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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: 2024-01-16 20:51:55
  • 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
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

Chemsrc provides CAS#:122-06-5 MSDS, density, melting point, boiling point, structure, formula, molecular weight, synthetic route, etc.
title: CAS No. 122-06-5 | Chemsrc address: https://www.chemsrc.com/en/baike/669991.html

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