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Product Name: Stilbamidine
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China
Product Name: stilbamidine
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122-06-5

122-06-5 structure

122-06-5 structure

Name: Stilbamidine
Chemical Name: 2-(2-phenylethenyl)benzenecarboximidamide
CAS Number: 122-06-5
Molecular Formula: C₁₆H₁₆N₄
Molecular Weight: 264.32500
Catalog: Signaling Pathways Anti-infection Fungal
Create Date: 2016-01-09 01:30:55
Modify Date: 2025-08-25 18:31:42
Stilbamidine is a diamidine compound derived from Stilbene and used chiefly in the form of its crystalline isethionate salt in treating various fungal infections.

Name	2-(2-phenylethenyl)benzenecarboximidamide
Synonyms	Stilbamidin Benzenecarboximidamide,4,4'-(1,2-ethenediyl)bis 4,4'-Vinylenedi(benzamidine) stilbamidine trans-stilbene-4,4'-dicarboxamidine trans-Stilben-4,4'-dicarbamidin trans-Stilben-dicarbamidin-(4.4') 4,4'-Stilbenedicarboxamidine(7CI,8CI)

Description	Stilbamidine is a diamidine compound derived from Stilbene and used chiefly in the form of its crystalline isethionate salt in treating various fungal infections.
Related Catalog	Signaling Pathways >> Anti-infection >> Fungal Research Areas >> Infection Research Areas >> Cancer
Target	fungal
In Vitro	The high-affinity pentamidine transporter (HAPT1) is inhibited by Propamidine but displays only low affinity to Stilbamidine. adenosine-sensitive pentamidine transporter (ASPT1), in contrast, is strongly inhibited by Stilbamidine, and Propamidine. [3H]pentamidine uptake is determined in the presence of various concentrations of adenosine (IC50=1.2 μM) or melarsen oxide (IC50=0.7 μM), as well as in the presence of 250 μM adenosine and increasing concentrations of hypoxanthine, Propamidine (IC50=6.1 μM) and Stilbamidine (IC50=110 μM)[1]. The two diamidine compounds, Stilbamidine and Pentamidine are used to treat in multiple myeloma, a disease in which increase of the globulin content of the serum is of frequent occurrence[2].
References	[1]. De Koning HP. Uptake of pentamidine in Trypanosoma brucei brucei is mediated by three distinct transporters: implications for cross-resistance with arsenicals. Mol Pharmacol. 2001 Mar;59(3):586-92. [2]. BREWER AE.et al. Multiple myeloma treated with stilbamidine and pentamidine. Br Med J. 1948 Dec 4;2(4587):978-82.

Density	1.19g/cm3
Boiling Point	456.4ºC at 760mmHg
Molecular Formula	C₁₆H₁₆N₄
Molecular Weight	264.32500
Flash Point	229.8ºC
Exact Mass	264.13700
PSA	99.74000
LogP	4.02520
Vapour Pressure	1.62E-08mmHg at 25°C
Index of Refraction	1.634
Storage condition	2-8℃

CHEMICAL IDENTIFICATION

RTECS NUMBER :: WJ5250000

CHEMICAL NAME :: 4,4'-Stilbenedicarboxamidine

CAS REGISTRY NUMBER :: 122-06-5

BEILSTEIN REFERENCE NO. :: 3206434

LAST UPDATED :: 199612

DATA ITEMS CITED :: 7

MOLECULAR FORMULA :: C16-H16-N4

MOLECULAR WEIGHT :: 264.36

WISWESSER LINE NOTATION :: MUYZR D1U1R DYZUM

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Human - man

DOSE/DURATION :: 39 mg/kg/29D

TOXIC EFFECTS :: Behavioral - hallucinations, distorted perceptions Lungs, Thorax, or Respiration - respiratory depression Gastrointestinal - nausea or vomiting

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 43 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 115 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 125 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 30 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - hamster

DOSE/DURATION :: 150 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Yeast - Saccharomyces cerevisiae

DOSE/DURATION :: 190 umol/L

REFERENCE :: EJCODS European Journal of Cancer and Clinical Oncology. (Pergamon Press, c/o Elsevier Science, 660 White Plains Rd., Tarrytown, NY 10591) V.17(7)- 25, 1981-89. For publisher information, see EJCAEL Volume(issue)/page/year: 19,1575,1983

Precursor 8
3058-39-7 7314-06-9 1042992-14-2 15164-44-0
5216-37-5 19402-64-3 102181-63-5 122-06-5
DownStream 1
122-06-5

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