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1-(2-[4-(6-FLUORO-1H-INDOL-3-YL)-3,6-DIHYDRO-2H-PYRIDIN-1-YL]-ETHYL)-3-ISOPROPYL-6-METHANESULFONYL-3,4-DIHYDRO-1H-BENZO[1,2,6]THIADIAZINE 2,2-DIOXIDE

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1-(2-[4-(6-FLUORO-1H-INDOL-3-YL)-3,6-DIHYDRO-2H-PYRIDIN-1-YL]-ETHYL)-3-ISOPROPYL-6-METHANESULFONYL-3,4-DIHYDRO-1H-BENZO[1,2,6]THIADIAZINE 2,2-DIOXIDE Basic information

Product Name:
1-(2-[4-(6-FLUORO-1H-INDOL-3-YL)-3,6-DIHYDRO-2H-PYRIDIN-1-YL]-ETHYL)-3-ISOPROPYL-6-METHANESULFONYL-3,4-DIHYDRO-1H-BENZO[1,2,6]THIADIAZINE 2,2-DIOXIDE
Synonyms:
  • 1-(2-[4-(6-FLUORO-1H-INDOL-3-YL)-3,6-DIHYDRO-2H-PYRIDIN-1-YL]-ETHYL)-3-ISOPROPYL-6-METHANESULFONYL-3,4-DIHYDRO-1H-BENZO[1,2,6]THIADIAZINE 2,2-DIOXIDE
  • 1H-2,1,3-BENZOTHIADIAZINE, 1-[2-[4-(6-FLUORO-1H-INDOL-3-YL)-3,6-DIHYDRO-1(2H)-PYRIDINYL]ETHYL]-3,4-DIHYDRO-3-(1-METHYLETHYL)-6-(METHYLSULFONYL)-, 2,2-DIOXIDE
  • 1-[2-[4-(6-Fluoro-1H-indol-3-yl)-3,6-dihydro-1(2H)-pyridinyl]ethyl]-3,4-dihydro-3-(1-methylethyl)-6-(methylsulfonyl)-1H-2,1,3-benzothiadiazine-2,2-dioxide
  • LY-393558
  • 1-{2-[4-(6-Fluoro-1H-Indol-3-Yl)-3,6-Dihydro-1(2H)-Pyridinyl]Ethyl}-3-Isopropyl-6-(Methylsulfonyl)-3,4-Dihydro-1H-2,1,3-Benzothiadia zine 2,2-Dioxide
CAS:
271780-64-4
MF:
C26H31FN4O4S2
MW:
546.68
Mol File:
271780-64-4.mol
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1-(2-[4-(6-FLUORO-1H-INDOL-3-YL)-3,6-DIHYDRO-2H-PYRIDIN-1-YL]-ETHYL)-3-ISOPROPYL-6-METHANESULFONYL-3,4-DIHYDRO-1H-BENZO[1,2,6]THIADIAZINE 2,2-DIOXIDE Chemical Properties

Boiling point:
785.7±60.0 °C(Predicted)
Density 
1.359±0.06 g/cm3(Predicted)
storage temp. 
Store at +4°C
solubility 
Soluble to 100 mM in DMSO
form 
Powder
pka
16.46±0.30(Predicted)
color 
Light yellow to yellow
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1-(2-[4-(6-FLUORO-1H-INDOL-3-YL)-3,6-DIHYDRO-2H-PYRIDIN-1-YL]-ETHYL)-3-ISOPROPYL-6-METHANESULFONYL-3,4-DIHYDRO-1H-BENZO[1,2,6]THIADIAZINE 2,2-DIOXIDE Usage And Synthesis

Uses

LY 393558 acts as a 5HT1B/D receptor antagonist which has been shown to limit serotonin reuptake on extracellular levels. Potential use in the treatment of IBS.

Biological Activity

Dual 5-HT 1B/1D receptor antagonist (pK B values are 9.05 and 8.98 respectively) and 5-HT re-uptake inhibitor (pIC 50 = 8.48). Potently antagonizes terminal autoreceptor activity in vitro and increases extracellular 5-HT levels above those evoked by fluoxetine in vivo . Also acts as an antagonist at 5-HT 2A and 5-HT 2B receptors (pK i values are 7.29 and 7.35 respectively).

in vivo

LY393558 (1-20 mg/kg; p.o., single) raises extracellular levels of 5-HT to 200-250% at 1 mg/kg in guinea pigs model, while levels of 5-HT to approximately 1500% at the highest dose 20 mg/kg[1].
LY393558 (20 mg/kg; p.o., single) completely abolishes the reduction of levels of 5-HT induced by tetrodotoxin (1μM) in guinea pigs model[1].
LY393558 (1-20 mg/kg; p.o., single) significantly increases extracellular levels of 5-HT in rats model[1].
LY393558 (5 mg/kg/day; p.o., 21 days) can still elicit a further increase in extracellular 5-HT in chronic treatment[1].

Animal Model:Female Dunkin Hartley guinea pigs (350-400 g)[1]
Dosage:1-20 mg/kg
Administration:p.o., single
Result:Extracellular levels of 5-HT reached 200-250% at 1 mg/kg, while levels of 5-HT reached approximately 1500% at the highest dose 20 mg/kg.
Animal Model:Female Dunkin Hartley guinea pigs (350-400 g)[1]
Dosage:20 mg/kg
Administration:p.o., single
Result:Completely abolished the reduction of levels of 5-HT induced by tetrodotoxin (1μM).
Animal Model:Male Lister Hooded rats (290-320 g)[1]
Dosage:1-20 mg/kg
Administration:p.o., single
Result:Significantly increased extracellular levels of 5-HT.
Animal Model:Male Lister Hooded rats (290-320 g)[1]
Dosage:5 mg/kg/day
Administration:p.o., 21 days
Result:Still elicited a further increase in extracellular 5-HT in chronic treatment.

1-(2-[4-(6-FLUORO-1H-INDOL-3-YL)-3,6-DIHYDRO-2H-PYRIDIN-1-YL]-ETHYL)-3-ISOPROPYL-6-METHANESULFONYL-3,4-DIHYDRO-1H-BENZO[1,2,6]THIADIAZINE 2,2-DIOXIDESupplier

3B Pharmachem (Wuhan) International Co.,Ltd.
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821-50328103-801 18930552037
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3bsc@sina.com
EMMX Biotechnology LLC
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888-539-0666
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Shanghai EFE Biological Technology Co., Ltd.
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021-65675885 18964387627
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info@efebio.com
Shanghai Chaolan Chemical Technology Center
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021-QQ:65489617 15618227136
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Sales@ATKchemical.com
TargetMol Chemicals Inc.
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+1-781-999-5354; +17819995354
Email
marketing@targetmol.com
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1-(2-[4-(6-FLUORO-1H-INDOL-3-YL)-3,6-DIHYDRO-2H-PYRIDIN-1-YL]-ETHYL)-3-ISOPROPYL-6-METHANESULFONYL-3,4-DIHYDRO-1H-BENZO[1,2,6]THIADIAZINE 2,2-DIOXIDE(271780-64-4)Related Product Information