous chemical; low acute toxicity; no obvious irritation to skin and eyes; safe for handling under standard laboratory conditions.
- pKa: 2.09±0.20 (predicted); LogP: -0.2665; PSA: 49.33 ?2.
Synthesis & Storage
- Synthesis: Typically prepared from L-cysteine as the upstream raw material, via cyclization reaction, followed by purification through recrystallization to obtain high-purity products. It can also be synthesized by other methods such as the thiosulfate ammonium method.
- Storage: Sealed in airtight containers; stored at room temperature (or 2–8 °C for long-term storage) in a cool, dry, well-ventilated place; avoid moisture, high temperature, and strong oxidants; shelf life is 2–3 years under proper storage conditions.
- Safety: Operate in a well-ventilated environment; wear basic protective gear (gloves, goggles) to avoid direct contact with skin and eyes; wash thoroughly with soap and water after handling; dispose of waste in accordance with general chemical waste regulations.
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