ChemicalBook > CAS DataBase List > N-PHENYL-4-[[(PHENYLAMINO)THIOXOMETHYL]AMINO]-BENZENESULFONAMIDE

N-PHENYL-4-[[(PHENYLAMINO)THIOXOMETHYL]AMINO]-BENZENESULFONAMIDE

Product Name
N-PHENYL-4-[[(PHENYLAMINO)THIOXOMETHYL]AMINO]-BENZENESULFONAMIDE
CAS No.
245342-14-7
Chemical Name
N-PHENYL-4-[[(PHENYLAMINO)THIOXOMETHYL]AMINO]-BENZENESULFONAMIDE
Synonyms
LED209;CS-1789;LED209 hydrate;LED-209;LED 209;3-phenyl-1-[4-(phenylsulfamoyl)phenyl]thiourea;N-Phenyl-4-(3-phenylthioureido)benzenesulfonamide;LED 209,inhibit,Bacterial,LED209,LED-209,Inhibitor;N-Phenyl-4-(3-phenylthioureido)benzenesulfonamide LED209;N-PHENYL-4-[[(PHENYLAMINO)THIOXOMETHYL]AMINO]-BENZENESULFONAMIDE;Benzenesulfonamide, N-phenyl-4-[[(phenylamino)thioxomethyl]amino]-
CBNumber
CB22463973
Molecular Formula
C19H17N3O2S2
Formula Weight
383.49
MOL File
245342-14-7.mol
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N-PHENYL-4-[[(PHENYLAMINO)THIOXOMETHYL]AMINO]-BENZENESULFONAMIDE Property

Boiling point:
549.4±60.0 °C(Predicted)
Density 
1.437±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,2-8°C
solubility 
insoluble in EtOH; insoluble in H2O; insoluble in DMSO
form 
solid
pka
8.77±0.10(Predicted)
color 
White to off-white
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Safety

Hazard Codes 
Xn
Risk Statements 
22
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical
Product number
16844
Product name
LED209
Purity
≥98%
Packaging
1mg
Price
$16
Updated
2024/03/01
Cayman Chemical
Product number
16844
Product name
LED209
Purity
≥98%
Packaging
5mg
Price
$63
Updated
2024/03/01
Cayman Chemical
Product number
16844
Product name
LED209
Purity
≥98%
Packaging
10mg
Price
$109
Updated
2024/03/01
Cayman Chemical
Product number
16844
Product name
LED209
Purity
≥98%
Packaging
50mg
Price
$469
Updated
2024/03/01
American Custom Chemicals Corporation
Product number
INB0001197
Product name
N-PHENYL-4-(((PHENYLAMINO)THIOXOMETHYL)AMINO)-BENZENESULFONAMIDE
Purity
95.00%
Packaging
10MG
Price
$739.2
Updated
2021/12/16
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N-PHENYL-4-[[(PHENYLAMINO)THIOXOMETHYL]AMINO]-BENZENESULFONAMIDE Chemical Properties,Usage,Production

Biological Activity

many bacterial pathogens rely on a conserved membrane histidine sensor kinase, qsec, to respond to host adrenergic signaling molecules and bacterial signals in order to promote the expression of virulence factors. led209 is a potent prodrug that is highly selective for qsec.

in vitro

led209-mediated inhibition of virulence gene expression inhibited the secretion of espa and espb, two proteins encoded within the locus of enterocyte effacement that are required for escherichia coli (ehec) to translocate bacterial proteins into host cells and cause attaching-effacing (ae) lesions. at 5 pm, led209 abolished ehec ae lesion formation on cultured epithelial cells. unlike conventional antibiotics, led209 does not kill or hinder ehec growth or trigger the ehec sos response [1].

in vivo

led209 [20 mg per kilogram of body weight (mg/kg)] was given orally to mice 3 hours before and 3 hours after intraperitoneal injection of a lethal dose of s. typhimurium. twenty-four hours after infection, only 30% of untreated mice remained alive, whereas 80% of the led209-treated mice were still alive. all the s. typhimurium– infected mice died within 72 hours of infection, and 20% of led209-treated mice survived up to 12 days [1].

IC 50

<10 μm

References

[1] rasko da, moreira cg, li de r, reading nc, ritchie jm, waldor mk, williams n, taussig r, wei s, roth m, hughes dt, huntley jf, fina mw, falck jr, sperandio v. targeting qsec signaling and virulence for antibiotic development. science. 2008 aug 22;321(5892):1078-80.

N-PHENYL-4-[[(PHENYLAMINO)THIOXOMETHYL]AMINO]-BENZENESULFONAMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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N-PHENYL-4-[[(PHENYLAMINO)THIOXOMETHYL]AMINO]-BENZENESULFONAMIDE Suppliers

Novachemistry
Tel
44-20819178-90 02081917890
Fax
(0)2080432064
Email
info@novachemistry.com
Country
United Kingdom
ProdList
4381
Advantage
58

245342-14-7, N-PHENYL-4-[[(PHENYLAMINO)THIOXOMETHYL]AMINO]-BENZENESULFONAMIDERelated Search:


  • LED209
  • N-PHENYL-4-[[(PHENYLAMINO)THIOXOMETHYL]AMINO]-BENZENESULFONAMIDE
  • N-Phenyl-4-(3-phenylthioureido)benzenesulfonamide
  • N-Phenyl-4-(3-phenylthioureido)benzenesulfonamide LED209
  • LED209 hydrate
  • N-phenyl-4-[[(phenylamino)thioxomethyl]amino]benzenesulfonamide hydrate
  • CS-1789
  • LED-209;LED 209
  • Benzenesulfonamide, N-phenyl-4-[[(phenylamino)thioxomethyl]amino]-
  • LED 209,inhibit,Bacterial,LED209,LED-209,Inhibitor
  • 3-phenyl-1-[4-(phenylsulfamoyl)phenyl]thiourea
  • 245342-14-7
  • Inhibitors