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Hydroxystilbamidine Isethionate_Molecular_structure_CAS_533-22-2)
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Hydroxystilbamidine Isethionate

Catalog No. DB01040 Name DrugBank
CAS Number 533-22-2 Website http://www.ualberta.ca/
M. F. C20H28N4O9S2 Telephone (780) 492-3111
M. W. 532.58772 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 912

SYNONYMS

IUPAC name
(4Z)-4-{2-[4-(diaminomethylidene)cyclohexa-2,5-dien-1-ylidene]ethylidene}-3-oxocyclohexa-1,5-diene-1-carboximidamide; bis(2-hydroxyethane-1-sulfonic acid)
IUPAC Traditional name
(4Z)-4-{2-[4-(diaminomethylidene)cyclohexa-2,5-dien-1-ylidene]ethylidene}-3-oxocyclohexa-1,5-diene-1-carboximidamide diisethionate
Synonyms
HSB

DATABASE IDS

PubChem CID 16051924
PubChem SID 46508302
CAS Number 533-22-2

PROPERTIES

Hydrophobicity(logP) 1.679

DETAILS

Description (English)
Item Information
Drug Groups approved
Description Hydroxystilbamidine Isethionate is used in the therapy of some patients with nonprogressive blastomycosis of the skin, and pulmonary or systemic blastomycosis in children, with fewer side effects than amphotericin B. Hydroxystilbamidine Isethionate is also used in pathology for diagnostic purposes.
Indication Used in the treatment of nonprogressive blastomycosis of the skin and other mycoses.
Pharmacology Hydroxystilbamidine isethionate is a member of the diamidines, a large family of biochemially and pharmacologically interesting compounds. It has a rather unusual combination of properties, exhibiting antitrypanosomal, antimaliarial, antifungal and carcinostatic activities. It also appears to act as an immunosuppressant. This drug may be used in the treatment of blastomycosis, a disease cased by the dimorphic fungus or mold called Blastomyces dermatitids. Blastomycosis is a pulmonary infection that can lead to fever, cough and (rarely) symptoms similar to tuberculosis. Hydroxystilbamidine has largely been replaced with amphotericin B.
Affected Organisms
Yeast, Molds, Trypanosomes
References
[Link]
Murgatroyd LB: 2-hydroxystilbamidine isethionate: a new fluorochrome for use in general pathology. II. The selective demonstration of fungi. Diagn Histopathol. 1982 Jul-Sep;5(3):219-22. [Pubmed]
Folds JD, Orlando G, Spitznagel JK: Immunosuppression by hydroxystilbamidine isethionate, a lysosome-stabilizing, anti-proteolytic, antifungal drug. Infect Immun. 1975 Mar;11(3):441-4. [Pubmed]

REFERENCES

  • Link
  • Murgatroyd LB: 2-hydroxystilbamidine isethionate: a new fluorochrome for use in general pathology. II. The selective demonstration of fungi. Diagn Histopathol. 1982 Jul-Sep;5(3):219-22. Pubmed
  • Folds JD, Orlando G, Spitznagel JK: Immunosuppression by hydroxystilbamidine isethionate, a lysosome-stabilizing, anti-proteolytic, antifungal drug. Infect Immun. 1975 Mar;11(3):441-4. Pubmed