Fumaric Acid Monoethyl Ester Zinc Salt (2:1) (CAS 62008-21-3), also known as zinc monoethylfumarate, zinc ethyl fumarate, or UNII‑M1U6WWM55B, is the 2:1 zinc salt derived from fumaric acid monoethyl ester (monoethyl fumarate). It belongs to the class of organometallic fumarate derivatives and is recognized for its role as a key building block in the synthesis of bioactive compounds, particularly within the class of fumaric acid esters (FAEs) used to treat psoriasis.
In pharmaceutical research, Fumaric Acid Monoethyl Ester Zinc Salt is primarily investigated as a prodrug or stabilized formulation of monoethyl fumarate. Studies have shown that monoethyl fumarate, the free acid ligand, can evoke a transient increase in intracellular free calcium concentration and inhibit the proliferation of human keratinocytes — effects that are central to its mechanism in treating hyperproliferative skin disorders such as psoriasis.By presenting monoethyl fumarate as a zinc salt, Fumaric Acid Monoethyl Ester Zinc Salt potentially offers advantages in terms of stability, controlled release, and reduced gastrointestinal irritation, making it an attractive intermediate in the pharmaceutical industry.
The compound has also been explored for applications beyond dermatology, including its use in biomedical research, cellular biology, and as a probe in immunology studies. Due to its ability to modulate calcium signaling, it serves as a valuable research tool for studying intracellular calcium dynamics and cell proliferation pathways.
|
Parameter |
Specification |
|
CAS Number |
62008-21-3 |
|
Molecular Formula |
C₁₂H₁₄O₈Zn |
|
Molecular Weight |
351.61-351.62 g/mol |
|
Purity |
≥96% as standard; 98% and 99% grades available upon request |
|
Appearance |
White to off-white crystalline powder |
|
Melting Point |
300 °C (decomposes) |
|
Density |
1.208 g/cm³ (Predicted) |
|
Boiling Point |
261.6 °C at 760 mmHg (for the free acid) |
|
Canonical SMILES |
C(=O)(O[Zn]OC(=O)/C=C/C(=O)OCC)/C=C/C(=O)OCC |
|
Solubility |
Slightly soluble in DMSO and water |
|
Storage Condition |
Inert atmosphere, room temperature; or at 2–8°C for long-term storage |
|
Stability |
Stable under recommended storage conditions; avoid moisture and strong oxidizing agents |
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GHS Signal Word |
Warning |
|
Hazard Statements |
H315 (Causes skin irritation); H319 (Causes serious eye irritation); H335 (May cause respiratory irritation) |
● Avoid breathing dust/fume/gas/mist/vapours/spray
● Wash thoroughly after handling
● Use only outdoors or in a well‑ventilated area
● Wear protective gloves/protective clothing/eye protection/face protection
● IF ON SKIN: Wash with plenty of water
● IF INHALED: Remove person to fresh air and keep comfortable for breathing
● IF IN EYES: Rinse cautiously with water for several minutes; remove contact lenses if present and easy to do; continue rinsing
● Call a POISON CENTER/doctor if you feel unwell
● If skin irritation occurs: Get medical advice/attention
● Take off contaminated clothing and wash before reuse
● Store in a well‑ventilated place; keep container tightly closed
● Store locked up
● Dispose of contents/container in accordance with local regulations
● If inhaled: Move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
● In case of skin contact: Wash off with soap and plenty of water. Consult a physician if skin irritation persists.
● In case of eye contact: Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. Continue rinsing during transport to hospital.
● If swallowed: Rinse mouth with water. Never give anything by mouth to an unconscious person. Consult a physician.
Q1: What are the primary applications of Fumaric Acid Monoethyl Ester Zinc Salt?
A: Fumaric Acid Monoethyl Ester Zinc Salt is primarily used in pharmaceutical research as a stabilized form of monoethyl fumarate for the treatment of psoriasis and psoriatic arthritis, in biochemical research as a tool to study calcium signaling and keratinocyte proliferation, and in materials science as an organometallic building block for non‑aqueous applications such as solar energy and water treatment.
Q2: Is the compound water‑soluble?
A: Fumaric Acid Monoethyl Ester Zinc Salt is slightly soluble in water. For biological assays, it is typically dissolved in DMSO to prepare stock solutions, which can then be diluted with aqueous buffers.
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