Diphenylcyclopropenone, IC-03169846
Product Introduction
Diphenylcyclopropenone (DPCP) is a synthetic, highly reactive cyclopropenone compound widely used in dermatological research and clinical contact immunotherapy for the treatment of alopecia areata and cutaneous warts. DPCP functions as a potent contact sensitizer that induces a type IV delayed-type hypersensitivity reaction when applied topically to the skin. This hapten-induced immune response triggers the recruitment and activation of T cells, leading to localized inflammation and immunomodulation at the site of application. In alopecia areata research, DPCP is a standard pharmacological tool for inducing hair regrowth by modulating the perifollicular immune microenvironment, likely through antigenic competition and diversion of the autoimmune response targeting hair follicles. Beyond its dermatological applications, DPCP serves as a reactive cyclopropenone electrophile that undergoes ring-opening reactions with nucleophiles, making it a valuable synthetic intermediate and reagent in organic chemistry research for the preparation of cyclopropenone-derived compounds and heterocyclic scaffolds.
Product Features
1. Potent Contact Sensitizer: Induces a robust type IV hypersensitivity reaction, serving as a standard experimental contact allergen for studying delayed-type immune responses.
2. Established Alopecia Areata Research Tool: Clinically validated and widely used in preclinical and clinical research as a topical immunomodulator for hair regrowth.
3. Reactive Cyclopropenone Electrophile: Highly strained three-membered ring with electrophilic reactivity toward nucleophiles, making it a versatile synthetic intermediate.
4. High Purity: Supplied at high purity suitable for reproducible dermatological and chemical research applications.
5. Broad Research Utility: Applied in immunology, dermatology, and synthetic organic chemistry research.
Specifications
Size: Available in 500 mg and 2 g
CAS Number: 886-38-4
Molecular Weight: 206.24
Molecular Formula: C15H10O
Purity: ¡Ý98%
Solubility: DMSO: ¡Ý20 mg/mL; Acetone: ¡Ý20 mg/mL; limited solubility in water
Storage and Stability
Storage Conditions: Store at -20¡ãC or 4¡ãC, protected from light and moisture.
Shelf Life: The product is stable for 24 months from the date of manufacture when stored as directed.
Protocol (For Reference Only)
Important: DPCP is a potent contact sensitizer. Handle with appropriate safety precautions including gloves and protective clothing. Avoid skin contact, inhalation, and ingestion. Prepare solutions freshly before use.
1. Stock Solution Preparation for Topical Application: Dissolve DPCP in acetone or DMSO to prepare a concentrated stock solution (e.g., 0.1-2% w/v). For clinical or experimental contact sensitization studies, further dilute in acetone to the desired application concentration. Typical sensitizing concentrations are 2% DPCP, with challenge or treatment concentrations ranging from 0.001% to 1% depending on the sensitivity of the subject and experimental design.
2. Contact Sensitization Protocol in Mouse Models: For induction of contact hypersensitivity, apply 25-50 µL of 2% DPCP solution in acetone to the shaved abdominal skin of mice on day 0. For elicitation or challenge, apply DPCP at 0.1-1% to the ear or dorsal skin at the desired time points. Assess ear thickness with a digital caliper and evaluate inflammatory infiltrates by histology.
3. Alopecia Areata Induction or Treatment Studies: For experimental alopecia areata research, apply DPCP at concentrations ranging from 0.01% to 2% in acetone to the shaved dorsal skin at regular intervals (typically weekly). Monitor hair regrowth by photographic documentation and histological analysis of skin biopsies at experimental endpoints.
4. Organic Synthesis Applications: DPCP serves as a reactive cyclopropenone electrophile. For ring-opening reactions, dissolve DPCP in an appropriate anhydrous organic solvent (e.g., dichloromethane, THF) and add nucleophile (amines, alcohols, thiols) at 0¡ãC to room temperature. Monitor reaction progress by TLC and isolate products by standard chromatographic methods.
5. Stability and Storage of Working Solutions: DPCP solutions in acetone or DMSO should be prepared freshly before use and protected from light. Store stock solutions at -20¡ãC in tightly sealed, light-protected vials if short-term storage is required.
Precautions
1. DPCP is a potent contact sensitizer; always wear appropriate personal protective equipment including nitrile gloves and a lab coat. Handle in a fume hood to avoid inhalation of powder or solutions.
2. Avoid any skin contact; if accidental skin contact occurs, wash immediately with soap and water.
3. DPCP is light-sensitive; store solid and solutions protected from light.
4. For topical application studies, prepare solutions freshly and discard unused portions; do not store diluted working solutions.
5. For research use only. Not for use in diagnostic or therapeutic procedures.
FAQ (Simplified)
Q1: What is the mechanism of action of DPCP in alopecia areata?
A1: DPCP acts as a potent contact sensitizer that induces a type IV hypersensitivity reaction. The localized inflammatory response is thought to divert autoreactive T cells away from hair follicles through antigenic competition, thereby reducing the autoimmune attack on hair follicles and promoting hair regrowth. The precise mechanism remains incompletely understood.
Q2: What concentration of DPCP should I use for mouse contact hypersensitivity studies?
A2: For sensitization, 2% DPCP in acetone is typically applied to the abdominal skin. For elicitation/challenge, 0.1-1% DPCP is applied to the ear or dorsal skin. The optimal concentration depends on mouse strain and experimental design; a pilot dose-response experiment is recommended.
Q3: Can DPCP be administered systemically?
A3: No. DPCP is intended for topical application in contact sensitization and dermatological research. Systemic administration is not recommended due to its reactive electrophilicity and potential toxicity.
Q4: How should I dissolve DPCP for topical application?
A4: Acetone is the standard solvent for DPCP in contact sensitization studies due to its rapid evaporation and minimal skin irritation. DMSO may also be used as a co-solvent. Always prepare solutions freshly and protect from light.
Disclaimer
1. For Research Use Only. Not for use in diagnostic or therapeutic procedures.
2. Due to the variable nature of biological research, optimization of sensitization and challenge conditions is recommended for specific experimental systems.
3. This warranty is limited to the replacement of the product. The manufacturer assumes no liability for incidental or consequential damages, including loss of samples or data.
4. DPCP is a potent contact sensitizer; wear appropriate protective clothing and gloves when handling this product. Review the Safety Data Sheet before use.
Ordering Information
Catalog Number: IC-03169846
Product Name: Diphenylcyclopropenone
Size: 500 mg / 2 g
Price:
500 mg: CNY ¥240.00 / USD $24.00 / EUR €28.80 / JPY ¥4320.00
2 g: CNY ¥710.00 / USD $71.00 / EUR €85.20 / JPY ¥12780.00
2023 Version
