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
2-Chlorophenothiazine (CAS: 92-39-7), also known as 2-Chloro-10H-phenothiazine, is an organic heterocyclic compound belonging to the phenothiazine family. It appears as a white to light gray or green powder or crystal, odorless, and possesses a tricyclic structure containing sulfur and nitrogen heteroatoms. This compound is chemically stable under normal conditions and serves as a key intermediate in the synthesis of pharmaceuticals (especially phenothiazine-based antipsychotics) and a research reagent in organic synthesis, pharmacology, and material science. It also acts as a NADPH oxidase-1 (NOX1) inhibitor, making it valuable in cancer research.
Uses
Pharmaceutical Intermediates: A critical raw material for the synthesis of phenothiazine-derived drugs, including chlorpromazine and prochlorperazine, which are widely used in the treatment of schizophrenia, bipolar disorder, and other psychiatric conditions. It is also identified as an impurity reference material for related pharmaceutical products.
Laboratory & Research Applications: Used as a research reagent in organic synthesis, pharmacology, and molecular biology studies. It serves as a reference standard in gas chromatography (GC)-based quality control and is employed in experiments investigating NOX1 inhibition and its role in colon cancer cell invasion. It is also used in spectral analysis and chemical research.
Molecular Formula & Structure
- Molecular Formula: C??H?ClNS
- Molecular Weight: 233.72 g/mol
- IUPAC Name: 2-Chloro-10H-phenothiazine
- Synonyms: 2-Chloro-10H-phenothiazine; 2-Chlorothiodiphenylamine;
- EINECS Number: 202-152-5
- MDL Number: MFCD00005016
- SMILES Code: ClC1=CC=C2C(=C1)NC3=C(S2)C=CC(=C3)Cl
- Chemical Structure: A tricyclic phenothiazine core consisting of two benzene rings fused with a thiazine ring (containing sulfur and nitrogen atoms), with a chlorine atom substituted at the 2-position. It has a planar structure with a hydrogen atom attached to the nitrogen atom, enabling its reactivity in organic synthesis and pharmacological interactions.
Physical & Chemical Properties
- Appearance: White to light gray to green powder or crystal, odorless, with no visible impurities.
- Density: Not available; Melting Point: 198.0–203.0 °C.
- Solubility: Slightly soluble in water; soluble in organic solvents such as ether, benzene, acetone, and ethanol.
- Boiling Point: Not available; Flash Point: Not available.
- Stability: Stable under normal temperature and dry conditions; recommended to store in a cool, dark place below 15 °C; avoid high temperature, moisture, and direct sunlight.
- Toxicity: May cause skin irritation and serious eye irritation (GHS Hazard Statements H315, H319); no acute toxicity data available; proper protective measures are required during handling.
- pKa: Not available; LogP: Not available; PSA: 37.3 ?2.
Synthesis & Storage
- Synthesis: Prepared via organic synthesis methods, typically involving the cyclization reaction of appropriate aromatic precursors containing chlorine, sulfur, and nitrogen, followed by purification via recrystallization or column chromatography to achieve high purity (≥98.0%).
- Storage: Sealed in airtight, light-proof containers; stored at room temperature, preferably in a cool and dark place below 15 °C; avoid moisture and high temperature; shelf life is 2 years under proper storage conditions.
- Safety: Operate in a well-ventilated fume hood; wear professional protective gear (nitrile gloves, goggles, lab coat); wash skin thoroughly after handling; remove contaminated clothing and wash before reuse; if eye irritation persists, seek medical advice.
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