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Hydroxystilbamidine

Hydroxystilbamidine structure

CAS No:
495-99-8
Formula:
C16H16N4O
Chemical Name:
Hydroxystilbamidine
Synonyms:
Benzenecarboximidamide,4-[2-[4-(aminoiminomethyl)phenyl]ethenyl]-3-hydroxy-;4,4′-Stilbenedicarboxamidine,2-hydroxy-;4-[2-[4-(Aminoiminomethyl)phenyl]ethenyl]-3-hydroxybenzenecarboximidamide;Hydroxystilbamidine;2-Hydroxy-4,4′-stilbenedicarboxamidine;OHSA
Categories:
Active Pharmaceutical Ingredients > Antiparasitic Drugs

Description

Hydroxystilbamidine is a cationic dye with antifungal, antitrypanosomal, antimalarial, and carcinostatic activities. Hydroxystilbamidine is able to bind to DNA and RNA in a non-intercalating manner, and is a powerful inhibitor of ribonucleases, thereby impeding cellular processes in protozoa. This agent was also shown to bind to and stablize trypanosomal lysosomes. Hydroxystilbamidine is commonly used as a diagnostic agent in neuroanatomy and as a histochemical stain.

Hydroxystilbamidine Basic Attributes

Molecular Weight：

280.32 g/mol

Exact Mass：

280.32

EC Number：

207-811-0

NCI Thesaurus Code：

C65870

Characteristics

PSA：

118.98000

XLogP3：

1.57850

Density：

1.288g/cm3

Melting Point：

235 °C

Boiling Point：

509.678ºC at 760 mmHg

Flash Point：

262.044ºC

Refractive Index：

1.654

Toxicity：

LD50 in mice (mg/g); 0.027 i.v.; 0.14 s.c. (Ewins, 1950)

Drug Information

MeSH Entry Terms：

hydroxystilbamidine

Computed Properties

Molecular Weight:280.32
XLogP3:1.8
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:280.13241115
Monoisotopic Mass:280.13241115
Topological Polar Surface Area:120
Heavy Atom Count:21
Complexity:413
Undefined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes