Sulconazole Nitrate

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Cat Number

API61318910

CAS Number

61318-91-0

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Product Detail Description Scientific Support Customer Q&A

CAS Number

61318-91-0

EINECS

624-696-6

Storage

Store at room temperature

Synonyms

Sulcosyn; RS-44872; NSC-757849; DTXSID2045490; RS-44872-00-10-3; 1T89100D5U

Molecular Formula

C18H16Cl3N3O3S

Molecular Weight

460.8

Smiles

C1=CC(=CC=C1CSC(CN2C=CN=C2)C3=C(C=C(C=C3)Cl)Cl)Cl.[N+](=O)(O)[O-]

Appearance

White to off-white crystalline powder

Melting Point

160-162℃

Relative Density

1.4±0.1

General Description

Sulconazole nitrate is a broad‑spectrum topical imidazole antifungal agent used for cutaneous dermatophyte and yeast infections. The drug is structurally related to miconazole and econazole but has enhanced lipophilicity, providing better skin penetration and longer retention.

Mechanism of Action

Sulconazole inhibits the fungal cytochrome P450 enzyme lanosterol 14‑alpha‑demethylase, blocking ergosterol synthesis, a critical component of the fungal cell membrane. This leads to increased membrane permeability and leakage of intracellular contents. The drug also disrupts fungal microtubule function and inhibits the conversion of yeast to hyphal forms. It is fungistatic at low concentrations and fungicidal at higher concentrations.

Application

Sulconazole is indicated for the treatment of tinea pedis (athlete's foot), tinea cruris (jock itch), tinea corporis (ringworm), and tinea versicolor caused by Malassezia furfur. It is also effective against cutaneous candidiasis.

Sulconazole nitrate was subjected to stress testing and a hydrogen peroxide‑mediated oxidation reaction to clarify its degradation pathway. The major degradant was synthesized, purified by semi‑preparative HPLC, and characterized by LC‑MS/MS and NMR. Mass spectrometry revealed a McLafferty‑type rearrangement characteristic of alkyl sulfoxides with a β‑hydrogen atom, confirming the degradant as sulconazole sulfoxide and ruling out an N‑oxide or sulfone. The generated reference material was used to develop and validate a compendial procedure, supporting the modernization of the USP monograph. This work provides a clear structural and analytical foundation for quality control of sulconazole.

Fig. 1 Oxidative stress of sulconazole nitrate. (Xu Q, et al., 2018)

References

Xu Q, et al. Structural confirmation of sulconazole sulfoxide as the primary degradation product of sulconazole nitrate. J Pharm Anal. 2018;8(2):96-102.

Does Sulconazole Nitrate require protection from light during long-term storage?

Yes, it is photosensitive. UV light can cause photodegradation of the imidazole ring and discoloration. Store in light-resistant containers.

What is the recommended storage temperature for Sulconazole Nitrate?

Store at controlled room temperature (15-25°C). Avoid excessive heat above 30°C, which can accelerate decomposition of the nitrate salt.

Is Sulconazole Nitrate stable in topical cream and solution formulations?

Yes, it shows good stability in common topical bases when protected from light. We provide compatibility data for various preservatives and emollients.

How is the impurity sulconazole free base monitored during stability?

The free base (from nitrate salt dissociation) is not a typical degradation product. We monitor for related imidazole impurities using a validated HPLC method.